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The 10 Best Holiday Homes in Chesterfield, UK

Check out our pick of great holiday homes in Chesterfield

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Review score

Superb: 9+ Very good: 8+ Good: 7+ Pleasant: 6+
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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
£181.32
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.

Gorgeous cabin Nice decking Friendly sheep Lovely host Cute mezzanine bed

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10
Exceptional
5 reviews
Price from
£177.68
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.

We stay eight nights here. Though I have finished the stay for over a week. But the excellency of this holiday homes are still in every details in my mind. 1. Location is excellent. Cosy and comfortable holiday homes and good transportation link. Near to Chesterfield train station 2. Has One-Stop Convenience Store within 2 minute walking distance and open late till 10:00pm 3. Property is clean and tidy. Things are well planned and in very details like toiletries are using made in UK products 4. Conservatory provides additional cosy place to hang out 5. Definitely, I would come again.

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9.6
Exceptional
11 reviews
Price from
£327.75
per night

This holiday home has 2 bedrooms, 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 and fishing nearby, or make the most of the garden.

The location is perfect - close to a road and with spectacular views across to Chesterfield. The host was very charming and the welcome pack was wonderful. Simone even accepted my request to extend my stay or a further 2 days in order to complete some business.

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10
Exceptional
10 reviews
Price from
£179.97
per night

The spacious holiday home features 4 bedrooms, a TV, a fully equipped kitchen with a dishwasher and an oven, and 2 bathrooms with a walk-in shower. There is also a seating area and a fireplace.

Guests at the holiday home will be able to enjoy activities in and around Chesterfield, like cycling.

Large airy apartment, comfortable, and exceptionally clean. Fully functioning Kitchen with dishwasher and microwave. Plenty of crockery and cutlery. Lovely welcome pack bread/milk etc. Beds clean and warm. Ordered a lovely takeaway meal from downstairs which was very easy to collect! and very reasonably priced. Easy to find and park. Location for Chatsworth House excellent! Recommended.

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9.5
Exceptional
11 reviews
Price from
£294.40
per night

Set in Chesterfield in the Derbyshire region, Cottage Style 3 bedroom House - Close to City centre & The Peaks has a patio. Both free WiFi and parking on-site are available at the holiday home free of charge. The property is non-smoking and is located 19 km from Chatsworth House.

Very nice place for excursions to Peak District for a small group of people

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9.4
Superb
5 reviews
Price from
£175.24
per night

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. The property is non-smoking and is situated 17 km from Chatsworth House.

The cottage was very comfortable, clean and tastefully decorated. The hosts went out of their way to make sure we had an enjoyable stay.

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9.5
Exceptional
85 reviews
Price from
£102.30
per night

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. Both free WiFi and parking on-site are accessible at the holiday home free of charge. The property is non-smoking and is set 20 km from Clumber Park.

The spacious holiday home has 2 bedrooms, 1 bathroom, bed linen, towels, a TV, a fully equipped kitchen, and a patio with garden views. There is also a seating area and a fireplace.

Very Spacious and comfortable. Great location.

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9.1
Superb
10 reviews

With free WiFi, this 2-bedroom holiday home provides a satellite TV, a washing machine and a fully equipped kitchen with kitchenware. Towels and bed linen are featured in the holiday home. The accommodation offers a fireplace.

We came for my aunties surprise birthday party in Arkwright, the location was perfect fantastic place and lovely decor

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9.6
Exceptional
5 reviews
Price from
£212.50
per night

This holiday home is fitted with 2 bedrooms, a kitchen with a microwave and a toaster, a TV, a seating area and 1 bathroom. Offering free private parking, this 3-star holiday home also features free WiFi.

Beautiful location and nice people.

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9
Superb
6 reviews
Price from
£171.93
per night

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!

  • 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
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 5 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

  • 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

  • Cedar Holme
    Breakfast options
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 10 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
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 11 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.

  • Garden Cottage - Ashover Village near Matlock
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 85 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

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

  • Dark Lane
    Budget options available
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 5 reviews

    Dark Lane, a property with a garden, is situated in Chesterfield, 35 km from Sherwood Forest, 41 km from Eco-Power Stadium, as well as 42 km from Nottingham Castle.

    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
     · 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
    Budget options available
    9.2
    Scored 9.2
    Superb
    Rated superb
     · 5 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.

  • Woodview Lodge
    Budget options available
    9.4
    Scored 9.4
    Superb
    Rated superb
     · 44 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
    8.2
    Scored 8.2
    Very good
    Rated very good
     · 6 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.

  • Cedar Street
    Budget options available
    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.

  • 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.

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

  • Peak Period Property
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 1 review

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

  • 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, 35 km from Buxton Opera House, 37 km from Clumber Park, as well as 44 km from Sherwood Forest.

  • Greenwell Cottage
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 3 reviews

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

  • Woodthorpe Cruck Cottage
    9.7
    Scored 9.7
    Exceptional
    Rated exceptional
     · 3 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.

  • *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 Spa Home With Hot Tub Sauna And Pool Table
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 3 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.

  • The Olde Coach House
    9.3
    Scored 9.3
    Superb
    Rated superb
     · 4 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.

  • Clover Lodge
    Central location
    8.7
    Scored 8.7
    Fabulous
    Rated fabulous
     · 43 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

  • Large 2-Bed House Derbyshire off Chatsworth rd
    8.6
    Scored 8.6
    Fabulous
    Rated fabulous
     · 21 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.

  • Wingfield Lodge - Near Clay Cross
    7.2
    Scored 7.2
    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.

  • Luxury Home with Hot Tub BBQ Pool Table

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

  • Overton
    Central location

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

  • Captivating 1-Bed Lodge in Chesterfield

    Set in Chesterfield in the Derbyshire region, Captivating 1-Bed Lodge in Chesterfield offers accommodation with free WiFi and free private parking.

  • Yew Tree Cottage

    Set in Chesterfield in the Derbyshire region, Yew Tree Cottage offers accommodation with free WiFi and free private parking.

  • 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.

  • Moor Farm Cottage

    Featuring a hot tub, Moor Farm Cottage is located in Chesterfield. The property is around 33 km from FlyDSA Arena, 36 km from Clumber Park and 39 km from Buxton Opera House.

  • 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.

FAQ about holiday homes in Chesterfield





Holiday homes that guests love in Chesterfield

  • Avg. price/night: £70
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,949 reviews
    Good sized room, with comfortable beds. Very clean bathroom and good working shower. The food was served to our table really quickly, we couldn't fault it.
    Helen
    Family with young children
  • Avg. price/night: £70
    8.5
    Scored 8.5
    Very good
    Rated very good
     · 1,949 reviews
    Located centre of Chesterfield, close to shops, restaurants and entertainment. Hotel was very clean, stairs, corridors and the rooms. Nice lively pub downstairs. Food was lovely, service when ordering on the app was quick. Prices very good. Room was comfy, nice shower. Staff in the hotel and pub were really helpful and friendly. Considering we are in the town and lively pub there was no noise at all once we were in hotel room.
    Angela
    Young couple
  • Avg. price/night: £129
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 1,636 reviews
    Very clean and comfortable
    Dawn
    Solo traveller
  • Avg. price/night: £72
    8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 30 reviews
    Easy to find, good communication with the owner, very clean
    Anna
    Family with young children
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 2,608 reviews
    Room was very clean and contemporary walnut finish was well done,bed very comfortable.Room temperature was easy to regulate and bathroom was a decent size, fresh and tidy. Breakfast was one of the best I've had at a hotel.
    Fergal
    Young couple
  • Avg. price/night: £55.04
    7.1
    Scored 7.1
    Good
    Rated good
     · 3,219 reviews
    Although the hotel is dated it was very clean. Ideally located to access the theatre which we were visiting. Received a very warm and friendly welcome on arrival. Free tea and coffee available in the lounge area which was very nice.
    Karen
    People with friends
  • Avg. price/night: £129
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 1,636 reviews
    Accommodation was brilliant, room well set up, large and spacious. Loved the heated floor in the bathroom. Rooms and other areas very clean. The peacock is bright and welcoming with a few querky touches. Staff were all cheerful and very welcoming, nothing was to much trouble and all looked liked they enjoyed their job. Staff couldn't do enough. Food and menu was just fantastic. We wished we had been able yo have stayed longer, will definitely stay again.
    Michelle
    Young couple
  • 8.8
    Scored 8.8
    Fabulous
    Rated fabulous
     · 2,608 reviews
    The hotel is really lovely, very clean and the staff were very welcoming and accommodating. The room was a good size and had great facilities.
    Nicola
    Young couple
  • Avg. price/night: £55.04
    7.1
    Scored 7.1
    Good
    Rated good
     · 3,219 reviews
    Great location to visit the town, mini bar with on tap beers was a nice touch. The staff were very welcoming. Free tea and coffee in the lounge was lovely. Lounge area and bar was very clean. Large rooms, basic but clean. Didn't have the breakfast, but the dining area was very busy and smelt lovely when we walked past.
    Zoe
    Young couple
  • Avg. price/night: £46.75
    7.7
    Scored 7.7
    Good
    Rated good
     · 2,199 reviews
    Rooms are very clean and tidy considering the age of the place. Very good value. Staff are super friendly and welcoming. Had a good giggle at the old computer socket for laptops, dial up internet ha!
    Michael
    Young couple

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