Chesterfield holiday rentals

Multiple accommodations for your stay
Check-in date:
13 Sep 2026
Check-out date:
14 Sep 2026
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64 results found

Prime Location 2 Bed Parking Included

S41 7Qb, Chesterfield, United Kingdom (Open map)

The holiday home is in close proximity to the Barrow Hill Roundhouse Railway Centre, while Holy Trinity Church is approximately 300...
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9.6
Exceptional
5 reviews

Edwardian Home Sleeps 6 Chesterfield

44 Devonshire Road North, Chesterfield, United Kingdom (Open map)

The Barrow Hill Roundhouse Railway Centre is 25 minutes' walk from the 3-bedroom holiday home and Queen's Park is 5 km away....
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9.8
Exceptional
4 reviews

Peak Retreat

5 South Place Brampton, Chesterfield, United Kingdom (Open map)

This Chesterfield holiday home is just 1.4 km from the Curved Reclining Form sculpture, and St Mary and All Saints Church is just...
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9.1
Superb
10 reviews

Peak Avenue Retreat

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

Bolehill Quarry is 2.9 km away, while the Curved Reclining Form sculpture is 3.5 km from the 3-bedroom holiday home. During the stay...
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9.2
Superb
4 reviews

Tuliptree

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

This 1-bathroom villa is around 10 minutes' drive from Bolehill Quarry, and Matlock Meadows is approximately 15 minutes' drive away....
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10
Exceptional
2 reviews

Carr House Farm

Carr House Farm Birkin Lane Wingerworth, Chesterfield, United Kingdom (Open map)

The accommodation is nestled in a residential area of Chesterfield, nearly a 10-minute drive from St Mary and All Saints Church....
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10
Exceptional
4 reviews

Spahome With Pool Table Hottub And Sauna

Five Acres, Chesterfield, United Kingdom (Open map)

The Avenue Project can be found a mere 200 metres away, and the arts theater "Pomegranate Theatre" is within a few blocks of the...
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9.4
Superb
11 reviews

The Pantiles

39 High Street_X000D_, , Bolsover_X000D_, Chesterfield, United Kingdom (Open map)

The Coloured Cob Equestrian Centre is around 7 km away, and the Welbeck Estate is around 6 km from the villa. The 5-bedroom The…
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9.5
Exceptional
2 reviews

Byron House

103 Bacons Lane, Chesterfield, United Kingdom (Open map)

The 5-bedroom holiday home offers a convenient location, 2.9 km from the Avenue Washlands Nature Reserve, while natural sights like...
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4.7
Decent
3 reviews

Hady House

15 Harvey Road, Chesterfield, United Kingdom (Open map)

Chesterfield city centre is 15 minutes' walk, and sports venues such as the SMH Group Stadium are 2.9 km away. Nestled a 25-minute...
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4.0
Decent
4 reviews

Five Acres

Five Acres Piccadilly Road, Chesterfield, United Kingdom (Open map)

This villa is in close proximity to the SMH Group Stadium, while The Snail is 350 metres away. Located a 19-minute walk from Queen's…
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Peak Period Property

Valley Road, Chesterfield, United Kingdom (Open map)

While staying at the Chesterfield holiday home, you'll be only 1.7 km from Queen's Park and about a 5-minute drive from St Mary and…
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The Painted Terrace - Peaceful Home In Calow Near The Royal Hospital

8 Top Road, Chesterfield, United Kingdom (Open map)

The Barrow Hill Roundhouse Railway Centre is 4.5 km away, guests can visit the Chesterfield Canal, which is around 10 minutes' drive...
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The Cottage

Highfield House Farm Stone Edge Ashover, Chesterfield, United Kingdom (Open map)

Also, this property is within a 15-minute drive of the Growth Sculpture and within a 20-minute drive of the family friendly open...
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Stables Lodge

New Road Wingerworth, Chesterfield, United Kingdom (Open map)

St Mary and All Saints Church is approximately 10 minutes away by car. Situated around a 20-minute walk from Bolehill Quarry, the...
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Stonelow Cottage

Stonelow Cottage, Chesterfield, United Kingdom (Open map)

Chatsworth House is within 10 minutes' drive of this property, while the Hob Hurst's House burial mound is located nearly 15...
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Temperance Croft

Temperance Farm Bradshaw Lane Wadshelf, Chesterfield, United Kingdom (Open map)

If you feel like visiting the surroundings, check out St Mary and All Saints Church 15 minutes' drive from this holiday home. During...
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Havendale

20 Avondale Road Chesterfield, Chesterfield, United Kingdom (Open map)

Chesterfield city centre is 15 minutes' walk, and sports venues such as the SMH Group Stadium are 2.3 km away. The 4-bedroom...
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Milton House Chesterfield By Smart Corporate Stays

7 Dryden Avenue, Chesterfield, United Kingdom (Open map)

The accommodation offers a convenient location, approximately 2 km from St Mary and All Saints Church, while natural sights like the...
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Riber View Barn

Riber View Barn Holestone Gate Road Holestone Moor, Chesterfield, United Kingdom (Open map)

The nearby cultural attractions include the Peak District Lead Mining Museum, which is approximately a 20-minute drive from the...
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