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Holiday Rentals near Portland Castle

Portland Castle Liberty Road, Castletown, DT5 1AZ, England
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    Travellers to Isle of Portland are booking August dates now. Secure your holiday rental today, and have the perfect trip.
    All 100 Rentals in Isle of Portland
    Moonfleet Holiday Cottage1 / 15
    (54)Very good
    1.6 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    Rosa Cottage1 / 30
    (33)Very good
    0.6 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Little Gem - Lovely Sea views1 / 19
    (39)Excellent
    2.0 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    Schooner Cottage ** New 2018 **1 / 40
    (12)Very good
    0.5 miles from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 March 2019
    A beautiful cottage as a great base to come back to after exploring. Very well maintained and great decor. As soon as we stepped through the front door it felt homely...
    Reviewed 14 September 2018
    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...
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    About this property
    Schooner Cottage is a carefully restored Georgian fisherman's house, located in Fortuneswell village, on the Isle of Portland, Dorset*. Situated on the incline of the northern edge of the island, Fortunes Well provides an excellent coastal village experience, with walking opportunities and...
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Jurassic Apartments Holiday Home1 / 26
    (3)Excellent
    2.1 miles from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Balcony
    • Grill
    • Central Heating
    • Washer
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 September 2018
    Lovely, homely and very comfortable. We loved all the chickens, geese, fab pigs and horses - especially the tubby little ponies.
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    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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    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    1 The Old Police Station1 / 76
    (10)Excellent
    0.3 miles from Portland Castle
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Grill
    • DVD Player
    • Patio
    • Wi-Fi
    • Central Heating
    • Private Garden
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    We were so pleased we chose this property it was clean, quirky, with original features, child friendly, plenty of space and a great location for exploring and with superb views...
    Reviewed 20 July 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...
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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
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    Chesil Holiday Lodge, Weymouth1 / 24
    (8)Excellent
    1.8 miles from Portland Castle
    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 21 April 2019
    We stayed at the lodge for 5 nights over Easter and it was great. Super modern how we like it and all the amenities you could ask for including tea and coffee and an XBox 360...
    Reviewed 28 August 2018
    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...
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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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    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Marina Bay View Apartment1 / 23
    (2)Excellent
    0.0 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Patio
    • Wi-Fi
    • DVD Player
    • Central Heating
    • Sauna
    • Hot Tub
    • Shared Indoor Pool
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 December 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 30 August 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
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Mermaid Cottage1 / 11
    (1)Excellent
    1.9 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • DVD Player
    • Private Garden
    • Washer
    • Central Heating
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 August 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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Two bedroom holiday bungalow1 / 8
    (13)Excellent
    2.1 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Parking
    • Patio
    • Grill
    • Ocean Views
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 October 2018
    Lovely place to stay ,would recommend.we were surprised at having tea coffee ,milk left for us .Lesley is a lovely lady who met us at the bungalow with the keys and gave us...
    Reviewed 1 September 2018
    Perfect cottage in a great location on the isle of Portland. Our second stay on the island but our 1st stay in this cottage and we'll definitely come back to the cottage again...
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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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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Cliff House1 / 8
    (6)Average
    0.4 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 June 2019
    It was very good, my family liked it too. the mattress is comfortable. I hope to get vacancies when I come back. Thank you.
    Reviewed 21 June 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...
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Artist Cottage - Charming coastal cottage on Portland :-)1 / 12
    (4)Very good
    0.5 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Terrace
    • Shared Garden
    • Balcony
    • Ocean Views
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 18 April 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 30 March 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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    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Dory Cottage1 / 20
    (4)Excellent
    0.5 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
    • Patio
    • Ocean Views
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 March 2019
    I've just had the most perfect weekend at this beautiful, light airy, perfect for Chesil Beach, cottage. It is perfectly placed to watch the ocean roll onto Chesil which you can...
    Reviewed 4 October 2018
    The cottage was very lovely but not for people with disabilities. All up hill even in the cottage the stairs were so steep and with on were to hold on to. My Mother had to...
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    About this property
    A well situated three bedroom Portland Stone cottage over three floors with fabulous views over Chesil Beach and The Fleet. Perched on the hill of the island overlooking the Jurassic Coast, you can see why Chesil Beach is part of a World Heritage Site. Just a short walk from Chesil Beach....
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    1.7 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Parking
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Built in 2012, this four bedroom cottage, is just minutes from the World Heritage Status Jurassic Coastline.. <strong>Ground Floor:</strong> <strong>Living room:</strong> With wood burner, Freeview TV, DVD player with a selection of DVDs and games and bi-folding doors leading to garden...
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    Weymouth, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
    0.4 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Central Heating
    • Washer
    • 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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    2.0 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Parking
    • Ocean Views
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A new eco-home with views out to sea and a beach hut in the local cove.. <strong>Ground Floor:</strong> <strong>Kitchen/dining room: </strong>With double electric oven, electric hob, microwave, fridge, freezer and dishwasher. <strong>Utility room:</strong> With washer/dryer. <strong>Bedroom...
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    Weston, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    The Gift House, a historic Seaman's Chaplaincy1 / 37
    (3)Very good
    0.2 miles from Portland Castle
    4 Bedrooms, 3 Bathrooms, Sleeps 9 Quick View
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    • Washer
    • Cable/satellite TV
    • Private Garden
    • Central Heating
    • Ocean Views
    • Wi-Fi
    • Parking
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 January 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 28 September 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 Gift House is a historic Seaman's Chaplaincy, a 3 storey late Georgian stone house. All our BIG BRIGHT BEDROOMS come with pano sea view and are PERFECT FOR SUNSET WATCHING. Having located in the middle of island village, the house is 5 mins walk to pebble and other sandy beach, 17th century...
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    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 9
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    1.6 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    With fantastic views over the harbour, Seafarer is perfect for exploring the coast of Dorset.. <strong>Ground Floor: Dining room:</strong> With Freeview TV. <strong>Kitchen: </strong>With electric oven, gas hob, microwave, fridge/freezer, washing machine and leading to... <strong>Conservatory:...
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    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    0.5 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    • Ocean Views
    • Wi-Fi
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A Grade II listed four bedroom house situated just 500 yards from the famous Chesil Beach.. <strong>Step to entrance.</strong> <strong>Ground Floor:</strong> <strong>Living/dining room: </strong>With wood burner, 43' Freeview TV, DVD player, iPod dock, wooden floor and beams. <strong>Kitchen:...
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    Castletown, Isle of Portland
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 7
    Chiswell Cottage1 / 12
    (9)Excellent
    0.3 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 7 September 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 20 August 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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    0.4 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Central Heating
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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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    0.5 miles from Portland Castle
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Wi-Fi
    • Ocean Views
    • Washer
    • Central Heating
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You will find a wealth of things to do during your stay on the Isle of Portland, with many attractions and beautiful landscapes to explore. This tastefully furnished, restored cottage is set in an elevated position in Fortuneswell, near the causeway between Weymouth and Portland, which separates...
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    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
    2.3 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in a quiet location yet close to Weymouth town centre, attractions and beaches.. All on the <strong>first floor.</strong> <strong>Open plan living space.</strong> <strong>Living area:</strong> With Freeview TV and DVD player. <strong>Dining area.</strong> <strong>Kitchen area:</strong> With...
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    Weymouth, Dorset
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    0.0 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Central Heating
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A modern and stylish fifth floor apartment with magnificent views of Portland Harbour and out to sea.. All on the fifth floor (with lift access). Open plan living space. Living area: With 26' HD TV, DVD player and patio doors leading to balcony. Dining area: With patio doors leading to balcony....
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    Castletown, Isle of Portland
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.7 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Providing upside-down accommodation to take advantage of the views, this cottage is in an excellent location to enjoy all Weymouth has to offer. With views overlooking Portland, Weymouth harbour and the start of the Chesil Beach, this end terrace holiday home is next to the main road to Portland...
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    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.4 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
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    Smoking allowed
    About this property
    A range of fantastic attractions and amenities are close to this 1850s cottage, which enjoys a cosy woodburner and an enclosed garden. This 1850s cottage, one of a row, offers a great holiday location to enjoy the best of Dorset. Totally renovated by the owners, it presents a contemporary home...
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    Weston, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
    0.5 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Many outdoor activities can be enjoyed from this 200 year old cottage and walks on the coastal path nearby should not be missed. Close to the seafront at Chiswell near the southern end of the famous Chesil Beach, this charming refurbished, 200 year old holiday cottage retains period features,...
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    Castletown, Isle of Portland
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
    Ted's House1 / 11
    (2)Very good
    0.4 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Wi-Fi
    • Patio
    • Washer
    • Private Garden
    • Grill
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 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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    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.0 miles from Portland Castle
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Central Heating
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    Pet friendly
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    Smoking allowed
    About this property
    This characterful Grade II listed cottage is under a mile from the beach and has easy access to coastal paths. Explore Chesil Beach and the Jurassic Coast This characterful, Grade II listed terraced holiday cottage is set in the heart of Portland, under a mile from the beach at Church Ope...
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    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 6
    0.0 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Parking
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    Smoking allowed
    About this property
    A fourth floor apartment close to Chesil Beach, with use of the on-site swimming pool.. All on the<strong> fourth floor </strong>(with lift access). <strong>Open plan living space.</strong> <strong>Living area:</strong> With 32' Freeview TV, DVD player with a selection of DVDs, double sofa bed and...
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    Location Information
    Castletown, Isle of Portland
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
    0.5 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    About this property
    With sea views from the sitting-out area and just 4 miles from Weymouth, Samphire Cottage provides ideal accommodation for four guests. Nestling in Fortuneswell, near the causeway between Weymouth and Portland, and separating the stunning Chesil Beach and Portland Harbour, this three-storey,...
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    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
    1.9 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    About this property
    This semi-detached property is in an ideal location for watersport enthusiasts or those who wish to stroll along the beach. Situated in Weston in the heart of Portland, this semi-detached holiday home for four is ideally suited for exploring this scenic area, along with Weymouth and Dorchester...
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    Weston, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    Tompot Cottage - Character cottage by the sea1 / 13
    (1)Excellent
    0.5 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    • Central Heating
    • DVD Player
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    Pet friendly
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    Smoking allowed
    Reviewed 2 June 2019
    The Chesal beach is stone through away with a number of pubs and cafes within walking distance offering great views and good fare. We walked to the sailing centre and enjoyed...
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    About this property
    A character cottage, a stones 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 activities, close to local cafes including Quiddles on Chesil Beach and The Cove House...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 7
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    1.5 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guillemot Cottage is ideal for exploring the World Heritage Jurassic Coast, with its miles of connecting footpaths. Guillemot Cottage is a three storey terraced cottage in the heart of the small village of Easton and is a wonderful base for exploring Portland, Weymouth and the scenic Chesil...
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    Location Information
    Weston, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    1.5 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • DVD Player
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    • Central Heating
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    • Private Garden
    • Cable/satellite TV
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    New this Summer 2019. A beautiful home just a short walk from Easton, the main village on Portland. A well equipped home with everything you would need on a break away. Downstairs you will find a living room, dining room and kitchen leading into the garden. A downstairs bedroom with a single bed....
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    0.5 miles from Portland Castle
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A family seaside home in Fortuneswell on the island of Portland with sea views and a short walk to the fabulous Chesil Beach on the Jurassic coast. It is our own holiday home so you will find it cosy and welcoming. There is a everything you need across the street! The House and equipped with...
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    Isle of Portland, Dorset
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    2.0 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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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 within the grounds of a castle offering total relaxation and a fantastic coastal location. 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...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.5 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Patio
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This beautifully presented house has been completely renovated ready for Summer 2019. It offers everything you could need. The house is situated in the heart of Easton village, near to the picturesque Easton Gardens. You have everything you need within walking distance, from a café and pubs to a...
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    Isle of Portland, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    0.1 miles from Portland Castle
    1 Bedroom, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Shared Indoor Pool
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    Pet friendly
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    Smoking allowed
    About this property
    Atlantic House apartment is a stunning modern apartment located overlooking Portland Marina and Harbour on the Isle of Portland, Dorset. The modern accommodation is well presented and offers one bedroom and a sofa bed in the living area. A family bathroom with bath with a overhead shower....
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    Isle of Portland, Dorset
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 4
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    0.5 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    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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    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.6 miles from Portland Castle
    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 terraced holiday home overlooks Portland Harbour and is very close to the South West Coastal Path offering wonderful walking opportunities. This terraced holiday home sits in a quiet area between Weymouth and Portland overlooking Portland harbour with sea views. The South West Coastal Path...
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    Location Information
    Castletown, Isle of Portland
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
    0.2 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
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    Pet friendly
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    Smoking allowed
    About this property
    A modern spacious 2 bedroom house which formed part of the award winning Olympic Village built in 2012. There is a private garden great for barbecues. This property features an open plan kitchen & dining area and a spacious living room. Minutes away from Chesil Beach and Portland Marina....
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    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    0.6 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    Pet friendly
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    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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    1.5 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Grill
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    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Guillemot Cottage is a three storey terraced cottage in the heart of the small village of Easton and is a wonderful base for exploring Portland, Weymouth and the scenic Chesil Beach. The Cottage is newly refurbished over three floors. On entering the cottage you will find yourself in a cosy...
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    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.8 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Ocean Views
    • Sauna
    • Internet Access
    • DVD Player
    • Central Heating
    • Waterfront
    • Housekeeping Included
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    The Summer Lodge boasts uninterrupted and unrivaled views of the Fleet Lagoon and world famous Chesil Beach from its elevated position on the Jurassic Coast path. Located just one mile from the Isle of Portland, the home of the 2012 Olympic sailing events and a short drive from Weymouth town centre...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    1.8 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • DVD Player
    • Waterfront
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    • Ocean Views
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our luxurious accommodation, ‘The Fleet Retreat’ boasts views of the Fleet Lagoon, a stunning nature reserve nestled between world famous Chesil beach and the Jurassic coast path. Situated just one mile from the Isle of Portland and two miles from Weymouth town center, our luxurious accommodation...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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    Seagull Cottage1 / 20
    (20)Very good
    0.5 miles from Portland Castle
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Ocean Views
    • Private Garden
    • Central Heating
    • Wi-Fi
    • Washer
    • Cable/satellite TV
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 5 March 2019
    Really well equipped/fitted-out and maintained house - warm, snug and well located for touring round Portland, whether walking, driving, sight-seeing or sailing. Good contact...
    Reviewed 25 August 2018
    Seagull cottage is a great place for a relaxed and comfortable base to explore Portland and Weymouth. The cottage is cosy and fully equipped with all you need as a family, even...
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    About this property
    Seagull Cottage is a lovely holiday house ideal for sailing, beach, and outdoor activity holidays in Portland. It is located just one mile from the Weymouth and Portland National Sailing Academy (WPNSA), the 2012 Olympic Sailing venue. Chesil beach is just a few minutes walk, with swimming and...
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    Location Information
    Isle of Portland, Dorset
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    1.6 miles from Portland Castle
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Private Garden
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This charming detached cottage sits in a quiet cul-de-sac in Easton on the Isle of Portland, sleeping five people in three bedrooms.Delimara is a charming, detached cottage set in a quiet cul-de-sac in Easton on the Isle of Portland near Weymouth. With one ground floor king-size double, plus one...
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    Weymouth, Dorset
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    2.1 miles from Portland Castle
    5 Bedrooms, 6 Bathrooms, Sleeps 12 Quick View
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    • Ocean Views
    • Balcony
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    • Terrace
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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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    Weymouth, Dorset
    Holiday Rental House - 5 Bedrooms, 6 Bathrooms, Sleeps 12
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    1.7 miles from Portland Castle
    2 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Hot Tub
    • Wi-Fi
    • Central Heating
    • Housekeeping Included
    • Shared Indoor Pool
    • Sauna
    • Washer
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Our luxury lodge is located on the 5 star Chesil Vista Holiday Park, near Portland and Weymouth in Dorset. It has two bedrooms and can sleep up to six people. The lodge benefits from a light and airy lounge/diner opening out onto a large sun terrace, kitchen, master bedroom with ensuite...
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    Location Information
    Weymouth, Dorset
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 6
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