Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- Alton Hall Cottage in Alton
- Haystack Haven
- Robin's Nest
- Gadley House East Wing
- The Stable
- Overlea Cottage
- High Grounds Shepherd's Hut
- Fox Hollow
- Eider Cottage in Holmfirth
- 2 Carr Farm Close
- 3 Pheasant Lane
- Annies Barn
- Hardwick
- Priesthill in Alport
- Sweet Knoll Farmhouse
- The Old Robin Hood
- Boundary Cottage in Old Whittington
- The Retreat at Broadstone Barns
- The Gables
- The Fox At Badger Brook
- Hillside Hut
- The Groom's House
- The Dairy
- The Temple
- Highview Stables
- Manor House
- 4 Pheasant Lane
- Eagles Hut
- Birch Cottage at Smallshaw Cottages
- Toll Bar Cottage
Winster Holiday Cottages
Our curated collection of Winster 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 Winster holiday home today.
Visitor Rating
4.7
- Private hot tub
- Stunning Peak District location
- Woodburning stove
- Spotlessly clean
- Close to walking trails
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Visitor Rating
4.7
- Secret garden with total privacy
- Hot tub with valley views
- Super comfy 1000-spring king bed
- Perfect Peak District walking base
- Stunning views towards Riber Castle
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Visitor Rating
4.8
- Streamside hot tub with privacy
- Modern three-floor cottage layout
- Free parking outside property
- Pet-friendly with secure garden
- Manchester trains in twenty-three minutes
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Visitor Rating
5
- Private hot tub for seven
- Incredible countryside views
- Four ensuite bedrooms available
- Swimming pool and spa access
- Rural Holmfirth location perfect
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Visitor Rating
4
- Seven en-suite luxury bedrooms
- Garden hot tub with views
- Indoor swimming pool access
- Peak District walking routes
- Pet-friendly rural location
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Visitor Rating
4.7
- Private hot tub with views
- Grade II listed character cottage
- Peak District National Park location
- Indoor swimming pool access
- Central Holmfirth two minute walk
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Visitor Rating
5
- Private wood-fired hot tub
- Stunning rural views
- Cozy wood burner
- King-size bed
- Romantic seclusion
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Visitor Rating
4.9
- Private hot tub for four
- Peak District National Park edge
- Modern 2018 built cottage
- Award winning five years running
- Manchester thirty minutes by train
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Visitor Rating
4.5
- Private hot tub relaxation
- Modern 2023 renovation throughout
- Walking distance Glossop town centre
- Pet-friendly welcomes two dogs
- Open-plan living bi-fold doors
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Visitor Rating
4.9
- Hot tub with garden views
- Three spacious living areas
- 15-minute walk to town
- Exceptional host service
- Perfect Peak District location
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Visitor Rating
4.9
- Hot tub with Peak District views
- Spacious rooms for eight guests
- Walking distance to town amenities
- Multiple living spaces including conservatory
- Exceptionally clean and well-maintained
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Visitor Rating
5
- Wood-fired hot tub for six
- Peak District panoramic mountain views
- 17th century barn original features
- Tennis court in landscaped grounds
- Cosy woodburner and underfloor heating
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Visitor Rating
4.9
- Seven beautiful bedrooms with four-posters
- Huge garden with football pitch
- Games room for all ages
- Hot tub with moorland views
- Dog-friendly with enclosed garden
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- Hot tub with mountain views
- Wood burner in cosy lounge
- Sleeps 8 across 4 bedrooms
- Three dogs welcome, enclosed gardens
- Walking routes from the doorstep
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Visitor Rating
5
- Indoor hot tub with robes
- Next to Trans Pennine Trail
- Pinball machine for entertainment
- Eco-friendly luxury accommodation
- High-quality furnishings throughout
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Visitor Rating
4.9
- Hot tub with spectacular views
- Six spacious bedrooms sleep 12
- Games room with pool table
- Walking distance to village pubs
- Three bathrooms with underfloor heating
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Visitor Rating
4.9
- Hot tub for post-hike relaxation
- Games room with pool table
- Six spacious bedrooms
- Peak District on doorstep
- Dog-friendly accommodation
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Visitor Rating
4.9
- Luxury hot tub with countryside views
- Stunning Peak District location
- High-end interior with woodburner
- Perfect romantic retreat
- Walking routes from the doorstep
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Visitor Rating
5
- Private hot tub with views
- Immaculately clean modern interior
- King-size bed with quality linens
- Sonos sound system and Smart TV
- Woodburning stove and underfloor heating
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Visitor Rating
4.9
- Private hot tub
- Peaceful secluded location
- High-quality furnishings
- Perfect walking base
- Helpful friendly owners
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Visitor Rating
5
- Private hot tub with countryside views
- Luxury barn with king-size bed
- Woodburning stove for cozy evenings
- Perfect walking location
- Immaculately presented throughout
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Visitor Rating
4.9
- Modern single-storey bungalow
- Private hot tub
- Smart TVs in all rooms
- Open-plan living space
- Close to Peak District
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Visitor Rating
4.8
- Private hot tub
- Walking distance to pub
- Near Chatsworth House
- Compact but well-equipped
- Perfect Peak District base
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Visitor Rating
4.9
- Stunning Peak District views
- Games room with multiple activities
- Four bedrooms with three en-suites
- Walking distance to village pubs
- Perfect for family gatherings
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Visitor Rating
5
- Stunning Peak District views
- Private hot tub
- Exceptionally clean
- Modern luxury finishes
- Friendly hosts
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Visitor Rating
4.6
- Private 37-acre woodland setting
- Hot tub and sauna
- Shepherd huts and main house
- Walking distance to reservoir
- Pizza oven and BBQ facilities
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Visitor Rating
5
- Private hot tub
- Separate shepherd's hut
- Woodburning stove
- Dog-friendly walks nearby
- Peak District on doorstep
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Visitor Rating
4.6
- 37 acres of private woodland
- Hot tub and sauna
- Shepherd's Hut extra accommodation
- Edge of Peak District
- Dog-friendly with great walks
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- Turreted manor sleeping 12 guests
- Two outdoor hot tubs included
- Six bedrooms all with en-suites
- Master suite with sauna and baths
- Peak District walks from the door
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Visitor Rating
4.7
- Huge former pub for 14
- Hot tub in private garden
- Games room with snooker table
- Four dogs welcome
- Central Peak District location
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Explore more of Derbyshire
Popular towns and villages in and around Winster
Alfreton Ashbourne Bakewell Bamford Baslow Beeley Belper Bonsall Buxton Chatsworth Chellaston Chelmorton Chesterfield Chinley Clay Cross Cromford Darley Dale Denby Dronfield Edale Eyam Glossop Hadfield Hartington Hathersage Hayfield Heath Holmesfield Hulland Ward Kirk Ireton Kirk Langley Matlock Matlock Bath Middleton Over Haddon Somercotes South Wingfield Tansley Tideswell Tissington Whaley Bridge Wirksworth Youlgreave