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The best holiday homes in Chesterfield

Check out our pick of great holiday homes in Chesterfield

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Coxleigh House, hotel in Chesterfield

Offering a garden and quiet street view, Coxleigh House is situated in Chesterfield, 33 km from FlyDSA Arena and 37 km from Clumber Park.

Lovely place with a gorgeous bedroom and big kitchen. In an excellent location with easy access to Matlock and the Peak District. Peter left prosciuttio ham, cheese, milk, bread, cereals and eggs for us to use - and oranges to squeeze fresh juice with a machine there. Bed comfortable, on the firm side (in a good way). I particularly loved the wardrobe which probably provides access to Narnia at the right time with the right people. And especially that there was a Christmas Acrylic Polar Bear stored on top in a box. Seemed appropriate. Peter was very helpful - all very easy. We went for a nice walk to the Nine Ladies / Stanton Moor, and then to Lumsdale Waterfalls. Lovely.
9.6
Scored 9.6
Exceptional
Rated exceptional
25 reviews
Price from£75per night
3 Bedroom house, close to woodland, chesterfield and peak District, hotel in Chesterfield

3 Bedroom house, close to woodland, chesterfield and peak District, a property with a terrace, is set in Brimington, 24 km from FlyDSA Arena, 27 km from Clumber Park, as well as 30 km from Sherwood...

Excellent quiet and safe location to have as a base for a trip to Chesterfield. Bedrooms and kitchen are clean, modern and well equipped and the street is very quiet. We enjoyed our stay here.
9.0
Scored 9.0
Superb
Rated superb
5 reviews
Price from£84.72per night
Derbyshire Holiday Cottages, hotel in Chesterfield

Boasting garden views, Derbyshire Holiday Cottages features accommodation with a garden and a balcony, around 15 km from Chatsworth House.

Fabulous location and Tracy was so friendly. A lovely spacious cabin with wonderful views and beautiful horses. Couldn't have been better
9.5
Scored 9.5
Exceptional
Rated exceptional
17 reviews
Price from£103.27per night
Hot Tub house close to Woodland and Peak District, hotel in Chesterfield

Boasting a hot tub, Hot Tub house close to Woodland and Peak District is set in Brimington. This property offers access to a terrace, free private parking and free WiFi.

Great spacious area downstairs for us all to gather, liked that it was all open plan so none of us were separated. Clean and good that we could book 1 night, not all places let you
9.6
Scored 9.6
Exceptional
Rated exceptional
13 reviews
Price from£322.29per night
Kingfisher Lodge, hotel in Chesterfield

With a south-facing position and views towards the River Derwent, Kingfisher Lodge offers self-catering accommodation within the Peak District National Park.

Very clean, everything you could need. Lovely location. Comfortable bed. Lovely views
9.6
Scored 9.6
Exceptional
Rated exceptional
234 reviews
Price from£98per night
The Brosterfield Suite - Brosterfield Farm, hotel in Chesterfield

Surrounded by fields, Brosterfield Farm offers a luxury self-catering suite in the village of Foolow. With free Wi-Fi, the suite has a private entrance from an original stone staircase.

A lovely rural location and a nicely decorated apartment.
9.2
Scored 9.2
Superb
Rated superb
119 reviews
Price from£116.50per night
Countryside townhouse, hotel in Chesterfield

Located in Shireoaks, Countryside townhouse is a historic holiday home that provides free WiFi, and guests can enjoy a garden and a tennis court.

Property was very clean and tidy. Plenty of space and everything was provided for.
9.3
Scored 9.3
Superb
Rated superb
131 reviews
Price from£137.70per night
Peak District Romantic Retreat Outdoor Japanese Whirlpool bath, hotel in Chesterfield

Boasting air-conditioned accommodation with a patio, Peak District Romantic Retreat Outdoor Japanese Whirlpool bath is set in Stanton in Peak.

The furniture was of a high standard. It was a pretty room
9.5
Scored 9.5
Exceptional
Rated exceptional
28 reviews
Price from£325per night
Riber Cottage - Darwin Lake Holiday Village, hotel in Chesterfield

Offering barbecue facilities and garden view, Riber Cottage - Darwin Lake Holiday Village is located in Matlock, 42 km from Clumber Park and 45 km from Nottingham Castle.

After arriving at a different booked place to find it closed. Managed to get this place and it was a lovely cottage. Everything was there for our needs and great location.
9.1
Scored 9.1
Superb
Rated superb
8 reviews
Price from£450per night
Hope Terrace, hotel in Chesterfield

Hope Terrace is a 4-bedroom end-terrace house situated in Matlock Bath on the edge of the Peak District National Park. Free WiFi is available throughout the property and off-street parking for 1 car.

The property was very well equipped with everything we needed for our stay
9.6
Scored 9.6
Exceptional
Rated exceptional
30 reviews
Price from£632.82per night
See all 34 hotels in Chesterfield

Looking for a holiday home?

Great for families or large parties, holiday homes are privately owned accommodation, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities for self-catering, although breakfast may be offered as an add-on. These properties have their own independent front door, which makes them different to apartments.
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Most booked holiday homes in Chesterfield this month

Enjoy breakfast in Chesterfield!

  • Peak Period Property
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 5 reviews

    A recently renovated holiday home set in Chesterfield, Peak Period Property features a garden.

    Beautifully decorated and everything you could need for a great stay

  • Cuckoo Nest
    Breakfast options
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 7 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

  • Luxury Spa Home With Hot Tub Sauna And Pool Table
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Located in Chesterfield, 20 km from Chatsworth House, Luxury Spa Home With Hot Tub Sauna And Pool Table provides accommodation with a hot tub.

  • Spire Haven
    Breakfast options
    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

  • The Olde Coach House
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 6 reviews

    20 km from Chatsworth House in Chesterfield, The Olde Coach House provides accommodation with access to a hot tub and fitness room. This holiday home offers accommodation with a patio.

    Great location. Great accommodation. Lovely enclosed garden. All amenities you need. A great place

  • Cedar Holme
    Breakfast options
    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
    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.

Save money on holiday homes in Chesterfield – budget options available!

  • Garden Cottage - Ashover Village near Matlock
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 90 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.

  • 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
    Budget options available
    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
    Budget options available
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 7 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
    Budget options available
    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
    Budget options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 46 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.

  • Little Manor
    Budget options available
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 10 reviews

    Little Manor, a property with a garden, is set in Chesterfield, 24 km from FlyDSA Arena, 26 km from Clumber Park, as well as 30 km from Sherwood Forest.

  • Appletree Cottage
    Budget options available
    8.4
    Scored 8.4
    Very good
    Rated very good
     · 5 reviews

    Set 25 km from Sherwood Forest, 28 km from FlyDSA Arena and 31 km from Chatsworth House, Appletree Cottage offers accommodation situated in Chesterfield.

    Lovely homely cottage. Great rooms, decor and comfort. Wi-fi great.

Great access to the city centre! Check these holiday homes in Chesterfield

  • Overton
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Overton is situated in Chesterfield, 22 km from FlyDSA Arena, 34 km from Clumber Park, as well as 41 km from Buxton Opera House.

  • Stables Lodge
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

    Stables Lodge, a property with a garden, is set in Chesterfield, 28 km from FlyDSA Arena, 34 km from Clumber Park, as well as 40 km from Buxton Opera House.

  • Red Robin Cottage
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

    Situated in Chesterfield in the Derbyshire region, Red Robin Cottage features accommodation with free WiFi and free private parking.

  • West Barn
    Central location
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

    West Barn, a property with a garden, is located in Chesterfield, 30 km from FlyDSA Arena, 35 km from Buxton Opera House, as well as 37 km from Clumber Park.

  • *Central 2 bed - Sleeps 5*
    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.

  • The Old Stables
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews

    The Old Stables, a property with a garden, is located in Chesterfield, 34 km from FlyDSA Arena, 37 km from Clumber Park, as well as 40 km from Buxton Opera House.

  • Tuliptree
    Central location
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 2 reviews

    Tuliptree, a property with a garden, is set in Chesterfield, 35 km from FlyDSA Arena, 36 km from Clumber Park, as well as 41 km from Buxton Opera House.

  • Luxury Home with Hot Tub BBQ Pool Table
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 1 review

    Situated in Chesterfield in the Derbyshire region, Luxury Home with Hot Tub BBQ Pool Table features accommodation with free WiFi and free private parking, as well as access to a hot tub.

  • Woodthorpe Cruck Cottage
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 4 reviews

    Boasting a hot tub, Woodthorpe Cruck Cottage is set in Chesterfield. Complimentary WiFi is available throughout the property and private parking is available on site.

  • Morden house close to City centre & The Peaks
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 6 reviews

    Morden house close to City centre & The Peaks is set in Chesterfield. The accommodation is 38 km from Nottingham. This house features 3 bedrooms, a flat-screen TV, and a kitchen.

  • Clover Lodge
    Central location
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 40 reviews

    Clover Lodge offers a hot tub and free private parking, and is within 9.1 km of Chatsworth House and 32 km of Buxton Opera House.

    Spa was lovely, everything was very clean and modern

  • Cedar Street
    Central location
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 9 reviews

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

    The cleanliness and the thought put into the facilities provided.

  • Large 2-Bed House Derbyshire off Chatsworth rd
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 20 reviews

    Situated in Chesterfield in the Derbyshire region, Large 2-Bed House Derbyshire off Chatsworth rd has a patio.

    Excellent location. Very spacious. Sitting room was big.

  • Swallows Barn
    8.3
    Scored 8.3
    Very good
    Rated very good
     · 3 reviews

    Set 15 km from Chatsworth House, Swallows Barn offers accommodation with free WiFi and free private parking.

  • Manor House
    Central location
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 3 reviews

    Boasting a hot tub, Manor House is set in Chesterfield. The property is located 26 km from FlyDSA Arena, 28 km from Clumber Park and 34 km from Sherwood Forest.

  • Moor Farm Cottage
    8.0
    Scored 8.0
    Very good
    Rated very good
     · 1 review

    Located 16 km from Chatsworth House, Moor Farm Cottage provides accommodation with free WiFi and free private parking.

  • Wingfield Lodge - Near Clay Cross
    7.7
    Scored 7.7
    Good
    Rated good
     · 6 reviews

    Offering a garden and quiet street view, Wingfield Lodge - Near Clay Cross is set in Chesterfield, 27 km from Clumber Park and 35 km from Sherwood Forest.

  • Boythorpe House
    5.5
    Scored 5.5
    Average
    Rated passable
     · 2 reviews

    Offering a shared lounge and garden view, Boythorpe House is set in Chesterfield, 25 km from FlyDSA Arena and 31 km from Clumber Park.

  • Dryden House
    Central location
    4.6
    Scored 4.6
    Disappointing
    Rated disappointing
     · 5 reviews

    Offering a garden and garden view, Dryden House is located in Chesterfield, 25 km from FlyDSA Arena and 31 km from Clumber Park.

  • 1 Bed in Barlow 40971

    Situated in Chesterfield and only 15 km from Chatsworth House, 1 Bed in Barlow 40971 features accommodation with garden views, free WiFi and free private parking.

  • Harry's Lodge

    Set in Chesterfield in the Derbyshire region, Harry's Lodge offers accommodation with free WiFi and free private parking.

  • The Lodge Luxury Grade 2 listed house, Hot tub

    Located in Chesterfield, in a historic building, 23 km from Chatsworth House, The Lodge Luxury Grade 2 listed house, Hot tub is a holiday home with a garden and barbecue facilities.

  • The Cottage
    Central location

    Situated 12 km from Chatsworth House, The Cottage features accommodation with free WiFi and free private parking.

  • Stonelow Cottage

    Situated in Chesterfield and only 9.1 km from Chatsworth House, Stonelow Cottage features accommodation with garden views, free WiFi and free private parking.

  • Toms Cottage
    Central location

    Toms Cottage, a property with a garden, is set in Chesterfield, 33 km from Chatsworth House, 40 km from Nottingham Castle, as well as 40 km from National Ice Centre.

  • Greenwell Cottage

    Boasting a hot tub, Greenwell Cottage is set in Chesterfield. With free private parking, the property is 20 km from Clumber Park and 22 km from Sherwood Forest.

  • Netherfield Cottage

    Netherfield Cottage, a property with a garden, is located in Chesterfield, 29 km from Clumber Park, 31 km from Sherwood Forest, as well as 34 km from Nottingham Castle.

  • Cherry Fields

    Cherry Fields, a property with a garden and barbecue facilities, is located in Chesterfield, 22 km from Sherwood Forest, 33 km from Chatsworth House, as well as 33 km from FlyDSA Arena.

FAQ about holiday homes in Chesterfield






Holiday homes that guests love in Chesterfield

  • Avg. price/night: £80
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 289 reviews
    Very clean friendly hosts very quiet location fantastic breakfast will book again
    matt
    Young couple
  • Avg. price/night: £63.64
    7.2
    Scored 7.2
    Good
    Rated good
     · 3,216 reviews
    The location of the hotel was great for travelling, and the free parking a bonus. The hotel was very clean, and the staff helpful and friendly.
    Megan
    Young couple
  • Avg. price/night: £51
    7.7
    Scored 7.7
    Good
    Rated good
     · 2,259 reviews
    Friendly greeting by staff, room very clean and bright at an excellent price, places to eat on hand would stay here again
    Annie
    Young couple
  • Avg. price/night: £83
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,929 reviews
    For the price I expected a small functional room with bathroom. I got that. I didn't expect frills. I hoped it would be clean, and it was very clean. I feared it might be noisy from the pub below, but I didn't hear a thing all night. Crucially the aircon worked on a hot night. Not much need for interaction with Reception but the staff in the pub were friendly and helpful.
    Tom
    Solo traveller
  • Avg. price/night: £140
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 2,648 reviews
    Very clean and staff were very polite
    steven
    Young couple
  • Avg. price/night: £85
    9.0
    Scored 9.0
    Superb
    Rated superb
     · 802 reviews
    the location was excellent, very clean, large modern & well equipped room, friendly & helpful staff and lovely restaurant
    Julie
    Young couple
  • Avg. price/night: £63.64
    7.2
    Scored 7.2
    Good
    Rated good
     · 3,216 reviews
    Really nice hotel very clean
    Dowson
    Young couple
  • Avg. price/night: £80
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 289 reviews
    Very clean attractive and comfortable room with thoughtful drink and toiletry provision. Enjoyed the space and was able to relax. The optional breakfast was superb and again good value.
    Colin
    Solo traveller
  • Avg. price/night: £140
    8.9
    Scored 8.9
    Fabulous
    Rated fabulous
     · 2,648 reviews
    The Hotel is lovely from inside out. The rooms were cosy and very clean. Good size and Comfortable bed. Breakfast was also great.
    Phyllis
    People with friends
  • Avg. price/night: £83
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,929 reviews
    Room very well laid out. Very good quality beds and bedding. Very clean. Staff very friendly, efficient and professional. Left to Hotel, Bar and Car Park was great.
    Margaret
    Group

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