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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 9.2
Superb - What previous guests thought, 25 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 73 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 100 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 89 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, 146 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.3
Very good - What previous guests thought, 104 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 114 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 648 reviews

Popular with guests booking holiday rentals in Chesterfield

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,707 reviews

Highly rated holiday rentals in Chesterfield and nearby

Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 69 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.

Scored out of 10, guest rating 9.7
Exceptional - What previous guests thought, 349 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$123.12 per night
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 648 reviews

Located in Chesterfield, 47 km from Derby, Spire View at THE GALLEON RESTAURANT provides free WiFi. Guests at the bed and breakfast can enjoy a continental breakfast.

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

Two Bedroom House By Littlepiggyrentals Short Lets & Serviced Accommodation Chesterfield Central With Free Parking is a recently renovated holiday home in Chesterfield, where guests can make the most...

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 8.3
Very good - What previous guests thought, 104 reviews

Offering a garden and garden view, Commuters Getaway is situated in Chesterfield, 25 km from FlyDSA Arena and 32 km from Clumber Park.

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.

Scored out of 10, guest rating 9.1
Superb - What previous guests thought, 81 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.

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.

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

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, 87 reviews

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

Manor House

Chesterfield
Free cancellation options available
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 3 reviews

Boasting a hot tub, Manor House is set in Chesterfield. The property is located 26 km from FlyDSA Arena, 29 km from Clumber Park and 38 km from Sherwood Forest.

From US$2,323.63 per night

Holland House

Unstone
Free cancellation options available
Scored out of 10, guest rating 3.8
Poor - What previous guests thought, 7 reviews

Offering a terrace and garden view, Holland House is set in Unstone, 20 km from FlyDSA Arena and 35 km from Clumber Park.

Stables Lodge

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

Stables Lodge, a property with a garden, is set in Chesterfield, 28 km from FlyDSA Arena, 35 km from Clumber Park, as well as 40 km from Buxton Opera House.

Harris House

Staveley
Free cancellation options available
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 2 reviews

Harris House, a property with a garden, is set in Staveley, 29 km from Sherwood Forest, 32 km from FlyDSA Arena, as well as 39 km from Eco-Power Stadium.

Enjoy breakfast in Chesterfield and nearby

Cedar Cottage

Chesterfield
Breakfast options
Scored out of 10, guest rating 6.1
Pleasant - What previous guests thought, 15 reviews

Situated 20 km from FlyDSA Arena, Cedar Cottage features accommodation with free WiFi and free private parking.

From US$559.45 per night

Swallows Barn

Chesterfield
Breakfast options
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews

Set in Chesterfield in the Derbyshire region, Swallows Barn offers accommodation with free WiFi and free private parking.

The Loft

Hollingwood
Breakfast options
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 55 reviews

Set in Hollingwood and only 20 km from FlyDSA Arena, The Loft offers accommodation with quiet street views, free WiFi and free private parking.

Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 45 reviews

Boasting garden views, Woodview Lodge features accommodation with a garden and a patio, around 14 km from Chatsworth House.

Woodview Lodge

Barlow
Breakfast options
Scored out of 10, guest rating 9.0
Superb - What previous guests thought, 1 review

Woodview Lodge is situated in Barlow, 22 km from FlyDSA Arena, 36 km from Buxton Opera House, and 37 km from Clumber Park. The 4-star holiday home is 14 km from Chatsworth House.

The Old Cow Shed

Barlow
Breakfast options
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 3 reviews

The Old Cow Shed is situated in Barlow, 23 km from FlyDSA Arena, 35 km from Buxton Opera House, as well as 38 km from Clumber Park.

The Pig Sty

Barlow
Breakfast options
Scored out of 10, guest rating 10
Exceptional - What previous guests thought, 2 reviews

The Pig Sty, a property with a garden, is located in Barlow, 23 km from FlyDSA Arena, 35 km from Buxton Opera House, as well as 38 km from Clumber Park.

Boundary Cottage

Unstone
Breakfast options
Scored out of 10, guest rating 8.5
Very good - What previous guests thought, 2 reviews

Boundary Cottage, a property with a garden, is situated in Unstone, 20 km from Chatsworth House, 36 km from Clumber Park, as well as 42 km from Buxton Opera House.

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, 100 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
Avg. price/night: US$223.97
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,707 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