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The best vacation homes in Chesterfield

Check out our selection of great vacation homes in Chesterfield

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Peak Period Property, hotel in Chesterfield

A recently renovated vacation home, Peak Period Property offers accommodations in Chesterfield.

Everything you needed to stay comfortably
Scored 9.3
9.3
Rated wonderful
Wonderful
13 reviews
Price from
$165.69
1 night, 2 adults
Coxleigh House, hotel in Chesterfield

Coxleigh House offers accommodations in Chesterfield, 10 miles from Chatsworth House and 21 miles from Utilita Arena Sheffield.

Peter was a wonderful host and the cottage is lovely - the perfect base whilst I was working in the area. The bed is comfortable, the kitchen well equipped with everything I needed. Thanks for a lovely stay
Scored 9.1
9.1
Rated wonderful
Wonderful
57 reviews
Price from
$93.19
1 night, 2 adults
Derbyshire Holiday Cottages, hotel in Holmesfield

Featuring a garden, Derbyshire Holiday Cottages provides accommodations in Holmesfield. This property offers access to a terrace and free private parking.

Lovely cottage in a quiet countryside setting. Perfect for our weekend trip in the Peak district. Two adults and two children in our group. Our girls loved meeting the horses in the field next door.
Scored 9.4
9.4
Rated wonderful
Wonderful
46 reviews
Price from
$128.32
1 night, 2 adults
Acorn Cottage, Ashover, hotel in Ashover

Acorn Cottage, Ashover offers accommodations in Ashover, 24 miles from Clumber Park and 25 miles from Buxton Opera House.

Scored 9.6
9.6
Rated exceptional
Exceptional
9 reviews
Price from
$481.65
1 night, 2 adults
3 Bedroom house, close to woodland, chesterfield and peak District, hotel in Brimington

3 Bedroom house, close to woodland, chesterfield and peak District is located in Brimington, just 14 miles from Chatsworth House and 15 miles from Utilita Arena Sheffield.

Great space and clean
Scored 8.8
8.8
Rated excellent
Excellent
22 reviews
Price from
$111.83
1 night, 2 adults
Kingfisher Lodge, hotel in Froggatt

Kingfisher Lodge is located in Froggatt, just 5.1 miles from Chatsworth House and 14 miles from Utilita Arena Sheffield. This property offers access to a patio, free private parking, and free Wifi.

Second visit as love the location and hosts very hospitable . Quiet yet within easy access for main roads and perfect for walks from cottage.
Scored 9.6
9.6
Rated exceptional
Exceptional
230 reviews
Price from
$121.77
1 night, 2 adults
The Brosterfield Suite - Brosterfield Farm, hotel in Bakewell

The Brosterfield Suite - Brosterfield Farm offers accommodations in Bakewell, 7.5 miles from Chatsworth House and 11 miles from Buxton Opera House.

The cottage was just perfect for what we needed ,the decor was wonderful & welcoming with comfortable furnishings and the surrounds of the farm land was so peaceful, a wonderful stay …
Scored 9.0
9.0
Rated wonderful
Wonderful
114 reviews
Price from
$128.48
1 night, 2 adults
Church Barn - Private barn perfect for 2 guests stunning location, hotel in Bakewell

Featuring a garden, Church Barn - Private barn perfect for 2 guests stunning location features accommodations in Bakewell.

Exceptionally clean and excellent facilities. Location is lovely and the barn was cosy and comfortable. Communication with Fiona was great and it was really helpful to have a list of amenities so we knew what to take. Instructions on how to find the barn were great too. The offer for dog sitting was lovely and although we didn't need it, the offer was appreciated. The village is close to places of interest, but quiet and friendly with a pub walking distance and plenty of spots for the dog to walk and go to the toilet. The layout of the barn is clever and it was nice to have a sofa to relax on in a bright, airy room upstairs. We were lucky to have warm, sunny weather so we made good use of the patio. Thanks for a lovely stay. Highly recommended!
Scored 9.6
9.6
Rated exceptional
Exceptional
108 reviews
Price from
$186.38
1 night, 2 adults
Peak District Romantic Retreat Outdoor Japanese Whirlpool bath, hotel in Stanton in Peak

6.1 miles from Chatsworth House in Stanton in Peak, Peak District Romantic Retreat Outdoor Japanese Whirlpool bath offers accommodations with access to a hot tub, beauty services, and open-air bath.

This is the best of its kind ive ever stayed in and ive done so across Europe, Everything was perfect. It was too perfect actually because we will be back and I never go back to the same place twice :) Everything was there and lots of touches, a homemade red velvet cake, Cava in the fridge, a check in by the Host on the first evening but not intrusive. Clear instructions. Hot Tub all ready to go.
Scored 9.7
9.7
Rated exceptional
Exceptional
28 reviews
Price from
$403.83
1 night, 2 adults
Hope Terrace, hotel in Matlock

Hope Terrace offers accommodations in Matlock, 10 miles from Chatsworth House and 22 miles from Buxton Opera House.

4 decent rooms, 2 bathrooms. All worked OK. Liked the proximity to walks, river, pubs, cafes, restauranmts of Matlock Bath. Also excellent bus and train links to nearby towns.
Scored 9.7
9.7
Rated exceptional
Exceptional
31 reviews
Price from
$704.71
1 night, 2 adults
All vacation homes in Chesterfield
Looking for a vacation home?
Great for families or large parties, vacation homes are privately owned accommodations, available for long or short-term rental. These homes are furnished and equipped with kitchen facilities, though breakfast might be offered as an add-on. These properties have their own independent front door, which makes them different than apartments.

Most booked vacation homes in Chesterfield this month

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Enjoy breakfast in Chesterfield!

  • Garden Cottage - Ashover Village near Matlock
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 117 reviews

    Garden Cottage - Ashover Village near Matlock is located in Chesterfield, just 11 miles from Chatsworth House and 22 miles from Utilita Arena Sheffield.

    Warm and cosy. Good facilities. Very friendly owners.

  • Blissful Barrys
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 5 reviews

    Featuring a garden, Blissful Barrys provides accommodations in Chesterfield. This property offers access to a terrace and free private parking. Outdoor seating is also available at the vacation home.

  • Cuckoo Nest
    Breakfast options
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 12 reviews

    Cuckoo Nest offers accommodations in Chesterfield, 8.6 miles from Chatsworth House and 23 miles from Utilita Arena Sheffield.

    cosy and private , very clean with excellent facilities

  • SpaPartyHome with Hottub Sauna bbq & Pool Table
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 6 reviews

    13 miles from Chatsworth House in Chesterfield, SpaPartyHome with Hottub Sauna bbq & Pool Table provides accommodations with access to a hot tub.

    All facilities were excellent Great location Clean and spacious

  • Spire Haven
    Breakfast options
    Scored 9.4
    9.4
    Rated wonderful
    Wonderful
     · 12 reviews

    Spire Haven is located in Chesterfield, just 12 miles from Chatsworth House and 15 miles from Utilita Arena Sheffield.

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

  • The Olde Coach House
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 9 reviews

    12 miles from Chatsworth House in Chesterfield, The Olde Coach House provides accommodations with access to a hot tub and fitness room.

    Beautiful character property in great location, lovely and clean.

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

    Cedar Holme offers accommodations in Chesterfield, 25 miles from Buxton Opera House and 25 miles from Sherwood Forest.

    Very comfortable and clean everything of high quality.

  • The Loft at The George
    Scored 9.2
    9.2
    Rated wonderful
    Wonderful
     · 18 reviews

    The Loft at The George offers accommodations in Chesterfield, 13 miles from Chatsworth House and 19 miles from Clumber Park. This vacation home provides free private parking and free Wifi.

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

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

  • Riber View Barn
    Budget options available
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 8 reviews

    Riber View Barn is located in Chesterfield, just 10 miles from Chatsworth House and 22 miles from Utilita Arena Sheffield.

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

  • The Old Chapel
    Budget options available
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 13 reviews

    The Old Chapel is located in Chesterfield, just 21 miles from Utilita Arena Sheffield and 23 miles from Nottingham Castle. 12 miles from Chatsworth House and 20 miles from Clumber Park, the property...

    There was a Christmas Tree and decorations- very nice

  • Woodview Lodge
    Budget options available
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 43 reviews

    Woodview Lodge offers accommodations in Chesterfield, 9.3 miles from Chatsworth House and 14 miles from Utilita Arena Sheffield. This property offers access to a terrace and free private parking.

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

  • Little Manor
    Budget options available
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 21 reviews

    Offering a garden, Little Manor provides accommodations in Chesterfield. This property offers access to a patio, free private parking, and free Wifi.

    The house was lovely and not to far from the peak district

  • Chesterfield Central 2-Bed - Spacious & Sleeps 5
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 8 reviews

    Featuring a garden, Chesterfield Central 2-Bed - Spacious & Sleeps 5 offers accommodations in Chesterfield. This vacation home features accommodations with a terrace.

  • Cedar Cottage
    Budget options available
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 11 reviews

    Cedar Cottage is located in Chesterfield, just 13 miles from Utilita Arena Sheffield and 15 miles from Chatsworth House.

    The cleanliness and the thought put into the facilities provided.

  • Cottage Style 3 bedroom House - Close to City centre & The Peaks
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 7 reviews

    Cottage Style 3 bedroom House - Close to City centre & The Peaks offers accommodations in Chesterfield, 12 miles from Chatsworth House and 16 miles from Utilita Arena Sheffield.

  • Swallows Barn
    Budget options available
    Scored 8.8
    8.8
    Rated excellent
    Excellent
     · 5 reviews

    Swallows Barn offers accommodations in Chesterfield, 10 miles from Chatsworth House and 17 miles from Utilita Arena Sheffield.

    Area central for visiting places. Beautiful surroundings.

Great access to the city center! Check these vacation homes in Chesterfield

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

    Stables Lodge offers accommodations in Chesterfield, 10 miles from Chatsworth House and 17 miles from Utilita Arena Sheffield.

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

    West Barn offers accommodations in Chesterfield, 7.4 miles from Chatsworth House and 19 miles from Utilita Arena Sheffield.

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

    Harry's Lodge offers accommodations in Chesterfield, 8.6 miles from Chatsworth House and 19 miles from Utilita Arena Sheffield.

  • Cherry Tree Cottage
    Scored 10.0
    10.0
    Rated exceptional
    Exceptional
     · 2 reviews

    Cherry Tree Cottage is located in Chesterfield, just 29 miles from Nottingham Castle and 29 miles from National Ice Centre.

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

    Greenwell Cottage offers a hot tub and free private parking, and is within 12 miles of Clumber Park and 14 miles of Sherwood Forest. The 5-star vacation home is 20 miles from Utilita Arena Sheffield.

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

    The Tower is located in Chesterfield, just 22 miles from Chatsworth House and 24 miles from Eco-Power Stadium.

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

    The Old Stables is located in Chesterfield, just 10 miles from Chatsworth House and 21 miles from Utilita Arena Sheffield.

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

    Tuliptree is located in Chesterfield, just 25 miles from Nottingham Castle and 26 miles from National Ice Centre.

  • Number 26 Van Dyk Village
    Scored 9.7
    9.7
    Rated exceptional
    Exceptional
     · 3 reviews

    Featuring a garden, Number 26 Van Dyk Village features accommodations in Chesterfield. This vacation home offers free private parking, bicycle parking, and free Wifi.

  • Peak Period Property
    Scored 9.3
    9.3
    Rated wonderful
    Wonderful
     · 13 reviews

    A recently renovated vacation home, Peak Period Property offers accommodations in Chesterfield.

    Excellent space, facilities and value. Really responsive host

  • Overton
    Central location
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 3 reviews

    Overton is located in Chesterfield, just 27 miles from Sherwood Forest and 28 miles from Eco-Power Stadium.

  • 1 Bed in Barlow 40971
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 1 review

    1 Bed in Barlow 40971 is located in Chesterfield, just 9.5 miles from Chatsworth House and 12 miles from Utilita Arena Sheffield.

  • Woodthorpe Cruck Cottage
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 4 reviews

    Woodthorpe Cruck Cottage offers accommodations in Chesterfield, 12 miles from Chatsworth House and 19 miles from Utilita Arena Sheffield.

  • Morden house close to City centre & The Peaks
    Scored 8.5
    8.5
    Rated very good
    Very Good
     · 4 reviews

    Providing a garden, Morden house close to City centre & The Peaks provides accommodations in Chesterfield. Both free Wifi and parking on-site are available at the vacation home free of charge.

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

    Manor House is located in Chesterfield, just 16 miles from Utilita Arena Sheffield and 18 miles from Clumber Park. The 5-star vacation home is 13 miles from Chatsworth House.

  • Wingfield Lodge - Near Clay Cross
    Scored 8.3
    8.3
    Rated very good
    Very Good
     · 3 reviews

    Wingfield Lodge - Near Clay Cross is located in Chesterfield, just 17 miles from Clumber Park and 21 miles from Sherwood Forest.

  • Large 2-Bed House Derbyshire off Chatsworth rd
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 23 reviews

    Large 2-Bed House Derbyshire off Chatsworth rd offers accommodations in Chesterfield, 15 miles from Utilita Arena Sheffield and 20 miles from Clumber Park.

    Excellent location. Very spacious. Sitting room was big.

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

    Moor Farm Cottage offers accommodations in Chesterfield, 10 miles from Chatsworth House and 20 miles from Utilita Arena Sheffield.

  • Appletree Cottage
    Scored 7.4
    7.4
    Rated good
    Good
     · 9 reviews

    Appletree Cottage offers accommodations in Chesterfield, 22 miles from Eco-Power Stadium and 24 miles from Cusworth Hall.

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

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

    Vernon Cottage offers accommodations in Chesterfield, 12 miles from Chatsworth House and 13 miles from Utilita Arena Sheffield.

  • DotSpaPartyHomeDotCom
    Scored 6.5
    6.5
    Rated pleasant
    Pleasant
     · 2 reviews

    13 miles from Chatsworth House in Chesterfield, DotSpaPartyHomeDotCom features accommodations with access to a sauna, hot tub, and fitness room.

  • Dryden House
    Central location
    Scored 6.0
    6.0
    Rated pleasant
    Pleasant
     · 3 reviews

    Offering a garden, Dryden House provides accommodations in Chesterfield. This vacation home offers free private parking, a shared kitchen, and free Wifi.

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

    Temperance Croft is located in Chesterfield, just 24 miles from Clumber Park and 30 miles from Sherwood Forest.

  • Casa Vault
    Central location

    Casa Vault is located in Chesterfield, just 12 miles from Chatsworth House and 15 miles from Utilita Arena Sheffield.

  • Walton Cottage - 2 Beds - Sleeps 4 - Pet Friendly

    Walton Cottage - 2 Beds - Sleeps 4 - Pet Friendly offers accommodations in Chesterfield, 10 miles from Chatsworth House and 17 miles from Utilita Arena Sheffield.

  • Byron House
    Central location

    Byron House is located in Chesterfield, just 26 miles from Sherwood Forest and 26 miles from Buxton Opera House. 16 miles from Utilita Arena Sheffield and 20 miles from Clumber Park, the property...

  • Hady House
    Central location

    Hady House offers accommodations in Chesterfield, 13 miles from Chatsworth House and 16 miles from Utilita Arena Sheffield.

  • The Lily Pad
    Central location

    The Lily Pad offers accommodations in Chesterfield, 15 miles from Utilita Arena Sheffield and 21 miles from Clumber Park.

FAQ about vacation homes in Chesterfield

Vacation Homes That Guests Love in Chesterfield

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  • Avg. price/night: $173.96
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2,798 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 traveler
  • Avg. price/night: $133.08
    Scored 8.0
    8.0
    Rated very good
    Very Good
     · 2,039 reviews
    very clean and nice breakfast
    charles
    Young couple
  • Avg. price/night: $180.17
    Scored 9.6
    9.6
    Rated exceptional
    Exceptional
     · 1,751 reviews
    Great location, very clean, amazing staff, incredible food. What more could you ask for.
    Jessica
    Family with young children
  • Avg. price/night: $49.64
    Scored 7.8
    7.8
    Rated good
    Good
     · 2,174 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 traveler
  • Avg. price/night: $124.25
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 1,301 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 traveler
  • Avg. price/night: $124.25
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 1,301 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: $90.87
    Scored 7.9
    7.9
    Rated good
    Good
     · 620 reviews
    Room very clean and tidy , food was also very good
    michael
    Young couple
  • Avg. price/night: $176.44
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 87 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: $173.96
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2,798 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 traveler
  • Avg. price/night: $173.96
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 2,798 reviews
    Very clean, ultra modern and relatively quiet.
    benedict
    Solo traveler

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