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Dorset Holiday Cottages

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Portland
30 found
£384.00
Chesil View House 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 is furnished to a high standard with spe
£464.00
Elizabethan House 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 property has been refurbished whilst retain
£464.00
Littlecot Littlecot is a four bedroom cottage, set over three floors. Furnishined caringly throughout with finishing touches from Laura Ashley and some rooms boasting sea views of Portland Harbour, Chesil Beach and The World Heritage Status Jurassic
£384.00
Sea Pinks Cottage 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 bedrooms offering views either towards Portla
£414.00
Shearwater Shearwater is a newly built three bedroom house, set over three floors, designed by an award-winning team and located on the east coast of Portland. It offers superb views of Pennsylvania Castle and out to the sea. The property is a highly
£284.00
Stones Throw 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 athletes during the sailing events in 2012.
£574.00
Jurassica House 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 si
£574.00
Cove Lodge 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
£9999.99
Pennsylvania Castle 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 incarnat
£375.00
Sea Dog Cottage Stunning Cottage sleeps 4 next to Chesil Beach .
£295.00
Alpen Rose Cottage Spacious Cottage in quiet residential road. Two private parking spaces.
£574.00
9 Sidon Mews 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
£624.00
Stonecleave 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 posit
£7200.00
Pennsylvania Castle, Print Hall 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 vi
£4320.00
Pennsylvania Castle, Cape Schanck Enjoy a piece of extravagance when staying at Pennsylvania Castle, Cape Schanck; offering three 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
£9600.00
Pennsylvania Castle, Raffles 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 visi
£8640.00
Pennsylvania Castle, Half Moon 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 visi
£5760.00
Pennsylvania Castle, Margaret River Enjoy a piece of extravagance when staying at Pennsylvania Castle, Margaret River; offering four 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 hoste
£350.00
Cove Cottage Fisherman's cottage on Chesil beach.4 star Gold award
£450.00
Beachcombers Cottage Great for Sailing, Walking, Diving, Birdwatching and relaxing
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