1 - 10 of 257 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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Henchard
From £3540.00A beautiful thatched cottage, Henchard is perfect for a group escape.\n\nEvery inch the stylish country retreat, Henchard is a four-bedroom home from home with traditional features throughout. With... -
Coomb Barton
From £2449.00This beautiful cottage offers impressive features throughout, as well as use of the Greenwood Grange facilities.\n\nAn impressive home from home for that group gathering or a break with the extended... -
Durbaville
From £2449.00A spacious bungalow with a private hot tub set in a private garden on the Greenwood Grange estate.\n\nSet on the beautiful Greenwood Grange estate in the heart of rural Dorset, Durbaville makes a... -
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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Casterbridge
From £2009.00Set on the Greenwood Grange resort, Casterbridge is a contemporary cottage with traditional features.\n\nStep into Casterbridge and into Dorset country life, thanks to its setting on the beautiful... -
Park Farmhouse
From £1995.00A spacious thatched former farmhouse suitable for large parties looking to explore the Jurassic Coast and the historic sights of Dorset.\n\nThis comfortable and welcoming, thatched, detached...
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North End Farm House
From £1545.00A wonderful 14th-century thatched farmhouse in an idyllic setting, perfect for large gatherings or celebrations.\n\nGround Floor:Living room 1: With open fire, 42" Freeview Smart TV, DVD player,...
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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...