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Holiday Homes in Isle of Portland

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    Travellers to Isle of Portland are booking December dates now. Secure your holiday rental today, and have the perfect trip.
    All 55 Rentals in Isle of Portland
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    Pebble Reef1 / 21
    (24)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Fishermans Cottage1 / 42
    (28)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    Spacious 3 bedroom house large balcony magnificent sea views & secure parking1 / 19
    (38)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 Quick View
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    1 The Old Police Station1 / 17
    (9)Excellent
    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 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...
    Reviewed 20 July 2018
    Well serviced and provisioned property. Tastefully decorated throughout. Funky architecture and layout adds to the experience. Location great for exploring the Jurassic Coast.
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    About this property
    A beautifully presented character house with views over Chesil Beach and Portland Harbour. This holiday home has many character features and really is a home from home. The property has a single parking space, there is also ample on road parking and a covered 'alfresco dining' seating area. A...
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    Isle of Portland, Dorset DT5 1AU
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 7
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Grill
    • DVD Player
    • Ocean Views
    • Central Heating
    • Wi-Fi
    • Cable/satellite TV
    • Hot Tub
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Set in a stunning location with magnificent views over Portland Bill and the lighthouse, this detatched cottage for 4 with decked patio, offers a great holiday location where one can watch time go by with the passing ships and boating activity around Portland Bill. There is superb scenic coastal...
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    Isle of Portland, Dorset DT5 2JT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Rosa Cottage1 / 30
    (34)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Balcony
    • Wi-Fi
    • Washer
    • DVD Player
    • Central Heating
    • Terrace
    • Parking
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 22 February 2018
    As soon as you walk through the door of Rosa Cottage you are greeted by its warm and pleasant atmosphere and your suprised by its size it's clean tidy and has all that you need...
    Reviewed 1 January 2018
    My family stayed here over Xmas. I had been advised that it had been nicely festively decorated. The result a fiberoptic Christmas tree and a few small objects. Which was...
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    About this property
    A beautiful restored Victorian terraced cottage, on a quiet street in the village of Fortuneswell on the Isle of Portland, only 5 minutes walk from the famous Chesil Beach and part of Dorset's glorious Jurassic Coast. 5 min drive from National Sailing Academy. This former bakery has been lovingly...
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    Isle of Portland, Dorset DT5 1JU
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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    Two bedroom holiday bungalow1 / 8
    (13)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    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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    Isle of Portland, Dorset DT5 1HU
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Schooner Cottage - At Christmas1 / 42
    (9)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Central Heating
    • Wi-Fi
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 22 August 2018
    This was our first visit to Portland and we had a brilliant stay. Our base was Schooner Cottage, a very quaint, very old fisherman's cottage which has been renovated to the...
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    About this property
    Schooner Cottage is a carefully restored Georgian fisherman’s house, located in Fortunes Well, Portland, Dorset. The cottage will offer you a relaxing wintertime retreat with a Danish hygge feel, where you can be cosy in front of a log burning stove. You will hear the westerly storm rage outside,...
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    Isle of Portland, Dorset DT5 1NH
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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    Marina Bay View Apartment - Portland Harbour1 / 18
    (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 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 DT5 1FB
    Condo/Apartment - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Quarries Reach, rural & sea views Portland, Dorset1 / 17
    (58)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 Quick View
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    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Secure Parking
    • Central Heating
    • Washer
    • Ocean Views
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 weeks ago
    This house was just what we needed for a get together with friends. The three storey property worked really well for us. Even thought the property is next to a road it was quiet...
    Reviewed 2 August 2018
    Perfect for our family's needs for a very enjoyable weeks stay! Plenty of room and spacious shower room, bathroom and separate toilet - not to be underestimated with a big family!
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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
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Portland Hideaway1 / 8
    (11)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 26 September 2018
    Great place to stay in, clean and everything you need like home from home,the area is lovely and bus service is exceptional had a great time.
    Reviewed 26 August 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...
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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
    Holiday Rental House - 1 Bedroom, 1 Bathroom, Sleeps 2
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    5 Cove Park1 / 14
    (4)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 29 December 2017
    Just leaving Portland after having a smashing Christmas and break at this delightful bungalow. It was just perfect for myself and my mum. So warm and cosy and very well equipped...
    Reviewed 30 June 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.
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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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    BEAUTIFUL STUDIO APARTMENT - OCEAN VIEWS,PORTLAND1 / 31
    (34)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • DVD Player
    • Wi-Fi
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 27 September 2018
    Walking distance to Portland Bill Lighthouse complex, you can see it from the window! A few minutes walk to the nearest bus stop. Excellent bus service across the Island and...
    Reviewed 13 September 2018
    Have just returned from a lovely few days ,staying in this very comfortable and clean apartment , beds comfortable ,good roomy bathroom ,the views were lovely ,seemed strange to...
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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, FRIDGE, ELECTRIC KETTLE,...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Dory Cottage1 / 20
    (3)Very good
    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 5 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...
    Reviewed 26 July 2018
    My stay was with my family and cottage supplied all required, iron, hair dryer etc. Was easy to get to local shops, beach. The only thing there was no notes how to get rid of...
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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 DT5 1JJ
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Ocean Studio Apartments OSA11A-Southwell, Portland1 / 22
    (11)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • Wi-Fi
    • DVD Player
    • Ocean Views
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 days ago
    Pros; Clean Good sized room Good shower Very useful kitchenette Great views over the rooftops to the Dorset coast Short walk to coast path Verna is very friendly.Cons; I was...
    Reviewed 6 July 2018
    We stayed for 5 days in room 11 and loved it! This room has a stunning view of the sea and across Southwell and the East of Portland. I love the quirkiness and history of...
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Private Garden
    • Wi-Fi
    • Central Heating
    • Washer
    • Ocean Views
    Suitability
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Cliff House1 / 8
    (4)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 11 November 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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Ted's House1 / 11
    (1)Very good
    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 DT5 1AG
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Artist Cottage - Charming coastal cottage on Portland :-)1 / 12
    (4)Very good
    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 31 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 DT5 1NQ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Private Garden
    • Central Heating
    • Washer
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    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
    Holiday Rental House - 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 Garden
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 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 DT5 1AN
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Cliff Walk Cottage1 / 22
    (3)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Central Heating
    • DVD Player
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    • Washer
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 12 September 2018
    Really nice house has everything you need for your stay away nice quiet area good parking good base for exploring the Weymouth Portland area
    Reviewed 6 September 2018
    We were attending Weymouth and Portland sailing club for a sailing event and found this cottage perfect as only 10 min drive away and the house had everything we needed for the...
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    About this property
    Cliffwalk Cottage is a modern two bedroom house, which can sleep up to 4 people. The Property has WiFi and full gas central heating throughout. At the rear of the house there is a enclosed garden with patio and BBQ area with garden furniture and a clothesline. The lounge / diner : smart TV, Blu...
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    Isle of Portland, Dorset DT5 2LZ
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Ocean Views
    • Central Heating
    • Private Garden
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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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 5
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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 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 DT5 1HS
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 10
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    Ocean Studio Apartments OSA7- 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 31 May 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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    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Wi-Fi
    • Private Garden
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    Pet friendly
    Kid friendly
    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. Portland...
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    Isle of Portland, Dorset DT5 1AU
    Holiday Rental House - 2 Bedrooms, 2 Bathrooms, 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
    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    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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    Location Information
    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    3 Bedrooms, 4 Bathrooms, Sleeps 6 Quick View
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    • Washer
    • Cable/satellite TV
    • Ocean Views
    • DVD Player
    • Wi-Fi
    • Hot Tub
    • Grill
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This coastal property is in a stunning location with plenty of exploring to be done and ideal for water based activities. Set in a stunning location with magnificent views over Portland Bill, the Bird Observatory and the famous lighthouse, this light and spacious property is adjacent to the owners’...
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    Isle of Portland, Dorset DT5 2JT
    Holiday Rental House - 3 Bedrooms, 4 Bathrooms, Sleeps 6
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    Sea Cat Cottage1 / 15
    (2)Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 25 September 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Central Heating
    • Patio
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A sea side cottage situated a short stroll from Chesil beach and the Cove Inn, at the heart of Fortuneswell within a short distance of the Jurassic Coastline and National Sailing Academy at Portland Harbour. At the front of the property is an ideal place to relax with a cocktail under your own...
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    Location Information
    Isle of Portland, Dorset DT5 1NJ
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Patio
    • Parking
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    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 DT5 1HU
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • DVD Player
    • Grill
    • Wi-Fi
    • Private Garden
    • Patio
    • Washer
    • 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 DT5 1BS
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    The Gift House, a historic Seaman's Chaplaincy1 / 22
    (3)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 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 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
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    Seagull Cottage1 / 20
    (19)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Ocean Views
    • DVD Player
    • Central Heating
    • Private Garden
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 29 June 2018
    We had a great stay at Portland over 5 nights at Seagull Cottage. Portland is a friendly and beautiful place to stay and walk around, and is so close to places like Weymouth and...
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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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    Isle of Portland, Dorset DT5 1JR
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    199 Atlantic House, Ocean View, Portland, Dorset1 / 6
    (1)Excellent
    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
    Reviewed 22 February 2018
    We booked this appartment for a short stay of 5 nights , we were very suprised to find it nice and clean and with everything that you could need while staying There .Nothing to...
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    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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    fishermans view1 / 11
    (21)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • DVD Player
    • Cable/satellite TV
    • Central Heating
    • Washer
    • Patio
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 August 2016
    We spent a great week here lovely cottage great sea views, and the weather was amazing easy to get to Weymouth and its sandy beach.
    Reviewed 8 May 2016
    Needed a place to stay where I could relax and recharge my batteries. Fisherman's View was perfect! The cottage is cosy and has everything you could possibly need. When I saw...
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    About this property
    Cottage with sea views over beautiful famous Chesil Beach. South facing patio with sea view. Accommodates up to four . Weekly change over Saturday. Dogs welcome and most places are dog friendly. Nearest beach approximately 200 metres. Minutes from excellent bus service to Weymouth Portland Bill...
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    Isle of Portland, Dorset DT51NJ
    Holiday Rental House - 3 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 11 August 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 29 May 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
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 5
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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 18 June 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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    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 18 August 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 14 April 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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    Shearwater located in Portland, Dorset1 / 36
    (4)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 week ago
    The house was lovely with everything you needed down to cling film, take away menus, local interests and a beach hut. The area was great with a Tesco’s, small coop and great...
    Reviewed 5 January 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...
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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
    Holiday Rental House - 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
    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...
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    Isle of Portland, Dorset DT5 1AU
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    You'll be sure to enjoy your time whilst staying at Cornerstone. This well-appointed home from home, complete with period features, offers ample accommodation for up to six guests, looking to enjoy a holiday in coastal Dorset. The modern kitchen is fully-equipped with a breakfast bar, which makes...
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    Location Information
    Castletown, Isle of Portland DT5 1LD
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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    OLD HIGHER LIGHTHOUSE STOPES COTTAGE, family friendly, character holiday cottage1 / 16
    (7)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Shared Outdoor Pool (Unheated)
    • Washer
    • Wi-Fi
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 August 2018
    We stayed for a few days at the old lighthouse in May. Great cottage with everything we needed. Fantastic solar heated pool which we had use of, the kids swam every day! We...
    Reviewed 19 April 2018
    Having read all the details carefully and inspected photos thoroughly we thought we had found a real gem for what was for us, an expensive holiday rental at over £900 for a...
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    About this property
    This semi detached cottage is located on the tip of Portland Bill in Dorset and can sleep four people in two bedrooms.Stopes Cottage is a semi detached cottage next to a lighthouse on the tip of Portland Bill near to Weymouth in Dorset. The cottagesleeps four people in one double bedroom, one twin...
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    Location Information
    Isle of Portland, Dorset DT5 2JT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    Casita del mar1 / 11
    (2)Very good
    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 7 August 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
    Holiday Rental House - 3 Bedrooms, 1 Bathroom, Sleeps 6
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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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    105 Ocean Views located in Portland, Dorset1 / 18
    (9)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 17 January 2018
    We have stayed here before but will not be staying again. We could not park as someone was always in our place we kept phoning Blue Chip Holidays who were very sorry but...
    Reviewed 1 November 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...
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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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    3 Bedrooms, 2 Bathrooms, Sleeps 9 Quick View
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    • Central Heating
    • Ocean Views
    • DVD Player
    • Wi-Fi
    Suitability
    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
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 9
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    1 Bow & Arrow Cottages1 / 18
    (3)Very good
    4 Bedrooms, 1 Bathroom, Sleeps 8 Quick View
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    Amenities & Details
    • Grill
    • Cable/satellite TV
    • Wi-Fi
    • Washer
    • Private Garden
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 September 2018
    The house is very well presented and equipped. Lovely modern kitchen and bathroom, just a joy to use! The decor is smart and contemporary but the house retains great character...
    Reviewed 10 June 2016
    Spacious family house with loads of character and big rooms and comfy beds! Fantastic, well equipped kitchen and all amenities. Owners very helpful and neighbours friendly...
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    About this property
    This lovely family house is located in a perfect spot to offer the best of both worlds, a semi detached Edwardian cottage down a quiet lane leading to the beach and cliffs and just 10 minutes walk away from shops, cafes and other amenities. The ground floor offers comfortable, spacious open plan...
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    Isle of Portland, Dorset DT5 1JA
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 8
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    OLD HIGHER LIGHTHOUSE BRANSCOMBE LODGE, family friendly, character holiday cotta1 / 20
    (3)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Wi-Fi
    • Washer
    • Shared Outdoor Pool (Unheated)
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 13 March 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 and...
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    Location Information
    Isle of Portland, Dorset DT5 2JT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    9 Sidon Mews located in Portland, Dorset1 / 24
    (2)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 6 August 2018
    We booked Sidon Mews for our summer holiday this year with my mother and father in law, my sister in law, her partner and their 7 month old as well as my husband and our...
    Reviewed 7 January 2018
    Fantastic location in easy walking distance to the beach. Had a great NY break and would certainly return to this property if staying in Portland again. House is very...
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    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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    Location Information
    Isle of Portland, Dorset DT5 1FG
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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