Chesterfield holiday rentals

Multiple accommodations for your stay
Check-in date:
24 May 2026
Check-out date:
25 May 2026
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2 guests
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60 results found

Casa Vault

99 Foljambe Road, Chesterfield, United Kingdom (Open map)

The 2-bedroom holiday home is just moments from the historic Linacre Reservoir, while the Chesterfield War Memorial is about 400...
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9.3
Superb
26 reviews

Number 26 Van Dyk Village

26 Settlement Drive, Chesterfield, United Kingdom (Open map)

The accommodation is within 50 km of Doncaster Sheffield airport and a mere 1.9 km from such cultural points of interest as the...
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9.9
Exceptional
13 reviews

Manor House

Manor House Mansfield Road, Chesterfield, United Kingdom (Open map)

Chesterfield city centre is 30 minutes' walk, and sports venues such as the SMH Group Stadium are a 10-minute ride away. Offering a...
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9.0
Superb
3 reviews

Harry'S Lodge

The Stables Highashes Lane Ashover, Chesterfield, United Kingdom (Open map)

This holiday home is situated in 3.9 km from the petting zoo "Matlock Farm Park" and you can visit Matlock Golf Club 4.9 km away.
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9.0
Superb
2 reviews

Morden House Close To City Centre & The Peaks

78 Tapton View Road, Chesterfield, United Kingdom (Open map)

The Chesterfield holiday home is within 55 km of Doncaster Sheffield airport and about a 10-minute drive from such cultural points...
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8.0
Very Good
3 reviews

Chatsworth Terrace - Chesterfield Centre And Peak District

S40 1Bh 24, Chesterfield, United Kingdom (Open map)

The Chesterfield holiday home is within 60 km of Nottingham airport and nearly a 10-minute drive from such cultural points of...
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9.0
Superb
2 reviews

Blissful Barrys

51 Steeping Close, Chesterfield, United Kingdom (Open map)

Doncaster Sheffield airport can be reached within 46 minutes drive, and natural attractions like Holmebrook Valley Park are nearly...
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8.8
Fabulous
22 reviews

Greenwell Cottage

21A Market Place_X000D_, , Bolsover_X000D_, Chesterfield, United Kingdom (Open map)

The 2-bedroom holiday home is situated a 15-minute drive from the Chesterfield Museum and Art Gallery and offers access to the...
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10
Exceptional
2 reviews

Peak District - 2 Beds - Sleeps 4 - Pet Friendly

38 Somersby Avenue, Chesterfield, United Kingdom (Open map)

Nottingham airport can be reached within 52 minutes drive, and natural attractions like the historic Linacre Reservoir are about 10...
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9.7
Exceptional
20 reviews

Clover Lodge

Clover House Farm Screetham Lane, Chesterfield, United Kingdom (Open map)

Matlock Golf Club is within a 10-minute drive of this 1-bathroom villa, while Caudwell's Mill & Craft Centre is situated...
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9.6
Exceptional
5 reviews

Appletree Cottage

5 Appletree Road Stanfree, Chesterfield, United Kingdom (Open map)

Situated within a few blocks of Sherwood Forest, this holiday home is within 10 minutes' drive of the Chesterfield Museum and Art...
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8.7
Fabulous
11 reviews

1 Bed In Barlow 40971

Barlow Brook Cottage, , Keepers Lane, , Barlow, Chesterfield, United Kingdom (Open map)

Cliffe Park is about 10 minutes by car from this property and you can visit Revolution House approximately 15 minutes away by car....
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9.0
Superb
2 reviews

Overton

Overton 95 Gloucester Road, Chesterfield, United Kingdom (Open map)

This accommodation is within 55 km of Doncaster Sheffield airport and around 10 minutes' drive from such cultural points of interest...
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9.6
Exceptional
12 reviews

Peak Avenue Retreat

28 Dog Rose Drive Wingerworth, Chesterfield, United Kingdom (Open map)

The 2-bedroom holiday home is situated within reach of the Curved Reclining Form sculpture, while The Avenue bus station is 550...
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9.7
Exceptional
3 reviews

West Barn

107 Loads Rd Holymoorside Chesterfield S42 7Hw United Kingdom, Chesterfield, United Kingdom (Open map)

Nottingham airport can be reached within 57 minutes drive, and natural attractions like Holmebrook Valley Park are 4.7 km away....
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10
Exceptional
2 reviews

Cedar Holme

192 Longedge Lane Wingerworth, Chesterfield, United Kingdom (Open map)

The 1-bedroom villa is 2.7 km from the Growth Sculpture and 2 km from Bolehill Quarry. During the stay at Cedar Holme Villa...
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9.9
Exceptional
17 reviews

Garden Cottage - Ashover Village Near Matlock

3 Coach Yard Mews Moor Road Ashover, Chesterfield, United Kingdom (Open map)

Stonedge village is 10 minutes by car from the accommodation and you can visit Matlock Golf Club approximately 15 minutes away by...
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9.7
Exceptional
109 reviews

Tuliptree

34 Malthouse Lane Ashover, Chesterfield, United Kingdom (Open map)

Nottingham airport can be reached within 52 minutes drive, and natural attractions like Matlock Meadows are approximately 15...
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10
Exceptional
3 reviews

Cherry Tree Cottage

Cherry Tree Farm Stonedge Ashover, Chesterfield, United Kingdom (Open map)

Nottingham airport can be reached within 54 minutes drive, and natural attractions like the family friendly open Matlock Farm Park...
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9.8
Exceptional
6 reviews

Rent My Spa Home With Pool Table Hottub And Sauna

Five Acres, Chesterfield, United Kingdom (Open map)

This 5-bathroom villa is within 55 km of Doncaster Sheffield airport and 3.9 km from such cultural points of interest as Revolution...
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9.2
Superb
10 reviews
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