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Holiday Cottages in Portland

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Photo of The Olympus Penthouse

The Olympus Penthouse

Sleeps: 4 Rooms: 2 From €626 weekly
Ocean Views is perched in an enviable position on Portland’s seafront, situated on the Jurassic coast beside Chesil Beach. The Olympus Penthouse is a two bedroom, fifth floor apartment with grea...
From €626 weekly
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Photo of Stones Throw

Stones Throw

Sleeps: 4 Rooms: 2 From €310 weekly
Stones Throw is part of a residential development voted Supreme Winner of the Housing Design Awards for innovative eco-friendly development. The houses are part of our Olympic legacy, home to the athl...
From €310 weekly
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Photo of Sea Pinks Cottage

Sea Pinks Cottage

Sleeps: 6 Rooms: 3 From €419 weekly
Sea Pinks Cottage was built around 1860 and is a fine example of a traditional fisherman’s cottage built with Portland stone. The property has been refurbished to a high standard with the bedro...
From €419 weekly
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Photo of The Porthole

The Porthole

Sleeps: 4 Rooms: 2 From €353 weekly
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...
From €353 weekly
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Photo of 82 Ocean Views

82 Ocean Views

Sleeps: 4 Rooms: 2 From €353 weekly
82 Ocean Views is a stylishly furnished apartment with partial sea views, located on the fourth floor of the development, in an enviable position on Portland's seafront. The apartment has been fin...
From €353 weekly
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Photo of 9 Sidon Mews

9 Sidon Mews

Sleeps: 8 Rooms: 4 From €626 weekly
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 wi...
From €626 weekly
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Photo of Chesil View House

Chesil View House

Sleeps: 6 Rooms: 3 From €419 weekly
Chesil View House offers stylish accommodation that was originally a fisherman’s cottage in the beautiful village of Fortuneswell, nestled amongst the hills of Portland. Internally the property...
From €419 weekly
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Photo of Shearwater

Shearwater

Sleeps: 6 Rooms: 3 From €451 weekly
Shearwater is a newly built three bedroom house, set over three floors, designed by an award-winning team and located on the east coast of Portland. It offers superb views of Pennsylvania Castle and o...
From €451 weekly
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Photo of Jurassica House

Jurassica House

Sleeps: 8 Rooms: 4 From €626 weekly
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, bir...
From €626 weekly
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Photo of 65 Ocean Views

65 Ocean Views

Sleeps: 4 Rooms: 2 From €386 weekly
Ocean Views perched in an enviable position on Portland’s seafront, situated on the Jurassic coast beside Chesil Beach. The development also features a health and fitness centre complete with an...
From €386 weekly
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Photo of Elizabethan House

Elizabethan House

Sleeps: 7 Rooms: 4 From €506 weekly
Elizabethan House is 17th Century Grade II listed property located in Portland, situated just 500 yards from Chesil Beach and within a short walk from the National Sailing Academy. Internally, the pro...
From €506 weekly
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Photo of 105 Ocean Views

105 Ocean Views

Sleeps: 4 Rooms: 2 From €451 weekly
Situated on Portland’s scenic seafront with the famous Chesil Beach almost on your doorstep is 105 Ocean Views, a contemporary and stylish two bedroom apartment. With sophisticated furnishings a...
From €451 weekly
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Photo of Stonecleave

Stonecleave

Sleeps: 10 Rooms: 5 From €681 weekly
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&rsq...
From €681 weekly
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Photo of Pennsylvania Castle

Pennsylvania Castle

Sleeps: 20 Rooms: 9 From €13,100 weekly
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...
From €13,100 weekly
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Photo of Cove Lodge

Cove Lodge

Sleeps: 6 Rooms: 3 From €626 weekly
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 com...
From €626 weekly
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Photo of 83 Ocean Views

83 Ocean Views

Sleeps: 4 Rooms: 2 From €353 weekly
Ocean Views perched in an enviable position on Portland’s seafront, situated on the Jurassic coast beside Chesil Beach. The apartments have been finished to a high standard with high quality flo...
From €353 weekly
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Photo of 167 Ocean Views

167 Ocean Views

Sleeps: 4 Rooms: 1 From €310 weekly
Set on the fourth floor of the Ocean Views development, 167 Ocean Views is a contemporary apartment with a bright, spacious feel throughout. Open plan living means it’s easy to unwind in style...
From €310 weekly
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Photo of The Tides

The Tides

Sleeps: 6 Rooms: 3 From €549 weekly
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 Fiel...
From €549 weekly
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Photo of The Palms

The Palms

Sleeps: 4 Rooms: 2 From €400 weekly
With gorgeous established Palm trees in the garden you would be forgiven for thinking The Palms is located in a more tropical climate. Tucked away on the Isle of Portland this delightful bungalow, has...
From €400 weekly
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Photo of Ammonite Cottage

Ammonite Cottage

Sleeps: 4 Rooms: 2 From €415 weekly
Ammonite Cottage is a traditional Portland Cottage that has been beautifully refurbished to offer a bright comfortable cottage to enjoy on your Dorset Holiday. Set just a few minutes' walk from Chesil...
From €415 weekly
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Photo of Langham Cottage

Langham Cottage

Sleeps: 4 Rooms: 2 From €415 weekly
Situated on the Isle of Portland, just a few moments from the acclaimed Chesil Beach, Langham Cottage is a traditional style terraced house with magnificent views out to sea. Recently refurbished by t...
From €415 weekly
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Photo of Jurassic Coast House

Jurassic Coast House

Sleeps: 8 Rooms: 4 From €856 weekly
Jurassic Coast House is situated on The Officer's Field, a stunning residential development built originally to house athletes during the 2012 Olympic sailing events. The property is located on the ed...
From €856 weekly
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Photo of Sunset Lodge

Sunset Lodge

Sleeps: 6 Rooms: 3 From €505 weekly
Sunset Lodge is located approximately 10 yards from Chesil beach and promenade, which is part of the coastal path around Portland. Chesil beach is part of the Jurassic Coast, where you can enjoy gener...
From €505 weekly
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Photo of Steward's Suite

Steward's Suite

Sleeps: 4 Rooms: 2 From €451 weekly
Situated on the edge of the water, in the heart for the water sports area on Portland, which took centre stage in the 2012 Olympic Sailing events, Crabbers' Wharf is an exciting unique new property wi...
From €451 weekly
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Photo of The View

The View

Sleeps: 6 Rooms: 3 From €620 weekly
The View is located in an elevated position just a short strollfrom Chesil beach and promenade, which is part of the coastal path around Portland. Chesil beach stretches along the Jurassic Coast, wher...
From €620 weekly
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Photo of Quarry Trails

Quarry Trails

Sleeps: 5 Rooms: 3 From €505 weekly
Quarry Trails is a bright, spacious modern house, with all the facilities you need for a relaxing and comfortable self-catering holiday in Dorset. Boasting beautiful sea views from the master bedroom...
From €505 weekly
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Photo of Bowman's Cottage

Bowman's Cottage

Sleeps: 4 Rooms: 2 From €400 weekly
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...
From €400 weekly
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Photo of Neptune Cottage

Neptune Cottage

Sleeps: 5 Rooms: 3 From €451 weekly
Situated behind the sea wall and just a minute or so from the beach, Neptune Cottage is a delightful terraced fisherman's cottage dating back 200 years but now fully refurbished and updated. Located i...
From €451 weekly
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Photo of Chesil Cove Cottage

Chesil Cove Cottage

Sleeps: 6 Rooms: 3 From €505 weekly
Inside this traditional fisherman's cottage, you will find a contemporary interior with comfortable lounge and two bath/shower rooms. There is a kitchen and dining area offering a pleasant communal ar...
From €505 weekly
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Photo of Bosun's State Rooms

Bosun's State Rooms

Sleeps: 2 Rooms: 1 From €344 weekly
This delightful, brand-new Suite, offers the perfect waterside, self catering, couple's hideaway. Bosun's Suite is part of the innovative Crabbers' Wharf development in Castletown, Dorset, newly compl...
From €344 weekly
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Photo of St Johns View

St Johns View

Sleeps: 4 Rooms: 2 From €434 weekly
Located on the rugged and wild Dorset Coastal Isle of Portland, which forms part of the Jurassic Coast, the world heritage site, St. John's view is a modern detached house with sea views. Just around...
From €434 weekly
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Photo of Osprey House

Osprey House

Sleeps: 7 Rooms: 4 From €581 weekly
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...
From €581 weekly
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Photo of The Old Portland Courthouse

The Old Portland Courthouse

Sleeps: 8 Rooms: 4 From €980 weekly
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...
From €980 weekly
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Photo of Unicorn

Unicorn

Sleeps: 4 Rooms: 2 From €434 weekly
Unicorn is situated on the Isle of Portland, within sight and soundof theacclaimed Chesil Beach. A traditional style terraced house, with glimpses of the seaand recently refurbished by the current own...
From €434 weekly
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Photo of Alpen Rose Cottage

Alpen Rose Cottage

Sleeps: 5 Rooms: 3 From €475 weekly
Alpen Rose Cottage is a restored traditional fisherman's cottage. Inside this large and spacious property the rooms have been furnished to a high standard. Easton Square is only a short walk away with...
From €475 weekly
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Photo of Petty Officer's Suite

Petty Officer's Suite

Sleeps: 4 Rooms: 2 From €451 weekly
Set in the heart of the water sports area on Portland, home of the 2012 Olympic sailing events, Crabbers' Wharf is a brand new and innovative property show casing leading design and ingenuity. Sitting...
From €451 weekly
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Photo of Olympic Cottage

Olympic Cottage

Sleeps: 4 Rooms: 2 From €475 weekly
Olympic Cottage is situated on The Officer's Field, a stunning residential development built originally to house athletes during the 2012 Olympic sailing events. The property is located on the edge of...
From €475 weekly
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Holiday Rentals Portland
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