The 10 best holiday rentals in Chesterfield, UK | Booking.com
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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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Highly rated holiday rentals in Chesterfield and nearby

  • 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$886.17 per night
  • The Rumblings 2

    Barlow
    8.0+ review score
    Scored out of 10, guest rating 8.0
    Very good - What previous guests thought, 5 reviews

    The Rumblings 2 is located in Barlow, 21 km from FlyDSA Arena, 32 km from Buxton Opera House, and 41 km from Clumber Park.

    From US$520.92 per night
  • Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 92 reviews

    Located in Holmesfield in the Derbyshire region, Springwood Cottage features a patio. This property offers access to a terrace, free private parking and free WiFi.

  • Scored out of 10, guest rating 9.7
    Exceptional - What previous guests thought, 11 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 9.6
    Exceptional - What previous guests thought, 354 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$125.97 per night
  • Robin Hood Farm B&B

    Baslow
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 407 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.

    From US$249.13 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 11 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.

Enjoy breakfast in Chesterfield and nearby

  • Spire Haven

    Chesterfield
    Breakfast options
    Scored out of 10, guest rating 9.7
    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, 13 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 8.2
    Very good - What previous guests thought, 100 reviews

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

    From US$120.61 per night
  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 14 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, 83 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.

  • 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.

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

  • 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 9.4
    Superb - What previous guests thought, 78 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, 152 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.

  • 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.

  • Holland House

    Unstone
    Free cancellation options available
    Scored out of 10, guest rating 4.0
    Disappointing - What previous guests thought, 6 reviews

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

  • Cedar Holme

    Chesterfield
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    Exceptional - What previous guests thought, 18 reviews

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

  • Stables Lodge

    Chesterfield
    Free cancellation options available
    Scored out of 10, guest rating 10.0
    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.

FAQ about holiday rentals in Chesterfield

Holiday rentals that guests love in Chesterfield

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  • Scored out of 10, guest rating 10.0
    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, 112 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, 103 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 10.0
    Exceptional - What previous guests thought, 18 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$199.68
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 1,731 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