Chesterfield Holiday Rentals

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Check prices for these dates

In two weeks
27 Feb - 1 Mar
In two months
10 Apr - 12 Apr
In three months
8 May - 10 May
In four months
5 Jun - 7 Jun

Our top choices for Chesterfield holiday rentals

Fridge, microwave, oven, stovetop

a quiet semi rural property located in bolsover

a quiet semi rural property located in bolsover
Chesterfield
The price is HK$1,142
HK$1,409 total
includes taxes & fees
23 Feb - 24 Feb
a quiet semi rural property located in bolsover
Private kitchen

2-bed House in Chesterfield Free Parking Garden

2-bed House in Chesterfield Free Parking Garden
2.0 star property
Chesterfield
10.0 out of 10, Exceptional, (2 reviews)
The price is HK$818
HK$1,110 total
includes taxes & fees
1 Mar - 2 Mar
2-bed House in Chesterfield Free Parking Garden
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is HK$2,908
HK$3,489 total
includes taxes & fees
22 Feb - 23 Feb
Cuckoo Nest
Interior

Welcome to Lily's Cottage - a three bedroom house sleeping up to five guests

Welcome to Lily's Cottage - a three bedroom house sleeping up to five guests
Clowne
10.0 out of 10, Exceptional, (2 reviews)
"Nice place to stay surrounded by magnificent peak district "
United States
David H.
The price is HK$1,270
HK$1,761 total
includes taxes & fees
12 Mar - 13 Mar
Welcome to Lily's Cottage - a three bedroom house sleeping up to five guests
Exterior

Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Chesterfield
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 HK$1,537
HK$1,750 total
includes taxes & fees
28 Feb - 1 Mar
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Fridge, microwave, oven, stovetop

2br-towncentre-garden-freeparking-pets

2br-towncentre-garden-freeparking-pets
Chesterfield
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 HK$1,142
HK$1,249 total
includes taxes & fees
1 Mar - 2 Mar
2br-towncentre-garden-freeparking-pets
Property grounds

2 bedroom accommodation in Holymoorside

2 bedroom accommodation in Holymoorside
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 HK$3,067
HK$3,067 total
includes taxes & fees
23 Feb - 24 Feb
2 bedroom accommodation in Holymoorside
Terrace/patio

2bed - garden-pets-freeparking-M1connections

2bed - garden-pets-freeparking-M1connections
Chesterfield
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 HK$1,028
HK$1,028 total
includes taxes & fees
16 Mar - 17 Mar
2bed - garden-pets-freeparking-M1connections
Dining

Bathurst Cottage is a delightful three bedroom detached cottage.

Bathurst Cottage is a delightful three bedroom detached cottage.
Chesterfield
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 HK$3,305
HK$3,305 total
includes taxes & fees
12 Mar - 13 Mar
Bathurst Cottage is a delightful three bedroom detached cottage.
Terrace/patio

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 HK$810
HK$973 total
includes taxes & fees
1 Mar - 2 Mar
2bed - Garden-pets-freeparking-m1connections
Exterior

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 HK$3,970
HK$3,970 total
includes taxes & fees
27 Feb - 28 Feb
The Old Chapel
Fridge, microwave, oven, stovetop

a Quiet Semi Rural Property Located in Bolsover

a Quiet Semi Rural Property Located in Bolsover
2.0 star property
Chesterfield
The price is HK$977
HK$1,244 total
includes taxes & fees
18 Mar - 19 Mar
a Quiet Semi Rural Property Located in Bolsover
Living area

The Old Grocery

The Old Grocery
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is HK$4,936
HK$4,936 total
includes taxes & fees
17 Mar - 18 Mar
The Old Grocery
Exterior

Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
2.0 star property
Chesterfield
The price is HK$1,279
HK$1,790 total
includes taxes & fees
22 Feb - 23 Feb
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
3 bedrooms, individually decorated, individually furnished, free WiFi

Cedar Cottage

Cedar Cottage
3.5 star property
Chesterfield
The price is HK$3,450
HK$4,140 total
includes taxes & fees
22 Feb - 23 Feb
Cedar 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 HK$3,244
HK$3,244 total
includes taxes & fees
27 Feb - 28 Feb
Shire Cottage at Top Butterley Farm
Private kitchen

Thorntree Lodge

Thorntree Lodge
3.5 star property
Chesterfield
10.0 out of 10, Exceptional, (1 review)
The price is HK$4,188
HK$5,026 total
includes taxes & fees
24 Feb - 25 Feb
Thorntree Lodge
Interior

The Loft at The George

The Loft at The George
3.5 star property
Chesterfield
The price is HK$4,909
HK$5,890 total
includes taxes & fees
24 Feb - 25 Feb
The Loft at The George
Outdoor dining

Moor Farm Cottage

Moor Farm Cottage
3.0 star property
Chesterfield
The price is HK$5,451
HK$6,541 total
includes taxes & fees
18 Feb - 19 Feb
Moor Farm Cottage
Property grounds

Harry's Lodge

Harry's Lodge
3.0 star property
Chesterfield
The price is HK$3,904
HK$4,685 total
includes taxes & fees
21 Feb - 22 Feb
Harry's Lodge
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

Ensana Buxton Crescent

Ensana Buxton Crescent

10/10 Excellent
"Spa was excellent. Loved the variety of steam/sauna rooms and pools. The outdoor pool was great and the indoor one with the glass stained roof was amazing. So chilled and relaxing. The hotel room was very spacious. Staff were friendly. The Darwin’s Bar was cosy and welcoming. We had two cocktails which were very well made. Only let down was the restaurant. If we were to stay again we’d eat somewhere else. "
Emma 1-night trip
Posted 3 days ago
Ensana Buxton Crescent

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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  • 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 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?

Rent My Spa Home with Pool table, Hottub and Sauna: This highly rated holiday home rental in Chesterfield is located in a rural location, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 7 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

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. 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.