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Isle of Portland Holiday Rentals

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    Travellers to Isle of Portland are booking July dates now. Secure your holiday rental today, and have the perfect trip.
    All 51 Rentals in Isle of Portland
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    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    Pebble View1 / 9
    (14)Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    Seagull Cottage1 / 20
    (12)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Two bedroom holiday bungalow1 / 8
    (9)Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
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    Reviewed 17 July 2016
    The property has a partial view of the English channel from it's high vantage point. It was clean & tidy. The owner was very pleasant & helpful at handover.It is described...
    Reviewed 10 June 2016
    The bungalow was very clean and tidy. Excellent facilities. Beds really comfortable and bathroom spotless. We really enjoyed our time there. It was easy to get the open top bus...
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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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    BEAUTIFUL STUDIO APARTMENT - OCEAN VIEWS,PORTLAND1 / 31
    (24)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
    • DVD Player
    • Wi-Fi
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 August 2016
    This is the most difficult of my many reviews on TA, but as always I try and be fare and objective. Dealing with Chris, and later his partner,was very straightforward and emails...
    Reviewed 22 August 2016
    The apartment was brilliant.Not noisy at night so slept well.Clean,everything you need for self catering.Very comfy beds.Very reasonably priced.Could'nt fault it.The views from...
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    About this property
    A VERY MODERN HOLIDAY LET STUDIO APARTMENT LOCATED IN A QUIET POSITION ON THE ISLE OF PORTLAND NEAR WEYMOUTH IN THE HEART OF DORSET, ON THE COAST OF SOUTH WEST ENGLAND. SUITABLE FOR SINGLE OR DOUBLE OCCUPANCY. FACILITIES INCLUDE FLAT SCREEN TV, DVD PLAYER, MICROWAVE, MINI OVEN/GRILL, FRIDGE,...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Cliff House1 / 7
    (2)Average
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Parking
    • Private Garden
    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 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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    Ocean Studio Apartments OSA12- Southwell, Portland1 / 17
    (1)Excellent
    Studio, 1 Bathroom, Sleeps 3 Quick View
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    • DVD Player
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 June 2015
    Great hospitality, lovely and clean, everything we needed for our stay. Good location for exploring Portland and surrounding area, Loved it.
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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 3
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    Ocean Studio Apartments OSA12,Portland,Dorset1 / 34
    (1)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
    • Ocean Views
    • DVD Player
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 January 2016
    the place was located in an interesting surrounding. the Portland island is beautiful. The studio is just perfect, even if the building is strange. When you enter you have the...
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    About this property
    Self Contained Studio Apartment with view of the sea located at Southwell Park , Isle of Portland . Local amenities approximately 10 minutes away. A short stroll from famous Portland Bill & Jurassic coastline, Chesil beach and Church ope Cove & nearby Rock Climbing sites. Come and see for yourself...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Ocean Studio Apartment OSA11- Portland,Dorset1 / 8
    (2)Terrible
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Internet Access
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    Pet friendly
    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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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    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
    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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    Portland Hideaway1 / 8
    (8)Very good
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Satellite TV
    • Washer
    • Parking
    • DVD Player
    • Wi-Fi
    • Air Conditioning
    • Grill
    • Patio
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 weeks ago
    This property was perfect for us, it was self contained and very spacious providing everything that we could ask for including an outside barbecue area. Our pet dog loved the...
    Reviewed 19 October 2016
    It was perfect for our Dogs they loved it as they had no restrictions and could go srtraight outside and all inside was hard flooring with no carpets.
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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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    fishermans view1 / 8
    (21)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    • Ocean Views
    • DVD Player
    • Satellite TV
    • Central Heating
    • Washer
    • Patio
    • Balcony
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 31 July 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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    Ocean Studio Apartment OSA11,Portland,Dorset1 / 6
    (1)Average
    1 Bedroom, 1 Bathroom, Sleeps 2 Quick View
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    • Secure Parking
    • Internet Access
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 15 June 2016
    Plus: nice helpful landladyApartment small but had all you need Minus : building workView not nice Deposit took 10 days to be paid back3/5
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    About this property
    Self Contained Studio Apartment with view of the sea located at Southwell Park , Isle of Portland . Local amenities approximately 10 minutes away. A short stroll from famous Portland Bill & Jurassic coastline, Chesil beach and Church ope Cove & nearby Rock Climbing sites. Come and see for yourself...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bedroom, 1 Bathroom, Sleeps 2
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    Church Ope Studio1 / 24
    (46)Excellent
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Patio
    • Wi-Fi
    • Ocean Views
    • Outdoor Dining Area
    • Satellite TV
    • Central Heating
    • Secure Parking
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 14 May 2017
    Less than a minute's walk from the coast path, the studio provides all you could possibly need for a comfortable, peaceful and relaxing break. The studio was spotless with a...
    Reviewed 16 April 2017
    We stayed from 9-14 April first few days the weather was lovely but the last 2 it was quite cold had to put the fire on which was easy to do. If you plan to eat in lots you will...
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    About this property
    4 star studio right at the start of the new 'England Coast Path' at Church Ope Cove Portland Dorset. Spectacular view of the sea through ancient Rufus castle arch. Romantic hideaway for 2, a cosy retreat for walkers, work or leisure. Church Ope Studio is open all year. Wood burner. Wifi. Luxury...
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    Isle of Portland, Dorset DT51JA
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Ocean Studio Apartments OSA11A,Portland,Dorset1 / 32
    (2)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Ocean Views
    • Wi-Fi
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 4 August 2016
    The apartment was very clean and tidy, plenty of room, the owner warned us of painting going on in the hallways etc. The building work on the adjacent sites were rather noisy...
    Reviewed 16 June 2015
    Nice and quiet area. Very nice view. But curtains too light to block early morning sunshine. Apartment in old Maritime House repurposed for lodging and business. Area was under...
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    About this property
    Self Contained Studio Apartment with Seaview located at Southwell Park , Isle of Portland . Local amenities approximately 10 minutes away. A short stroll from famous Portland Bill & Jurassic coastline, Chesil beach and Church ope Cove & nearby Rock Climbing sites. Come and see for yourself...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    65 Fortuneswell - 180o Sea Views from Balcony1 / 19
    (35)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Central Heating
    • Ocean Views
    • Washer
    • Satellite TV
    • Wi-Fi
    • DVD Player
    • Parking
    • Balcony
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 2 weeks ago
    We stayed as a family (3 couples and a teen) and there was plenty of space. The location is great. Beach is a good 'walk the dinner off' distance away. Pubs and shops nearby...
    Reviewed 7 September 2016
    Excellent location in a beautiful part of England.Loads of things to do locally and Portland itself is very interesting to discover.The house is gorgeous and we had amazing...
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    About this property
    A contemporary, spacious house with private off-road parking. Situated in a central position on the lower part of the island, makes it ideal for guests visiting the Weymouth and Portland National Sailing Academy or the Jurrassic Coastline. Ideal for small groups, couples and families - with...
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    Isle of Portland, Dorset DT5 1LX
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 8
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    Ocean Studio Apartments OSA11A-Southwell, Portland1 / 22
    (6)Very good
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Parking
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 28 September 2015
    lovely stay - nice apartment within easy walking distance to Portland Bill (great breakfast at Lobster Pot café).I agree with other reviews there is a lot of building work...
    Reviewed 18 September 2015
    We stayed here for a few days, and had no problem with the apartment itself.However, terrible view of a building site from our window, and awful lot of noise at 8AM. (advertised...
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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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    Ocean Studio Apartments OSA9- Portland Dorset1 / 11
    (1)Average
    Studio, 1 Bathroom, Sleeps 2 Quick View
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    • Wi-Fi
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    Pet friendly
    Kid friendly
    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!<BR><BR>Every apartment combines quality overnight comfort and en-suite facilities with modern self-catering kitchenette. The...
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    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    Bayview1 / 22
    (5)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Balcony
    • Satellite TV
    • Central Heating
    • Washer
    • Patio
    • DVD Player
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 10 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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    50 Ocean Views, Portland located in Portland, Dorset1 / 18
    (1)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Enjoy contemporary living in a beautiful setting at 50 Ocean Views. This bright, open plan apartment is found on the second floor of the Ocean Views development in Portland, and with a spacious design and an onsite swimming pool and fitness centre, it’s the perfect place for a relaxing family...
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    Isle of Portland, Dorset DT5 1DT
    Condo/Apartment - 2 Bedrooms, 2 Bathrooms, Sleeps 4
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    Dory Cottage1 / 9
    (1)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 Quick View
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    • Private Garden
    • Patio
    • Ocean Views
    • Wi-Fi
    • Washer
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 February 2016
    Just come back from a few days based at this georgeous little cottage. So well placed for exploring the Dorset coast , westwards along Chesil beach over to the Jurassic coast...
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    About this property
    Three bedroom Portland Stone cottage over three floors with fabulous views over Chesil Beach and The Fleet. Just a short walk from Chesil Beach. Divers, sailors, walkers and families will love this cottage. WiFi and TV included but you will be busy watching the sunset!<BR><BR>Three bedroom...
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    Isle of Portland, Dorset DT5 1JJ
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 5
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    Stonecleave located in Portland, Dorset1 / 42
    (2)Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 20 July 2016
    Stonecleave definitely exceeded our expectations. There is so much technology in this house, including a boiling water tap meaning we had hot water immediately for our cup of...
    Reviewed 7 May 2016
    We were fortunate to find this wonderful home to use as our base as we explored the Jurassic Coast in Dorset. We were greeted with a lovely assortment of cheese, wine, biscuits...
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    About this property
    Stonecleave is part of a very special group of properties owned by Pennsylvania Castle Estate (www.*************) providing luxury accommodation on the island. A bright and inviting home where you’ll find yourself in the perfect position for exploring Portland. Inside, the house has been newly...
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    Isle of Portland, Dorset DT5 1HN
    Holiday Rental House - 5 Bedrooms, 4 Bathrooms, Sleeps 10
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    1 The Old Police Station1 / 17
    (5)Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 Quick View
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    • Private Garden
    • Wi-Fi
    • Ocean Views
    • Grill
    • DVD Player
    • Central Heating
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 1 January 2017
    The property was as described and larger than anticipated. Although there is a designated car parking space behind the property, we managed to park on the road outside the...
    Reviewed 25 April 2016
    We had a fantastic weekend last November in this fabulous house with 4 friends. The accommodation is extremely comfortable and even in the windy, wet weather the house felt warm...
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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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    TREE TOPS, woodburning stoves, pet-friendly, sea views, Portland, Ref 9342911 / 19
    (1)Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 6 Quick View
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    • Washer
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    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 3 June 2016
    The cottage itself is beautiful and really well equipped. The layout is unusual - originally two small cottages that are now linked - but the space is deceptive. From the photos...
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    About this property
    This detached cottage is in the small hamlet of Wakeham near Portland and sleeps six people in four bedrooms. Tree Tops is a detached cottage in the small hamlet of Wakeham near Portland. The cottage sleeps six people in four bedrooms which are a second floor super king-size double (zip/link, can...
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    Isle of Portland, Dorset DT5 1JA
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, 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 are...
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    Isle of Portland, Dorset DT5 1AU
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Pebble Reef1 / 21
    (16)Very good
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Balcony
    • DVD Player
    • Grill
    • Central Heating
    • Wi-Fi
    • Terrace
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 26 March 2017
    Historic cottage modernized with two new bathrooms and fully fitted modern kitchen, providing accommodation for up to 6 adults. Ideal location for exploring historic Portland...
    Reviewed 18 February 2017
    A lovely cottage, bigger than it looks, very well appointed with everything you need. Very lucky with the weather and finished the week with a trip to the Crab House Cafe for...
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    About this property
    Pebble Reef is a traditional Quarryman's Cottage, full of character but lovingly renovated to include all the modern comforts you need.<BR><BR> The cottage sleeps up to six people in 3 comfortable bedrooms. Upstairs there's one double with en-suite shower room, a twin bedroom, and on the ground...
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    Isle of Portland, Dorset DT5 1HR
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Pitt Hayes Cottage1 / 19
    (10)Very good
    4 Bedrooms, 3 Bathrooms, Sleeps 8 Quick View
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    • Private Garden
    • Wi-Fi
    • Ocean Views
    • Parking
    • Central Heating
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 August 2016
    Stunning views, flowers, tea, coffee and biscuits awaiting us. Cottage clean and well maintained and the Red House letting agents attended promptly when we had wifi problems...
    Reviewed 8 June 2016
    We recently stayed here as a large family to celebrate my mother in laws 80th birthday who was born and raised in Portland. It was important for me to find suitable...
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    About this property
    This well presented holiday house has a large and sociable open plan living area with kitchen, seating and dining areas, allowing for a relaxed and inclusive holiday atmosphere.<BR><BR>There are four bedrooms, a bathroom and a shower room. The ground floor provides two twin rooms and a shower room...
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    Isle of Portland, Dorset DT5 1AN
    Holiday Rental House - 4 Bedrooms, 3 Bathrooms, Sleeps 8
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Central Heating
    • Ocean Views
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Crows Nest is a newly refurbished maisonette that sits in the heart of Fortuneswell, close to the beach and National Sailing Academy. The first floor boasts front aspect sea and coastals viewing from the open plan living area and kitchen. The property in brief consists of two good sized bedrooms,...
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    Isle of Portland, Dorset DT5 1NW
    Condo/Apartment - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Pet friendly
    Kid friendly
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    About this property
    Set on the ever-popular Isle of Portland, Ashlar Cottage is the perfect home from home for that family escape to Dorset. With a traditional feel throughout that makes you feel instantly at home, this two bedroom property has traditional features and a cosy décor. One of our favourite things about...
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    Isle of Portland, Dorset DT5 1HP
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, Sleeps 6 Quick View
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    • Parking
    • Private Garden
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Situated on the World Heritage Coast in Dorset, at The Tides you can enjoy living like an Olympian! The Tides was built to house a Sailing team during the 2012 Olympics. Situated on The Officer's Field, on the Isle of Portland, this holiday cottage is perfectly located to take advantage of many...
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    Isle of Portland, Dorset DT5 1FG
    Holiday Rental House - 3 Bedrooms, Sleeps 6
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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Pet friendly
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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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    Isle of Portland, Dorset DT5 1FG
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Marina Bay View Apartment - Portland Harbour1 / 15
    (2)Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 Quick View
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    • Shared Indoor Pool
    • Balcony
    • Parking
    • Sauna
    • Hot Tub
    • Wi-Fi
    • Terrace
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 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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    Artist Cottage1 / 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 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 DT5 1NQ
    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
    • DVD Player
    • Central Heating
    • Ocean Views
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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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    10 Fortuneswell1 / 6
    (1)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    • Washer
    • Central Heating
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 24 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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    Chiswell Cottage1 / 12
    (9)Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    • Washer
    • Private Garden
    • Wi-Fi
    Suitability
    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 DT5 1AN
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    Fishermans Cottage1 / 38
    (19)Very good
    3 Bedrooms, 3 Bathrooms, Sleeps 6 Quick View
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    • Satellite TV
    • Grill
    • Central Heating
    • DVD Player
    • Ocean Views
    • Hot Tub
    • Washer
    • Wi-Fi
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    Reviewed 8 May 2017
    We spent a week here in March and although the weather was changeable we had a lovely time. The location is great for some lovely walks around Portland and the pub up the road...
    Reviewed 25 April 2017
    Fantastic place, clean, everything we needed. Perfect location. Plenty of space for 4 adults, 2 children & baby. Amazing views from every room. Will be returning
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    About this property
    Fishermans Cottage is a charming detached 18th century cottage on the edge of Southwell, with excellent sea views. Recently renovated with full central heating throughout and Wi Fi. On the ground floor there is a lounge / diner with sea view, a reception room, a fully equipped kitchen, a...
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    Isle of Portland, Dorset DT5 2EF
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 6
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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.<BR><BR>Offering a fabulous kitchen and comfortable accommodation.<BR><BR>A character cottage designed to sleep six in three...
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    Isle of Portland, Dorset DT5 1AA
    Holiday Rental House - 3 Bedrooms, 2 Bathrooms, Sleeps 6
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    Studio, 1 Bathroom, Sleeps 2 Quick View
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    Traveller-friendly cancellation policy
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    • Wi-Fi
    • DVD Player
    • Parking
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Self Contained Studio Apartment with view of the sea located at Southwell Park , Isle of Portland . Local amenities approximately 10 minutes away. A short stroll from famous Portland Bill & Jurassic coastline, Chesil beach and Church ope Cove & nearby Rock Climbing sites. Come and see for yourself...
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    Location Information
    Isle of Portland, Dorset DT5 2NT
    Condo/Apartment - 1 Bathroom, Sleeps 2
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    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
    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.<BR><BR>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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    4 Bedrooms, 1 Bathroom, Sleeps 7 Quick View
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    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Lyndhurst is a four bedroomed house opposite Victoria Gardens and a short walk from Chesil Beach. Downstairs you will find two family rooms, one with a TV and the other for quiet moments. The kitchen, which overlooks the outside decking area, is spacious and sports a large dining table - ideal...
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    Isle of Portland, Dorset DT5 1AH
    Holiday Rental House - 4 Bedrooms, 1 Bathroom, Sleeps 7
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    3 Bedrooms, 1 Bathroom, Sleeps 5 Quick View
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    • Wi-Fi
    • Ocean Views
    • Central Heating
    • Private Garden
    Suitability
    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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    4 Bedrooms, 2 Bathrooms, Sleeps 8 Quick View
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    Amenities & Details
    • Central Heating
    • Washer
    • Patio
    • Private Garden
    • Grill
    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 the Jurassic Coast. Sea views can be seen from the property where in the evening the rear windows provide lovely sunset viewing. The owners of the property have made this holiday property a home and offers...
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    Location Information
    Isle of Portland, Dorset DT5 1AG
    Holiday Rental House - 4 Bedrooms, 2 Bathrooms, Sleeps 8
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    The Porthole located in Portland, Dorset1 / 24
    (2)Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 Quick View
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    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    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...
    Reviewed 19 July 2016
    We had a lovely stay here, very clean and not far to go to get into Weymouth. Good TV set-up for rainy days and WiFi too. Had a few issues but they were sorted well and would...
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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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    5 Bedrooms, 5 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • DVD Player
    • Waterfront
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Well suited single occupancy rooms, possibly suitable for a couple with an additional fee providing access to communal living room, kitchen & utility room. On the ground floor there is communal living room, kitchen & one bedroom. On the first floor there are two bedrooms & a utility room & on the...
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    Isle of Portland, Dorset DT5 1JQ
    Private Room - 5 Bedrooms, 5 Bathrooms, Sleeps 5
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    Cove Holiday Park1 / 7
    (3)Excellent
    2 Bedrooms, 1 Bathroom, Sleeps 4 Quick View
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    Amenities & Details
    • Central Heating
    • DVD Player
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    A two-bedroom bungalow set in a unique coastal park offering total relaxation and fantastic sea views. The site is ideal for a place to rest your head after a day on the water or if you are looking for a relaxing quiet break by the sea. This holiday home features all the essentials for your stay...
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    Location Information
    Isle of Portland, Dorset DT5 1HT
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 4
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    3 Bedrooms, 3 Bathrooms, Sleeps 5 Quick View
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    • Washer
    • Waterfront
    • Private Garden
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    This well presented holiday house has a welcoming living area with kitchen, seating and dining areas, allowing for a relaxed and inclusive holiday atmosphere. A private enclosed garden over 3 levels. There are three bedrooms, a bathroom, a shower room and WC. The elevated position means the...
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    Location Information
    Isle of Portland, Dorset DT5 1LE
    Holiday Rental House - 3 Bedrooms, 3 Bathrooms, Sleeps 5
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    Rosa Cottage1 / 29
    (30)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 3 weeks ago
    Lovely cottage, surprisingly quiet area as a lot of houses a round. Weymouth only 5miles away which has beautiful beach and lots of places to eat. The sea life centre in...
    Reviewed 12 February 2017
    Warm and comfortable cottage. Everthing you need in an ideal location. Would use again if in the area
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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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    2 Bedrooms, 1 Bathroom, Sleeps 3 Quick View
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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 the Jurassic Coast. Sea views can be seen from the property The property offers accommodation over two floors providing two double bedrooms, Outside you will find an enclosed garden with is perfect for...
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    Isle of Portland, Dorset DT5
    Holiday Rental House - 2 Bedrooms, 1 Bathroom, Sleeps 3
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    4 Bedrooms, Sleeps 7 Quick View
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    • Parking
    • Washer
    Suitability
    Pet friendly
    Kid friendly
    Smoking allowed
    About this property
    Osprey House Portland is located on the edge of the Isle of Portland on the World Heritage Coast in Dorset. Situated on The Officer's Field, a stunning residential development, it originally housed an international team during the 2012 Olympic sailing events. With a large open plan layout...
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    Location Information
    Isle of Portland, Dorset DT5 1FH
    Holiday Rental House - 4 Bedrooms, Sleeps 7
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