1 - 10 of 120 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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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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Crowthorne
From £1009.00Crowthorne is perfect for a family holiday, boasting ground floor facilities and set in the glorious countryside.\n\nGround Floor:Open plan living space.\n\nLiving area: With electric coal effect...
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Great Coombe
From £899.00Nested in an Area of Outstanding Natural Beauty, this stunning home offers ideal accommodation for families or groups of friends.\n\nGround Floor:Living/dining room: With wood burner, 40’’...
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Little Coombe
From £889.00Relax in the garden at this beautiful cottage which is set in the picturesque, Dorset countryside.\n\nGround Floor:Open plan living space.\n\nLiving area: With wood burner, 32’’ Freeview TV and...
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Jurassica House
From £694.00A stunning eco-sustainable town house with sea views, built for the 2012 Olympics.\n\nJurassica House is part of our Olympic legacy, home to the Swedish sailing team during the sailing events in...
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Cove Lodge
From £654.00A perfect choice for those wishing to relax in a peaceful setting after a day out in the fresh sea air.\n\nCove Lodge grants its guests the opportunity to delight themselves with what Portland is...
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Tokenhill Cottage
From £645.00Ideal for a group or family to relax in a spacious living room and a garden to unwind in.\n\nThis holiday property is made up of a large section of the owners’ detached farmhouse and offers a...
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The Old Guildhall
From £625.00Unique and quirky, with stone spiral stairs and floor to ceiling picture window, this gem has been featured in the House and Garden magazine.\n\nThe Old Guildhall, reputed to be the original...
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Elizabethan House
From £622.00A Grade II listed four bedroom house situated just 500 yards from the famous Chesil Beach.\n\nElizabethan House is 17th-century Grade II listed property located in Portland, situated just 500...