1 - 10 of 142 places to stay
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83 Ocean Views
From £22999.00A stylish apartment with fantastic on-site health facilities, situated on the Jurassic Coast beside Chesil Beach.\n\nOcean Views perched in an enviable position on Portland’s seafront, situated... -
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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Downwood Vinyard
From £2239.00Wonderfully spacious, boasting enough room for the whole family, Downwood Vinyard offers an ideal location for friends and family to get together.\n\nThis beautiful Victorian house, situated in 30...
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Mill House
From £1599.00Adjoining the original mill, this property provides spacious accommodation for up to 12 guests.\n\nIn the heart of Maiden Newton, West Dorset, ideally located for exploring Dorchester, 6 miles,...
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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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Colts Close Cottage
From £1149.00A beautiful thatched property in a peaceful location complete with large enclosed garden and outdoor swimming pool, ideal for exploring the World Heritage Jurassic Coastline.\n\nA beautiful...
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Commodore's Penthouse Suite
From £1115.00The Commodore’s Penthouse is perfect for families or a group of friends to explore this beautiful part of Dorset.\n\nFirst Floor:Bedroom 1: With kingsize bed, patio doors leading to balcony and en...
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Captain's Suite
From £897.00Enjoy the sea views towards Chesil beach, Portland Harbour and Weymouth from this lovely apartment.\n\nFirst Floor:Living room: With 40" Freeview TV, DVD player and patio doors leading to balcony...
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Officer's Suite
From £739.00The Officer’s Suite is perfectly located to enjoy the many family friendly activities in this beautiful part of Dorset.\n\nFirst Floor:Living room: With 40" Freeview TV, DVD player and patio doors...
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Peach Cottage
From £729.00Peach Cottage is ideal for walkers looking to explore the Jurassic Coast World Heritage Site with its beautiful coastal scenery.\n\nThis lovely detached, thatched cottage is set within the village...