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The best vacation homes in Chesterfield

Check out our selection of great vacation homes in Chesterfield

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Review Score

Wonderful: 9+ Very Good: 8+ Good: 7+ Pleasant: 6+
Our top picks Lowest Price First Star rating and price Top reviewed

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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
Wonderful
5 reviews
Price from
$231
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
$226
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.

Loved the location. The house was exceptionally well appointed, comfortable and clean. A true home from home. It had everything you could possibly want including a welcome package -thank you so much

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9.6
Exceptional
11 reviews
Price from
$418
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
12 reviews

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
$375
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
Wonderful
5 reviews
Price from
$172
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
87 reviews
Price from
$130
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.

Loved the garden, all appliances there, new and modern facility. Great.

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9.1
Wonderful
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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9.7
Exceptional
6 reviews
Price from
$252
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
Wonderful
6 reviews
Price from
$219
per night

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.
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Most booked vacation homes in Chesterfield this month

Enjoy breakfast in Chesterfield!

  • The Dairy
    Breakfast options
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 5 reviews

    The Dairy offers accommodations in Chesterfield, 20 miles from FlyDSA Arena and 23 miles from Sherwood Forest.

  • Cuckoo Nest
    Breakfast options
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 5 reviews

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

    cosy and private , very clean with excellent facilities

  • Spire Haven
    Breakfast options
    9.6
    Scored 9.6
    Exceptional
    Rated exceptional
     · 11 reviews

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

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

  • Cedar Holme
    Breakfast options
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 12 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
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 11 reviews

    The Loft at The George offers accommodations in Chesterfield, 13 miles from Chatsworth House and 18 miles from Clumber Park. This vacation home provides free private parking and free Wifi.

    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
    Wonderful
    Rated wonderful
     · 5 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.

  • Garden Cottage - Ashover Village near Matlock
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 87 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.

    Quiet, clean, great location, well furnished, super shower.

  • Character Cottage With Secluded Courtyard Garden
    9.1
    Scored 9.1
    Wonderful
    Rated wonderful
     · 10 reviews

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

    The owner thought of everything including toys and kitchen utensils

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

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

    Dark Lane is located in Chesterfield, just 21 miles from FlyDSA Arena and 22 miles from Sherwood Forest.

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

  • Riber View Barn
    Budget options available
    9.0
    Scored 9.0
    Wonderful
    Rated wonderful
     · 6 reviews

    Riber View Barn offers accommodations in Chesterfield, 25 miles from Nottingham Castle and 25 miles from Clumber Park.

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

  • The Old Chapel
    Budget options available
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 6 reviews

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

    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
    Wonderful
    Rated wonderful
     · 45 reviews

    Woodview Lodge offers accommodations in Chesterfield, 9.3 miles from Chatsworth House and 14 miles from FlyDSA Arena. 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
    8.1
    Scored 8.1
    Very Good
    Rated very good
     · 8 reviews

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

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

  • Cedar Street
    Budget options available
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 9 reviews

    Cedar Street is located in Chesterfield, just 13 miles from FlyDSA Arena and 15 miles from Chatsworth House. Both Wifi and private parking are accessible at the vacation home free of charge.

    The cleanliness and the thought put into the facilities provided.

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

    Morden house close to City centre & The Peaks is set in Chesterfield. The accommodations is 24 mi from Nottingham. This house features 3 bedrooms, a flat-screen TV, and a kitchen.

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

  • Peak Period Property
    10.0
    Scored 10.0
    Exceptional
    Rated exceptional
     · 2 reviews

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

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

    Overton is located in Chesterfield, just 14 miles from FlyDSA Arena and 21 miles from Clumber Park.

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

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

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

    West Barn offers accommodations in Chesterfield, 19 miles from FlyDSA Arena and 22 miles from Buxton Opera House.

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

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

  • *Central 2 bed - Sleeps 5*
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 4 reviews

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

  • Luxury Spa Home With Hot Tub Sauna And Pool Table
    9.5
    Scored 9.5
    Exceptional
    Rated exceptional
     · 4 reviews

    13 miles from Chatsworth House in Chesterfield, Luxury Spa Home With Hot Tub Sauna And Pool Table provides accommodations with access to a hot tub.

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

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

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

    Tuliptree is located in Chesterfield, just 22 miles from FlyDSA Arena and 22 miles from Clumber Park.

  • The Olde Coach House
    9.3
    Scored 9.3
    Wonderful
    Rated wonderful
     · 4 reviews

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

  • Large 2-Bed House Derbyshire off Chatsworth rd
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 21 reviews

    Large 2-Bed House Derbyshire off Chatsworth rd offers accommodations in Chesterfield, 15 miles from FlyDSA Arena and 19 miles from Clumber Park.

    Excellent location. Very spacious. Sitting room was big.

  • Clover Lodge
    Central location
    8.6
    Scored 8.6
    Excellent
    Rated excellent
     · 40 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

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

    Swallows Barn is located in Chesterfield, just 10 miles from Chatsworth House and 17 miles from FlyDSA Arena.

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

    Manor House is located in Chesterfield, just 16 miles from FlyDSA Arena and 17 miles from Clumber Park. The 5-star vacation home is 13 miles from Chatsworth House.

  • Wingfield Lodge - Near Clay Cross
    7.2
    Scored 7.2
    Good
    Rated good
     · 6 reviews

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

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

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

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

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

  • a gem close to chesterfield town centre

    A gem close to chesterfield town centre is located in Chesterfield, just 11 miles from Chatsworth House and 15 miles from FlyDSA Arena.

  • a newly restored property close to bolsover castle

    A newly restored property close to bolsover castle offers accommodations in Chesterfield, 15 miles from Sherwood Forest and 18 miles from Chatsworth House.

  • Luxury Home with Hot Tub BBQ Pool Table

    13 miles from Chatsworth House in Chesterfield, Luxury Home with Hot Tub BBQ Pool Table provides accommodations with access to a hot tub and fitness room.

  • Yew Tree Cottage

    Yew Tree Cottage offers accommodations in Chesterfield, 22 miles from Clumber Park and 27 miles from Sherwood Forest.

  • 1 Bed in Barlow 40971

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

  • Harry's Lodge

    Harry's Lodge offers accommodations in Chesterfield, 23 miles from Buxton Opera House and 27 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 FlyDSA Arena. Both free Wifi and private parking are accessible at the vacation home free of charge.

  • Moor Farm Cottage

    Moor Farm Cottage is located in Chesterfield, just 26 miles from Nottingham Castle and 26 miles from National Ice Centre.

  • Netherfield Cottage

    Netherfield Cottage offers accommodations in Chesterfield, 18 miles from Chatsworth House and 18 miles from Clumber Park.

  • Cherry Fields

    Featuring a garden, Cherry Fields features accommodations in Chesterfield. Free Wifi is available throughout the property and private parking is available on site.

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