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The best vacation homes in Chesterfield

Check out our selection of great vacation homes in Chesterfield

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Blissful Barrys, hotel in Chesterfield

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.

Scored 9.0
9.0
Rated wonderful
Wonderful
5 reviews
Price from
$158.86
1 night, 2 adults
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
12 reviews
Price from
$169.47
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 9.4
9.4
Rated wonderful
Wonderful
46 reviews
Price from
$95.32
1 night, 2 adults
*Central 2 bed - Sleeps 5*, hotel in Chesterfield

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

Scored 9.3
9.3
Rated wonderful
Wonderful
6 reviews
Price from
$210.46
1 night, 2 adults
Little Manor, hotel in Chesterfield

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

space in house size of bathroom
Scored 8.4
8.4
Rated very good
Very Good
18 reviews
Price from
$130.39
1 night, 2 adults
Derbyshire Holiday Cottages, hotel in Chesterfield

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

Beautiful location, lovely walk to Dronfield through fields seeing sheep and horses. Walking half an hour gets you to a bus stop if you're without a car (as I was). Very nice house, all facilities worked as one would hope. Milk and tea bags were already there upon arrival for me which was very nice of the host. 10/10 nice trip.
Scored 9.3
9.3
Rated wonderful
Wonderful
35 reviews
Price from
$131.25
1 night, 2 adults
Acorn Cottage, Ashover, hotel in Chesterfield

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

Scored 9.8
9.8
Rated exceptional
Exceptional
8 reviews
Price from
$492.64
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 offers accommodations in Brimington, 14 miles from Chatsworth House and 15 miles from Utilita Arena Sheffield.

Great space and clean
Scored 8.8
8.8
Rated excellent
Excellent
17 reviews
Price from
$114.38
1 night, 2 adults
Kingfisher Lodge, hotel in Chesterfield

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
$124.55
1 night, 2 adults
The Brosterfield Suite - Brosterfield Farm, hotel in Chesterfield

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 9.2
9.2
Rated wonderful
Wonderful
116 reviews
Price from
$148.06
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

Enjoy breakfast in Chesterfield!

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

    A recently renovated vacation home, Garden Cottage - Ashover Village near Matlock offers accommodations in Chesterfield. 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 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 9.6
    9.6
    Rated exceptional
    Exceptional
     · 11 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 9.7
    9.7
    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 9.7
    9.7
    Rated exceptional
    Exceptional
     · 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 9.1
    9.1
    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 9.4
    9.4
    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!

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

    Dark Lane is located in Chesterfield, just 24 miles from Sherwood Forest and 26 miles from Eco-Power Stadium.

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

  • Riber View Barn
    Budget options available
    Scored 9.0
    9.0
    Rated wonderful
    Wonderful
     · 7 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 9.6
    9.6
    Rated exceptional
    Exceptional
     · 10 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...

    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 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 8.4
    8.4
    Rated very good
    Very Good
     · 18 reviews

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

    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

    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 8.4
    8.4
    Rated very good
    Very Good
     · 7 reviews

    Cottage Style 3 bedroom House - Close to City centre & The Peaks is a recently renovated vacation home in Chesterfield where guests can make the most of the garden and terrace.

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

    Swallows Barn is located in Chesterfield, just 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
     · 1 review

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

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

    The Tower is located in Chesterfield, just 10 miles from Clumber Park and 12 miles from Sherwood Forest.

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

    The Old Stables offers accommodations in Chesterfield, 25 miles from Buxton Opera House and 26 miles from Nottingham Castle.

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

    Tuliptree is located in Chesterfield, just 22 miles from Utilita Arena Sheffield and 23 miles from Clumber Park.

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

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

    Excellent space, facilities and value. Really responsive host

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

    13 miles from Chatsworth House in Chesterfield, SpaPartyHome with Hottub, Sauna, BBQ & Pool Table provides accommodations with access to a sauna, hot tub, and fitness room.

  • 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 8.7
    8.7
    Rated excellent
    Excellent
     · 6 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.

  • Character Cottage With Secluded Courtyard Garden
    Scored 8.7
    8.7
    Rated excellent
    Excellent
     · 7 reviews

    Character Cottage With Secluded Courtyard Garden is located in Chesterfield, just 12 miles from Clumber Park and 16 miles from Utilita Arena Sheffield.

    The owner thought of everything including toys and kitchen utensils

  • Clover Lodge
    Central location
    Scored 8.6
    8.6
    Rated excellent
    Excellent
     · 34 reviews

    Clover Lodge provides a sauna and free private parking, and is within 5.7 miles of Chatsworth House and 20 miles of Buxton Opera House. A hot tub is available for guests.

    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

    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.

  • 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 8.2
    8.2
    Rated very good
    Very Good
     · 4 reviews

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

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

    The Corner House is located in Chesterfield, just 25 miles from Eco-Power Stadium and 26 miles from Buxton Opera House.

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

    Moor Farm Cottage is located in Chesterfield, just 24 miles from Buxton Opera House and 26 miles from Nottingham Castle.

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

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

    Boythorpe House offers accommodations in Chesterfield, 11 miles from Chatsworth House and 16 miles from Utilita Arena Sheffield.

  • Dryden House
    Central location
    Scored 4.5
    4.5
    Rated disappointing
    Disappointing
     · 2 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
    Very Poor
     · 1 review

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

  • The Lodge Luxury Grade 2 listed house, Hot tub

    Featuring a garden, The Lodge Luxury Grade 2 listed house, Hot tub offers accommodations in Chesterfield.

  • The Cottage
    Central location

    The Cottage is located in Chesterfield, just 7.4 miles from Chatsworth House and 19 miles from Utilita Arena Sheffield.

  • Stonelow Cottage

    Stonelow Cottage offers accommodations in Chesterfield, 5.7 miles from Chatsworth House and 16 miles from Utilita Arena Sheffield.

FAQ about vacation homes in Chesterfield

Vacation Homes That Guests Love in Chesterfield

  • Avg. price/night: $184.28
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 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 traveler
  • Avg. price/night: $113.24
    Scored 8.1
    8.1
    Rated very good
    Very Good
     · 2,099 reviews
    very clean and nice breakfast
    charles
    Young couple
  • Avg. price/night: $252.91
    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: $54.01
    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 traveler
  • Avg. price/night: $127.09
    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 traveler
  • Avg. price/night: $127.09
    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: $92.94
    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: $214.78
    Scored 9.1
    9.1
    Rated wonderful
    Wonderful
     · 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: $184.28
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 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 traveler
  • Avg. price/night: $184.28
    Scored 8.9
    8.9
    Rated excellent
    Excellent
     · 2,713 reviews
    Very clean, ultra modern and relatively quiet.
    benedict
    Solo traveler

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