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- The Barn
- The Cow Shed Saxon Maybank
- The Happy Hut
- Stable at The Victorian Barn
- Ponsonby
- Honey Bee Wild Meadow Cottages
- Pine Retreat
- Greenstones
- Karmacations
- Hazel Cottage
- Frankham Farm
- Jurassic View House
- Hillside Cottage
- The Lodge
- Milton Manor
- Cliffwalk Cottage
- The Stable House
- Kestrels Cottage Berwick St John
- Daisy Cottage
- The Bothy At Minterne House
- Pebble Reef
- Plumtree at The Victorian Barn
- Rawlsbury Lodge
- Beech
- Geodesic Dome Dorset
- Anchor House
- The Old Forge Uploders
- The Lodge
- Oaks
- Lynwood Lodge The Garden Room
Shaftesbury Holiday Cottages
Rated Top 5 Most Popular Places in Dorset 2026 by our visitors
Our curated collection of Shaftesbury cottages has something for everyone... Whether you're idea of a great holiday is a modern glamping pod, or a rustic thatched cottage that's a hundred years old, we've got you covered! Each of our rentals features a private hot tub and everything you need for your next family holiday, romantic retreat or that getaway with a group of friends. Discover find your perfect Shaftesbury holiday home today.
Visitor Rating
4.9
- Wood-fired hot tub with valley views
- Sleeps 10 across five bedrooms
- Two wood burners and dishwashers
- Direct access to walking trails
- Five minutes from Shaftesbury town
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Visitor Rating
4.9
- Wood-fired hot tub
- Stunning countryside views
- Private terrace with BBQ
- King-size bed with luxury linens
- Dog-friendly accommodation
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Visitor Rating
5
- Private wood-fired hot tub
- Footpaths from the door
- Games barn with table tennis
- Dog-friendly enclosed garden
- High-quality interior with log burner
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Visitor Rating
4.9
- Stunning countryside views
- Wood-fired hot tub
- Spacious open-plan living
- Four comfortable bedrooms
- Games barn for family fun
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Visitor Rating
4.9
- Wood-fired hot tub with countryside views
- Walks from the doorstep
- Fully equipped kitchen with three fridges
- Games barn with table tennis
- Cosy wood burner for winter evenings
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Visitor Rating
5
- Private hot tub for six
- Two cosy wood burners
- Spacious rooms for eight guests
- Games room with football table
- Enclosed garden for dogs
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- Hot tub with countryside views
- Single level with downstairs bedrooms
- Private parking for four cars
- Dark Skies Reserve stargazing location
- Open fire and spacious garden
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Visitor Rating
4.7
- Sleeps 33 across 14 bedrooms
- Every bedroom has own bathroom
- Hot tub in beautiful grounds
- Games room with pool and football
- Enormous table seats everyone together
- Two ground floor accessible bedrooms
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- Six-seater hot tub with stargazing roof
- Three en-suite bedrooms
- Working farm with countryside views
- Scandi-style chalet near Gillingham
- Minutes from Stourhead and Shaftesbury
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Visitor Rating
4
- Private hot tub for four
- Luxury barn conversion Dorset
- Games room with table football
- In-house chef available
- Sleeps six with two king beds
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- Private hot tub with gazebo
- Three en-suite bedrooms
- Working dairy farm location
- Views of Duncliffe and Shaftesbury
- Parking for three cars
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- Private wood-fired hot tub included
- En-suite sauna in bedroom
- Japanese water gardens with Koi carp
- 7,000-acre historic estate setting
- One-of-a-kind Eastern-inspired design
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Visitor Rating
4.5
- Private hot tub with countryside views
- Indoor tennis court access
- Peaceful working farm location
- Cosy wood burner for winter stays
- Dark skies perfect for stargazing
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Visitor Rating
4
- Private hot tub with countryside views
- Sleeps 4 in converted barn
- Two dogs welcome
- Wood burner and open-plan living
- Near Wessex Ridgeway walking routes
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Visitor Rating
5
- Private hot tub
- Friendly alpacas nearby
- Spotlessly clean modern interiors
- Peaceful countryside location
- Warm welcoming hosts
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- Heated outdoor pool
- Hot tub for relaxation
- Private tennis court
- Games room with multiple activities
- Eight bedrooms with nine bathrooms
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- Private treehouse-style cottage
- Hot tub with woodland views
- 30 acres of countryside
- 5 minutes from Blandford Forum
- Close to Jurassic Coast
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- Private hot tub for two
- Pets stay free of charge
- Enclosed courtyard with barbecue
- 2 miles from Blandford Forum
- Near Jurassic Coast
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- Private hot tub for two
- Pet stays free of charge
- Rural Dorset countryside setting
- Jurassic Coast under 40 minutes
- All utilities and linen included
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- Private hot tub for two
- Rural Dorset countryside setting
- 2 miles from Blandford Forum
- BBQ garden with furniture
- Wi-Fi and linen included
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- Private hot tub for two
- Pets stay free up to two
- Rural Dorset countryside setting
- 2 miles from Blandford Forum
- Ground floor lodge with garden
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- Heated swimming pool
- 28 acres of woodland
- Games room with snooker table
- Private hot tub
- Access to vineyard
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Visitor Rating
4
- Private hot tub for two
- 30 acres of former vineyard
- Romantic treehouse-style lodge
- Direct golf course access
- Dorset countryside views
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Visitor Rating
4
- Private hot tub for five
- Three ensuite bedrooms
- Shared heated indoor pool
- Free on-site fishing
- Pets stay free
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Visitor Rating
5
- Private hot tub on your patio
- Heated indoor pool on-site
- Views of Bulbarrow Hill
- Free fishing in three lakes
- All ground-floor accommodation
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Visitor Rating
5
- Private hot tub for 6
- All three bedrooms ensuite
- Free on-site coarse fishing
- Shared indoor heated pool
- Sleeps 7 near Jurassic Coast
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- Private hot tub on sunny patio
- Heated indoor pool on site
- Free coarse fishing - three lakes
- Two en-suite bedrooms sleeping six
- Dorset countryside near Jurassic Coast
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- Private 6-person hot tub on patio
- Free coarse fishing three lakes on site
- Shared indoor heated swimming pool
- 1830s barn conversion in Dorset countryside
- Games room, sauna and EV charging included
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Visitor Rating
4
- Private hot tub for six
- Shared heated indoor pool
- Free on-site coarse fishing
- Ground floor barn conversion
- Near Jurassic Coast beaches
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Visitor Rating
4.9
- Wood-fired hot tub under stars
- Private wildflower meadow
- Three bedrooms with luxury bedding
- Games room with table football
- Peaceful smallholding location
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Explore more of Dorset
Popular towns and villages in and around Shaftesbury
Abbotsbury Arne Askerswell Beaminster Bere Regis Blandford Forum Bournemouth Bridport Burton Bradstock Cerne Abbas Charmouth Chetnole Chideock Christchurch Corfe Castle Crossways Dewlish Dorchester East Chaldon Eype Farnham Fleet Hengistbury Head Hilton Holwell Kimmeridge Langton Herring Langton Matravers Lilliput Lyme Regis Maiden Newton Mapperton Milton Abbas Mudeford Netherbury Northport Nottington Osmington Overcombe Piddletrenthide Poole Powerstock Purbeck Sandbanks Seatown Shaftesbury Sherborne Shipton Gorge Southwell Studland Sturminster Newton Swanage Symondsbury Tolpuddle Trent Upwey Wareham West Bay West Lulworth Weymouth Whitchurch Canonicorum Wootton Fitzpaine Worth Matravers Wyke Regis