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Vacation Rentals near Chesil Bank (Chesil Beach)

Chesil Beach Car Park Portland Beach Road, Portland, Weymouth DT4 9XE, England
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    Travelers to Weymouth are booking October dates now. Secure your vacation rental today, and have the perfect trip.
    All 100 Rentals in Weymouth
    65 Fortuneswell - 180° Sea Views from Balcony1 / 19
    (38)Excellent
    1.7 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    littlesea caravan wv551 / 25
    (17)Excellent
    1.9 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Traditional Welcoming Stone Farmhouse - Smugglers Haunt, Weymouth1 / 20
    (21)Very good
    1.0 miles from Chesil Bank (Chesil Beach)
    6 Bedrooms, 3 Bathrooms, Sleeps 10 Quick View
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    Castle Cove View: private access to sandy beach1 / 38
    (24)Excellent
    1.2 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Amenities & Details
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Patio
    • Central Heating
    • Ocean Views
    • DVD Player
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Quiet part of Dorset, great walking, dog friendly and area very accommodating, walk into Weymouth in just 20 mins and see all the lively bars and some have live music but house...
    Reviewed 3 weeks ago
    A very pleasent week spent with family. Lovely weather, a clean and well equiped 3 bed property, short walk to central Weymouth and private access to a Jurasic coast beach. All...
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    About this property
    With sea views towards Portland and private access to sandy Castle Cove beach, Castle Cove View provides high quality modern accommodation perfect for family holidays or romantic getaways.  A downstairs shower room (including WC and basin) is ideal for washing down sandy children with a separate...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Hector our Family Holiday Cottage in Weymouth1 / 10
    (20)Excellent
    1.8 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Secure Parking
    • Wi-Fi
    • Central Heating
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 17, 2018
    We loved our stay at the Mews Cottage, great location, lovely little property. Having milk and biscuits left for our arrival was a nice touch.Having somewhere private to leave...
    Reviewed May 23, 2018
    A lovely home, convenient for the town and beach. Secure parking, with a lovely coastal walk on the doorstep, and close to all the amenities of Weymouth. From the moment you...
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    About this property
    Welcome to Hector is our family friendly luxury self catering self catering holiday cottage. Hector is located in a private gated mews behind Brewers Quay very near to the Weymouth harbour side and only a few minutes from the beach, making it ideal for walking to a local restaurant or around the...
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    Weymouth, Dorset
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 5
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    1 The Old Police Station1 / 17
    (9)Excellent
    1.5 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Amenities & Details
    • Private Yard
    • Wi-Fi
    • Ocean Views
    • Grill
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 20, 2018
    We stayed here with our daughter and her children. It's rather amusing staying in a police station. It's convenient, a good location and it has been sympathetically converted...
    Reviewed July 19, 2018
    Well serviced and provisioned property. Tastefully decorated throughout. Funky architecture and layout adds to the experience. Location great for exploring the Jurassic Coast.
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    About this property
    A beautifully presented character house with views over Chesil Beach and Portland Harbour. This holiday home has many character features and really is a home from home. The property has a single parking space, there is also ample on road parking and a covered 'alfresco dining' seating area. A...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Moonfleet Holiday Cottage1 / 60
    (49)Very good
    0.4 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • Wi-Fi
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Grill
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Good location by Chesil Beach and close to Rodwell Trail. Lots to to do close by. House has everything you could need, was good for husband myself and 2 children.
    Reviewed August 2, 2018
    The house was great and had all the amenities you would wish for. The location was ideal for visiting Weymouth and Portland. Highlights of our stay were the beautiful Weymouth...
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    About this property
    Moonfleet is a two bedroom cottage located on the edge of Portland Harbour; the waters that hosted the 2012 Olmpic Sailing. Presented to a high standard this accommodation sleeps 5, with two double bedrooms (one with a double and single bed) a spacious lounge/diner and a newly landscaped garden....
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    Location Information
    Weymouth, Dorset
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 5
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    Tides1 / 25
    (48)Excellent
    1.8 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Amenities & Details
    • DVD Player
    • Parking
    • Private Yard
    • Wi-Fi
    • Central Heating
    • Ocean Views
    • Washer
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Perfect location with a beautiful view just steps away and a short walk to the harbour. A very well presented and equipped house.Thank you.
    Reviewed 3 weeks ago
    Tides is a fantastic property in a perfect location. So close to the beach and harbour and town that we walked everywhere. The facilities are great and there isn't anything I...
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    About this property
    Tides is a modern well appointed property located at the end of a quiet cul-de-sac and has the advantage of overlooking the picturesque bay and sailing venue used for the 2012 Olympic Games. The house is situated at the beginning of the wonderful promenade that winds around Newtons Cove and on...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Wey Valley - new caravan on Littlesea Holiday Park1 / 26
    (2)Excellent
    2.0 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Balcony
    • Terrace
    • Secure Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 5, 2018
    Lovely van, loads of extra touches, books, dvds, puzzles and games and even bread and milk. We could even take our chihuahua. Owners extremely welcoming.Had a great stay...
    Reviewed October 18, 2017
    The caravan is situated in a quiet spot on the Park, The site is on the banks of the Fleet with marvellous views of the Chesil Beach. the landscaping of the site is first...
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    About this property
    We have a brand new, 2017 Willerby Seasons caravan for hire on the with double glazing and gas central heating throughout. We are situated in a quiet cul-de-sac with views across the surrounding countryside. Even though we are in a quiet location our caravan is still only 2 minute walk from the...
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    Location Information
    Chickerell, Weymouth
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Pebble View1 / 9
    (20)Very good
    1.6 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Amenities & Details
    • Private Yard
    • Central Heating
    • DVD Player
    • Cable/satellite TV
    • Washer
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 11, 2018
    Beautiful cottage. Well equipped little place. Was easy to find. Views from bedrooms were stunning. Was very cosy and quiet. Absolutely loved our stay here. Would definitely go...
    Reviewed August 17, 2017
    Had a great family holiday staying here. Was quiet and relaxing very friendly people found everything that we needed in pebble view fab views from the upstairs rooms plenty of...
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    About this property
    Pebbles view is a Victorian Portland stone built mid terrace cottage in the village of Fortuneswell Portland offering stunning panoramic sea views of the Jurassic coasts Chesil beach from all floors The newly refurbished cottage arranged over three floors comprises of the lounge with wooden...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1.8 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    On arrival to our holiday home at Littlesea Holiday Park you will enter a large modern kitchen/diner. A integrated fridge/freezer stands next to a boiler cupboard where you can hang your coats etc. The kitchen has a full size gas cooker, microwave, kettle, toaster etc. The living area has a large...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.0 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • DVD Player
    • Terrace
    • Central Heating
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Spacious and welcoming, the warm tones of the unashamedly elegant Helmsley Lodge offer a specification and value that is unrivalled. Filled with chic, comfortable furniture, the Helmsley Lodge is timeless and stylish, invoking impressions of quintessential lodge living. Luxury accents create a...
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    Location Information
    Chickerell, Weymouth
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Littlesea holiday park, Weymouth. Private Holiday home to let with sea view.1 / 23
    (5)Excellent
    2.1 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Terrace
    • DVD Player
    • Central Heating
    • Balcony
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    First time at Littlesea Holiday Park,Weymouth. The Caravan we stayed in lovely,spotless,and had a present waiting for us as it was our Honeymoon.The views from the caravan was...
    Reviewed 2 weeks ago
    Just got back from a fantastic holiday The correspondence from the owner was brilliant.The caravan was immaculate. Welcome pack with coffee/tea and essentials was a lovely...
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    About this property
    Welcome to our privately owned 2017 Willerby Avonmore 3 bedroom holiday home (sleeps 6), on Havens Award Winning 5 Star Holiday Park at Littlesea Weymouth. Our holiday home is classified as Prestige Sea View with Decking by Haven. It is located on the front row of Swan View giving fantastic views...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Blue Bay Cottage - Beautiful Cottage near the harbour1 / 74
    (3)Excellent
    1.9 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Excellent cottage, fantastic location and lovely inside had everything we needed to make our stay wonderful, would recommend to anyone wanting to stay in weymouth
    Reviewed 3 weeks ago
    Beautifully presented holiday cottage in a great location. Lots of personal and luxurious touches made the stay a very comfortable one including great quality sheets and towels...
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    About this property
    Beautiful cottage with Harbour views situated in a conservation area. This recently updated cottage has a relaxing feel and is located alongside the picturesque harbour with many restaurants and cafes nearby. The kitchen is well equipped and has a dishwasher, microwave and Neff hide and slide...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Marina Bay View Apartment - Portland Harbour1 / 18
    (2)Excellent
    1.3 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Indoor Pool
    • Balcony
    • Parking
    • Sauna
    • Hot Tub
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed December 27, 2016
    Easy booking process. Estate agents very friendly and answered all questions quickly.Directions to the apartment and getting the keys made the checkin process easy.Apartment...
    Reviewed August 29, 2016
    My husband and I stayed here for a week in August with a five year old and a 21 month old. The apartment was very clean and had great facilities. The kitchen had almost...
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    About this property
    Marina View Apartment is a stunning modern apartment located overlooking Portland Marina and Harbour on the Isle of Portland, Dorset. The modern accommodation on two floors is well presented and offers three spacious bedrooms. Use of indoor pool and great as a base for water sports or fishing....
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    Location Information
    Isle of Portland, Dorset
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Rosa Cottage1 / 30
    (34)Very good
    1.8 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    • Terrace
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 22, 2018
    As soon as you walk through the door of Rosa Cottage you are greeted by its warm and pleasant atmosphere and your suprised by its size it's clean tidy and has all that you need...
    Reviewed December 31, 2017
    My family stayed here over Xmas. I had been advised that it had been nicely festively decorated. The result a fiberoptic Christmas tree and a few small objects. Which was...
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    About this property
    A beautiful restored Victorian terraced cottage, on a quiet street in the village of Fortuneswell on the Isle of Portland, only 5 minutes walk from the famous Chesil Beach and part of Dorset's glorious Jurassic Coast. 5 min drive from National Sailing Academy. This former bakery has been lovingly...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Ocean House 80 yds from beach 4 Bed, 4 Bath, 4star1 / 21
    (6)Very good
    2.1 miles from Chesil Bank (Chesil Beach)
    4 Bedrooms, 5 Bathrooms, Sleeps 10 Quick View
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    • Waterfront
    • Outdoor Dining Area
    • Washer
    • Central Heating
    • Cable/satellite TV
    • DVD Player
    • Patio
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 13, 2017
    House was situated close to sea front, shops and harbour. Unfortunately it was also easily accessible by the nightly drunks who wondered up and down at all times of the night...
    Reviewed October 10, 2016
    This was my 2nd stay in Ocean House, and I still stand by my 1st review of this house... it's so homely and comfortable. It's been a full year sincel I was last there and it's...
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    About this property
    Ocean House is a 4 bedroom town house situated in the heart of the seaside town of Weymouth. The property has just been totally renovated throughout. The property has a wifi throughout, with all rooms having SMART TV's, full sky package. On the ground floor the property has Lounge, dining room,...
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    Weymouth, Dorset
    Rental Home - 4 Bedrooms, 5 Bathrooms, Sleeps 10
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    Weymouth Family Caravan 2018 Prestige Bordeaux1 / 23
    (15)Excellent
    1.8 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Shared Indoor Pool
    • Ocean Views
    • Grill
    • Patio
    • Wi-Fi
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed March 11, 2018
    We stayed in Marian's brand new 2018 caravan in Woodlands. What a stunning caravan! Very well equipped. Marian's hospitality was lovely. Caravan was equipped with towels, tea...
    Reviewed August 15, 2017
    We were absolutely delighted to arrive at such a beautifully clean, homely caravan. The welcome pack left for us was a really lovely gesture. The caravan was so well equipped it...
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    About this property
    Our brand new Swift Bordeaux prestige caravan sleeps 6 to a high degree of luxury, it is double glazed and centrally heated so why not stay for early or late season breaks as well as that restful time during the summer. Located with amazing views over Chesil Beach and Lyme Bay to east Devon. Free...
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    Location Information
    Chickerell, Weymouth
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Dory Cottage1 / 29
    (2)Very good
    1.7 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Yard
    • Patio
    • Ocean Views
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 26, 2018
    My stay was with my family and cottage supplied all required, iron, hair dryer etc. Was easy to get to local shops, beach. The only thing there was no notes how to get rid of...
    Reviewed February 26, 2016
    Just come back from a few days based at this georgeous little cottage. So well placed for exploring the Dorset coast , westwards along Chesil beach over to the Jurassic coast...
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    About this property
    Three bedroom Portland Stone cottage over three floors with fabulous views over Chesil Beach and The Fleet. Just a short walk from Chesil Beach. Divers, sailors, walkers and families will love this cottage. WiFi and TV included but you will be busy watching the sunset! Three bedroom cottage...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Caravan, Littlesea, Weymouth1 / 23
    (2)Very good
    1.9 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Ocean Views
    • DVD Player
    • Shared Indoor Pool
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 12, 2015
    Loved staying in this comfy, clean caravan. Really great quiet spot on the sight with views. The children had a ball in the pool and Haven activities. Lots of games in the...
    Reviewed August 3, 2014
    Spent a wonderful week here with our 2 small children. Caravan was immaculate and had everything we needed. It's location is superb. High up looking over towards Chesil Beach...
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    About this property
    Top of the range 12 ft wide Cosalt Capri Mobile Home with Sea View. Fully equipped with central heating and double glazed throughout and verandah / balcony steps. Magnificent views of the Holiday Park, Sea, Fleet Lagoon, and Chisel bank. Early Check in 2 pm (not 4 pm) Gas and Electricity is...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
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    0.9 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Grill
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    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jurassic Apartments Self Catering Holiday Home at Martleaves Farm is set in 35 acres of land of special scientific interest on the world famous Jurassic Coast in Dorset. The Holiday Home is a ground and first floor floor annex with 3 en suite bedrooms and a small private garden. On the ground...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Ted's House1 / 11
    (1)Very good
    1.6 miles from Chesil Bank (Chesil Beach)
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • Private Yard
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 2, 2018
    Just arrived home after staying for the Whitsun Week at Teds House and enjoyed our stay very much. Chesil Beach just down the road and 4 local pubs within walking distance, we...
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    About this property
    This lovely holiday home sits in the heart of Fortuneswell, Portland a short stroll from the Jurassic Coast. Sea views can be seen from the property where in the evening the rear windows provide lovely sunset viewing. The owners of the property have made this holiday property a home and offers...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    8 Berth Holiday home comfatable well situated in a quite part of the park1 / 10
    (21)Excellent
    2.1 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Parking
    • Outdoor Dining Area
    • Shared Indoor Pool
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 4, 2018
    Had a great stay in the caravan on a excellent park with loads to do. Will be coming back very soon to stay in the caravan.
    Reviewed June 5, 2018
    Clean, spacious and comfortable caravan. Nice area of the park, not to close to the more noisy areas.
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    About this property
    Deluxe Plus Holiday accommodation set in the Littlesea Holiday Park Weymouth. Where the is plenty of activities to do jurying the day and evenings. The park host's three swimming pools with one outdoors. the are 3 bars to enjoy a drink and a restaurant with good food and a good menu. Weymouth with...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Artist Cottage - Charming coastal cottage on Portland :-)1 / 12
    (4)Very good
    1.7 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Shared Yard
    • Balcony
    • Ocean Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2017
    We stayed with friends on New Years Eve in this beautiful terraced cottage. The experience was amazing: Portland Bill seems to exist in a time warp and I will always remember...
    Reviewed March 30, 2017
    We have stayed here 3 or 4 times and always had a lovely time. The house is a very pretty old traditional Portland Stone building. It is in a no through road so very quiet...
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    About this property
    Built in the 1800's, this sweet little original Portland stone Fisherman's cottage promises a lovely holiday experience.Artist Cottage sleeps four people in two bedrooms and has been delightfully restored.The cottage is found in Fortuneswell just five minutes from the National Sailing Academy and a...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Little Gem - Lovely Sea views1 / 57
    (36)Excellent
    1.1 miles from Chesil Bank (Chesil Beach)
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Housekeeping Included
    • Central Heating
    • Washer
    • Wi-Fi
    • Patio
    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    This rental very much lives up to its name.We enjoyed reading and relaxing on the deck or in the gazebo.The garden is pretty and well tended.The view on a clear day over to...
    Reviewed August 11, 2018
    Lovely comfortable flat with a fantastic view no issues at all, close enough to walk to Weymouth along the rodwell trail and approx £5 back in a taxi . Weymouth rib charter is...
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    About this property
    Little Gem - uninterruptable front line sea views positioned only 30 meters from sea and overlooking Portland Harbour the 2012 Olympic venue, and the remains of Sandsfoot castle. Off road dedicated parking within property boundary. Quite and tranquil location and only a 2 min walk to private sandy...
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    Weymouth, Dorset
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    The Gift House, a historic Seaman's Chaplaincy1 / 22
    (3)Very good
    1.4 miles from Chesil Bank (Chesil Beach)
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Yard
    • Central Heating
    • Ocean Views
    • Wi-Fi
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 2, 2018
    We stayed at the Gift House over Christmas / New Year and enjoyed staying, the accommodation was well equipped and generally well maintained.Our party consisted of two...
    Reviewed September 28, 2017
    We stayed at The Gift House for 4 nights last week and loved the house so much! It has everything you could need and is really nicely decorated with lots of quirky additions...
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    About this property
    The house is a late Georgian stone house located in the middle of island village, facing the sea. All 4 double bedrooms, the lounge and dining room are having panoramic sea view. The house is fully equipped self catering and has everything you need for an unforgettable holiday. The house has...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Schooner Cottage - New This year!1 / 36
    (9)Very good
    1.7 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Reviewed 6 days ago
    Schooner cottage has been beautifully restored, giving it the character of its Georgian past with modern amenities.My husband and I stayed on Portland for 4 nights.. The views...
    Reviewed 4 weeks ago
    This was our first visit to Portland and we had a brilliant stay. Our base was Schooner Cottage, a very quaint, very old fisherman's cottage which has been renovated to the...
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    About this property
    Schooner Cottage is a carefully restored Georgian fisherman’s house, located in Fortunes Well, Portland, Dorset. The cottage will offer you a relaxing wintertime retreat with a Danish hygge feel, where you can be cosy in front of a log burning stove. You will hear the westerly storm rage outside,...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1.6 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
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    Pet friendly
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    Smoking allowed
    About this property
    4 Sea View offers the best of modern comforts with period character in a cottage just a short walk from the splendors of Chesil Beach & Cove on the Isle of Portland Dorset. Offering a fabulous kitchen and comfortable accommodation. A character cottage designed to sleep six in three bedrooms in a...
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    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Number 81 / 22
    (37)Excellent
    1.8 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Cable/satellite TV
    • Balcony
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    • DVD Player
    • Washer
    • Central Heating
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    We spent a week here in August with our (almost) grown-up children. The location was perfect: it's the quieter end of Weymouth, away from the busier main beach and the harbour...
    Reviewed June 13, 2018
    Wow! What an absolutely lovely little house in the most beautiful setting. We stayed here for a short break away and loved every minute. The views from the house were stunning...
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    About this property
    A wonderful self contained and well equipped self catering house with all of the modern amenities to make your stay a memorable one and just a stones throw from the sea. Perfectly located for the beach, town and habour. It sleeps 5 with 1 main bedroom with a double bed and ensuite,a twin bedded...
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    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2.0 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
    • Terrace
    • Central Heating
    • Patio
    • Wi-Fi
    • Balcony
    • Ocean Views
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Prestige caravan sleeps 6 to a high degree of luxury, it is double glazed and centrally heated so why not stay for early or late season breaks as well as that restful time during the summer. The lounge has 2 large comfortable sofas. We have a fully equipped kitchen including a full size...
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    Location Information
    Chickerell, Weymouth
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1.5 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    This lovely holiday home sits in the heart of Fortuneswell, Portland a short stroll from Chesil Cove. Sea views can be seen from the property where in the evening the rear windows provide lovely sunset viewing. The owners of the property have made this holiday property a home and it offers...
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    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Chiswell Cottage1 / 12
    (9)Excellent
    1.4 miles from Chesil Bank (Chesil Beach)
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed September 7, 2016
    The house looked good inside and was nicely decorated and well equipped in terms of crockery, glasses etc. On arrival at the house the bin was overflowing and the door and...
    Reviewed August 20, 2016
    We spent a week at Chiswell cottage, was exactly as we expected. There were 6 adults, 2 children and a toddler and we had plenty of room. The kitchen was brilliant with both a...
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    About this property
    A spacious, comfortable cottage in this pretty road, a short walk down to Chesil Beach and Cove, and being in a convenient position for The National Sailing Academy and Portland Harbour. A four bedroom cottage over three floors with views over Chesil Beach. There is a private, fully enclosed rear...
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    Isle of Portland, Dorset
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sea Cat Cottage1 / 15
    (2)Excellent
    1.8 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Reviewed September 24, 2015
    The apartment was a little hard to find, but we liked the neighborhood from the first moment. The view is incredible! When we sat foot into the apartment we had the pleasure to...
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    About this property
    A charming Portland Stone Cottage in the heart of Fortuneswell. Tastefully decorated and furnished it offers cosy accommodation, for four people. Public parking close by and you are just a short stroll from Chesil Beach, if you turn in the other direction and head up the hill you will arrive at the...
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    Isle of Portland, Dorset
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Sky View1 / 23
    (19)Excellent
    2.1 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 2, 2017
    We stayed at Sky View in September 2017 and had a fantastic time. The information pack that Martyn has put together about the accommodation and the surrounding area is excellent...
    Reviewed June 3, 2017
    Had the loveliest time staying here with my daughter and 3 young children. The flat has everything you need and more. Would highly recommend and hope to come back next year.
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    About this property
    Well equipped quirky town-centre flat in Weymouth, Dorset.Modern, bright and airy top floor flat. Hall, two double bedrooms, spacious lounge/diner with TV/DVD player, well equipped kitchen with full sized oven, dishwasher, fridge, combi microwave, toaster, coffee maker etc. Large modern bathroom...
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    Location Information
    Weymouth, Dorset
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    Sian's seaside static1 / 14
    (4)Excellent
    2.1 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Parking
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Stayed for a week in Sian's caravan, my second stay, and would stay again! Very clean, hosts are very helpful and friendly, the site that the caravan is on has lots to do, we...
    Reviewed September 23, 2017
    Nice, clean, well kept caravan.Very welcoming and helpful owner.surprised to see a few bits in fridge to get you started.Site was good with all amenities available as extra.
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    About this property
    This carefully maintained 2014 Burgundy Swift caravan is located within a two minute walk of the Jurassic Coastline, in the highly rated Littlesea Holiday Park. A mere 15 minute cycle from the seaside town of Weymouth, the combination of privacy provided by its serene location, and its...
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    Location Information
    Chickerell, Weymouth
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    1.7 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Charming three bedroom cottage ticked away a pebble's throw from Chesil Beach. Coral Cove is found between Sea View and Coastguard Cottages at the north end of the island. Ideal as a base for sailing, walking, diving and exploring the island and the rest of the county of Dorset. Vibrant night...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2.1 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
    • DVD Player
    • Central Heating
    • Balcony
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    • Terrace
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Roxbury marks a renaissance for your holiday home, bringing together abundant space, innovative design and unparalleled craftsmanship to create a simply stunning place to be with your family. The caravan sleeps 6 in a high degree of luxury and comfort. If required we can provide cots and high...
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    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Meadows1 / 28
    (1)Excellent
    2.0 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Grill
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed November 13, 2017
    Perfect stay from star to finish.This holiday home had everything we needed for our break, even a welcome pack of the essentials which was very handy as we arrived late due to...
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    About this property
    Why not relax in our 2018 Willerby Seasons caravan. The caravan has a spacious open plan living and kitchen area. The lounge has L Shaped fixed seating, and with double glazing and central heating, this is an ideal holiday accommodation at any time of the year. The double bedroom is very...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Chesil Holiday Lodge, Weymouth1 / 24
    (7)Excellent
    0.6 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Washer
    • Balcony
    • Sauna
    • Ocean Views
    • Wi-Fi
    • Parking
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    Stayed with our 9 and 12 year old, their response when we opened the door was wow. The static van was amazing and not really like a van at all. Lovely bathrooms, games in the...
    Reviewed April 22, 2017
    As soon as you open the door to the lodge you will experience the " Wow Factor ".The lodge is in a stunning and quiet position of the park facing the fleet lagoon. It...
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    About this property
    **sea views ** A luxury 2 bedroom (sleeps 6) holiday lodge situated on the 5 star Chesil Vista Holiday Park, near Portland and Weymouth Dorset. The lodge is located near the coastal path and has elevated sea views directly over Chesil Beach and Fleet Lagoon. Guests can make use of the park...
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    Location Information
    Weymouth, Dorset
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.0 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    About this property
    Our Prestige caravan sleeps 6 to a high degree of luxury, it is double glazed and centrally heated so why not stay for early or late season breaks as well as that restful time during the summer. The lounge has 2 large comfortable sofas. We have a fully equipped kitchen including a full size...
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    Chickerell, Weymouth
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    1.6 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A sea side cottage situated a short stroll from Chesil beach and the Cove Inn, at the heart of Fortuneswell within a short distance of the Jurassic Coastline and National Sailing Academy at Portland Harbour. At the front of the property is an ideal place to relax with a cocktail under your own...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2.0 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    About this property
    Our Bermuda is a delightful classic style caravan, with a slightly 'olde worlde' feel to it. It has been very well cared for over the years and although showing a little wear and tear in some well used areas, the standard of craftsmanship has stood the test of time very well. The three bedrooms,...
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    Location Information
    Chickerell, Weymouth
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2.0 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Balcony
    • Terrace
    • Parking
    • Ocean Views
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    We have just acquired a lovely 2 bedroom, high spec Willerby Aspen Caravan. We have full wrap around decking to soak up the sun. Situated very close to all amenities, you can watch the world go by, overlooking the main green playing area of Littlesea. With its award winning facilities and close...
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    Chickerell, Weymouth
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.9 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    Come and stay in our comfortable Willerby Rio caravan. The double glazing and central heating make it ideal for those out of season breaks. The caravan sleeps 6 in a high degree of luxury and comfort. The separate kitchen space has free standing table with a wrap around bench seat, gas oven/hob,...
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    Chickerell, Weymouth
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    2.0 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
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    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our Atlas Moonstone offers a spacious and stylish lounge with a glass framed effect electric fire. It has been tastefully designed, boasting a relaxed living environment and a real sense of space that doesn’t compromise class. With a host of high quality features including central heating and...
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    Location Information
    Chickerell, Weymouth
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    CARAVAN - WEYMOUTH1 / 4
    (6)Very good
    1.3 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
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    Smoking allowed
    Reviewed 3 weeks ago
    The location is on a hill so can see the sea only a short drive to Weymouth and Portland which was perfect. Lovely facility well equipped kitchen has everything we needed and...
    Reviewed June 2, 2018
    The site is about 10 minutes drive from Weymouth. The site itself is on the side of a hill and is close to the South West Coast Path. There are views over Portland and Chesil...
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    About this property
    Our caravan is a bright and airy Wiilerby Eco Salsa. It is decorated and furnished to a good standard and can sleep up to 8 guests a double master bedroom plus 2 twin bedrooms sleeping 2 people in each. In addition there is a double bed settee in the lounge. Outside there are chairs and a table on...
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    Location Information
    Weymouth, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Bakes Van (Ocean View 25) Littlesea Holiday Park, Weymouth1 / 25
    (4)Excellent
    1.9 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • DVD Player
    • Ocean Views
    • Central Heating
    • Outdoor Dining Area
    • Shared Indoor Pool
    • Secure Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    Well where do I start. From beginning to end our experience with Pete was brilliant. Nothing was too much trouble. The caravan was amazing, everything in the description and...
    Reviewed July 17, 2017
    Caravan could not be faulted.Very clean,tidy & comfortable.As stated, no WiFi. However, also struggled with 2G phone signal. 3G & 4G data impossible. Suggest this...
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    About this property
    Our van is 38x13 and is classed as Platinum grade by Haven. It is on a secluded and tranquil pitch at Littlesea Holiday Park overlooking the Fleet and Chesil Beach with its own tarmac parking space. It has 2 bedrooms with a large pull out double bed integrated into the stand alone settee making it...
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    Location Information
    Weymouth, Dorset
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cliff House1 / 8
    (4)Average
    1.5 miles from Chesil Bank (Chesil Beach)
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Reviewed June 21, 2018
    Large rooms basic accommodation with no frills. This is reflected in the price. Owners friendly & accommodating. Beach & parking behind property. Suited our needs for a...
    Reviewed November 10, 2016
    The whole family and dog had a great time, only thing missing for me was wifi. the pool table was in good nick, bathroom had damp walls but I was renting it not buying it so...
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    About this property
    Portland Stone detached house backing onto Chisel Beach. 3 bedrooms, gas central heating, large bathroom on the first floor, and ample parking for two cars. Ideal for sailing holidays, dog walkers, in fact anyone who wants to make use of all that Portland has to offer. The property also has a...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    2.2 miles from Chesil Bank (Chesil Beach)
    2 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    If you are looking for a peaceful holiday in a high quality comfortable apartment close to the beach, harbour and town with on-site parking, then look no further than Tamarisk Court. The well regarded Tamarisk Hotel has been converted into seven luxury self-contained apartments and a two bedroom...
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    Location Information
    Weymouth, Dorset
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 6
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    0.9 miles from Chesil Bank (Chesil Beach)
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Balcony
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Martleaves Farm is set in 35 acres of land of special scientific interest with a footpath down to the world famous Jurassic Coast and the South West Coastal Path. On the farm we have alpacas, Shetland ponies, sheep and horses. In the farmhouse gardens we have pet pigs George & Mildred, geese,...
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    Location Information
    Weymouth, Dorset
    Rental Home - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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