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Check prices for these dates

Tonight
12 Dec - 13 Dec
Tomorrow
13 Dec - 14 Dec
This weekend
12 Dec - 14 Dec
Next weekend
19 Dec - 21 Dec

Our top choices for Chesterfield holiday rentals

Terrace/patio
Five Acres

Five Acres

Five Acres
3.0 star property
Chesterfield
The price is ฿148,038
฿177,645 total
includes taxes & fees
15 Dec - 16 Dec
Five Acres
House | Exterior
Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
2.0 star property
Chesterfield
The price is ฿5,078
฿7,110 total
includes taxes & fees
23 Dec - 24 Dec
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher
Thorntree Lodge

Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1)
The price is ฿16,336
฿19,604 total
includes taxes & fees
16 Dec - 17 Dec
Thorntree Lodge
Cottage | Interior
Riber View Barn

Riber View Barn

Riber View Barn
3.5 star property
Chesterfield
Riber View Barn
Cottage | Exterior
The Old Chapel

The Old Chapel

The Old Chapel
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (2)
"Out in the country but easy access to main routes. Nice and quiet. Very clean and well equipped. Nice owners. "
United Kingdom
Mark
The price is ฿15,542
฿15,542 total
includes taxes & fees
15 Dec - 16 Dec
The Old Chapel
Cottage | 3 bedrooms, individually decorated, individually furnished, free WiFi
Cedar Cottage

Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is ฿13,524
฿16,229 total
includes taxes & fees
15 Dec - 16 Dec
Cedar Cottage
Cottage | Property grounds
Shire Cottage at Top Butterley Farm

Shire Cottage at Top Butterley Farm

Shire Cottage at Top Butterley Farm
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (2)
"The location is fine and the view beautiful. The owners were very helpful when needed. A most enjoyable stay."
Australia
Ian
The price is ฿12,670
฿12,670 total
includes taxes & fees
20 Dec - 21 Dec
Shire Cottage at Top Butterley Farm
Terrace/patio
Cherry Tree Cottage

Cherry Tree Cottage

Cherry Tree Cottage
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (1)
"Everything was fantastic, fell in love witj the cottage , peaceful , perfect, I will come back again . Love it "
United Kingdom
toyin
The price is ฿22,317
฿26,781 total
includes taxes & fees
17 Dec - 18 Dec
Cherry Tree Cottage
Cottage | Interior
The Loft at The George

The Loft at The George

The Loft at The George
3.5 star property
Chesterfield
The price is ฿18,833
฿22,600 total
includes taxes & fees
16 Dec - 17 Dec
The Loft at The George
Living area
Overton

Overton

Overton
2.0 star property
Chesterfield
The price is ฿19,944
฿23,933 total
includes taxes & fees
15 Dec - 16 Dec
Overton
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Cuckoo Nest

Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is ฿11,413
฿13,696 total
includes taxes & fees
15 Dec - 16 Dec
Cuckoo Nest
Cottage | 4 bedrooms, individually decorated, individually furnished, free WiFi
The Old Stables

The Old Stables

The Old Stables
3.5 star property
Chesterfield
The Old Stables
Property grounds
Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage
3.5 star property
Chesterfield
9.0 out of 10, Wonderful, (2)
"Amazing cottage in amazing location.will definetly be back"
United Kingdom
Anthony
The price is ฿21,324
฿25,589 total
includes taxes & fees
15 Dec - 16 Dec
Woodthorpe Cruck Cottage
Cottage | Property grounds
Harry's Lodge

Harry's Lodge

Harry's Lodge
3.0 star property
Chesterfield
Harry's Lodge
Cottage | Living area
The Old Grocery

The Old Grocery

The Old Grocery
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1)
The Old Grocery
Cottage | Interior
Swallows Barn

Swallows Barn

Swallows Barn
3.5 star property
Chesterfield
The price is ฿21,467
฿25,760 total
includes taxes & fees
15 Dec - 16 Dec
Swallows Barn
Cottage | Outdoor dining
Moor Farm Cottage

Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
Moor Farm Cottage
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

Park Plaza Nottingham

Park Plaza Nottingham

10/10 Excellent
"Nice"
Banguna 1-night trip
Posted 3 days ago
Park Plaza Nottingham

Find out more about Chesterfield

Search for holiday rentals in Chesterfield on Expedia! You can easily find your home rentals, villas, holiday apartments in Chesterfield using one of the methods below:

  • View our selection of featured holiday rentals in Chesterfield
  • Use the map to find apartments and other holiday homes in the Chesterfield neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Chesterfield while they last

Look no further and take a look at our great range of rental properties in Chesterfield!

Frequently asked questions

Can I find a holiday rental in Chesterfield?

Yes, there are holiday rentals in Chesterfield close to The Herb Garden, or you can select a more secluded option if you're looking for a relaxing stay. Our travellers say Chesterfield has a good selection of lively bars and top-notch restaurants. Make sure you have time to check out the churches and parks during your trip.

What are some of the best holiday rentals that Chesterfield has to offer?

Studio Self contained flat free Parking: This holiday home rental outside of Chesterfield is near a train station, and equipped with WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Amenities such as a microwave and free parking are also available for your convenience.

How many holiday rentals will I find in Chesterfield?

With 35 Expedia holiday rentals, you're guaranteed to find just the right place for your Chesterfield stay.

What can I see and do in Chesterfield?

Enjoy the outdoors at Peak District National Park and Queen's Park, or simply take in cultural attractions like Barrow Hill Roundhouse Railway Centre and Hotel Van Dyk Theater. Chesterfield Market and Bolsover Castle are other places to visit while you're in town.

What are holiday rentals like in Chesterfield?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Chesterfield. Holiday rentals provide amenities such as patios, hot tubs and fire pits so you'll feel right at home. If you're concerned about a clean environment, a holiday rental can offer a sense of safety away from shared hotel lifts and bustling concierge desks while still allowing you the excitement and enjoyment of travel. You'll also have more space in a holiday rental than in a standard hotel, which makes a holiday rental a popular option for a family getaway.