A historic building with black and white timber framing, a prominent clock tower, and a pointed spire in the background.

Chesterfield Vacation Rentals

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Check prices for these dates

In two weeks
Aug 14 - Aug 16
In two months
Sep 25 - Sep 27
In three months
Oct 23 - Oct 25
In four months
Nov 20 - Nov 22

Our top choices for Chesterfield vacation rentals

House | Private kitchen | Fridge, microwave, oven, stovetop

Commuters Getaway Chesterfield

Commuters Getaway Chesterfield
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
The price is ₩146,645
₩222,631 total
includes taxes & fees
Aug 2 - Aug 3
Commuters Getaway Chesterfield
Property grounds

Little Mill

Little Mill
2.0 star property
Chesterfield
8.0 out of 10, Very Good, (1 review)
"Lovely quiet place, the only downsides were, no outside seating area, or somewhere to loose your dog. There could be information about places of interest and walks. But overall we had a great holiday"
United Kingdom
Yvonne
The price is ₩540,345
₩648,414 total
includes taxes & fees
Jul 31 - Aug 1
Little Mill
Terrace/patio

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 ₩146,645
₩222,631 total
includes taxes & fees
Jul 30 - Jul 31
2bed - Garden-pets-freeparking-m1connections
Cottage | Living area

The Old Grocery

The Old Grocery
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is ₩1,608,088
₩1,608,088 total
includes taxes & fees
Aug 7 - Aug 8
The Old Grocery
Fridge, microwave, oven, stovetop

a Quiet Semi Rural Property Located in Bolsover

a Quiet Semi Rural Property Located in Bolsover
3.5 star property
Chesterfield
The price is ₩196,698
₩245,299 total
includes taxes & fees
Aug 4 - Aug 5
a Quiet Semi Rural Property Located in Bolsover
Cottage | Outdoor spa tub

Wigley Farm House Cottage

Wigley Farm House Cottage
3.0 star property
Chesterfield
The price is ₩1,001,374
₩1,201,649 total
includes taxes & fees
Aug 7 - Aug 8
Wigley Farm House Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is ₩540,345
₩648,414 total
includes taxes & fees
Aug 7 - Aug 8
Cuckoo Nest
Cottage | Property grounds

Harry's Lodge

Harry's Lodge
3.0 star property
Chesterfield
The price is ₩834,478
₩1,001,374 total
includes taxes & fees
Jul 31 - Aug 1
Harry's Lodge
Cottage | Property grounds

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 ₩658,329
₩658,329 total
includes taxes & fees
Aug 7 - Aug 8
Shire Cottage at Top Butterley Farm
Exterior

Riber View Barn

Riber View Barn
3.0 star property
Chesterfield
The price is ₩543,650
₩652,380 total
includes taxes & fees
Aug 1 - Aug 2
Riber View Barn
Cottage | Interior

The Loft at The George

The Loft at The George
3.5 star property
Chesterfield
The price is ₩912,142
₩1,094,570 total
includes taxes & fees
Aug 10 - Aug 11
The Loft at The George
Fireplace

The Cottage

The Cottage
3.0 star property
Chesterfield
The price is ₩1,062,514
₩1,275,017 total
includes taxes & fees
Aug 10 - Aug 11
The Cottage
Garden

The Tack Room Cottage

The Tack Room Cottage
3.0 star property
Chesterfield
The price is ₩1,316,988
₩1,580,386 total
includes taxes & fees
Aug 25 - Aug 26
The Tack Room Cottage
Cottage | Outdoor dining

Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
The price is ₩1,012,941
₩1,215,529 total
includes taxes & fees
Aug 3 - Aug 4
Moor Farm Cottage
Cottage | 4 bedrooms, WiFi (free), individually decorated, individually furnished

The Old Stables

The Old Stables
3.5 star property
Chesterfield
The price is ₩1,819,327
₩2,183,192 total
includes taxes & fees
Aug 14 - Aug 15
The Old Stables
Cottage | 3 bedrooms, WiFi (free), individually decorated, individually furnished

Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is ₩641,144
₩769,373 total
includes taxes & fees
Jul 30 - Jul 31
Cedar Cottage
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher

Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is ₩778,295
₩933,954 total
includes taxes & fees
Aug 4 - Aug 5
Thorntree Lodge
Property grounds

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 ₩1,085,648
₩1,302,778 total
includes taxes & fees
Aug 9 - Aug 10
Woodthorpe Cruck Cottage
Terrace/patio

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 ₩1,057,556
₩1,269,067 total
includes taxes & fees
Aug 4 - Aug 5
Cherry Tree Cottage
Dining

Cherry Tree Farm

Cherry Tree Farm
3.0 star property
Chesterfield
The price is ₩3,739,025
₩4,486,838 total
includes taxes & fees
Aug 23 - Aug 24
Cherry Tree Farm
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

Garner Hotel Chesterfield North by IHG

Garner Hotel Chesterfield North by IHG

10/10 Excellent
"Great parking Lovely helpful staff. Large room"
Angella 3-night trip
Posted less than an hour ago
Garner Hotel Chesterfield North by IHG

Find out more about Chesterfield

Search for Vacation rentals in Chesterfield on Expedia.co.uk! You can easily find your home rentals, villas, Vacation 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?

2 Bed Derby House- Parking - Rolls Royce: Visitors like this Chesterfield vacation home rental. It offers a garden and free WiFi to help you feel comfortable in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

How many vacation rentals will I find in Chesterfield?

With 44 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.