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.

M
Maarja
From
Estonia
This place is like a 5* star hotel in a countryside, everything was amazing - the room, staff, breakfast, restaurant.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 1,731 reviews
Price from
US$107.14
1 night, 2 adults

Church Villa B & B

Chesterfield

Located in Chesterfield, 22 km from Chatsworth House, Church Villa B & B has a garden, parking on-site and rooms with free WiFi access.

I
Ian
From
United Kingdom
Friendly welcome with cup of tea and a nice log fire in shared sitting room. Cosy bedroom, quiet location (good for Hardwick Hall) and excellent full English breakfast.
Scored out of 10, guest rating 9.6
Exceptional - What previous guests thought, 103 reviews
Price from
US$144.63
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.

t
tomasz
From
United Kingdom
Great place and host. Highly recommended
Scored out of 10, guest rating 9.2
Superb - What previous guests thought, 26 reviews
Price from
US$850.12
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$572.91
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 9.2
Superb - What previous guests thought, 77 reviews
Price from
US$167.40
1 night, 2 adults

Middlecroft

Chesterfield

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

E
England-Riddell
From
United Kingdom
Have stayed here more than once. Very clean, great facilities and only a 2 minute drive from event we were attending.
Scored out of 10, guest rating 8.9
Fabulous - What previous guests thought, 107 reviews
Price from
US$90.40
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, 639 reviews
Price from
US$107.14
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$183.47
1 night, 2 adults

Cuckoo Nest

Chesterfield

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

N
Nina Anin
From
United Kingdom
Gorgeous cabin Nice decking Friendly sheep Lovely host Cute mezzanine bed
Scored out of 10, guest rating 8.8
Fabulous - What previous guests thought, 14 reviews
Price from
US$503.61
1 night, 2 adults

Riber View Barn

Chesterfield

Situated 36 km from FlyDSA Arena, 37 km from Buxton Opera House and 39 km from Nottingham Castle, Riber View Barn offers accommodation located in Chesterfield.

P
Phillip
From
United Kingdom
great location and very clean, great for a walking holiday and only 10 minutes by car to Matlock , lovely pub near by the Tansley taven serving great food , the cottage is dog friendly and there was some cake on arrival and some dog treats for the dogs
Scored out of 10, guest rating 8.7
Fabulous - What previous guests thought, 12 reviews
Price from
US$488.21
1 night, 2 adults
All 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

  • 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.

  • Scored out of 10, guest rating 8.8
    Fabulous - What previous guests thought, 67 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$132.58 per night
  • 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 8.8
    Fabulous - What previous guests thought, 639 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.

    From US$107.14 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 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
    8.0+ review score
    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.

Enjoy breakfast in Chesterfield and nearby

  • 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$120.53 per night
  • Scored out of 10, guest rating 8.9
    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.

  • 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
    Breakfast options
    Scored out of 10, guest rating 9.4
    Superb - What previous guests thought, 79 reviews

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

  • Manor House

    Chesterfield
    Breakfast options
    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$2,417.93 per night

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 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.

  • Holland House

    Unstone
    Free cancellation options available
    Scored out of 10, guest rating 3.9
    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.

  • 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.

  • Cedar Cottage

    Chesterfield
    Free cancellation options available
    Scored out of 10, guest rating 6.8
    Pleasant - What previous guests thought, 14 reviews

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

    From US$582.15 per night
  • Swallows Barn

    Chesterfield
    Free cancellation options available
    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.

  • Woodview Lodge

    Chesterfield
    Free cancellation options available
    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.

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
  • Avg. price/night: US$144.63
    Scored out of 10, guest rating 9.6
    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$282.57
    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