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Vacation Rentals near Portland Castle

Portland Castle Liberty Road, Castletown DT5 1AZ, England
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    Castletown is popular with travelers just like you. Don’t let them get your perfect place first—book today!
    All 66 Rentals in Castletown
    0.2 miles from Portland Castle
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    0.2 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Panoramic View, Castletown, Portland1 / 22
    (1)Terrible
    0.0 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    Amenities: Gas central heating. Electric hob and oven, microwave, fridge, freezer, dishwasher, washer/dryer. TV, DVD player and WiFi. Fuel and power inc. in rent. Bed linen and towels inc. in rent. Allocated parking space for one car. Access to the indoor swimming pool and gym onsite at the...
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    Castletown, Isle of Portland
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    JURASSIC COAST HOUSE, Sleep 8, modern olympic athletes house, Close to Chesil1 / 29
    (1)Excellent
    0.1 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Reviewed August 29, 2021
    Good location lovely views, we had everything we needed very comfortable.Would recommend and would consider staying again.
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    About this property
    This modern 3 storey house is in Fortunewell, Portland, Dorset and can sleep 8 people in 4 bedrooms.Jurassic Coast House was originally built to house 2012 Olympic athlete’s and is a modern house situated in Fortuneswell , Portland, Dorset. The cottage can sleep 8 people in 1 x king-size double...
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    The Old Portland Courthouse, FORTUNESWELL1 / 29
    (1)Very good
    0.2 miles from Portland Castle
    4 Bedrooms, 4 Bathrooms, Sleeps 8 Quick View
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 8
    2 bedroom accommodation in Portland1 / 16
    (1)Very good
    0.0 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.0 miles from Portland Castle
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    About this property
    Sea Gem rests in Castletown, Portland, and can sleep seven in four bedrooms.The living areas in this three-storey property include a kitchen/diner with electric double oven and grill, gas hob, microwave, fridge/freezer, washer/dryer, dishwasher, coffee machine, breakfast bar for four, and a table...
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 7
    0.2 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Osprey View rests in Fortuneswell and can sleep four people in two bedrooms.This terraced house has an open-plan living space with a kitchen, dining area for four guests, and a sitting area with TV with Freeview. Amenities include an electric oven and hob, microwave, fridge/freezer, washing...
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Spacious and stylish 4-bed townhouse in Dorset | Sea Views - Sleeps 81 / 27
    (86)Excellent
    0.2 miles from Portland Castle
    2 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 3 Bathrooms, Sleeps 8
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    0.2 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.2 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    Castletown, Isle of Portland
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    0.2 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Stone's Throw, open plan modern house, a short walk from Chesil Beach1 / 29
    (60)Excellent
    0.2 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.1 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Balcony
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    Castletown, Isle of Portland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Stunning Dorset House With Sea Views1 / 29
    (13)Excellent
    0.2 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    0.0 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.2 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    About this property
    Pebbles Reach rests in Fortuneswell and sleeps seven people in three bedrooms.The living areas in this terraced, three-storey house include a kitchen/diner with seating for seven, an electric oven and hob, microwave, fridge/freezer and dishwasher, a utility/cloakroom with washing machine, and a...
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    Castletown, Isle of Portland
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    0.1 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.2 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    0.0 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Castletown, Isle of Portland
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    Olympic Cottage, FORTUNESWELL1 / 21
    (2)Very good
    0.2 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.2 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Sea Gem, CASTLETOWN, PORTLAND1 / 30
    (1)Excellent
    0.0 miles from Portland Castle
    4 Bedrooms, 4 Bathrooms, Sleeps 7 Quick View
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 4 Bathrooms, Sleeps 7
    0.2 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    0.2 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Castletown, Isle of Portland
    Rental Home - 1 Bedroom, 1 Bathroom, Sleeps 2
    Sunrise Hill, Castletown, Portland1 / 22
    (2)Terrible
    0.1 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Central Heating
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    Castletown, Isle of Portland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    Spacious Modern House close to Chesil Beach and W&P National Sailing Academy1 / 29
    (34)Excellent
    0.2 miles from Portland Castle
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 3 Bathrooms, Sleeps 8
    0.1 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.1 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Castletown, Isle of Portland
    Rental Home - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    Sunseeker Renagade 60 in Weymouth1 / 29
    (1)Excellent
    0.2 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Air Conditioning
    • Waterfront
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    Castletown, Isle of Portland
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.1 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.2 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Castletown, Isle of Portland
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1 The Old Police Station1 / 11
    (14)Very good
    0.3 miles from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    Reviewed September 7, 2021
    I'm still here at the property, it's amazing for us. It's clean and tidy, The old police house is in a fab location just near the end of the road onto Portland. The kitchen area...
    Reviewed August 1, 2020
    Stayed for a week with my husband and kids. When we entered the house we were struck by the size of it - much bigger than photos suggest!The view from the first floor lounge...
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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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    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 3 Bathrooms, Sleeps 7
    Cliff House1 / 9
    (11)Average
    0.4 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Reviewed September 12, 2022
    We spent a few days here and really enjoyed our weekend. The house is quite simple and minimalistic, but it has everything you need. It has a bathroom with a shower and bath...
    Reviewed September 1, 2020
    Cliff House was in the perfect location for us. Backed onto the beach for ease of access, yards from a great takeaway and lovely pub which overlooked the sea, and within driving...
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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
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 5
    Tompot Cottage - Character cottage by the sea1 / 9
    (13)Very good
    0.5 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Reviewed October 26, 2022
    We had a fabulous 3 night stay at Tompot Cottage. The cottage is well equipped with everything you need and a welcome basket on arrival with some lovely goodies! Even the dogs...
    Reviewed September 1, 2022
    Fabulous week away in this lovely cottage with everything you could need and more. All immaculately clean and perfect location for day trips to Weymouth, Portland Bay and...
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    About this property
    A character cottage by the sea, 400 years old with beams, steep stairs, quirky walls and creaky floors, just a stone’s throw from the world famous Chesil Beach and Portland Harbour, sleeping seven in three bedrooms. Based in the iconic sailing location with access to water sports, walks and outdoor...
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    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 6
    AMMONITE COTTAGE, WiFi, two bedrooms, courtyard on Isle of Portland.1 / 32
    (1)Excellent
    0.4 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Ammonite Cottage is a traditional Portland stone cottage situated on the Isle of Portland, near Weymouth and can sleep four people in two bedrooms.Ammonite Cottage is traditional Portland stone cottage on the Isle of Portland, near to Weymouth in Dorset, benefits from two bedrooms and one bathroom...
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    Fortuneswell, Isle of Portland
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.5 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    This traditional terraced cottage is in the village of Fortuneswell , Portland, Dorset and can sleep 4 people in 2 bedrooms.Langahm Cottage is a traditional terraced cottage situated in Fortuneswell, Portland, Dorset and benefits from beautiful sea views. The cottage can sleep 4 people in 1 Super...
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    Fortuneswell, Isle of Portland
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.0 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    There is so much on offer with this beautiful 2 bed 2 bath apartment that has simply stunning and envious views of the seafront and surrounding local attractions. The area is a recreational haven with so many things to do including tourism and sightseeing. The view from the balcony looks down on to...
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    Isle of Portland, Dorset
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.5 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    About this property
    With your own private access straight onto Chesil Beach, the sounds and sights of the cove and beyond await from this beautiful, luxury home. Located close to the Weymouth & Portland National Sailing Academy, marina and coastal path it’s the perfect base for any adventure. Packed with all the...
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    Fortuneswell, Isle of Portland
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.3 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    Pura Vida is a brand new apartment to us here at Osprey. Its walking distance to the beach and has its own parking space. This one bedroom apartment is well designed giving you a bedroom and then a bedroom within the living area with a fold down bed full size double. Fantastically located, well...
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    Isle of Portland, Dorset
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.7 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Fortuneswell, Isle of Portland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
    0.0 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    There is so much on offer with this beautiful 2 bed 2 bath apartment that has simply stunning and envious views of the seafront and surrounding local attractions. The area is a recreational haven wih so many things to do including tourism and sightseeing. Portland offers peaceful calm relaxation...
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    Isle of Portland, Dorset
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.3 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Kid friendly
    Smoking allowed
    About this property
    Harbour View House has three bedrooms with breath taking views looking out over the harbour and Chesil Beach. Walking distance to the harbour and marina this is wonderfully located for watersports groups/ families. We are even happy to accept a dog providing it is kept downstairs. Chesil Beach...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.4 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    • Wi-Fi
    • Washer
    • Ocean Views
    • Private Yard
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This cottage rests in Fortuneswell, Dorset and can sleep eight people in three bedrooms.Spring Rose Cottage is a superb property resting in Fortuneswell, Dorset. Here, you will find three bedrooms, comprising of a family bedroom with twin beds and bunk bed, and two second-floor double bedroom,...
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    Location Information
    Fortuneswell, Isle of Portland
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 8
    Kearney Cottage - lovely cottage by the sea1 / 18
    (2)Excellent
    0.5 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
    • Washer
    • Patio
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed June 11, 2022
    A beautiful holiday cottage fully equipped with everything you need. 3 large bedrooms with loads of living space. Also dog friendly which is brilliant. We had a lovely family...
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    About this property
    Kearney Cottage A light and airy cottage with sea views, situated close to amenities and within walking distance of Chesil Beach, ideal for those seeking a getaway by the sea. The Space: Accommodation is set over three floors, the open plan living dining room is dual aspect with views towards...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Seascape Apartment1 / 28
    (1)Excellent
    0.0 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Washer
    • Parking
    • Terrace
    • Balcony
    • Wi-Fi
    • Shared Indoor Pool
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed April 18, 2021
    It’s a nicely presented, very well equipped apartment with splendid views and conveniently located. Communication was friendly, rapid and smooth. We will return if we are in...
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    About this property
    Seascape is a beautiful modern one bedroom apartment. It has everything you need to enjoy some time away from home. With fantastic views looking over to Portland Marina and the harbour, on the Isle of Portland, Dorset. Seascape is within the Ocean Views Apartments complex. The apartment has a...
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    Location Information
    Isle of Portland, Dorset
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.6 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • DVD Player
    • Washer
    • Wi-Fi
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Old Rope House is situated in the picturesque village of Fortuneswell, on the Isle of Portland, Dorset. Set over three floors this spacious listed house has three bedrooms. Filled with architectural features from the basement up to the top floor, it also features a second living area ideal...
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    Location Information
    Fortuneswell, Isle of Portland
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    0.6 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Wi-Fi
    • Patio
    • Private Yard
    • Washer
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Blackford House is the perfect place to unwind and explore Portland with family and friends. The house also has spacious living areas and three bedrooms, sleeping seven and allowing room for a cribs and travel cots. With high bay windows at the front of the house (including a sea view from the...
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    Location Information
    Isle of Portland, Dorset
    Rental Home - 3 Bedrooms, 2 Bathrooms, Sleeps 7
    0.5 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
    Check in Check out
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    Amenities & Details
    • Wi-Fi
    • Ocean Views
    • Parking
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
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    Location Information
    Fortuneswell, Isle of Portland
    Rental Home - 2 Bedrooms, 1 Bathroom, Sleeps 4
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