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

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The Peacock at Barlow

Chesterfield

Located within 14 km of Chatsworth House and 23 km of FlyDSA Arena in Chesterfield, The Peacock at Barlow provides accommodation with seating area.

J
Janet
From
France
Everything from the moment we arrived was first class. We would unreservedly recommend The Peacock to both stay and eat at. Thank you to the entire team who made our stopover one we shall remember extremely fondly.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,726 reviews
Price from
US$107.78
1 night, 2 adults

Church Villa B & B

Chesterfield

Located in Chesterfield, in a historic building, 22 km from Chatsworth House, Church Villa B & B is a bed and breakfast with a tennis court and terrace.

W
Werner De Wolf
From
Belgium
Great hosts who were very welcoming, gave us a lot of information on what to do in the area and were so kind to offer us a lift to a pub for dinner. Great breakfast as well.
Scored out of 10, guest rating 9.5
Exceptional - What previous guests thought, 104 reviews
Price from
US$145.50
1 night, 2 adults

The Loft at The George

Chesterfield

Located in Chesterfield in the Derbyshire region, The Loft at The George provides accommodation with free WiFi and free private parking.

C
Claire
From
Ireland
Fabulous comfortable warm and cosy! Comfy bed and well equipped!
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 27 reviews
Price from
US$855.23
1 night, 2 adults

Swallows Barn

Chesterfield

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

S
Susan
From
United Kingdom
Area central for visiting places. Beautiful surroundings.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 6 reviews
Price from
US$1,223.98
1 night, 2 adults

The Old Chapel

Chesterfield

The Old Chapel, a property with a garden and barbecue facilities, is situated in Chesterfield, 33 km from Clumber Park, 34 km from FlyDSA Arena, as well as 36 km from Nottingham Castle.

R
Regan
From
Australia
Beautiful character accommodation. Well appointed with everything you need. Quiet location.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 12 reviews
Price from
US$576.35
1 night, 2 adults

Whitton Lodge B&B

Chesterfield

Located in Chesterfield, in a historic building, 28 km from Chatsworth House, Whitton Lodge B&B is a bed and breakfast with a garden and shared lounge.

J
Janice
From
United Kingdom
Everything. Warm friendly welcome. Fantastic spacious room and bathroom. Lovely relaxed breakfast.
Scored out of 10, guest rating 9.3
Superb - What previous guests thought, 79 reviews
Price from
US$168.41
1 night, 2 adults

Middlecroft

Chesterfield

Set 20 km from FlyDSA Arena, Middlecroft offers accommodation with free WiFi and free private parking.

D
Dennis
From
Spain
Excellent apartment, good facilities and a good location. Good supermarket and food outlets nearby Easy reach of motorway and Peak District. Will certainly stay here again.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 105 reviews
Price from
US$90.94
1 night, 2 adults

Spire View at THE GALLEON RESTAURANT

Chesterfield

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.

S
Senan
From
Ireland
The area brilliant host first class food excellent
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 636 reviews
Price from
US$107.78
1 night, 2 adults

The Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield

Chesterfield

Set in Chesterfield within 17 km of Chatsworth House and 23 km of FlyDSA Arena, The Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield offers rooms with free WiFi.

W
Wilson
From
United Kingdom
Nice and clean. Close to restaurants and bars.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 69 reviews
Price from
US$184.57
1 night, 2 adults

Cuckoo Nest

Chesterfield

Situated 15 km from Chatsworth House, Cuckoo Nest features accommodation with free WiFi and free private parking.

P
PAUL
From
Netherlands
cosy and private , very clean with excellent facilities
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 15 reviews
Price from
US$506.63
1 night, 2 adults
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Most booked holiday rentals in Chesterfield and surroundings in the past month

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Enjoy breakfast in Chesterfield and nearby

  • Robin Hood Farm B&B

    Baslow
    Breakfast options
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 408 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$250.45 per night
  • 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 8.9
    Fabulous - What previous guests thought, 69 reviews

    Set in Chesterfield within 17 km of Chatsworth House and 23 km of FlyDSA Arena, The Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield offers rooms with free WiFi.

    From US$180.53 per night
  • 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 9.7
    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 8.9
    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 8.7
    Fabulous - What previous guests thought, 65 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$121.25 per night
  • 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.

  • 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 9.4
    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, 153 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.

  • Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 99 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.

    From US$179.18 per night

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, 34 km from Buxton Opera House, 37 km from Clumber Park, as well as 46 km from Sherwood Forest.

  • Smithy Cottage

    Dronfield
    8.0+ review score
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 8 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.

    From US$594.95 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.

  • 2 Snape Hill

    Dronfield
    8.0+ review score
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 30 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.

  • Cedar Holme

    Chesterfield
    8.0+ review score
    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.

  • Swallows Barn

    Chesterfield
    8.0+ review score
    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.

  • Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 42 reviews

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

  • Tawny Owl Barn

    Barlow
    8.0+ review score
    Scored out of 10, guest rating 9.8
    Exceptional - What previous guests thought, 6 reviews

    Tawny Owl Barn, a property with a garden, is located in Barlow, 23 km from FlyDSA Arena, 35 km from Buxton Opera House, as well as 37 km from Clumber Park.

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, 113 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
  • Avg. price/night: US$145.50
    Scored out of 10, guest rating 9.5
    Exceptional - What previous guests thought, 104 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$262.71
    Scored out of 10, guest rating 9.6
    Exceptional - What previous guests thought, 1,726 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