A stone path winding through a valley with a sunset in the background.

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Our top choices for Chesterfield holiday homes

1. 2bed - Garden-pets-freeparking-m1connections

2bed - Garden-pets-freeparking-m1connections
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
"Property is self catering house at edge of the town. Spacious and decent kitchen. Road quiet (liked that) and easy access to nature reserve/countryside walks. Parking a bit of an issue but didn’t detract from our stay. "
United Kingdom
Philip
The price is £111
includes taxes & fees
22 Nov - 23 Nov
2bed - Garden-pets-freeparking-m1connections

2. a quiet semi rural property located in bolsover

a quiet semi rural property located in bolsover
Chesterfield
The price is £131
includes taxes & fees
10 Nov - 11 Nov
a quiet semi rural property located in bolsover

3. 2bed - garden-pets-freeparking-M1connections

2bed - garden-pets-freeparking-M1connections
Chesterfield
7.4 out of 10, Good, (3 reviews)
"It was in a good location plenty of amenities close by "
United Kingdom
Ray W.
The price is £121
includes taxes & fees
22 Nov - 23 Nov
2bed - garden-pets-freeparking-M1connections

4. a Quiet Semi Rural Property Located in Bolsover

a Quiet Semi Rural Property Located in Bolsover
3.5 star property
Chesterfield
The price is £132
includes taxes & fees
10 Nov - 11 Nov
a Quiet Semi Rural Property Located in Bolsover

5. 3-bed House - Sleeps 6 - Free Parking - Garden

3-bed House - Sleeps 6 - Free Parking - Garden
3.0 star property
Sheffield
The price is £212
includes taxes & fees
29 Nov - 30 Nov
3-bed House - Sleeps 6 - Free Parking - Garden

6. Charress House, 6/7 Bedrooms, 10 beds, 3 bathrooms Contractors/Friends/Families.

Charress House, 6/7 Bedrooms, 10 beds, 3 bathrooms Contractors/Friends/Families.
Whitwell
The price is £131
includes taxes & fees
9 Nov - 10 Nov
Charress House, 6/7 Bedrooms, 10 beds, 3 bathrooms Contractors/Friends/Families.

7. Robin Hood Tower

Robin Hood Tower
3.0 star property
Matlock
10.0 out of 10, Exceptional, (15 reviews)
"This is a wonderfully quirky and unique place to stay. The accommodation is just perfect. Hosts Steve and Elaine have created a tranquil and idyllic tiny retreat at Robin Hood Tower. Comms were great and Steve showed us around, sharing local history and top tips for our trip. Canal side walks were glorious. A magical stay."
United Kingdom
Heidi
The price is £210
includes taxes & fees
16 Nov - 17 Nov
Robin Hood Tower

8. Private Ensuite Room at Serene Homes Sheffield

Private Ensuite Room at Serene Homes Sheffield
Hillsborough
10.0 out of 10, Exceptional, (2 reviews)
"Host was very welcoming and when i had questions about the rental and future rentals he was timely on his responses. Room was very clean and welcoming and had all the amenities you need."
United States
Chris A.
The price is £68
includes taxes & fees
9 Nov - 10 Nov
Private Ensuite Room at Serene Homes Sheffield

9. Cozy Double Bedroom with Private Bathroom

Cozy Double Bedroom with Private Bathroom
Hillsborough
The price is £33
includes taxes & fees
16 Nov - 17 Nov
Cozy Double Bedroom with Private Bathroom

10. Charming Cottage in Grindleford, Peak District

Charming Cottage in Grindleford, Peak District
Grindleford
9.4 out of 10, Exceptional, (79 reviews)
"Lovely stay"
United States
Alison H.
The price is £220
includes taxes & fees
15 Nov - 16 Nov
Charming Cottage in Grindleford, Peak District

11. Clean Spacious Walkley Home, 8pp, Free Street Parking

Clean Spacious Walkley Home, 8pp, Free Street Parking
South Yorkshire
The price is £173
includes taxes & fees
9 Nov - 10 Nov
Clean Spacious Walkley Home, 8pp, Free Street Parking

12. Stylish Private Guest Suite | Sleeps 5 | Free Parking |Near City & Peak District

Stylish Private Guest Suite | Sleeps 5 | Free Parking |Near City & Peak District
Hillsborough
10.0 out of 10, Exceptional, (1 review)
"Nice property, lots of sleeping space, outside space good too. No cooker or oven, so don't plan to cook whilst staying. Lots of nice restaurants and take aways."
United States
Reena P.
The price is £126
includes taxes & fees
16 Nov - 17 Nov
Stylish Private Guest Suite | Sleeps 5 | Free Parking |Near City & Peak District

13. Old Nags Head

Old Nags Head
3.0 star property
Hope Valley
10.0 out of 10, Exceptional, (4 reviews)
"Perfect location. Warm staff. Great room."
United Kingdom
Kai
The price is £142
includes taxes & fees
15 Nov - 16 Nov
Old Nags Head

14. Charming & Stylish Home-Heeley, Heart of Sheffield

Charming & Stylish Home-Heeley, Heart of Sheffield
Heeley
The price is £152
includes taxes & fees
10 Nov - 11 Nov
Charming & Stylish Home-Heeley, Heart of Sheffield

15. 3 Bed House Sleeps 5 - Free Parking - Tv & Wifi

3 Bed House Sleeps 5 - Free Parking - Tv & Wifi
3.0 star property
Sheffield
6.0 out of 10, (1 review)
"Overall if you are a dirtbag climber and just in sheffield for a quick trip this place totally gets the job done. Our biggest issues were that there was no shower curtain so the bathroom flooded when anyone showered, none of the bathrooms had soap, and overall just super limited amenities. Also the trash out front was absolutely overflowing and was all over the yard. Honestly would stay again in a pinch, just would come with lower expectations."
United Kingdom
Elizabeth
The price is £133
includes taxes & fees
17 Nov - 18 Nov
3 Bed House Sleeps 5 - Free Parking - Tv & Wifi

16. Stylish house in Rotherham/Sheffield area, with free private parking.

Stylish house in Rotherham/Sheffield area, with free private parking.
Rotherham
The price is £165
includes taxes & fees
9 Nov - 10 Nov
Stylish house in Rotherham/Sheffield area, with free private parking.

17. No 4

No 4
3.5 star property
Mansfield
6.0 out of 10, (3 reviews)
"Just what we required for our family of 4 for a last minute accommodation with well equipped kitchen, comfortable beds and washing machine. Easy secure parking, friendly neighbours and lovely park at the end of the street."
Australia
Graham
The price is £159
includes taxes & fees
15 Nov - 16 Nov
No 4

18. Cheerful and Cosy 4 bedroom House

Cheerful and Cosy 4 bedroom House
Upperthorpe
10.0 out of 10, Exceptional, (2 reviews)
"Really comfortable, really helpful communicative host and we would definitely stay again"
United Kingdom
Joanna B.
The price is £205
includes taxes & fees
15 Nov - 16 Nov
Cheerful and Cosy 4 bedroom House

19. Cozy Sheffield Guest Room with Shared Facilities

Cozy Sheffield Guest Room with Shared Facilities
Heeley
The price is £172
includes taxes & fees
9 Nov - 10 Nov
Cozy Sheffield Guest Room with Shared Facilities

20. Beautiful Cottage in Bradwell, Peak District

Beautiful Cottage in Bradwell, Peak District
Bradwell
9.8 out of 10, Exceptional, (115 reviews)
"Lovely property in a great location."
United Kingdom
Bill D.
The price is £260
includes taxes & fees
19 Nov - 20 Nov
Beautiful Cottage in Bradwell, Peak District
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chesterfield Hotel Reviews

Find out more about Chesterfield

Chesterfield Holiday Homes information

Number of reviews
107
Accommodation
1086 Holiday Homes
Lowest Price
£33
Highest Price
£260

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