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The best holiday homes in Chesterfield

Check out our pick of great holiday homes in Chesterfield

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Blissful Barrys, hotel in Chesterfield

Offering a garden and garden view, Blissful Barrys is located in Chesterfield, 24 km from Chatsworth House and 30 km from Clumber Park.

Clean, all the amenities you need in a house. Hosts were very responsive and helpful.
Scored 9.0
9.0
Rated superb
Superb
5 reviews
Price from
£125
1 night, 2 adults
Peak Period Property, hotel in Chesterfield

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

The kitchen and dining is fully equipped and beds are comfortable! It is a small lovely little house suit for four people!
Scored 9.3
9.3
Rated superb
Superb
12 reviews
Price from
£153.35
1 night, 2 adults
Coxleigh House, hotel in Chesterfield

Offering a garden and quiet street view, Coxleigh House is situated in Chesterfield, 33 km from Utilita Arena Sheffield and 39 km from Clumber Park.

Such a gorgeous cottage, with convenience nearby footpaths. Romantic, the perfect size.
Scored 9.4
9.4
Rated superb
Superb
46 reviews
Price from
£75
1 night, 2 adults
*Central 2 bed - Sleeps 5*, hotel in Chesterfield

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

Location, attention to detail, decor.
Scored 9.3
9.3
Rated superb
Superb
6 reviews
Price from
£240.60
1 night, 2 adults
Little Manor, hotel in Chesterfield

Little Manor, a property with a garden, is set in Chesterfield, 24 km from Utilita Arena Sheffield, 27 km from Clumber Park, as well as 30 km from Sherwood Forest.

Everything
Scored 8.4
8.4
Rated very good
Very good
18 reviews
Price from
£102.60
1 night, 2 adults
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.

The location is lovely, with fabulous views and peaceful surroundings. The house had everything we needed for a comfortable stay. The horsey neighbours were a lovely bonus
Scored 9.3
9.3
Rated superb
Superb
35 reviews
Price from
£103.27
1 night, 2 adults
Acorn Cottage, Ashover, hotel in Chesterfield

A recently renovated holiday home located in Ashover, Acorn Cottage, Ashover features a garden. With garden views, this accommodation provides a patio.

Beautiful area - it as a shame there was a limited view from the cottage.
Scored 9.8
9.8
Rated exceptional
Exceptional
8 reviews
Price from
£387.63
1 night, 2 adults
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 Utilita Arena Sheffield, 27 km from Clumber Park, as well as 30 km from...

Had all the amenities you needed. There is a fantastic walk at the end of the street, through some woods which I absolutely loved. Also there was a shop nearby which we walked to
Scored 8.8
8.8
Rated fabulous
Fabulous
17 reviews
Price from
£97.50
1 night, 2 adults
Kingfisher Lodge, hotel in Chesterfield

Offering garden views, Kingfisher Lodge is an accommodation situated in Froggatt, 8.3 km from Chatsworth House and 23 km from Utilita Arena Sheffield.

We had a lovely stay, the cottage is so clean and very comfortable with everything you need for a quiet relaxing stay in the country. We will definitely book to stay here again next time we visit this part of the country.
Scored 9.6
9.6
Rated exceptional
Exceptional
230 reviews
Price from
£98
1 night, 2 adults
The Brosterfield Suite - Brosterfield Farm, hotel in Chesterfield

The Brosterfield Suite - Brosterfield Farm is situated in Bakewell, 18 km from Buxton Opera House, 30 km from Utilita Arena Sheffield, as well as 45 km from Capesthorne Hall.

Thank you for a wonderful stay. Everything was perfect. Gorgeous accommodation, just what was needed after a very long drive from North Wales. The suite had everything guests could possibly need and lovely little touches from the coffee pods to the robes. Outstanding cleanliness, quality of the furnishings and communication. We have thoroughly enjoyed our time walking around the Peak District. We will be back and will be recommending your accommodation to family and friends.
Scored 9.2
9.2
Rated superb
Superb
116 reviews
Price from
£116.50
1 night, 2 adults
All holiday homes 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.

Most booked holiday homes in Chesterfield this month

Enjoy breakfast in Chesterfield!

  • Garden Cottage - Ashover Village near Matlock
    Scored 9.5
    9.5
    Rated exceptional
    Exceptional
     · 108 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.

    Loads of space. Very comfortable. Really nice place to be.

  • Blissful Barrys
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 5 reviews

    Offering a garden and garden view, Blissful Barrys is located in Chesterfield, 24 km from Chatsworth House and 30 km from Clumber Park.

  • Peak Period Property
    Scored 9.3
    9.3
    Rated superb
    Superb
     · 12 reviews

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

    Excellent space, facilities and value. Really responsive host

  • Cuckoo Nest
    Breakfast options
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 11 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

  • SpaPartyHome with Hottub Sauna bbq & Pool Table
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 6 reviews

    Located in Chesterfield, 20 km from Chatsworth House, SpaPartyHome with Hottub Sauna bbq & Pool Table provides accommodation with a hot tub.

    All facilities were excellent Great location Clean and spacious

  • Spire Haven
    Breakfast options
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 12 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
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 9 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.

    Beautiful character property in great location, lovely and clean.

  • Cedar Holme
    Breakfast options
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 14 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.

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

  • The Loft at The George
    Budget options available
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 18 reviews

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

    Fabulous comfortable warm and cosy! Comfy bed and well equipped!

  • Dark Lane
    Budget options available
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 6 reviews

    Dark Lane, a property with a garden, is situated in Chesterfield, 27 km from Clumber Park, 33 km from Utilita Arena Sheffield, as well as 39 km from Sherwood Forest.

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

  • Riber View Barn
    Budget options available
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 7 reviews

    Situated 36 km from Utilita Arena Sheffield, 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
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 10 reviews

    The Old Chapel, a property with a garden and barbecue facilities, is situated in Chesterfield, 33 km from Clumber Park, 34 km from Utilita Arena Sheffield, as well as 37 km from Nottingham Castle.

    We liked everything, from the caring hosts, location, comfort, how well equipped it was.

  • Woodview Lodge
    Budget options available
    Scored 9.4
    9.4
    Rated superb
    Superb
     · 43 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
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 18 reviews

    Little Manor, a property with a garden, is set in Chesterfield, 24 km from Utilita Arena Sheffield, 27 km from Clumber Park, as well as 30 km from Sherwood Forest.

    Great location for what we needed. Had everything we needed

  • Cedar Cottage
    Budget options available
    Scored 8.5
    8.5
    Rated very good
    Very good
     · 11 reviews

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

    The cleanliness and the thought put into the facilities provided.

  • Cottage Style 3 bedroom House - Close to City centre & The Peaks
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 7 reviews

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

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

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

    Stables Lodge, a property with a garden, is set in Chesterfield, 28 km from Utilita Arena Sheffield, 35 km from Clumber Park, as well as 40 km from Buxton Opera House.

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

    West Barn, a property with a garden, is located in Chesterfield, 30 km from Utilita Arena Sheffield, 35 km from Buxton Opera House, as well as 38 km from Clumber Park.

  • Harry's Lodge
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Set 14 km from Chatsworth House, Harry's Lodge offers accommodation with free WiFi and free private parking.

  • Cherry Tree Cottage
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

    Boasting a hot tub, Cherry Tree Cottage is set in Chesterfield. The property is around 31 km from Utilita Arena Sheffield, 36 km from Buxton Opera House and 38 km from Clumber Park.

  • The Tower
    Central location
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 1 review

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

  • The Old Stables
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 3 reviews

    The Old Stables, a property with a garden, is located in Chesterfield, 34 km from Utilita Arena Sheffield, 38 km from Clumber Park, as well as 40 km from Buxton Opera House.

  • Tuliptree
    Central location
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 3 reviews

    Tuliptree, a property with a garden, is set in Chesterfield, 35 km from Utilita Arena Sheffield, 37 km from Clumber Park, as well as 41 km from Buxton Opera House.

  • SpaPartyHome with Hottub, Sauna, BBQ & Pool Table
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    Situated in Chesterfield in the Derbyshire region, SpaPartyHome with Hottub, Sauna, BBQ & Pool Table features accommodation with free WiFi and free private parking, as well as access to a sauna.

  • Overton
    Central location
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 3 reviews

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

  • 1 Bed in Barlow 40971
    Scored 9.0
    9.0
    Rated superb
    Superb
     · 1 review

    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.

  • Woodthorpe Cruck Cottage
    Scored 9.0
    9.0
    Rated superb
    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.

  • Swallows Barn
    Scored 8.8
    8.8
    Rated fabulous
    Fabulous
     · 5 reviews

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

    Area central for visiting places. Beautiful surroundings.

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

    Offering a garden and garden view, Morden house close to City centre & The Peaks is located in Chesterfield, 21 km from Chatsworth House and 22 km from Utilita Arena Sheffield.

  • Character Cottage With Secluded Courtyard Garden
    Scored 8.7
    8.7
    Rated fabulous
    Fabulous
     · 7 reviews

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

    The owner thought of everything including toys and kitchen utensils

  • Clover Lodge
    Central location
    Scored 8.6
    8.6
    Rated fabulous
    Fabulous
     · 34 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
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 22 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.

  • Manor House
    Central location
    Scored 8.4
    8.4
    Rated very good
    Very good
     · 5 reviews

    Boasting a hot tub, Manor House is set in Chesterfield. The property is located 26 km from Utilita Arena Sheffield, 29 km from Clumber Park and 38 km from Sherwood Forest.

  • Wingfield Lodge - Near Clay Cross
    Scored 8.2
    8.2
    Rated very good
    Very good
     · 4 reviews

    Offering a garden and quiet street view, Wingfield Lodge - Near Clay Cross is set in Chesterfield, 28 km from Clumber Park and 35 km from Sherwood Forest.

  • The Corner House
    Scored 8.0
    8.0
    Rated very good
    Very good
     · 1 review

    Situated in Chesterfield in the Derbyshire region, The Corner House features a balcony. The property is around 22 km from Chatsworth House, 30 km from Clumber Park and 34 km from Sherwood Forest.

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

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

  • Appletree Cottage
    Scored 7.6
    7.6
    Rated good
    Good
     · 8 reviews

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

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

  • Vernon Cottage
    Scored 6.7
    6.7
    Rated pleasant
    Pleasant
     · 3 reviews

    Offering a terrace and garden view, Vernon Cottage is situated in Chesterfield, 21 km from Utilita Arena Sheffield and 35 km from Clumber Park.

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

    Offering a shared lounge and garden view, Boythorpe House is set in Chesterfield, 25 km from Utilita Arena Sheffield and 32 km from Clumber Park.

  • Central location
    Scored 4.5
    4.5
    Rated disappointing
    Disappointing
     · 2 reviews

    Offering a garden and garden view, Dryden House is located in Chesterfield, 25 km from Utilita Arena Sheffield and 32 km from Clumber Park.

  • Temperance Croft
    Scored 1.0
    1.0
    Rated very poor
    Very poor
     · 1 review

    Situated in Chesterfield in the Derbyshire region, Temperance Croft features 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.

FAQ about holiday homes in Chesterfield

Holiday homes that guests love in Chesterfield

  • Avg. price/night: £145
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 2,713 reviews
    Great Rooms Spacious Very Clean Well Equipped The Gym!!! Could benefit from upgrading the running machine perhaps Great Breakfast Selection Very helpful and friendly staff
    Andrea
    Solo traveller
  • Avg. price/night: £89.10
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 2,099 reviews
    very clean and nice breakfast
    charles
    Young couple
  • Avg. price/night: £199
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 1,715 reviews
    Great location, very clean, amazing staff, incredible food. What more could you ask for.
    Jessica
    Family with young children
  • Avg. price/night: £42.50
    Scored 7.7
    7.7
    Rated good
    Good
     · 2,132 reviews
    Good value staff was amazing so pleasant would definitely stop again Also rooms was very clean and everything you need for a good stay thank you to all staff
    Jeanette
    Solo traveller
  • Avg. price/night: £100
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 1,341 reviews
    Very good staff I also have very sensitive stomach and every meal was cooked perfectly and I had no stomach issues with my condition this means very clean high standards kitchen
    Richard
    Solo traveller
  • Avg. price/night: £100
    Scored 8.1
    8.1
    Rated very good
    Very good
     · 1,341 reviews
    The room was very clean and all the staff were polite, friendly & professional. The room wi-fi speed was excellent too. Food was very good, especially the cooked breakfasts. A perfect location for day trips to local attractions in the Derbyshire Dales area and beyond.
    Nick
    Family with young children
  • Avg. price/night: £73.13
    Scored 7.9
    7.9
    Rated good
    Good
     · 641 reviews
    Room very clean and tidy , food was also very good
    michael
    Young couple
  • Avg. price/night: £169
    Scored 9.1
    9.1
    Rated superb
    Superb
     · 82 reviews
    Very clean. Really nice finish on decor. Good parking at the front. All on one level except for one tiny step. Walkable to town centre but also good bus links. Several good convenience stores nearby. Responsive host.
    Kim
    Young couple
  • Avg. price/night: £145
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 2,713 reviews
    Room very clean and spacious bed very comfortable, lightning could have been better when getting hair and makeup done was quite dime but not a big issue
    T
    Turner
    Solo traveller
  • Avg. price/night: £145
    Scored 8.9
    8.9
    Rated fabulous
    Fabulous
     · 2,713 reviews
    Very clean, ultra modern and relatively quiet.
    benedict
    Solo traveller

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