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

Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Chesterfield vacation rentals

A conservatory with a dining table set for six, surrounded by large windows offering a view of a garden.

1. Cherry Tree Farm

Cherry Tree Farm
3.0 star property
Chesterfield
The price is NT$58,905
NT$70,686 total
includes taxes & fees
Nov 15 - Nov 16
Cherry Tree Farm
A living room with a brown leather sofa, a wooden cabinet, a television, and a radiator.

2. Carr House Farm

Carr House Farm
3.0 star property
Chesterfield
The price is NT$16,092
NT$19,310 total
includes taxes & fees
Nov 2 - Nov 3
Carr House Farm
A bedroom with a bed, a television, a nightstand, and a bathroom visible through a doorway.

3. The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is NT$26,389
NT$31,667 total
includes taxes & fees
Nov 5 - Nov 6
The Old Stables
A natural landscape with a stream, trees, and a grassy area.

4. Little Mill

Little Mill
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
"Lovely little cottage in a beautiful setting. Great walks around. Bed comfortable and lovely warm shower. The welcome package was very helpful as I arrived late on Sunday and forgot the English shops closed early!"
United Kingdom
Rona
The price is NT$12,069
NT$14,483 total
includes taxes & fees
Nov 3 - Nov 4
Little Mill
A bedroom with a bed, a nightstand, a chair, a window with curtains, and a door.

5. Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is NT$14,320
NT$17,184 total
includes taxes & fees
Oct 30 - Oct 31
Cedar Cottage
A hot tub under a wooden pergola with a stone wall and greenery in the background.

6. Cherry Tree Cottage

Cherry Tree Cottage
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
"The property was lovely and clean beautiful views and was so relaxing"
United Kingdom
Lorraine
The price is NT$23,729
NT$28,475 total
includes taxes & fees
Oct 29 - Oct 30
Cherry Tree Cottage
A sunlit room with a large window, a sofa, a table, and a potted plant.

7. Overton

Overton
3.0 star property
Chesterfield
The price is NT$20,779
NT$24,935 total
includes taxes & fees
Nov 16 - Nov 17
Overton
A rural road with stone walls and a stone building with a sign.

8. Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
The price is NT$12,717
NT$15,261 total
includes taxes & fees
Nov 3 - Nov 4
Riber View Barn
A wooden deck with outdoor seating and a glass door leading to a covered area.

9. Harry's Lodge

Harry's Lodge
3.0 star property
Chesterfield
The price is NT$18,639
NT$22,366 total
includes taxes & fees
Nov 1 - Nov 2
Harry's Lodge
A cozy cabin-style interior with a kitchen, dining area, and seating space.

10. Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is NT$17,463
NT$20,956 total
includes taxes & fees
Nov 23 - Nov 24
Thorntree Lodge
A stone building with a wooden door, a hose, and a horse in the background.

11. The Loft

The Loft
3.5 star property
Chesterfield
The price is NT$21,923
NT$26,308 total
includes taxes & fees
Nov 1 - Nov 2
The Loft
A living room with a stone wall, a fireplace, leather sofas, and a television.

12. The Cottage

The Cottage
3.0 star property
Chesterfield
The price is NT$22,735
NT$27,282 total
includes taxes & fees
Nov 5 - Nov 6
The Cottage
A cozy room with a wooden ceiling, a sofa, and a window with curtains.

13. Swallows Barn

Swallows Barn
3.5 star property
Chesterfield
The price is NT$22,246
NT$26,695 total
includes taxes & fees
Nov 6 - Nov 7
Swallows Barn
A stone building with a large window, a stone archway, and a garden with hedges and a flower bed.

14. The Tack Room Cottage

The Tack Room Cottage
3.0 star property
Chesterfield
The price is NT$20,484
NT$24,581 total
includes taxes & fees
Nov 5 - Nov 6
The Tack Room Cottage
A stone building with two arched windows, a small door, and a garden with various plants.

15. The Old Chapel

The Old Chapel
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
"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 NT$16,476
NT$16,476 total
includes taxes & fees
Oct 27 - Oct 28
The Old Chapel
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

Hex Wildlife Hotel

Hex Wildlife Hotel

10/10 Excellent
"Perfect location for visiting the park, the balcony room was exceptional and we thoroughly enjoyed watching and listening to the animals before breakfast."
Louise 2-night trip
Posted 2 hours ago
Hex Wildlife Hotel

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:

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

Frequently asked questions

Can I find a vacation rental in Chesterfield?

Yes, you can find vacation rentals in Chesterfield close to Clay Cross Active, or you can choose a secluded option if you want a relaxing stay. Our travelers say Chesterfield has a good selection of top-notch restaurants and lively bars. Make sure you have time to check out the churches and parks during your trip.

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

Old Nags Head: You might want to consider this vacation home rental near Chesterfield, which comes with free WiFi so you can feel at home during your trip. Kitchen amenities include a stovetop, a microwave, and kitchenware.

How many vacation rentals will I find in Chesterfield?

With 43 Expedia vacation rentals, you're sure 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 vacation rentals like in Chesterfield?

Vacation rentals are private properties you can stay in for several days or longer in Chesterfield. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.