Chesterfield Vacation Rentals

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Our top choices for Chesterfield holiday rentals

2bed - Garden-pets-freeparking-m1connections

2bed - Garden-pets-freeparking-m1connections
2.0 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 RM404
RM485 total
includes taxes & fees
19 Apr - 20 Apr
2bed - Garden-pets-freeparking-m1connections

Shire Cottage at Top Butterley Farm

Shire Cottage at Top Butterley Farm
3.0 star property
Chesterfield
9.0 out of 10, Wonderful, (2 reviews)
"The location is fine and the view beautiful. The owners were very helpful when needed. A most enjoyable stay."
Australia
Ian
The price is RM1,662
RM1,662 total
includes taxes & fees
8 Apr - 9 Apr
Shire Cottage at Top Butterley Farm

Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
2.0 star property
Chesterfield
The price is RM640
RM896 total
includes taxes & fees
6 Apr - 7 Apr
Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Cherry Tree Cottage

Cherry Tree Cottage
3.0 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
"Everything was fantastic, fell in love witj the cottage , peaceful , perfect, I will come back again . Love it "
United Kingdom
toyin
The price is RM2,907
RM3,488 total
includes taxes & fees
14 Apr - 15 Apr
Cherry Tree Cottage

Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is RM1,485
RM1,782 total
includes taxes & fees
15 Apr - 16 Apr
Cuckoo Nest

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 RM2,027
RM2,027 total
includes taxes & fees
17 Apr - 18 Apr
The Old Chapel

The Loft at The George

The Loft at The George
3.5 star property
Chesterfield
The price is RM2,507
RM3,008 total
includes taxes & fees
9 Apr - 10 Apr
The Loft at The George

Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
The price is RM2,784
RM3,341 total
includes taxes & fees
10 Apr - 11 Apr
Moor Farm Cottage

Overton

Overton
2.0 star property
Chesterfield
The price is RM2,557
RM3,068 total
includes taxes & fees
7 Apr - 8 Apr
Overton

Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is RM1,762
RM2,115 total
includes taxes & fees
7 Apr - 8 Apr
Cedar Cottage

The Cottage

The Cottage
3.0 star property
Chesterfield
The price is RM2,802
RM3,363 total
includes taxes & fees
17 Apr - 18 Apr
The Cottage

The Loft

The Loft
3.5 star property
Chesterfield
The price is RM2,698
RM3,237 total
includes taxes & fees
29 Apr - 30 Apr
The Loft

Harry's Lodge

Harry's Lodge
3.0 star property
Chesterfield
The price is RM2,293
RM2,752 total
includes taxes & fees
15 Apr - 16 Apr
Harry's Lodge

Woodthorpe Cruck Cottage

Woodthorpe Cruck Cottage
3.5 star property
Chesterfield
9.0 out of 10, Wonderful, (2 reviews)
"Amazing cottage in amazing location.will definetly be back"
United Kingdom
Anthony
The price is RM2,779
RM3,335 total
includes taxes & fees
16 Apr - 17 Apr
Woodthorpe Cruck 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

Find out more about Chesterfield

Search for holiday rentals in Chesterfield on Expedia.co.uk! 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 holiday rental in Chesterfield?

Yes, there are holiday rentals in Chesterfield close to Clay Cross Active, 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 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 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 a TV and free WiFi 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 37 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. Bolsover Castle and Hardwick Hall 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.