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Check prices for these dates

In two weeks
12 Jun - 14 Jun
In two months
24 Jul - 26 Jul
In three months
21 Aug - 23 Aug
In four months
18 Sep - 20 Sep

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
3.5 star property
Chesterfield
The price is 2.828.152 ₫
3.713.277 ₫ total
includes taxes & fees
2 Jun - 3 Jun
a Quiet Semi Rural Property Located in Bolsover
Property grounds

Little Mill

Little Mill
2.0 star property
Chesterfield
The price is 9.840.821 ₫
11.808.985 ₫ total
includes taxes & fees
4 Jun - 5 Jun
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 2.670.718 ₫
4.054.582 ₫ total
includes taxes & fees
12 Jun - 13 Jun
2bed - Garden-pets-freeparking-m1connections
Exterior

Riber View Barn

Riber View Barn
2.0 star property
Chesterfield
The price is 9.539.879 ₫
11.447.855 ₫ total
includes taxes & fees
5 Jun - 6 Jun
Riber View Barn
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 2.670.718 ₫
4.054.582 ₫ total
includes taxes & fees
7 Jun - 8 Jun
Commuters Getaway Chesterfield
Fridge, dishwasher, electric kettle, cookware/dishes/utensils

Cuckoo Nest

Cuckoo Nest
3.5 star property
Chesterfield
The price is 9.840.821 ₫
11.808.985 ₫ total
includes taxes & fees
6 Jun - 7 Jun
Cuckoo Nest
House | Exterior

Peak District - 2 Beds - Sleeps 4 - Pet Friendly

Peak District - 2 Beds - Sleeps 4 - Pet Friendly
3.0 star property
Chesterfield
The price is 4.242.110 ₫
5.940.252 ₫ total
includes taxes & fees
3 Jun - 4 Jun
Peak District - 2 Beds - Sleeps 4 - Pet Friendly
Terrace/patio

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 19.260.323 ₫
23.112.388 ₫ total
includes taxes & fees
16 Jun - 17 Jun
Cherry Tree 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

The Orchard Hotel & Restaurant

The Orchard Hotel & Restaurant

8/10 Good
"The hotel was really good for staying for a local under-14s football tournament. What was a bit frustrating was that we booked it to have access to the pool, which was advertised, only to discover it’s actually the university’s swimming pool. When we booked to go swimming on the Saturday, it was shut for maintenance (which I know the hotel can’t do anything about). The Sunday slot we booked was only lane swimming, as half the pool was taken up with swimming lessons and the other four lanes were for lane swimmers. It wasn’t really the sort of swimming for our children that you'd expect from a hotel. The rest of the experience was excellent. Breakfast was really good and the staff were really helpful."
Mark 2-night trip
Posted 1 hour ago
The Orchard Hotel & Restaurant

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.

How many holiday rentals will I find in Chesterfield?

With 49 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 Chesterfield Museum & Art Gallery. 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.