Popular Features
Sleeps
Sleeps
Destinations
Popular Cottages
- The Old Chapel
- Swallows Nest
- Miners Cottage
- Matlock View
- The Badger At Badger Brook
- Red Brick Barn
- Spring Barn West
- Railway Cottage
- Brumlea Farm Cottage
- Brewers Cottage
- Apple Tree Cottage
- Miss Muffets Cottage
- Topshill
- Beehive Cottage Peak
- Poppies Court
- Eden Tree Cottage
- Purple Orchid Cottage
- The Fox At Badger Brook
- Mistletoe Barn
- Great Gathering Barn At Hilltop
- Meadow View Tipperary
- Robin Cottage
- Spring House Shepherds Hut
- Bay Tree Barn
- Orrs Barn
- Snelslow Barn
- The Old Dairy Ashbourne
- Apple Tree Cottage Ashbourne
- The Potting Shed
- The Bank
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
4.7
- 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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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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- Rustic Peak District barn conversion
- Two king-size bedrooms sleeping four
- Outdoor pizza oven and fire pit
- Free-standing bath in upstairs bedroom
- Wood burner and open-plan living
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- Hand-built shepherd's hut for two
- Wood-fired pizza oven outdoors
- Illuminated ancient duck pond
- Peak District edge location
- Private parking for two cars
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- Hilltop views across Derbyshire
- Wood burner and stone beams
- Enclosed garden with BBQ
- Freestanding bath and wet room
- Peak District on your doorstep
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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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- 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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- 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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- Set within Matlock Golf Club grounds
- Sleeps 5 across three bedrooms
- Enclosed secure garden for dogs
- Exclusive golf club discounts included
- 1.5 miles from Matlock town centre
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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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Visitor Rating
4
- Panoramic views over Matlock
- Games room with Pac-Man and darts
- Three bedrooms sleeping up to 8
- Dogs welcome up to 3
- Steps from Lumsdale Falls footpath
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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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Explore more of Derbyshire
Popular towns and villages in and around Chesterfield
Alfreton Ashbourne Bakewell Bamford Baslow Beeley Belper Bonsall Buxton Castleton 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