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Isle of Portland Vacation Rentals

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    Travelers to Isle of Portland are booking January dates now. Secure your vacation rental today, and have the perfect trip.
    All 55 Rentals in Isle of Portland
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    Pebble View1 / 9
    (18)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    1 The Old Police Station1 / 17
    (6)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Seagull Cottage1 / 20
    (14)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Marina Bay View Apartment - Portland Harbour1 / 15
    (2)Excellent
    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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    Isle of Portland, Dorset DT5 1FB
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Two bedroom holiday bungalow1 / 8
    (10)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 10, 2017
    Had a lovely two weeks, Bungalow was beautiful and clean with a great view of the sea. The owner Lesley gave us a nice welcome with some lovely flowers and milk etc and was very...
    Reviewed July 17, 2016
    The property has a partial view of the English channel from it's high vantage point. It was clean & tidy. The owner was very pleasant & helpful at handover.It is described...
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    About this property
    A comfortable terraced bungalow with lounge/diner, kitchen and patio area in grounds near to Pennsylvania Castle so ideal for anyone attending functions there. Portland is a nature lovers paradise particularly of interest to birdwatching enthusiasts also to sailors as the National Sailing Academy...
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    Isle of Portland, Dorset DT5 1HU
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Gift House, a historic Seaman's Chaplaincy1 / 22
    (2)Excellent
    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 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...
    Reviewed July 3, 2017
    Beautiful house and great views from every room. Very clean and very well presented. Thoroughly recommend as a great base for a big group visiting Weymouth area.
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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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    Isle of Portland, Dorset DT5 1AQ
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Cliff House1 / 7
    (2)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Private Yard
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Isle of Portland, Dorset DT5 1AW
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Portland Hideaway1 / 8
    (10)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Cable/satellite TV
    • Washer
    • Parking
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 26, 2017
    Comfortable and surprisingly spacious, kitchen adequately equipped, owners next door but very low profile.The Hideaway is a conservatory and therefore does get very warm...
    Reviewed August 24, 2017
    Great little place. good location everywhere within easy reach. Bus stop outside house so no need to use the car. Great place for a birder to stay.
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    About this property
    The Portland Hideaway is a 4* self contained self catering unit with open plan living space.It benefits from a fully equipped kitchen,separate shower room with wc & sink,open plan bedroom/lounge area with ample seating on the reclining leather sofa's & air conditioning unit for your comfort....
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    Isle of Portland, Dorset DT5 2DS
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
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    BEAUTIFUL STUDIO APARTMENT - OCEAN VIEWS,PORTLAND1 / 31
    (29)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • DVD Player
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    Lovely, clean apartment within a quirky building, the coast path is on the doorstep and a 11 mile walk around this Island is a must for any walker, quarry's, lighthouses...
    Reviewed September 7, 2017
    My boyfriend and I have just returned from a lovely stay in Dorset. It was our first time to the area, which we found quiet, friendly and beautiful to look at. The weather was...
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    About this property
    A VERY MODERN HOLIDAY LET STUDIO APARTMENT LOCATED IN A QUIET POSITION ON THE ISLE OF PORTLAND NEAR WEYMOUTH IN THE HEART OF DORSET, ON THE COAST OF SOUTH WEST ENGLAND. SUITABLE FOR SINGLE OR DOUBLE OCCUPANCY. FACILITIES INCLUDE FLAT SCREEN TV, DVD PLAYER, MICROWAVE, MINI OVEN/GRILL, FRIDGE,...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Ocean Studio Apartments OSA11A-Southwell, Portland1 / 22
    (8)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 9, 2017
    Had 13 lovely quiet days here. The room was very clean and tidy with all the facilities that were advertised.There is a good bus service stopping a few minutes walk outside to...
    Reviewed September 28, 2015
    lovely stay - nice apartment within easy walking distance to Portland Bill (great breakfast at Lobster Pot café).I agree with other reviews there is a lot of building work...
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    About this property
    Self contained apartment base on Southwell business park , isle of Portland. A short stroll from famous Portland bill& Jurassic coastline. Come &see for yourself Towels,Linens ,Toiletries provided equipped with hair dryer,iron+board ,fridge,toaster,kettle,Microwave oven. Tesco & co-op & local...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Rosa Cottage1 / 29
    (31)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Amenities & Details
    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    • Terrace
    • Parking
    • Private Yard
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 20, 2017
    Lovely cottage, warm and welcoming in style with all necessary amenities for a comfortable relaxed stay. Plenty of space for our family, generous sofas in lounge and comfy beds...
    Reviewed June 4, 2017
    Lovely cottage, surprisingly quiet area as a lot of houses a round. Weymouth only 5miles away which has beautiful beach and lots of places to eat. The sea life centre in...
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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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    Isle of Portland, Dorset DT5 1JU
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Jurassica House is part of our Olympic legacy, home to the Swedish sailing team during the sailing events in 2012. A great location for water sports enthusiasts, walkers, cyclists, rock climbing, bird watching and of course, perfect for simply for relaxing. Internally, the spacious living areas are...
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    Isle of Portland, Dorset DT5 1AU
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    65 Fortuneswell - 180o Sea Views from Balcony1 / 19
    (38)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Ocean Views
    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • DVD Player
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed July 23, 2017
    This holiday house is lovely. On the isle of portland with beautiful views over the sea from a large balcony which can be accessed from the master bedroom or a door on the...
    Reviewed June 6, 2017
    We stayed as a family (3 couples and a teen) and there was plenty of space. The location is great. Beach is a good 'walk the dinner off' distance away. Pubs and shops nearby...
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    About this property
    A contemporary, spacious house with private off-road parking. Situated in a central position on the lower part of the island, makes it ideal for guests visiting the Weymouth and Portland National Sailing Academy or the Jurrassic Coastline. Ideal for small groups, couples and families - with...
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    Isle of Portland, Dorset DT5 1LX
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Views is perched in an enviable position on Portland’s seafront, situated on the Jurassic coast beside Chesil Beach. The Olympus Penthouse is a two bedroom, fifth floor apartment with great views over the Dorset coastline, Portland Marina, the National Sailing Academy and Portland Castle,...
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    Isle of Portland, Dorset DT5
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    167 Ocean Views located in Portland, Dorset1 / 19
    (1)Excellent
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 17, 2014
    Our apartment was clean, modern and welcoming. We were pleasantly surprised at the size of the rooms and the view of the hills was beautiful. Seagulls constantly squawking...
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    About this property
    Set on the fourth floor of the Ocean Views development, 167 Ocean Views is a contemporary apartment with a bright, spacious feel throughout. Open plan living means it’s easy to unwind in style when you’re not out exploring the nearby Jurassic Coast, and you can step from the living space onto your...
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    Isle of Portland, Dorset DT5 1FB
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    Quarries Reach, rural & sea views Portland, Dorset1 / 17
    (49)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Washer
    • Cable/satellite TV
    • Wi-Fi
    • Grill
    • Central Heating
    • DVD Player
    • Ocean Views
    • Secure Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 days ago
    Quarries Reach was a great house for three generations of our family to gather pre-Christmas to visit local relatives. Clean and comfortable, good kitchen facilities and plenty...
    Reviewed 1 week ago
    The stay at quarries reach was quite nice : Deborah was really flexible and the house is very convenient for a stay with 10 people.
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    About this property
    Ideal for small groups, couples & families - fabulous rural and sea views. A contemporary spacious detached house with a safe, secluded and walled garden. Situated in a prime position with spectacular rural and sea views looking towards Dorset's Jurassic Coast. Sleeps up to 8 +2 comfortably in...
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    Isle of Portland, Dorset DT5 2DL
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    105 Ocean Views located in Portland, Dorset1 / 18
    (8)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 31, 2016
    This fifth floor flat has a clean, smart and modern feel. Pretty much everything you need is already there in the cupboards, the only problem was that we struggled to find out...
    Reviewed October 28, 2015
    We were looking for either a coastal cottage with wood burner or scenic sea view apartment. We went with the latter and were not disappointed-fabulous views of Chesil beach and...
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    About this property
    Situated on Portland’s scenic seafront with the famous Chesil Beach almost on your doorstep is 105 Ocean Views, a contemporary and stylish two bedroom apartment. With sophisticated furnishings and plenty of space for a group of four, this will make a wonderful getaway for a family or a group of...
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    Isle of Portland, Dorset DT5 1EF
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Ocean Views perched in an enviable position on Portland’s seafront, situated on the Jurassic coast beside Chesil Beach. The apartments have been finished to a high standard with high quality flooring, wooden decked balconies and polished granite worktops. The development also featuresa health and...
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    Isle of Portland, Dorset DT5 1EF
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Mermaid Cottage1 / 8
    (1)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • DVD Player
    • Private Yard
    • Washer
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 21, 2017
    Our family all had a brilliant holiday, cottage comfortable, with everything we needed. Even a play room for the kids, trampoline & swings in the garden.No do's and dont's...
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    About this property
    Whether you are looking for that relaxing break, or here to sail or just time with the family this charming cottage would suit your needs. Nestled off Wakeham, you will agree this cottage is a real find. A charming cottage nestled just behind Wakeham, backing on to open land. This spacious...
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    Isle of Portland, Dorset DT5 1HS
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Casita del mar1 / 11
    (1)Excellent
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Ocean Views
    • Grill
    • Balcony
    • Washer
    • DVD Player
    • Terrace
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 6, 2017
    This cottage suited our family needs perfectly as we were able to bring our very well behaved dog with us! Susan was so helpful and ensured we were well informed about the...
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    About this property
    150 Year Old Portland Stone Fisherman's Cottage. Two leather sofas to seat six. Freeview T.V. Books. DVD's. C.D's. Games .Wifi. There is a wood burning stove for the winter months and barbeque and alfresco dining during the summer months. Vintage pine dining table and chairs to seat six. A...
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    Isle of Portland, Dorset DT5 1NJ
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Shearwater located in Portland, Dorset1 / 16
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed January 5, 2014
    We rented this house for a family holiday in October 2013, and couldn't of been happier with the accommodation.The house was clean, well laid out and had everything you could...
    Reviewed May 12, 2013
    Found the property to be very clean and beautifully decorated. The kitchen had everything you needed down to washing up liquid to tin foil and cling film. There was a brochure...
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    About this property
    Shearwater is a newly built three bedroom house, set over three floors, designed by an award-winning team and located on the east coast of Portland. It offers superb views of Pennsylvania Castle and out to the sea. The property is a highly energy efficient ‘Passivhaus’ eco-home, operating on a low...
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    Isle of Portland, Dorset DT5 1FJ
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    When you’re looking for an escape with the beauty of Portland Harbour on your doorstep, look no further that 9 Sidon Mews. With stylish and modern interiors and a bright and sunny garden, you will find plenty of space for everybody to unwind. This contemporary house is especially well suited to...
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    Isle of Portland, Dorset DT5 1FG
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Sea Pinks Cottage located in Portland, Dorset1 / 13
    (3)Average
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 23, 2017
    This booking was made on behalf of my daughter and her young family, and friends of hers. The owner was very helpful when I was making the arrangements. Overall my family were...
    Reviewed November 7, 2016
    Upon arrival we weren't overly surprised at the lack of parking in Mallams. It is very narrow. Yes, you can stop in the vicinity to unload, but then have to drive down to a free...
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    About this property
    Sea Pinks Cottage was built around 1860 and is a fine example of a traditional fisherman’s cottage built with Portland stone. The property has been refurbished to a high standard with the bedrooms offering views either towards Portland, Lyme Bay or Chesil Beach. Externally, the property boasts a...
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    Isle of Portland, Dorset DT5 1NJ
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Yard
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    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 DT5 1AT
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Chiswell Cottage1 / 12
    (9)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Private Yard
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    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 DT5 1AN
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Elizabethan House located in Portland, Dorset1 / 24
    (3)Average
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed October 3, 2017
    The house was perfect for our visit, everything we needed. Close to the beach and also local pub. The dogs enjoyed it too!
    Reviewed August 6, 2015
    This is a pleasant property with plenty of space. The lounge/dining room was welcoming and comfortable and it has possibly the best equipped kitchen I have had in a rented...
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    About this property
    Elizabethan House is 17th Century Grade II listed property located in Portland, situated just 500 yards from Chesil Beach and within a short walk from the National Sailing Academy. Internally, the property has been refurbished whilst retaining a character style with exposed stone walls, stripped...
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    Isle of Portland, Dorset DT5 1AP
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 7
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    5 Cove Park1 / 14
    (2)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • DVD Player
    • Central Heating
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 29, 2017
    Had a great stay in this lovely bungalow. Lots of home comforts and the kitchen was well equipped.Home from home. Loved the view from the veranda and the dogs enjoyed the garden.
    Reviewed June 29, 2017
    Comfortable holiday chalet in a pretty park. Well equipped kitchen, modern shower room. Dog loved the garden.
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    About this property
    PET Friendly! A two-bedroom bungalow set in a unique coastal park offering total relaxation and fantastic sea views. The site is ideal for a place to rest your head after a day on the water or if you are looking for a relaxing quiet break by the sea. This holiday home features all the essentials...
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    Isle of Portland, Dorset DT5 1HU
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    82 Ocean Views located in Portland, Dorset1 / 16
    (5)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed February 24, 2017
    Stayed here for half term with wife and two children. Was perfect for what we were after. Bright modern apartment which was well kitted out. Excellent indoor communal pool...
    Reviewed August 24, 2016
    Stayed with family in August 2016 after booking through Blue Chip Holidays.Lovely apartment. Very comfortable and has large balcony which runs across its full width. Two...
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    About this property
    82 Ocean Views is a stylishly furnished apartment with partial sea views, located on the fourth floor of the development, in an enviable position on Portland's seafront. The apartment has been finished to the highest standard with high quality flooring and polished granite worktops exemplifying the...
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    Isle of Portland, Dorset DT5 1EF
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Bayview1 / 22
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Patio
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 10, 2015
    We loved our stay at Bayview. The back garden was definitely the best part of this property, the views were breathtaking! Lovely views from most windows too. House had lovely...
    Reviewed May 29, 2014
    My partner and I stayed here while visiting our nieces and needed a close place to stay. She was pregnant at the time and so proximity to our nieces and cleanliness were very...
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    About this property
    Bayview has beautiful sea and coastal views in all directions. There are extensive coast and country walks from the door and a number of local coves and beaches with safe swimming, in particular Weymouth. Portland Harbour is famed for its water sports and was the venue for the last Sailing...
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    Isle of Portland, Dorset DT5 1HE
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 5
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    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    About this property
    Lyndhurst is a four bedroomed house opposite Victoria Gardens and a short walk from Chesil Beach. Downstairs you will find two family rooms, one with a TV and the other for quiet moments. The kitchen, which overlooks the outside decking area, is spacious and sports a large dining table - ideal...
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    Isle of Portland, Dorset DT5 1AH
    Rental Home - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    Stones Throw located in Portland, Dorset1 / 24
    (8)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed September 22, 2017
    very nice apartments everything you need like home from home very quiet and you also get your own off road car park. lots of places to visit near by and also house is like a...
    Reviewed July 24, 2017
    It should be a 6 star, its situated in an easy access location, Built to house one of the Olympic sailing teams (Trinidad). it is spotlessly clean and well equipped, dogs are...
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    About this property
    Stones Throw is part of a residential development voted Supreme Winner of the Housing Design Awards for innovative eco-friendly development. The houses are part of our Olympic legacy, home to the athletes during the sailing events in 2012. Internally, Stones Throw’s ultra-modern open plan living...
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    Isle of Portland, Dorset DT5 1FH
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Isle of Portland, Dorset DT5 1AG
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Chesil View House located in Portland, Dorset1 / 15
    (2)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 25, 2017
    Just back from a lovely week here. The house is beautiful and the views from the top floor are amazing. Yes it's on a steep hill but so are most houses on Portland! Parking...
    Reviewed January 17, 2017
    The little house on St Martins Road is very sweet. It is on a tremendous hill and parking can be a problem but once inside it is very well appointed. The living/dining room is a...
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    About this property
    Chesil View House offers stylish accommodation that was originally a fisherman’s cottage in the beautiful village of Fortuneswell, nestled amongst the hills of Portland. Internally the property is furnished to a high standard with spectacular views from the top of the house of Chesil Beach, Lyme...
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    Isle of Portland, Dorset DT5 1JY
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    Pitt Hayes Cottage1 / 14
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Yard
    • Wi-Fi
    • Ocean Views
    • Parking
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 8, 2016
    Stunning views, flowers, tea, coffee and biscuits awaiting us. Cottage clean and well maintained and the Red House letting agents attended promptly when we had wifi problems...
    Reviewed June 8, 2016
    We recently stayed here as a large family to celebrate my mother in laws 80th birthday who was born and raised in Portland. It was important for me to find suitable...
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    About this property
    This well presented holiday house has a large and sociable open plan living area with kitchen, seating and dining areas, allowing for a relaxed and inclusive holiday atmosphere. There are four bedrooms, a bathroom and a shower room. The ground floor provides two twin rooms and a shower room with a...
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    Location Information
    Isle of Portland, Dorset DT5 1AN
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Fishermans Cottage1 / 38
    (20)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Grill
    • Central Heating
    • DVD Player
    • Ocean Views
    • Hot Tub
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed May 8, 2017
    We spent a week here in March and although the weather was changeable we had a lovely time. The location is great for some lovely walks around Portland and the pub up the road...
    Reviewed April 25, 2017
    Fantastic place, clean, everything we needed. Perfect location. Plenty of space for 4 adults, 2 children & baby. Amazing views from every room. Will be returning
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    About this property
    Fishermans Cottage is a charming detached 18th century cottage on the edge of Southwell, with excellent sea views. Recently renovated with full central heating throughout and Wi Fi. On the ground floor there is a lounge / diner with sea view, a reception room, a fully equipped kitchen, a...
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    Isle of Portland, Dorset DT5 2EF
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Yard
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    Pet friendly
    Kid friendly
    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 DT5 1AA
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    50 Ocean Views, Portland located in Portland, Dorset1 / 18
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    Enjoy contemporary living in a beautiful setting at 50 Ocean Views. This bright, open plan apartment is found on the second floor of the Ocean Views development in Portland, and with a spacious design and an onsite swimming pool and fitness centre, it’s the perfect place for a relaxing family...
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    Isle of Portland, Dorset DT5 1DT
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Dory Cottage1 / 9
    (1)Excellent
    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 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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    Isle of Portland, Dorset DT5 1JJ
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    The Porthole located in Portland, Dorset1 / 24
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 18, 2017
    Fantastic, modern, spacious apartment with every amenity you can imagine. Very close to an array of beaches, and many other attractions. Lovely indoor swimming pool and jacuzzi...
    Reviewed April 14, 2017
    The apartment is located across the road from Portland Castle in a quite road. It's a stunning apartment with everything you could need. The pool and sauna etc is located in the...
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    About this property
    Set in a prime position for exploring the picturesque island of Portland is The Porthole, a bright and modern third floor apartment with two spacious bedrooms. When you step inside, you’ll find yourself in a light, contemporary and fresh living area with leather sofas and a flatscreen TV, perfect...
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    Isle of Portland, Dorset DT5 1EF
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Pebble Reef1 / 21
    (18)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Cable/satellite TV
    • Balcony
    • DVD Player
    • Grill
    • Central Heating
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed August 8, 2017
    We had a lovely week stay in pebble reef. Fantastic, modern cottage with ample space for us and our 4 children. Lovely big kitchen with everything you could need. The bedrooms...
    Reviewed June 26, 2017
    Had such a lovely time at Pebble Reef cottage, so beautiful and quaint. Such a shame we didn't spend long there. The Cottage was spotless and fully equipped. Would highly recommend
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    About this property
    Pebble Reef is a traditional Quarryman's Cottage, full of character but lovingly renovated to include all the modern comforts you need. The cottage sleeps up to six people in 3 comfortable bedrooms. Upstairs there's one double with en-suite shower room, a twin bedroom, and on the ground floor...
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    Isle of Portland, Dorset DT5 1HR
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Ocean Views
    • Central Heating
    • Private Yard
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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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    Isle of Portland, Dorset DT5 1AD
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Hot Tub
    • Washer
    • Ocean Views
    • Sauna
    • Shared Indoor Pool
    • Patio
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This luxury 7th floor apartment at 199 Atlantic House is part of the prestigious Ocean View complex in Portland, Dorset. The apartment has been rated as 4* by the AA and overlooks Weymouth Bay and Portland Marina and is less than a mile from the National Sailing Academy, venue of the 2012 Olympics...
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    Isle of Portland, Dorset DT5 1FB
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Artist Cottage1 / 12
    (4)Very good
    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 DT5 1NQ
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Sea Cat1 / 6
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    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 DT5 1AH
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ocean Studio Apartments OSA9- Portland Dorset1 / 15
    (1)Average
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed May 31, 2016
    All was as we expected from the reviews. It is a building site but once inside it is very pleasant and has all we needed for our stay.Week end was lovely and quiet but mid week...
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    About this property
    If you are looking for the perfect place for a romantic weekend break for two, a longer get-away-from-it-all holiday or fun time with a group of friends then you've found it! Every apartment combines quality overnight comfort and en-suite facilities with modern self-catering kitchenette. The Ocean...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Cove Holiday Park1 / 6
    (4)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    A two-bedroom bungalow set in a unique coastal park offering total relaxation and fantastic sea views. The site is ideal for a place to rest your head after a day on the water or if you are looking for a relaxing quiet break by the sea. This holiday home features all the essentials for your stay...
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    Location Information
    Isle of Portland, Dorset DT5 1HT
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Ocean Studio Apartment OSA11- Portland,Dorset1 / 8
    (2)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
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    About this property
    Studio Apartment situated on 2nd Floor , Maritime House, Southwell Business Park, Portland .(ex mod building converted to living accommodation with kitchenette & en-suite bathroom) . Local amenities are within 5-10 mins driving distance. Approx 10 minutes walks from famous Portland Bill Lighthouse...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Ocean Views
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Wavecrest is in the village of Fortuneswell, overlooking Chesil Beach and close to the Weymouth and Portland Sailing Academy and Windsurfing Centre. Perfectly located for sailors, windsurfers, divers, walkers and cyclists with storage for boards, sails, bikes and wetsuits as well as a 72 hour free...
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    Location Information
    Isle of Portland, Dorset DT5 1LX
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday1 / 20
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
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    Smoking allowed
    Reviewed March 12, 2017
    Firstly I have to say that the location of Branscombe cottage is absolutely brilliant with views from the first floor sitting room area down to the current lighthouse,the old...
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    About this property
    This detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms. Brancombe Lodge is a detached cottage next to a lighthouse on the tip of Portland Bill near to Weymouth in Dorset. The cottage sleeps four people in one double bedroom, one twin room...
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    Location Information
    Isle of Portland, Dorset DT5 2JT
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This centuries-old cottage is in Easton, a village at the heart of the peaceful island of Portland. Easton has a good selection of shops, friendly pubs, cafes and a children's play area. Dunsubbin is a short walk from the atmospheric Church Ope Cove with its 'smuggler's' graveyard. Portland is...
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    Location Information
    Isle of Portland, Dorset DT5 1HG
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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