81 - 90 of 110 places to stay
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Pennsylvania Castle
From £10836.00Nestled on the Isle of Portland, this peaceful castle welcomes you to live your very own fairytale.\n\nPennsylvania Castle is an incredible example of English history, a luxuriously modernised...
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Sea Pinks Cottage
From £436.00A traditional fisherman’s cottage with a contemporary interior.\n\nSea Pinks Cottage, situated on a steep road, was built around 1860 and is a fine example of a traditional fisherman’s cottage...
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Shearwater
From £474.00A new eco-home with views out to sea and a beach hut in the local cove.\n\nShearwater is a three bedroom house, set over three floors, designed by an award-winning team and located on the east...
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The Porthole
From £384.00A modern and newly refurbished apartment, just moments away from Portland Marina and Chesil Beach.\n\nSet in a prime position for exploring the picturesque island of Portland is The Porthole, a... -
Millers Loft
From £328.00This apartment is in a converted water mill, an ideal location to unwind or visit castles, museums or the abbey at Sherborne.\n\nThis holiday apartment, set in a converted water mill and attached...
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Leam House
From £1495.00En-suite family accommodation with the bonus of a hot tub to relax in after a long day exploring the region.\n\nSituated in the heart of Portland, this terraced house is an excellent holiday...
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Freshwater Bay View
From £305.00With views over the bay, this property is all on one level and is ideal for exploring the Dorset coast.\n\nSituated on the southern edge of Portland with views over Freshwater Bay, this semi-...
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Badger Cottage
From £279.00A great base to visit Dorset’s many attractions, including the Heritage Coast, Stourhead House and many National Trust properties.\n\nSituated in the village of Longburton, 3 miles south of the...
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Trevina
From £339.00This semi-detached property is in an ideal location for watersport enthusiasts or those who wish to stroll along the beach. Situated in Weston in the heart of Portland, this semi-detached holiday...
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The Old Boathouse
From £459.00This coastal property is in a stunning location with plenty of exploring to be done and ideal for water based activities.\n\nSet in a stunning location with magnificent views over Portland Bill...