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Popular Cottages
- Birchcroft Hideaway
- Court House Farmhouse
- 8-Bedroom Hot Tub House in Minterne Parva
- 2-Bedroom Hot Tub Cottage in Uplyme
- 4-Bedroom Hot Tub House in Bridport
- 1-Bedroom Hot Tub Lodge in Avon
- Hazel Roundhouse at Walnut Farm
- Red House
- 3-Bedroom Hot Tub Chalet in West Stour
- 4-Bedroom Hot Tub House in Melbury Abbas
- 1-Bedroom Hot Tub Yurt in Whitchurch Canonicorum
- 1-Bedroom Hot Tub Cabin in Whitchurch Canonicorum
- Jurassic Sea Pearl Suite and Spa
- Old Post Office
- Stag Cottage
- 1-Bedroom Hot Tub Shepherd's Hut in Whitchurch Canonicorum
- Cherry
- 3-Bedroom Hot Tub Cottage in Salwayash
- Rawlsbury Lodge
- Skylark Yurt at Walnut Farm
- 1-Bedroom Barn with Hot Tub in Whitchurch Canonicorum
- 2-Bedroom Hot Tub Barn in Bradford Abbas
- 3-Bedroom Hot Tub House in Minterne Magna
- Melbury Chalet
- 4-Bedroom Hot Tub Lodge in Twyford
- 1-Bedroom Hot Tub Cottage in Horton
- 4-Bedroom Hot Tub Cottage in Symondsbury
- 3-Bedroom Hot Tub Barn in Hazelbury Bryan
- The Parlour
- The Happy Hut
Upwey Holiday Cottages
Rated Top 5 Most Popular Places in Dorset 2026 by our visitors
Our curated collection of Upwey 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 Upwey holiday home today.
Visitor Rating
5
- Private hot tub
- Stylish modern interiors
- Dog-friendly accommodation
- Close to Jurassic Coast
- Peaceful countryside location
From £823 for 7 Nts
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Visitor Rating
4.9
- Luxury 5-star accommodation
- Private hot tub
- Working farm location
- Excellent walking from doorstep
- Close to Jurassic Coast
From £839 for 7 Nts
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Visitor Rating
4.5
- Three bedrooms sleeping six guests
- Private hot tub for relaxation
- Pet friendly coastal accommodation
- Games room for family entertainment
- Walking distance to shops and pubs
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- Private wood-fired hot tub
- Dorset Jurassic Coast location
- Dogs welcome (up to two)
- Kingsize bed and underfloor heating
- Weymouth under 15 minutes away
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- Private wood-fired hot tub for four
- Largest cottage on the Sunray site
- Coast within one mile
- Log burner with fuel included
- Enclosed garden with patio furniture
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Visitor Rating
4.5
- Private hot tub included
- 4 miles from Dorchester
- Two dogs welcome
- Parking for three cars
- Welcome pack with Prosecco
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Visitor Rating
4.9
- Private hot tub with views
- Immaculately clean throughout
- Huge comfortable king bed
- Dog-friendly enclosed garden
- Perfect couples' retreat
From £549 for 7 Nts
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Visitor Rating
4.9
- Private hot tub with sea views
- Exceptionally comfortable king-size bed
- Dog-friendly with enclosed garden
- Close to Jurassic Coast attractions
- Thoughtful welcome extras included
From £536 for 7 Nts
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Visitor Rating
4.9
1-Bedroom Hot Tub Lodge with Sea Views in Osmington
4 miles from Upwey
Hot Tub
Sleeps 2
Pets 1
Bedrooms: 1
- Private hot tub with sea views
- Dog-friendly with enclosed garden
- Contemporary first-floor apartment
- Perfect location for coastal exploration
- Spotlessly clean with thoughtful touches
From £529 for 7 Nts
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Visitor Rating
4.9
Dog-Friendly 1-Bedroom Hot Tub Lodge in Osmington
4 miles from Upwey
Hot Tub
Sleeps 2
Pets 1
Bedrooms: 1
- Private hot tub with views
- Hillside location near coast
- Studio with clever layout
- Dog friendly accommodation
- Close to Dorset attractions
From £518 for 7 Nts
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- Hot tub with lake views
- Private jetty on the lake
- Silverlake Estate water sports
- 6.5 miles from Jurassic Coast
- Sleeps 7 across 3 bedrooms
From £1,011 for 7 Nts
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Visitor Rating
3.9
- Private hot tub with sea views
- Direct access to Chesil Beach
- Sleeps six across three bedrooms
- Jurassic Coast World Heritage location
- Modern lodge with panoramic windows
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Visitor Rating
5
- Spacious rural retreat with stunning views
- Private hot tub overlooking countryside
- Perfect base for Jurassic Coast exploration
- High-quality furnishings and comfortable beds
- Peaceful location with wildlife spotting
From £738 for 7 Nts
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Visitor Rating
4.1
- Private hot tub in garden
- Two bedrooms sleeping four guests
- Off-road parking for two cars
- Short walk to Coast Path
- Dog-friendly with enclosed garden
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- Hot tub with sea views
- Coast path at the door
- Sea views from all bedrooms
- Pub 200 metres away
- Portland Bill on your doorstep
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Visitor Rating
5
- Private hot tub with sea views
- Watch ships from Portland Bill
- Pub 100 yards from the door
- Two double bedrooms sleep 4
- World Heritage Coast on the doorstep
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Visitor Rating
4.7
- Private hot tub for six
- Stunning Portland Bill views
- WWII historic cottage
- All ground floor layout
- Pub 200 yards away
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Visitor Rating
5
- Private hot tub with dark skies
- 5-star reviews across the board
- Welcoming hosts with thoughtful extras
- Private garden and outdoor BBQ
- Peaceful Dorset countryside base
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Visitor Rating
4.9
- Private secluded hot tub included
- 5/5 rating across all reviews
- Private garden with stream
- Jurassic Coast under 20 minutes
- Alpaca neighbours on the driveway
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Visitor Rating
5
- Private hot tub with countryside views
- Immaculately clean traditional stone cottage
- Four well-appointed bedrooms sleeping eight
- Close to Jurassic Coast World Heritage
- Attentive owner providing excellent service
From £994 for 7 Nts
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Visitor Rating
4.9
- Private hot tub
- Eight spacious bedrooms
- Beautiful countryside location
- Well-equipped for large groups
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Visitor Rating
4.9
- Wood-fired hot tub in secluded garden
- Three bedrooms sleeping six guests
- Ground-floor bedroom with twin beds
- 2.8 miles to West Bay Beach
- Restored 1839 period cottage
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Visitor Rating
4.2
- Private hot tub with valley views
- King-size bed guests rave about
- Working farm with animals on site
- Two pubs within walking distance
- Jurassic Coast under 30 minutes away
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Visitor Rating
4.2
- Private hot tub for two
- Valley views from inside
- Two pubs walking distance
- Welcome hamper included
- Jurassic Coast nearby
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Visitor Rating
4.2
- Private hot tub in screened enclosure
- Farm animals on site
- Two pubs five minutes walk
- Jurassic Coast a short drive
- Star gazing on clear nights
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Visitor Rating
4
- Private hot tub
- Tennis court with equipment
- Free Minterne Gardens entry
- Three en-suite bedrooms
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Visitor Rating
4.9
5-Bedroom Hot Tub Farmhouse in Minterne Magna
12 miles from Upwey
Hot Tub
Sleeps 10
Pets 2
Bedrooms: 5
- Private hot tub
- Tennis court access
- Multi-generation friendly
- Beautiful gardens on doorstep
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- Private hot tub included
- Both bedrooms fully ensuite
- Woodburner with logs provided
- Fishing on site no licence
- Sleeps 4 near Jurassic Coast
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- Chemical-free hot tub freshly filled
- Japanese gardens with traditional tea hut
- Peaceful Dorset countryside meadows location
- Bean-to-cup coffee machine included
- One dog welcome on lead
From £1,178 for 4 Nts
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Visitor Rating
4.6
- Private hot tub on decking
- Woodburner with logs included
- Luxury lodge near Jurassic Coast
- Pet friendly, sleeps 4
- Pub just 200 yards away
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Explore more of Dorset
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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