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Vacation Rentals in Isle of Portland, England

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    Travellers to Isle of Portland are booking August dates now. Secure your vacation rental today, and have the perfect trip.
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    4.5 of 5 stars (10) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    4 of 5 stars (22) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    4.5 of 5 stars (8) Very good
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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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... View all property information
    Location Information
    Isle of Portland, Dorset DT5 1HU
    3 of 5 stars Reviewed 1 week ago
    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 as...
    5 of 5 stars 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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    1 / 8
    4 of 5 stars (20) 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
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    • Pet-friendly
    • Child-friendly
    • ?
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT51NJ
    5 of 5 stars 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...
    4 of 5 stars Reviewed 23 March 2016
    I do not understand the couple of bad reviews on this cottage. It is a traditional stone cottage, spread over 3 floors. There are 2 comfortable chairs and a big sofa in the...
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    4.5 of 5 stars (13) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Central Heating
    • Private Garden
    • Ocean Views
    • Parking
    • Grill
    • DVD Player
    • Washer
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    A charming three bedroomed character property, situated in a quiet location on the southern part of the Isle of Portland with panoramic sea views to the rear. Beautiful coastal paths and scenery close by, ideal for a chilled out relaxing break. The house has a television lounge, dining room and... View all property information
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    Isle of Portland, Dorset DT5 2EH
    5 of 5 stars Reviewed 7 September 2015
    Stayed here for a long weekend, what a lovely cottage, well maintained and equipped with everything we needed. The weather was kind to us and the little garden is a sun trap with...
    5 of 5 stars Reviewed 28 September 2014
    Had a lovely stay in this elegant cottage , the cottage was presented in tip top condition it had all the amenities you could wish for ,we felt so relaxed as soon as we walked...
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    1 / 6
    4.5 of 5 stars (2) 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
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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.... View all property information
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    Isle of Portland, Dorset DT5 2DS
    5 of 5 stars Reviewed 13 September 2015
    We have just returned from our second holiday at the Hideaway. The accommodation was excellent. Nothing was too much trouble for Pete and Amy the owners, even to having to leave...
    4 of 5 stars Reviewed 14 August 2015
    Stayed here for a week in August. Portland is a great place to get away from the hustle and bustle but still has plenty to offer anyone who prefers a quieter holiday with great...
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    1 / 17
    5 of 5 stars (1) Excellent
    Studio, 1 Bathroom, Sleeps 3 | Quick View
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    • DVD Player
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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... View all property information
    Location Information
    Isle of Portland, Dorset DT5 2NT
    5 of 5 stars 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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    1 / 9
    4.5 of 5 stars (9) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • Private Garden
    • Central Heating
    • DVD Player
    • Satellite TV
    • Washer
    • Wi-Fi
    • Ocean Views
    Suitability
    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    Pebbles view is a Victorian Portland stone built mid terrace cottage in the village of Fortuneswell Portland offering stunning panoramic sea views of the Jurassic coasts Chesil beach from all floors<BR>The newly refurbished cottage arranged over three floors comprises of the lounge with wooden... View all property information
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    Isle of Portland, Dorset DT51NW
    5 of 5 stars Reviewed 22 April 2016
    perfect for a short weekend for us. Ticked all the boxes. just the parking is a bit tricky when you have lots of gear to carry like we do! enjoyed the stay and would happily...
    5 of 5 stars Reviewed 7 March 2016
    Very comfortable house and felt just like home. Clean, warm and fully equipped with all you could need. It has no parking outside, but the main road and free car park near to the...
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    1 / 18
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Waterfront
    • Ocean Views
    • Grill
    • Patio
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    New 3 bedroom house located in a quite cul de sac in Easton on the Isle of Portland at the centre of the Jurassic coast two double bedrooms one twin 3 toilets secure storage for bikes etc. 2 private parking spaces. Ground floor consists of a hallway, a large utility room with sink. washing... View all property information
    Location Information
    Isle of Portland, Dorset DT5 2AD
    5 of 5 stars Reviewed 3 weeks ago
    Great weekend spent down in Portland staying at Windmill's, tucked away in a quiet area with a very short walk to the shops. Very modern & clean, all the mod-cons you could need.
    5 of 5 stars Reviewed 1 June 2016
    House is stunning... feels brand new. All mod cons - TVs in every room - and very effective heating even for my filipina wife. Lovely sailing themed decor throughout. Very...
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    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    About this property
    Situated on the rugged and beautiful isle of Portland, Bowman's is a character, terraced Dorset holiday cottage located on the wide avenue which is Wakeham. Internally, the owners have sympathetically updated the decor in a contemporary style, whilst maintaining the original and eye-catching... View all property information
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    Isle of Portland, Dorset DT5 1HR
    1 / 32
    4 of 5 stars (1) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • Ocean Views
    • Wi-Fi
    • Parking
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Isle of Portland, Dorset DT5 2NT
    4 of 5 stars Reviewed 15 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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    1 / 34
    4 of 5 stars (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
    • Child-friendly
    • x
    • ?
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Isle of Portland, Dorset DT5 2NT
    4 of 5 stars 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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    1 / 22
    4.5 of 5 stars (6) Very good
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Isle of Portland, Dorset DT5 2NT
    5 of 5 stars 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...
    3 of 5 stars 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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    1 / 11
    3 of 5 stars (1) Average
    Studio, 1 Bathroom, Sleeps 2 | Quick View
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    • x
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    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Isle of Portland, Dorset DT5 2NT
    3 of 5 stars 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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    1 / 23
    5 of 5 stars (3) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Satellite TV
    • Private Garden
    • Central Heating
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    • Pet-friendly
    • Child-friendly
    • ?
    • Smoking allowed
    • x
    About this property
    Alpen Rose is a 200 year old 3 bedroom terraced cottage, situated in a quiet residential road in the village of Easton. The cottage is really spacious and has been totally refurbished throughout to an exceptionally high standard. It has everything you need for a very relaxing holiday. There is a... View all property information
    Location Information
    Isle of Portland, Dorset DT5 1HQ
    5 of 5 stars Reviewed 4 March 2016
    Everything you need for a comfortable stay. Location was good, secure parking enjoyed every minute of our stay.
    5 of 5 stars Reviewed 30 September 2014
    Just having our second stay at Alpen Rose, cottage is large with loads of room to spread out .Lovely suntrap back garden picnic table. The cottage is well stocked with pot/pans...
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    1 / 20
    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • Internet Access
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    About this property
    Cove Lodge grants its guests the opportunity to delight themselves with what Portland is famous for - the most amazing sea views. The property owns three large bedrooms (one with en suite) and can comfortably sleep up to six members of your family or friends, and as it is just around the corner... View all property information
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    Isle of Portland, Dorset DT5 1HZ
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    About this property
    Detached house on small development of similar properties. Lovely views from rear windows. Good quiet location, property is in a small cul-de-sac so no through traffic. Chisel beach is just a few minutes walk along with beautiful nearby walks through Portlands disused quarries. Ideal for sailors,... View all property information
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    Isle of Portland, Dorset DT5 1JZ
    1 / 18
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
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    • Shared Outdoor Pool...
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    • x
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 1DT
    1 / 17
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 1AU
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    1 / 24
    4 of 5 stars (1) Very good
    2 Bedrooms, 2 Bathrooms, Sleeps 4 | Quick View
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    • Internet Access
    • Central Heating
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    • Shared Outdoor Pool...
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    • x
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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... View all property information
    Location Information
    Isle of Portland, Dorset DT5 1EF
    4 of 5 stars Reviewed 1 week ago
    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 book...
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    1 / 19
    5 of 5 stars (32) 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
    • Child-friendly
    • x
    • Smoking allowed
    • x
    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... View all property information
    Location Information
    Isle of Portland, Dorset DT5 1LX
    4 of 5 stars Reviewed 1 week ago
    Deborah delivered a first class service from the time of booking , immediate replies, texting me to say cottage was ready earlier on our arrival date and prompt return of our...
    5 of 5 stars Reviewed 29 September 2015
    Our family of four (2 adults and 2 children under 10) stayed for 2 nights to celebrate hubbies 40th bday. The house was easy to find and the children were very pleased with all...
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    1 / 21
    4.5 of 5 stars (3) Very good
    4 Bedrooms, 8 Bathrooms, Sleeps 8 | Quick View
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    • Internet Access
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    • Private Garden
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    • Pet-friendly
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    • x
    • x
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    • x
    About this property
    The Old Portland Courthouse overlooks a wonderful expanse of Chesil Beach out to Lyme Bay and is within easy walking distance of the Weymouth and Portland Sailing Academy where sailing events for the 2012 Olympics were held. This Grade II Listed Building dates back to around 1904, is the original... View all property information
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    Isle of Portland, Dorset DT5 1AU
    5 of 5 stars Reviewed 30 September 2014
    Just come back from a long seekend with the extended family at the Old Magistrate's Court which was really impressive. As you walk in, it is really stunning, and the modern...
    5 of 5 stars Reviewed 1 September 2014
    Our family of 8 stayed for a week between 16th and 23rd August. The house is great for these numbers. The kitchen is really superb with quality fixtures and equipment. There was...
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    1 / 24
    5 of 5 stars (38) 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
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    • Pet-friendly
    • Child-friendly
    • x
    • Smoking allowed
    • x
    About this property
    4 star studio on the Jurassic 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 wet room. Extra comfy... View all property information
    Location Information
    Isle of Portland, Dorset DT51JA
    5 of 5 stars Reviewed 5 June 2016
    A wonderful base for our friends'wedding and our first visit to the lovely island. Cosy for cooler days and perfect for sunny days. We had everything we needed.
    5 of 5 stars Reviewed 6 May 2016
    For 2 and a doggie this place is ideal. Set back in a private lane with direct access to a stunning cove (and sea glimpses), Church Ope Studio offers it all along with a private...
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    1 / 42
    5 of 5 stars (2) Excellent
    5 Bedrooms, 4 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Stonecleave is part of a very special group of properties owned by Pennsylvania Castle Estate (www.thepenn.co.uk) 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... View all property information
    Location Information
    Isle of Portland, Dorset DT5 1HN
    5 of 5 stars Reviewed 1 week ago
    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 teas...
    5 of 5 stars 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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    1 / 24
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    • x
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 1FG
    1 / 30
    5 of 5 stars (8) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • Satellite TV
    • Grill
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    • Ocean Views
    • Hot Tub
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 2EF
    5 of 5 stars Reviewed 21 June 2016
    The cottage is equipped with all that you would need, it is clean and well presented. The fresh flowers, fruit and milk were a welcome addition. The cottage has gorgeous sea...
    5 of 5 stars Reviewed 20 July 2015
    We all loved Fishermans Cottage. It is light, airy and spotlessly clean! The cottage is in a quiet position set in a pretty garden with raised decking to give you a lovely sea...
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    1 / 14
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    About this property
    This superb, three-storey, end-terrace townhouse sits one mile from Fortuneswell on Dorset's Isle of Portland, and sleeps eight people in four bedrooms. Beach Corner is a superb, three-storey end of terrace townhouse set on Dorset's Isle of Portland, one mile from the village of Fortuneswell.... View all property information
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    Isle of Portland, Dorset
    1 / 20
    4.5 of 5 stars (11) 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
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 1HR
    5 of 5 stars Reviewed 2 May 2016
    What a beautiful cottage and very well placed in Portland. Huge value for money and we can't say enough about the wonderful weekend we just had. Highly recommend!
    4 of 5 stars Reviewed 20 October 2015
    Upon drawing up to Pebble Reef, theres ample parking outside on the main road, we were apprehensive as to how small the accommodation would be. Well this place is surely a...
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    5 of 5 stars (40) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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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... View all property information
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    Isle of Portland, Dorset DT5 2DL
    5 of 5 stars Reviewed 21 June 2016
    This house was perfect for our needs. Clean, contemporary nice décor, good room sizes, comfortable beds, everything we needed, great location overlooking the sea. Everyone (5 of...
    5 of 5 stars Reviewed 5 June 2016
    Stayed for 4 nights with son and his family (inc. 5 children). House was excellent - owner seemed to have thought of everything and seemed to genuinely want guests to have a good...
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    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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    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... View all property information
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    Isle of Portland, Dorset DT5 2NT
    1 / 52
    9 Bedrooms, 10 Bathrooms, Sleeps 20 | Quick View
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    About this property
    Pennsylvania Castle is an incredible example of English history, a luxuriously modernised home wrapped in over 200 years of Portland stone and stories! For most of its life the castle has just hosted visitors, but now in its latest incarnation it welcomes groups and families to relax in its lavish... View all property information
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    Isle of Portland, Dorset DT5 1HZ
    1 / 23
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 7 | Quick View
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    • Balcony
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    About this property
    Seagull House sits in prime position on the site used as the 2012 Olympic Sailing Village. The house, used by teams during the Olympics, is a large four storey house with direct views of the vast Chesil Beach & Atlantic Ocean beyond plus Portland Marina with it's sailing yachts. It is a perfect... View all property information
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    Isle of Portland, Dorset DT5 1AU
    5 of 5 stars Reviewed 21 September 2014
    Super house,clean,comfortable,light and airy plenty of walks near by,would love to visit again,we really enjoyed it ,weather not great on our visit but we will come back!! We...
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    4.5 of 5 stars (25) Very good
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    • Terrace
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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. <BR><BR>This former bakery has been... View all property information
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    Isle of Portland, Dorset DT5 1JU
    5 of 5 stars Reviewed 6 June 2016
    Me and my family (wife, 3 children and dog) absolutely loved this place, the cottage was perfect and the location is amazing. I would definitely recommend this cottage to anybody.
    3 of 5 stars Reviewed 3 April 2016
    Rosa Cottage is a lovely property in a fairly quiet residential street. Nicely furnished, high ceilings and plenty of space inside. the outside area is small, and surrounded by...
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    1 / 9
    5 of 5 stars (1) Excellent
    3 Bedrooms, 2 Bathrooms, Sleeps 5 | Quick View
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    • Private Garden
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    • x
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 1JJ
    5 of 5 stars 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 and...
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    1 / 10
    5 of 5 stars (6) Excellent
    4 Bedrooms, 2 Bathrooms, Sleeps 8 | Quick View
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    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... View all property information
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    Isle of Portland, Dorset DT5 1AN
    5 of 5 stars Reviewed 21 February 2016
    Spent a lovely week here, 4 adults and 3 children. This is an absolutely beautiful and clean house, a real home from home feel to it. The photos really do not do it...
    5 of 5 stars Reviewed 30 May 2015
    This cottage is a brilliant find. Spacious and well laid out, amazingly well equipped - it contains everything any one could possibly on holiday. Downstairs is well furnished and...
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    4.5 of 5 stars (2) Very good
    4 Bedrooms, 1 Bathroom, Sleeps 8 | Quick View
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    • Grill
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    • ?
    • ?
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    • x
    About this property
    This elegantly refurbished 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. <BR><BR>The ground floor offers... View all property information
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    Isle of Portland, Dorset DT5 1JA
    4 of 5 stars Reviewed 9 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. House...
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    Studio, 1 Bathroom, Sleeps 2 | Quick View
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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... View all property information
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    Isle of Portland, Dorset DT5 2NT
    1 / 8
    3 Bedrooms, 1 Bathroom, Sleeps 5 | Quick View
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    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... View all property information
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    Isle of Portland, Dorset DT5 1AD
    1 / 6
    3 of 5 stars (1) Average
    1 Bedroom, 1 Bathroom, Sleeps 2 | Quick View
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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... View all property information
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    Isle of Portland, Dorset DT5 2NT
    3 of 5 stars Reviewed 15 June 2016
    Plus: nice helpful landlady Apartment small but had all you need Minus : building work View not nice Deposit took 10 days to be paid back 3/5
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    4 Bedrooms, 2 Bathrooms, Sleeps 10 | Quick View
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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.<BR><BR>A charming cottage nestled just behind Wakeham, backing on to open land. This spacious... View all property information
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    Isle of Portland, Dorset DT5 1HS
    1 / 19
    5 of 5 stars (1) Excellent
    4 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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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... View all property information
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    Isle of Portland, Dorset
    5 of 5 stars 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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    3 Bedrooms, 1 Bathroom, Sleeps 6 | Quick View
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 1NJ
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    3 Bedrooms, 2 Bathrooms, Sleeps 6 | Quick View
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    • x
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 1AA
    1 / 14
    3 of 5 stars (1) Average
    2 Bedrooms, 1 Bathroom, Sleeps 4 | Quick View
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    • Terrace
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 1NQ
    3 of 5 stars Reviewed 20 September 2015
    A small and quite comfortable stay in an interesting location. We enjoyed our stay - with reservations. There were beds for 4 and we were only 2. Four adults would have...
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    6 Bedrooms, 6 Bathrooms, Sleeps 12 | Quick View
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    • x
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    • x
    About this property
    Enjoy a piece of extravagance when staying at Pennsylvania Castle, Half Moon; offering six bedrooms in a luxurious modernised home wrapped in over 200 years of Portland stone and stories! For most of its life the castle has just hosted visitors, but now in its latest incarnation it welcomes groups... View all property information
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    Isle of Portland, Dorset DT5 1HZ
    3 Bedrooms, 3 Bathrooms, Sleeps 6 | Quick View
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    • x
    About this property
    Brand new Town House in the attractive Easton part of Portland. The house is well equipped with distant sea views from the master bedroom. From the door you can go on several walks, climb, mountain bike, road cycle, sail, wind surf, dive, SUP and swim. Church Op Cove is a 5 minute walk away and is... View all property information
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    Isle of Portland, Dorset DT5 2LT
    1 / 41
    5 Bedrooms, 5 Bathrooms, Sleeps 10 | Quick View
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    • x
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    • x
    About this property
    Enjoy a piece of extravagance when staying at Pennsylvania Castle, Print Hall; offering five bedrooms in a luxurious modernised home wrapped in over 200 years of Portland stone and stories! For most of its life the castle has just hosted visitors, but now in its latest incarnation it welcomes... View all property information
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    Isle of Portland, Dorset DT5 1HZ
    1 / 17
    5 of 5 stars (4) Excellent
    3 Bedrooms, 3 Bathrooms, Sleeps 7 | Quick View
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    • Private Garden
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    • Grill
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    • Pet-friendly
    • Child-friendly
    • x
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    • x
    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... View all property information
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    Isle of Portland, Dorset DT5 1AU
    5 of 5 stars 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...
    5 of 5 stars Reviewed 5 April 2016
    We enjoyed a stormy weekend on Portland in November 2015. The house is unique and has been tastefully updated for holiday guests. The kitchen still has a police cell door! The...
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    1 / 43
    7 Bedrooms, 7 Bathrooms, Sleeps 14 | Quick View
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    • x
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    • x
    About this property
    Enjoy a piece of extravagance when staying at Pennsylvania Castle, Raffles; offering seven bedrooms in a luxurious modernised home wrapped in over 200 years of Portland stone and stories! For most of its life the castle has just hosted visitors, but now in its latest incarnation it welcomes groups... View all property information
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    Isle of Portland, Dorset DT5 1HZ