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Popular Cottages
- The Bell Chime
- Bosing Barn
- The Trap House
- Nuthatch
- Quintessential Haven
- Hall Cottage Baslow
- Owl Cottage
- The Old Weighbridge
- Hawksmoor Barn
- Pheasant Barn
- High Peak Place
- The Saddlery Turnditch
- The Snug
- Calamine Cottage
- Apple Tree Cottage Ashbourne
- The Hayloft Taddington
- Aero Cottage
- Chapel Cottage Peak
- Bilberry Barn
- Sheep Pen Cottage
- Old Masson Barn
- Owls Cabin
- Mulberry Cottage Peak
- Dormy
- The Fox At Badger Brook
- Cara
- Forget Me Not Barn
- The Hay Loft Turnditch
- Forget Me Not
- Miners Cottage
Chesterfield Holiday Cottages
Our curated collection of Chesterfield 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 Chesterfield holiday home today.
Visitor Rating
4
- 300 year old character cottage
- Peak District border location
- Two king-size en-suite bedrooms
- Working Aga and wood burner
- Direct access to countryside footpaths
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Visitor Rating
4.8
- Stunning valley views from windows
- Stone barn for two guests
- Spacious garden with furnished patio
- Peak District walks from doorstep
- Near Chatsworth House and Chesterfield
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Visitor Rating
4
- Stunning Peak District countryside views
- Two en-suite bedrooms sleep four
- Extensive gardens with Koi pond
- Exclusive summerhouse for guest use
- Near Chatsworth and Hardwick Hall
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Visitor Rating
4.8
- Single-storey accessible layout throughout
- Sleeps 6 in three bedrooms
- Extensive gardens with countryside views
- 9 miles from Peak District
- One dog welcome at property
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Visitor Rating
4.7
- Single-level studio for two
- Peak District National Park views
- Wood burner and enclosed garden
- Dog-friendly with onsite parking
- Walking distance to two pubs
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- Private hot tub with countryside views
- King-size bedroom with en-suite shower
- One dog welcome with enclosed garden
- Underfloor heating throughout property
- Walking distance to local pub
- Peak District location near Chatsworth
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Visitor Rating
4.9
- Three bedrooms sleeping four guests
- Ground floor double bedroom available
- Furnished patio with BBQ area
- Two car parking spaces onsite
- Five miles from Peak District
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Visitor Rating
4
- Stone cottage in Peak District
- Sleeps 4 with enclosed garden
- Dog-friendly welcomes 2 pets
- Near Chatsworth House 10 minutes
- South-facing patio with countryside views
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Visitor Rating
5
- Romantic barn conversion for two
- Galleried king-size bedroom with views
- Original cruck beams and wood burner
- Walks start from the door
- Near Chatsworth and Haddon Hall
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- Mezzanine bedroom with roll-top bath
- Open-plan contemporary living space
- Enclosed patio with afternoon sun
- Dog-friendly with onsite parking
- Near Chatsworth House and Peak District
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Visitor Rating
4.5
- Stone cottage sleeping two guests
- King-size gallery bedroom with en-suite
- Elevated position with valley views
- Peak District walks from doorstep
- One dog welcome at property
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- Sleeps 4 in 2 bedrooms
- Exposed beams and stone fireplace
- Three private parking spaces
- Secure bike storage included
- 1.5 miles from Ashover village
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- Two en-suite double bedrooms
- Private fields for dogs
- Mezzanine second lounge space
- Peak District walking routes nearby
- Parking for two cars
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- Contemporary barn conversion sleeping three
- Two dogs welcome with field access
- Open-plan living with separate dining
- Peak District and Hardwick Hall nearby
- Parking for two cars included
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Visitor Rating
4
- Gated barn with 30 private acres
- Single level with two en-suites
- Underfloor heating and log burner
- 15 minutes to Chatsworth House
- Private cobbled courtyard seating area
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- Sleeps 4 with valley views
- Wood burner and two lounges
- Freestanding bath and en-suite shower
- Wrap-around terrace with countryside outlook
- Near Chatsworth and walking trails
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Visitor Rating
4.9
- Single-storey cottage sleeps four
- Three dogs welcome with enclosed garden
- Wood burner and contemporary kitchen
- Chatsworth House five miles away
- Peak District walks from doorstep
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Visitor Rating
4
- Single-level bungalow sleeps six
- Large wood burner in lounge
- South-facing garden with countryside views
- Three bedrooms including one ensuite
- Five minutes from Matlock town
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Visitor Rating
4
- Sleeps 2 in romantic barn conversion
- Welcomes two dogs with spacious grounds
- Stunning far-reaching countryside views throughout
- Country walks start from the property
- Close to Chatsworth House and Bakewell
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Visitor Rating
4
- Working dairy farm with tours
- Wood burner and underfloor heating
- Two bedrooms sleeping four guests
- Countryside walks from the doorstep
- Two pubs within five minutes
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Visitor Rating
4
- Stunning floor-to-ceiling countryside views
- Peaceful hilltop location near Matlock
- Sleeps 4 in two bedrooms
- Cosy wood-burner and spacious living
- Near Chatsworth House and Peak District
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Visitor Rating
4
- Romantic cottage for two
- Dog-friendly with enclosed courtyard
- Walks to Lumsdale Falls
- Freestanding bath and wood burner
- Near Chatsworth and Bakewell
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Visitor Rating
4
- Footpaths to Chatsworth from doorstep
- King-size bedroom with en-suite bathroom
- Wood burner in cosy sitting room
- Village green location in Baslow
- Exposed beams throughout three floors
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- Private hot tub in half-acre garden
- Four-poster king-size bed for two
- Wood burner and open-plan living
- Welcomes two dogs with enclosed garden
- Near Chatsworth House and Matlock
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Visitor Rating
4.7
- Three bedrooms sleeping six guests
- Welcomes two dogs with gardens
- Walking distance to village facilities
- Multi-fuel stove and playroom
- Walks start from the door
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- 10-minute walk to Chatsworth House
- Converted 17th-century granary building
- Wood burner and Egyptian cotton bedding
- South-facing patio garden with BBQ
- Local shop just 35 metres away
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Visitor Rating
4
- Ground floor bedroom with en-suite
- Walks from door into Peak District
- Village location near Chatsworth House
- Modern kitchen with granite worktops
- Private patio garden for barbecues
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Visitor Rating
4
- Original open fire in lounge
- Two dogs welcome with secure garden
- Ten minutes walk to Chatsworth Park
- Sleeping platform ideal for teenagers
- Village base with shops and pubs
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Visitor Rating
4.4
- Stunning Derwent Valley views
- Self-contained second bedroom suite
- Cosy wood burner in lounge
- Ground floor accessible layout
- Peak District hillside location
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Visitor Rating
4.8
- Sleeps 6 in three bedrooms
- Wood burner and valley views
- Less than 2 miles Peak District
- Two king-size bedrooms with views
- Well-equipped kitchen with island bar
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Explore more of Derbyshire
Popular towns and villages in and around Chesterfield
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 Over Haddon Somercotes South Wingfield Tansley Tideswell Tissington Whaley Bridge Wirksworth Youlgreave