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Holiday Rentals in Chesterfield

Find the holiday rentals that appeal to you the most

The best holiday rentals in Chesterfield

Check out our pick of great holiday rentals in Chesterfield

Most booked holiday rentals in Chesterfield and surroundings in the past month

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Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 70 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 82 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 108 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 101 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 89 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 146 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.2
Very good - What previous guests thought, 102 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 113 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 647 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,715 reviews

Holiday Rentals with swimming pools in Chesterfield and nearby

Located in Wingerworth, Hagg Hill Hall provides accommodation with private pool, free WiFi and free private parking for guests who drive.

Enjoy breakfast in Chesterfield and nearby

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 350 reviews

Situated in Eckington, in a historic building, 14 km from FlyDSA Arena, Ravencar Farm B&B is a bed and breakfast with a garden and terrace.

From US$123.86 per night

Robin Hood Farm B&B

Baslow
Breakfast options
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 394 reviews

Boasting a garden and views of garden, Robin Hood Farm B&B is a bed and breakfast set in a historic building in Baslow, 6.3 km from Chatsworth House.

Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 12 reviews

Situated in Chesterfield, Two Bedroom House By Littlepiggyrentals Short Lets & Serviced Accommodation Chesterfield Central With Free Parking is a recently renovated accommodation, 17 km from...

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 9 reviews

Set in Chesterfield, 25 km from FlyDSA Arena, Rent My Spa Home with Pool table Hottub and Sauna provides accommodation with a hot tub.

Spire Haven

Chesterfield
Breakfast options
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 12 reviews

Located 18 km from Chatsworth House, Spire Haven provides accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 12 reviews

23 km from FlyDSA Arena in Chesterfield, The Olde Coach House provides accommodation with access to a hot tub and fitness room.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews

Situated 18 km from Chatsworth House, Modern 3 bed home, Chesterfield features accommodation with free WiFi and free private parking.

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 15 reviews

Lovely home close to City Center & Rail Station is located in Chesterfield, 24 km from FlyDSA Arena, 33 km from Clumber Park, and 40 km from Buxton Opera House.

These holiday rentals in Chesterfield and nearby have options with free cancellation

Bolsover Castle View

Bolsover
Free cancellation options available
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 68 reviews

Offering a garden and garden view, Bolsover Castle View is situated in Bolsover, 24 km from Sherwood Forest and 27 km from Chatsworth House.

From US$119.77 per night

Daniel’s Semi Rural Retreat

Clowne
Free cancellation options available
Scored out of 10, guest rating 8.4
Very good - What previous guests thought, 30 reviews

Featuring garden views, Daniel’s Semi Rural Retreat provides accommodation with a garden and a patio, around 21 km from Clumber Park.

From US$105.41 per night
Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 82 reviews

Situated in Chesterfield and only 16 km from Chatsworth House, The Pottery Flat Chesterfield Three Star Gold features accommodation with city views, free WiFi and free private parking.

Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 3 reviews

Offering a garden and garden view, Morden house close to City centre & The Peaks is located in Chesterfield, 18 km from Chatsworth House and 22 km from FlyDSA Arena.

Cosy 2 bed home CHESTERFIELD

Chesterfield
Free cancellation options available
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 8 reviews

Located 22 km from FlyDSA Arena, 33 km from Clumber Park and 40 km from Buxton Opera House, Cosy 2 bed home CHESTERFIELD features accommodation set in Chesterfield.

Birdholme House

Chesterfield
Free cancellation options available
Scored out of 10, guest rating 8.0
Very good - What previous guests thought, 1 review

Set just 25 km from FlyDSA Arena, Birdholme House provides accommodation in Chesterfield with access to a garden, a shared lounge, as well as a shared kitchen.

Chatsworth stables

Newbold
Free cancellation options available
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 85 reviews

Situated in Newbold in the Derbyshire region, Chatsworth stables has a terrace. This holiday home features accommodation with a patio.

Somersall Park Studio

Chesterfield
Free cancellation options available
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 146 reviews

Offering a garden and city view, Somersall Park Studio is located in Chesterfield, 26 km from FlyDSA Arena and 35 km from Clumber Park.

Highly rated holiday rentals in Chesterfield and nearby

Oakleigh

Old Brampton
8.0+ review score
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

Oakleigh, a property with a garden, is situated in Old Brampton, 28 km from FlyDSA Arena, 34 km from Buxton Opera House, as well as 37 km from Clumber Park.

From US$376.85 per night

Smithy Cottage

Dronfield
8.0+ review score
Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 10 reviews

Smithy Cottage, a property with a garden, is situated in Dronfield, 23 km from FlyDSA Arena, 35 km from Buxton Opera House, as well as 37 km from Clumber Park.

Scored out of 10, guest rating 9.4
Superb - What previous guests thought, 6 reviews

The BungalowBarlow is situated in Dronfield, 19 km from FlyDSA Arena, 35 km from Buxton Opera House, and 39 km from Clumber Park.

From US$842.74 per night

Vale Barn

Dronfield
8.0+ review score
Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 5 reviews

Vale Barn, a property with a garden, is located in Dronfield, 18 km from Chatsworth House, 37 km from Clumber Park, as well as 40 km from Buxton Opera House.

From US$856.14 per night

2 Snape Hill

Dronfield
8.0+ review score
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 28 reviews

2 Snape Hill is situated in Dronfield, 37 km from Clumber Park, 40 km from Buxton Opera House, as well as 40 km from Eco-Power Stadium. The 3-star holiday home is 18 km from Chatsworth House.

Scored out of 10, guest rating 9.8
Exceptional - What previous guests thought, 12 reviews

The Tack Room Cottage is located in Ashover, 34 km from FlyDSA Arena, 38 km from Clumber Park, as well as 39 km from Buxton Opera House.

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 102 reviews

Set 16 km from Chatsworth House, The Long Hall 2 bed ground floor annexed apartment - sleeps 6 offers accommodation with free WiFi and free private parking.

Cedar Holme

Chesterfield
8.0+ review score
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 17 reviews

Situated 19 km from Chatsworth House, Cedar Holme features accommodation with free WiFi and free private parking.

FAQ about holiday rentals in Chesterfield

Holiday rentals that guests love in Chesterfield

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Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 3 reviews
Lovely comfy attached house with everything you need. The house was perfectly clean and our host was absolutely attentive and always easy to contact. Wonderful garden wirh lots of flowers and absolutely peaceful quiet nights. The village though is surprisingly lively: There are three pubs, a cafe with post office and a shop with local produce, fresh meat, dairy, braed and nearly everything you might need.
Guest review by
Matthias
Solo traveller
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 108 reviews
The best holiday cottage I've stayed in. I can't rate it highly enough. And with the farm shop and Stamp Cafe almost next door, as well as three pubs, Ashover village is wonderful. Thank you David and Lisa for a gem of a holiday let.
Guest review by
Chrissie58
Solo traveller
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 101 reviews
The Villa is beautiful. A really nice place well kept and clean. The hosts are very attentive and the breakfast was really nice. Close enough to the M1 for onward travel, but far enough away to be in the lovely countryside.
Guest review by
Kenneth
Young couple
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 17 reviews
Excellent , the place was great, clean and tidy, there was a welcome pack of nice important items tea, coffee, milk biscuits treats for our dog, a real welcome, situated in a nice village, thank you to our hosts for a warm welcome, best I have slept in a long time.
Guest review by
Christopher
People with friends
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,715 reviews
Beautiful Peak District village. Staff very helpful and friendly. Room was a very high standard with excellent facilities. Lovely Christmas decorations throughout. Breakfast and Dinner was delicious.
Guest review by
Ransom
Group