Chesterfield Vacation Rentals

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Check prices for these dates

Tonight
Jan 10 - Jan 11
Tomorrow
Jan 11 - Jan 12
Next weekend
Jan 16 - Jan 18
In two weeks
Jan 23 - Jan 25

Our top choices for Chesterfield vacation rentals

Terrace/patio
2bed - Garden-pets-freeparking-m1connections

Residence in Chesterfield

2bed - Garden-pets-freeparking-m1connections
2.0 star property
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 ￥18,034
￥21,640 total
includes taxes & fees
Jan 24 - Jan 25
2bed - Garden-pets-freeparking-m1connections
Cottage | Exterior
The Old Chapel

Cottage in Chesterfield

The Old Chapel
3.0 star property
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 ￥79,987
￥79,987 total
includes taxes & fees
Jan 14 - Jan 15
The Old Chapel
Dining
Bathurst Cottage is a delightful three bedroom detached cottage.

Cottage in Chesterfield

Bathurst Cottage is a delightful three bedroom detached cottage.
10.0 out of 10, Exceptional, (2 reviews)
"Spotless, well looked after cottage. Very homely and cosy.Well equipped kitchen.Lovely hosts, great welcome hamper with lovely treats."
United States
Valerie Thompson
The price is ￥62,397
￥62,397 total
includes taxes & fees
Feb 10 - Feb 11
Bathurst Cottage is a delightful three bedroom detached cottage.
Exterior
Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Vacation Home in Chesterfield

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
10.0 out of 10, Exceptional, (1 review)
"Pleasant, fresh suburban home in a quiet neighborhood. Worked well for us in a short stay. Thoughtfully decorated with new appliances and bath kit. "
United Kingdom
James F.
The price is ￥30,356
￥34,572 total
includes taxes & fees
Jan 11 - Jan 12
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Property grounds
2 bedroom accommodation in Holymoorside

Cottage in Holymoorside

2 bedroom accommodation in Holymoorside
10.0 out of 10, Exceptional, (4 reviews)
"Really enjoyed this place, lovely and clean, comfy quiet and beautiful scenery."
United States
V & P Roberts
The price is ￥60,289
￥60,289 total
includes taxes & fees
Feb 6 - Feb 7
2 bedroom accommodation in Holymoorside
Fridge, microwave, oven, stovetop
a quiet semi rural property located in bolsover

Vacation Home in Chesterfield

a quiet semi rural property located in bolsover
The price is ￥22,556
￥27,826 total
includes taxes & fees
Jan 11 - Jan 12
a quiet semi rural property located in bolsover
Terrace/patio
2bed - garden-pets-freeparking-M1connections

Vacation Home in Chesterfield

2bed - garden-pets-freeparking-M1connections
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 ￥22,556
￥22,556 total
includes taxes & fees
Jan 28 - Jan 29
2bed - garden-pets-freeparking-M1connections
Fridge, microwave, oven, stovetop
2br-towncentre-garden-freeparking-pets

Vacation Home in Chesterfield

2br-towncentre-garden-freeparking-pets
6.0 out of 10, (1 review)
"Needs blinds in both bathroom and kitchen also shower curtain. Non slip mat in bath would be helpful as would a printed information page ie parking and heating instructions. Guttering outside lounge needs checking as overflowing. Otherwise clean and nice place to stay."
United Kingdom
Pauline
The price is ￥22,134
￥24,242 total
includes taxes & fees
Feb 1 - Feb 2
2br-towncentre-garden-freeparking-pets
House | Private kitchen | Fridge, microwave, oven, stovetop
2-bed House in Chesterfield Free Parking Garden

Residence in Chesterfield

2-bed House in Chesterfield Free Parking Garden
2.0 star property
10.0 out of 10, Exceptional, (1 review)
The price is ￥18,132
￥24,297 total
includes taxes & fees
Feb 1 - Feb 2
2-bed House in Chesterfield Free Parking Garden
Cottage | Property grounds
Shire Cottage at Top Butterley Farm

Cottage in Chesterfield

Shire Cottage at Top Butterley Farm
3.0 star property
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 ￥65,366
￥65,366 total
includes taxes & fees
Jan 22 - Jan 23
Shire Cottage at Top Butterley Farm
House | Exterior
Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Residence in Chesterfield

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
2.0 star property
The price is ￥24,598
￥34,598 total
includes taxes & fees
Jan 19 - Jan 20
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Property grounds
Woodthorpe Cruck Cottage

Cottage in Chesterfield

Woodthorpe Cruck Cottage
3.5 star property
9.0 out of 10, Wonderful, (2 reviews)
"Amazing cottage in amazing location.will definetly be back"
United Kingdom
Anthony
The price is ￥109,659
￥131,591 total
includes taxes & fees
Jan 14 - Jan 15
Woodthorpe Cruck Cottage
Terrace/patio
Cherry Tree Cottage

Cottage in Chesterfield

Cherry Tree Cottage
3.0 star property
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 ￥114,676
￥137,611 total
includes taxes & fees
Jan 14 - Jan 15
Cherry Tree Cottage
Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher
Thorntree Lodge

Cottage in Chesterfield

Thorntree Lodge
3.5 star property
10.0 out of 10, Exceptional, (1 review)
The price is ￥84,395
￥101,274 total
includes taxes & fees
Jan 14 - Jan 15
Thorntree Lodge
Cottage | 3 bedrooms, individually decorated, individually furnished, free WiFi
Cedar Cottage

Cottage in Chesterfield

Cedar Cottage
3.5 star property
The price is ￥69,523
￥83,428 total
includes taxes & fees
Jan 19 - Jan 20
Cedar Cottage
Fridge, dishwasher, electric kettle, cookware/dishes/utensils
Cuckoo Nest

Cottage in Chesterfield

Cuckoo Nest
3.5 star property
The price is ￥58,592
￥70,310 total
includes taxes & fees
Jan 14 - Jan 15
Cuckoo Nest
Cottage | Interior
Riber View Barn

Cottage in Chesterfield

Riber View Barn
3.5 star property
The price is ￥68,161
￥68,161 total
includes taxes & fees
Jan 23 - Jan 24
Riber View Barn
Fridge, microwave, oven, stovetop
a Quiet Semi Rural Property Located in Bolsover

Residence in Chesterfield

a Quiet Semi Rural Property Located in Bolsover
2.0 star property
The price is ￥21,889
￥27,159 total
includes taxes & fees
Jan 13 - Jan 14
a Quiet Semi Rural Property Located in Bolsover
Living area
The Cottage

Cottage in Chesterfield

The Cottage
3.0 star property
The price is ￥108,211
￥129,854 total
includes taxes & fees
Jan 13 - Jan 14
The Cottage
Cottage | Outdoor dining
Moor Farm Cottage

Cottage in Chesterfield

Moor Farm Cottage
3.0 star property
The price is ￥109,838
￥131,806 total
includes taxes & fees
Jan 13 - Jan 14
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

ibis Budget Sheffield Centre St Marys Gate

ibis Budget Sheffield Centre St Marys Gate

10/10 Excellent
"Yes room was spotless, helpful staff,and good food at the café and a nice beer"
Derrick Andrew 1-night trip
Posted 2 days ago
ibis Budget Sheffield Centre St Marys Gate

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
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  • 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 vacation rental in Chesterfield?

Yes, you can find vacation rentals in Chesterfield close to The Herb Garden, 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?

Studio Self contained flat free Parking: You might want to consider this Chesterfield vacation home rental for your stay. It is near a train station and equipped with WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

How many vacation rentals will I find in Chesterfield?

With 37 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.