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The best holiday rentals in Chesterfield

Check out our pick of great holiday rentals in Chesterfield

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Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest price first Star rating and price Top reviewed

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Located within 23 km of FlyDSA Arena and 35 km of Buxton Opera House in Chesterfield, The Peacock at Barlow provides accommodation with seating area. The air-conditioned accommodation is 15 km from Chatsworth House. There is a terrace and guests can make use of free WiFi, free private parking and an electric vehicle charging station.

This was our favorite place that we stayed during our two week vacation in England! The quality is very high. Bed was comfortable, nice heated floors in the bathroom, robes to wear, beautiful view out the window, delicious scone greeting us. The list goes on. Also, breakfast was delicious!

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9.5
Exceptional
1,654 reviews
Price from
£82
per night

Situated in Chesterfield and only 19 km from Chatsworth House, The Pottery Flat Chesterfield Three Star Gold features accommodation with city views, free WiFi and free private parking. It is set 31 km from Clumber Park and provides private check-in and check-out. The property is allergy-free and is located 25 km from FlyDSA Arena.

Booked on the day because our other hotel let us down and we couldn't be more pleased

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9.1
Superb
111 reviews
Price from
£162
per night

Offering a garden and city view, Somersall Park Studio is located in Chesterfield, 26 km from FlyDSA Arena and 34 km from Clumber Park. Both free WiFi and parking on-site are accessible at the apartment free of charge. The property is non-smoking and is set 15 km from Chatsworth House.

A perfect spot for a stop over. Very well equipped & secure studio flat. The breakfast materials provided were more than adequate. Sue was super helpful and our only regret is we couldn't stay longer. For dog people there is a super park just a stone's throw away. The walk in shower was lovely too.

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9.5
Exceptional
171 reviews
Price from
£75
per night

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.

A terrace is available for guests at Spire View at THE GALLEON to use.

clean, cosy, friendly helpful staff

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9
Superb
829 reviews
Price from
£78
per night

Located in Chesterfield, in a historic building, 24 km from Chatsworth House, Church Villa B & B is a bed and breakfast with free bikes and garden. This 3-star bed and breakfast offers a housekeeping service and bicycle parking. There is a sun terrace and guests can make use of free WiFi and free private parking.

Wonderful inviting hosts. Excellent location and fantastic breakfast

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9.5
Exceptional
135 reviews
Price from
£73
per night

Set in Chesterfield in the Derbyshire region, The Long Hall 2 bed ground floor annexed apartment - sleeps 6 offers accommodation with free WiFi and free private parking. The apartment, set in a building dating from 1987, is 21 km from FlyDSA Arena and 34 km from Clumber Park. The property is non-smoking and is situated 17 km from Chatsworth House.

Very close proximity to Haddon Hall and Chatsworth for Xmas markets. Beautiful spacious property renovated to high standard. Very modern, warm and fabulous beds and showers. Very helpful host who recommended places to eat which we visited and enjoyed. Lots of parking. Meeting Buddy the husky and hosts daughters dog. Would definitely recommend a stay here.

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9.8
Exceptional
32 reviews
Price from
£113.05
per night

Offering city views, The Old Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield is an accommodation set in Chesterfield, 23 km from FlyDSA Arena and 31 km from Clumber Park. There is a private entrance at the apartment for the convenience of those who stay. Free WiFi is available throughout the property and Chatsworth House is 20 km away.

Nice and clean. Close to restaurants and bars.

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9.2
Superb
41 reviews
Price from
£121
per night

The holiday home features 2 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a walk-in shower.

Guests at the holiday home can enjoy cycling and fishing nearby, or make the most of the garden.

Location perfect. Second visit

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9
Superb
5 reviews
Price from
£181.70
per night

This holiday home features 1 bedroom, a kitchen with dishwasher, a TV, a seating area and 1 bathroom with a walk-in shower.

Guests at the holiday home can enjoy cycling nearby, or make the most of the garden.

cosy and private , very clean with excellent facilities

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9.7
Exceptional
6 reviews
Price from
£178.25
per night

The spacious holiday home features 4 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, a washing machine, and 2 bathrooms with a walk-in shower.

Guests at the holiday home will be able to enjoy activities in and around Chesterfield, like golfing and cycling. Guests can also relax in the garden.

Everything related to the house

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9.6
Exceptional
11 reviews
Price from
£328.32
per night

Most booked holiday rentals in Chesterfield this month

Enjoy breakfast in Chesterfield!

  • The Peacock at Barlow
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 1,656 reviews

    Located within 23 km of FlyDSA Arena and 35 km of Buxton Opera House in Chesterfield, The Peacock at Barlow provides accommodation with seating area.

    Everything, beautiful place, accomodation fantastic

  • The Pottery Flat Chesterfield Three Star Gold
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 111 reviews

    Situated in Chesterfield and only 19 km from Chatsworth House, The Pottery Flat Chesterfield Three Star Gold features accommodation with city views, free WiFi and free private parking.

    It had everything we needed is in a great location

  • Somersall Park Studio
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 171 reviews

    Offering a garden and city view, Somersall Park Studio is located in Chesterfield, 26 km from FlyDSA Arena and 34 km from Clumber Park.

    Easy to find late at night. Large room Fantastic shower

  • Spire View at THE GALLEON RESTAURANT
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 829 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.

    Everything about this hotel and restaurant was perfect

  • Church Villa B & B
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 135 reviews

    Located in Chesterfield, in a historic building, 24 km from Chatsworth House, Church Villa B & B is a bed and breakfast with free bikes and garden.

    Our hosts were friendly kind and helpful Breakfast was delicious!

  • The Long Hall 2 bed ground floor annexed apartment - sleeps 6
    9.8
    Scored 9.8
    Exceptional
    Rated exceptional
     · 32 reviews

    Set in Chesterfield in the Derbyshire region, The Long Hall 2 bed ground floor annexed apartment - sleeps 6 offers accommodation with free WiFi and free private parking.

    Amazing host, easy to find, spacious rooms, super clean, sky sport :)

  • The Dairy
    Breakfast options
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 5 reviews

    Situated 37 km from Sherwood Forest, 40 km from Nottingham Castle and 40 km from National Ice Centre, The Dairy offers accommodation located in Chesterfield.

  • Cuckoo Nest
    Breakfast options
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    Situated in Chesterfield in the Derbyshire region, Cuckoo Nest features accommodation with free WiFi and free private parking.

    cosy and private , very clean with excellent facilities

These holiday rentals in Chesterfield have options with FREE cancellation

  • The Old Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 41 reviews

    Offering city views, The Old Dance School - 1 and 2 Bedroom Apartments in the Heart of Chesterfield is an accommodation set in Chesterfield, 23 km from FlyDSA Arena and 31 km from Clumber Park.

    Very clean and comfortable. Lovely bathroom. Very comfortable beds.

  • The Corner House - Modern Chesterfield Town Centre Apartments
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 66 reviews

    Offering city views, The Corner House - Modern Chesterfield Town Centre Apartments is an accommodation set in Chesterfield, 23 km from FlyDSA Arena and 31 km from Clumber Park.

    well thought out accommodation. clean and comfortable.

  • Middlecroft
    Free cancellation options available
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 31 reviews

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

    Clean and tidy, good communication with the owner.

  • *Central 2 bed - Sleeps 5*
    Free cancellation options available
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 4 reviews

    Situated in Chesterfield in the Derbyshire region, *Central 2 bed - Sleeps 5* has a terrace. Set 24 km from FlyDSA Arena, the property features a garden.

  • Spire Haven
    Free cancellation options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 11 reviews

    Located 19 km from Chatsworth House, Spire Haven provides accommodation with free WiFi and free private parking.

    Modern house, beautifully furnished, very comfortable and well equipped accommodation

  • Cedar Holme
    Free cancellation options available
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 13 reviews

    Situated 17 km from Chatsworth House, Cedar Holme features accommodation with free WiFi and free private parking.

    Very comfortable and clean everything of high quality.

  • The Loft at The George
    Free cancellation options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 12 reviews

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

    Everything is perfect, the accommodation and food is that of a 5 star hotel and staff so friendly

  • Cottage Style 3 bedroom House - Close to City centre & The Peaks
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 5 reviews

    Set in Chesterfield in the Derbyshire region, Cottage Style 3 bedroom House - Close to City centre & The Peaks has a patio.

Highly rated holiday rentals in Chesterfield

  • Kneese Loft
    8.0+ review score
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 97 reviews

    Offering a garden and garden view, Kneese Loft is set in Chesterfield, 28 km from FlyDSA Arena and 34 km from Buxton Opera House. This apartment provides free private parking and a 24-hour front desk.

    Very clean apartment. Very nice place. I recommend it to everyone

  • Garden Cottage - Ashover Village near Matlock
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 87 reviews

    A recently renovated holiday home located in Chesterfield, Garden Cottage - Ashover Village near Matlock features a garden. This property offers access to a patio, free private parking and free WiFi.

    Quiet, clean, great location, well furnished, super shower.

  • Cosy 2 bed home CHESTERFIELD
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 12 reviews

    Located 22 km from FlyDSA Arena, 32 km from Clumber Park and 39 km from Sherwood Forest, Cosy 2 bed home CHESTERFIELD features accommodation set in Chesterfield.

    Spotless clean , all mod cons , perfect location, lovely back garden

  • Character Cottage With Secluded Courtyard Garden
    9.1
    Scored 9.1
    Superb
    Rated superb
     · 10 reviews

    Character Cottage With Secluded Courtyard Garden, a property with a garden, is situated in Chesterfield, 26 km from FlyDSA Arena, 30 km from Sherwood Forest, as well as 33 km from Chatsworth House.

    The owner thought of everything including toys and kitchen utensils

  • Dark Lane
    8.0+ review score
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 6 reviews

    Located in Chesterfield in the Derbyshire region, Dark Lane provides accommodation with free WiFi and free private parking.

    What a find! very homely and spoilt with the log burner.

  • Riber View Barn
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 6 reviews

    Situated 36 km from FlyDSA Arena, 39 km from Buxton Opera House and 40 km from Nottingham Castle, Riber View Barn offers accommodation located in Chesterfield.

    breakfast at Kath's cafe was lovely. staff were friendly

  • The Old Chapel
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 6 reviews

    The Old Chapel, a property with a garden and barbecue facilities, is situated in Chesterfield, 32 km from Clumber Park, 34 km from FlyDSA Arena, as well as 37 km from Nottingham Castle.

    Everything was very pretty, clean and lovely area, They gave us a welcoming basket with lovely flowers. Great place to stay!

  • Woodview Lodge
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 45 reviews

    Boasting garden views, Woodview Lodge features accommodation with a garden and a patio, around 15 km from Chatsworth House.

    The location was perfect - very close to Chatsworth and two lovely pubs.

FAQ about holiday rentals in Chesterfield







Holiday rentals that guests love in Chesterfield

  • 10
    Scored 10
    Exceptional
    Rated exceptional
     · 13 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.
    Christopher
    People with friends
  • Avg. price/night: £63.64
    7.1
    Scored 7.1
    Good
    Rated good
     · 3,242 reviews
    We received a warm welcome at the hotel and the room was perfect for our short term needs. There are signs of wear and tear in the hotel but generally I think that it’s very good value for money.
    Julie
    Young couple
  • Avg. price/night: £165
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 1,656 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.
    Ransom
    Group
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 87 reviews
    Fantastic homely property, made to feel very welcome, very comfortable in a fabulous village.
    Ian
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 87 reviews
    Self catering, location was great, the house was extremely clean, bright and airy. Village setting with three lovely pubs for an evening stroll. Home from home.
    Angela
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 87 reviews
    Great cottage right in the centre of the village. Very clean with everything you need, quite cosy, we really enjoyed our stay there.
    Mark
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 87 reviews
    The cottage was perfect. The garden was so relaxing & the village was so peaceful. Would definitely recommend this beautiful cottage.
    honesty1
    Young couple
  • Avg. price/night: £165
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 1,656 reviews
    Well appointed, clean and comfortable - clearly well looked after - looked like the bathrooms had been recently refurbished. Everything you could ever want in a holiday cottage.
    Brian
    Group
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 87 reviews
    Beautiful cottage inside and out, immaculately presented with everything you could need 3 lovely pubs in the village within a few minutes walk we would like to have been able to sit in the lovely garden more, but unfortunately the weather wasn't on our side !! i would highly recommend Garden Cottage - you wont be disappointed
    Michelle
    Young couple
  • 9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 87 reviews
    This was a short mid-week stay and couldn't have been better. David & Lisa were excellent hosts and made our stay happy and memorable. Ashover is a beautiful little village !!
    Ian
    Young couple

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