Title: Holiday Rentals Chesterfield from £59: Find Short-Term Rentals & Holiday Accommodations | Expedia.co.uk

[Chesterfield Travel Guide](https://expedia.co.uk/Chesterfield.dx4599)[Hotels in Chesterfield](https://expedia.co.uk/Chesterfield-Hotels.d4599.Travel-Guide-Hotels)[Flights to Chesterfield](https://expedia.co.uk/Cheap-Flights-To-Chesterfield.d4599.Travel-Guide-Flights)[Things to do in Chesterfield](https://expedia.co.uk/Things-To-Do-In-Chesterfield.d4599.Travel-Guide-Activities)[Chesterfield Car Hire](https://expedia.co.uk/Compare-Cheap-Car-Hire-In-Chesterfield.d4599.Car-Hire-Guide)[Chesterfield Holidays](https://expedia.co.uk/Chesterfield.d4599.Holidays-City-Breaks)

![The twisted spire of the Church of St Mary and All Saints, Chesterfield, Derbyshire, UK, Shutterstock ID 686648797, SF SSA Case with Manager Approval: Case 07151371, Job: Prepay credit, Client/License](https://images.trvl-media.com/place/4599/a72e522b-c47a-4a9e-a5b6-fbb0d4a35b67.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

![](https://images.trvl-media.com/place/4599/a72e522b-c47a-4a9e-a5b6-fbb0d4a35b67.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[20 Feb - 22 Feb](https://www.expedia.co.uk/Hotel-Search?regionId=4599&startDate=2026-02-20&endDate=2026-02-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[3 Apr - 5 Apr](https://www.expedia.co.uk/Hotel-Search?regionId=4599&startDate=2026-04-03&endDate=2026-04-05&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[1 May - 3 May](https://www.expedia.co.uk/Hotel-Search?regionId=4599&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[29 May - 31 May](https://www.expedia.co.uk/Hotel-Search?regionId=4599&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Our top choices for Chesterfield holiday rentals

![Cottage | Exterior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/552d0281.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/df115880.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/1c3fe2c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/ee62d895.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Chapel

[](https://www.expedia.co.uk/Chesterfield-Hotels-The-Old-Chapel.h31002304.Hotel-Information)

Chesterfield

10/10

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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Mark

£372

includes taxes & fees

27 Feb - 28 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-The-Old-Chapel.h31002304.Hotel-Information)

![House | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323268/fc49f543.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Property grounds](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323268/b8e4aa98.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323268/91f167fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Property grounds](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323268/16df8ea2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2-bed House in Chesterfield Free Parking Garden

[](https://www.expedia.co.uk/Chesterfield-Hotels-Charming-2-Bed-House-In-Chesterfield.h93323268.Hotel-Information)

Chesterfield

10/10

Exceptional

(1 review)

£110

includes taxes & fees

9 Mar - 10 Mar

[](https://www.expedia.co.uk/Chesterfield-Hotels-Charming-2-Bed-House-In-Chesterfield.h93323268.Hotel-Information)

![Dining](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355720/26fd7e09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355720/b3f04f46.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355720/639a58b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355720/aac7044e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bathurst Cottage is a delightful three bedroom detached cottage.

[](https://www.expedia.co.uk/Chesterfield-Hotels-3-Bedroom-Accommodation-In-Chesterfield.h78355720.Hotel-Information)

Chesterfield

10/10

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](https://a.travel-assets.com/egds/marks/flags/us.svg)

Valerie Thompson

£352

includes taxes & fees

26 Feb - 27 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-3-Bedroom-Accommodation-In-Chesterfield.h78355720.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83090000/83086800/83086735/cf92449c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/84000000/83090000/83086800/83086735/0f789aaf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/84000000/83090000/83086800/83086735/b76192aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dishwasher](https://images.trvl-media.com/lodging/84000000/83090000/83086800/83086735/e2f9f704.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 bedroom accommodation in Holymoorside

[](https://www.expedia.co.uk/Chesterfield-Hotels-2-Bedroom-Accommodation-In-Holymoorside.h83086735.Hotel-Information)

Holymoorside

10/10

Exceptional

(4 reviews)

"Really enjoyed this place, lovely and clean, comfy quiet and beautiful scenery."

![United States](https://a.travel-assets.com/egds/marks/flags/us.svg)

V & P Roberts

£287

includes taxes & fees

8 Feb - 9 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-2-Bedroom-Accommodation-In-Holymoorside.h83086735.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112490000/112486600/112486556/w1276h698x4y6-a7f3ebe2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112490000/112486600/112486556/c0a54c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/113000000/112490000/112486600/112486556/0e26aa4d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112490000/112486600/112486556/d79d039d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peak District - 2 Beds - Sleeps 4 - Pet Friendly

[](https://www.expedia.co.uk/Chesterfield-Hotels-Walton-Cottage-2-Beds-Sleeps-4-Pet-Friendly.h112486556.Hotel-Information)

Chesterfield

10/10

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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

James F.

£164

includes taxes & fees

8 Feb - 9 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-Walton-Cottage-2-Beds-Sleeps-4-Pet-Friendly.h112486556.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385646/79a530b0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385646/1891af31.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385646/b9e48509.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385646/8978d8a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2bed - garden-pets-freeparking-M1connections

[](https://www.expedia.co.uk/Chesterfield-Hotels-2bed-Garden-Pets-Freeparking-M1connections.h93385646.Hotel-Information)

Chesterfield

7.4/10

Good

(3 reviews)

"It was in a good location plenty of amenities close by "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Ray W.

£106

includes taxes & fees

11 Feb - 12 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-2bed-Garden-Pets-Freeparking-M1connections.h93385646.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96080000/96074700/96074691/aa6b41c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96080000/96074700/96074691/863d0091.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96080000/96074700/96074691/ee534070.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/97000000/96080000/96074700/96074691/f67ef8b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### a quiet semi rural property located in bolsover

[](https://www.expedia.co.uk/Chesterfield-Hotels-A-Quiet-Semi-Rural-Property-Located-In-Bolsover.h96074691.Hotel-Information)

Chesterfield

£131

includes taxes & fees

12 Feb - 13 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-A-Quiet-Semi-Rural-Property-Located-In-Bolsover.h96074691.Hotel-Information)

![Cottage | Property grounds](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/68ddd856.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/93372fba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/c719d774.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/bc0e50cf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shire Cottage at Top Butterley Farm

[](https://www.expedia.co.uk/Chesterfield-Hotels-Shire-Cottage-At-Top-Butterley-Farm.h31002887.Hotel-Information)

Chesterfield

9.0/10

Wonderful

(2 reviews)

"The location is fine and the view beautiful. The owners were very helpful when needed. A most enjoyable stay."

![Australia](https://a.travel-assets.com/egds/marks/flags/au.svg)

Ian

£304

includes taxes & fees

10 Feb - 11 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-Shire-Cottage-At-Top-Butterley-Farm.h31002887.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385648/047fd302.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385648/dbb6c784.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385648/46a1a2dd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385648/485d090f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2br-towncentre-garden-freeparking-pets

[](https://www.expedia.co.uk/Chesterfield-Hotels-2br-Towncentre-Garden-Freeparking-Pets.h93385648.Hotel-Information)

Chesterfield

6.0/10

(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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Pauline

£115

includes taxes & fees

8 Feb - 9 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-2br-Towncentre-Garden-Freeparking-Pets.h93385648.Hotel-Information)

![House | Exterior](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/w1958h1071x6y9-991301a8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | 2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/0457043b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/0c9f85c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Living area | TV](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/048abcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Peak District - 2 Beds - Sleeps 4 - Pet Friendly

[](https://www.expedia.co.uk/Chesterfield-Hotels-Walton-Cottage-2-Beds-Sleeps-4-Pet-Friendly.h112466865.Hotel-Information)

Chesterfield

£165

includes taxes & fees

9 Feb - 10 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-Walton-Cottage-2-Beds-Sleeps-4-Pet-Friendly.h112466865.Hotel-Information)

![Fridge, dishwasher, electric kettle, cookware/dishes/utensils](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/474b1077.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Balcony](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/fb2a006c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/9190daf0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/91357719.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cuckoo Nest

[](https://www.expedia.co.uk/Chesterfield-Hotels-Cuckoo-Nest.h83322491.Hotel-Information)

Chesterfield

£327

includes taxes & fees

10 Feb - 11 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-Cuckoo-Nest.h83322491.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/97000000/96120000/96114900/96114868/5222de7f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fireplace](https://images.trvl-media.com/lodging/97000000/96120000/96114900/96114868/218b0e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96120000/96114900/96114868/8e19fbaa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/97000000/96120000/96114900/96114868/27af208c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### a Quiet Semi Rural Property Located in Bolsover

[](https://www.expedia.co.uk/Chesterfield-Hotels-Immaculate-2-Bed-House-In-Bolso.h96114868.Hotel-Information)

Chesterfield

£127

includes taxes & fees

9 Mar - 10 Mar

[](https://www.expedia.co.uk/Chesterfield-Hotels-Immaculate-2-Bed-House-In-Bolso.h96114868.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323265/2834fce3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323265/1f39f331.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323265/b2fab32b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Interior](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323265/52889e9d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2bed - Garden-pets-freeparking-m1connections

[](https://www.expedia.co.uk/Chesterfield-Hotels-Castle-View-Bolsover.h93323265.Hotel-Information)

Chesterfield

10/10

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](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Philip

£103

includes taxes & fees

22 Feb - 23 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-Castle-View-Bolsover.h93323265.Hotel-Information)

![Cottage | Living area](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/b69313f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/e7806a65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/3104287c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/41c0bc94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Grocery

[](https://www.expedia.co.uk/Chesterfield-Hotels-The-Old-Grocery.h26992182.Hotel-Information)

Chesterfield

10/10

Exceptional

(1 review)

£389

includes taxes & fees

15 Feb - 16 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-The-Old-Grocery.h26992182.Hotel-Information)

![Cottage | Private kitchen | Fridge, microwave, stovetop, dishwasher](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/1ed32153.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/5370d8c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/167a8fc1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room | TV, fireplace](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/e8992df2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Thorntree Lodge

[](https://www.expedia.co.uk/Chesterfield-Hotels-Thorntree-Lodge.h26993031.Hotel-Information)

Chesterfield

10/10

Exceptional

(1 review)

£471

includes taxes & fees

10 Feb - 11 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-Thorntree-Lodge.h26993031.Hotel-Information)

![Cottage | 3 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/74a229ff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living area](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/d0f90e65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Dining](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/88338314.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior detail](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/18b4405f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cedar Cottage

[](https://www.expedia.co.uk/Chesterfield-Hotels-17-Cedar-Street.h79910153.Hotel-Information)

Chesterfield

£388

includes taxes & fees

10 Feb - 11 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-17-Cedar-Street.h79910153.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/9baf27b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/ee34e5bb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/003e766e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/3d5cf0b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cherry Tree Cottage

[](https://www.expedia.co.uk/Chesterfield-Hotels-Cherry-Tree-Cottage.h114106341.Hotel-Information)

Chesterfield

10/10

Exceptional

(1 review)

"Everything was fantastic, fell in love witj the cottage , peaceful , perfect, I will come back again . Love it "

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

toyin

£640

includes taxes & fees

10 Feb - 11 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-Cherry-Tree-Cottage.h114106341.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/d26d2c04.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/94b6e17b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/75113690.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/7f28a8ba.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodthorpe Cruck Cottage

[](https://www.expedia.co.uk/Chesterfield-Hotels-Woodthorpe-Cruck-Cottage.h44456346.Hotel-Information)

Chesterfield

9.0/10

Wonderful

(2 reviews)

"Amazing cottage in amazing location.will definetly be back"

![United Kingdom](https://a.travel-assets.com/egds/marks/flags/uk.svg)

Anthony

£612

includes taxes & fees

19 Feb - 20 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-Woodthorpe-Cruck-Cottage.h44456346.Hotel-Information)

![Cottage | Outdoor dining](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/ae476038.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/10dae76d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/8d555ac0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/51987011.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Moor Farm Cottage

[](https://www.expedia.co.uk/Chesterfield-Hotels-Moor-Farm-Cottage.h96956671.Hotel-Information)

Chesterfield

£613

includes taxes & fees

10 Feb - 11 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-Moor-Farm-Cottage.h96956671.Hotel-Information)

![Cottage | Living room | TV](https://images.trvl-media.com/lodging/27000000/27000000/26995200/26995140/922b881d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26995200/26995140/3ecb1c42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room | TV](https://images.trvl-media.com/lodging/27000000/27000000/26995200/26995140/24e866ca.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26995200/26995140/65a44a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Loft

[](https://www.expedia.co.uk/Chesterfield-Hotels-The-Loft.h26995140.Hotel-Information)

Chesterfield

£594

includes taxes & fees

9 Feb - 10 Feb

[](https://www.expedia.co.uk/Chesterfield-Hotels-The-Loft.h26995140.Hotel-Information)

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.

[View all properties](https://expedia.co.uk/Hotel-Search?startDate=2026-02-20&endDate=2026-02-21&regionId=4599&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find holiday rentals that suit your style

Cottages

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=COTTAGE)

Apartments

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APARTMENT)

Aparthotels

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=APART_HOTEL)

Cabins

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CABIN)

Private holiday homes

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VACATION_HOME)

Residences

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=RESIDENCE)

Condos

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CONDO)

Villas

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=VILLA)

Chalets

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=CHALET)

Houseboats

[](https://www.expedia.co.uk/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-06&d1=2026-05-06&endDate=2026-05-09&d2=2026-05-09&lodging=HOUSE_BOAT)

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## Top Chesterfield Hotel Reviews

![Nottingham Belfry Hotel & Spa](https://images.trvl-media.com/lodging/2000000/1400000/1397800/1397796/a2660fd8_y.jpg)

### Nottingham Belfry Hotel & Spa

10/10 Excellent

"Very comfortable & modern room. Nice pool & lovely food in the restaurant "

[](https://expedia.co.uk/Nottingham-Hotels-Nottingham-Belfry-Hotel-Spa.h1397796.Hotel-Information)

![Park Plaza Nottingham](https://images.trvl-media.com/lodging/1000000/900000/892400/892335/6c7e8db4_y.jpg)

### Park Plaza Nottingham

10/10 Excellent

"Friendly and efficient staff. Nice room"

[](https://expedia.co.uk/Nottingham-Hotels-Park-Plaza-Nottingham.h892335.Hotel-Information)

![Ensana Buxton Crescent](https://images.trvl-media.com/lodging/49000000/48360000/48358100/48358003/7d8359b2_y.jpg)

### Ensana Buxton Crescent

10/10 Excellent

"Had another lovely stay at Buxton Crescent the staff the room and the amenities were all amazing The spa is by far the real reason to choose this hotel the rooftop pool and super clean facilities are fantastic. I would recommend going down early for breakfast because unfortunately several items on the menu had been kept warm far too long but I’m probably just being too picky. I would highly recommend we came away feeling very relaxed and happy with our stay will definitely return. "

[](https://expedia.co.uk/Buxton-Hotels-Ensana-Buxton-Crecent.h48358003.Hotel-Information)

![Crowne Plaza Nottingham by IHG](https://images.trvl-media.com/lodging/1000000/20000/14600/14586/7ef0f5ea_y.jpg)

### Crowne Plaza Nottingham by IHG

10/10 Excellent

"Room was great. Spacious, clean and had everything we needed. Overall facilities were spot on and prices of drink not over the top. "

[](https://expedia.co.uk/Nottingham-Hotels-Crowne-Plaza-Nottingham.h14586.Hotel-Information)

![The Orchard Hotel & Restaurant](https://images.trvl-media.com/lodging/7000000/6350000/6349400/6349396/29cdef82_y.jpg)

### The Orchard Hotel & Restaurant

10/10 Excellent

"Clean and new"

[](https://expedia.co.uk/Nottingham-Hotels-De-Vere-Orchard-Hotel.h6349396.Hotel-Information)

![Sandman Signature Sheffield Quays Hotel](https://images.trvl-media.com/lodging/47000000/46200000/46197700/46197620/14424953_y.jpg)

### Sandman Signature Sheffield Quays Hotel

10/10 Excellent

"The room was pristine, the staff were professional and friendly. The pool was quiet and the areas clean. The food was exceptional, well presented and fresh. Unfortunately i had a fall on our last night outside the theatre, the hotel staff provided ice, towels and couldn't have been more kind and caring for which i am so grateful. The whole stay was very good value. "

[](https://expedia.co.uk/Sheffield-Hotels-The-Quays-Hotel-Sheffield.h46197620.Hotel-Information)

![WILDES INNS](https://images.trvl-media.com/lodging/4000000/3750000/3748600/3748598/d7bf94b9_y.jpg)

### WILDES INNS

10/10 Excellent

"Food was beautiful, staff amazing, room modern and spacious with fabulous bathroom, we chose to upgrade to the spa suite, with every penny! Drinks a bit expensive but couldn’t fault our stay!"

[](https://expedia.co.uk/Chesterfield-Hotels-Van-Dyk-By-Wildes.h3748598.Hotel-Information)

![St James Hotel, BW Premier Collection](https://images.trvl-media.com/lodging/1000000/130000/120100/120005/183c1452_y.jpg)

### St James Hotel, BW Premier Collection

10/10 Excellent

"Hotel clean and staff welcoming. "

[](https://expedia.co.uk/Nottingham-Hotels-St-James-Hotel.h120005.Hotel-Information)

![DoubleTree by Hilton Nottingham-Gateway](https://images.trvl-media.com/lodging/1000000/870000/867200/867145/70411230_y.jpg)

### DoubleTree by Hilton Nottingham-Gateway

10/10 Excellent

"Stay here regularly, really good visit"

[](https://expedia.co.uk/Nottingham-Hotels-DoubleTree-By-Hilton-Hotel-Nottingham-Gateway.h867145.Hotel-Information)

## Find out more about Chesterfield

**Everything you need to know about** **Chesterfield** **holiday rentals**

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield holiday rental for you. At Expedia, you can take your pick from private holiday homes, [apartments](https://www.expedia.co.uk/aa/Apartments), cottages, [apart-hotels](https://www.expedia.co.uk/aa/ApartHotels), cabins, [villas](https://www.expedia.co.uk/aa/Villas)... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Chesterfield holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Chesterfield holiday rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Chesterfield. If you’re looking for a little peace, consider booking during the quieter months, such as . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Chesterfield holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in. The selection of Chesterfield holiday rentals we have selected for you start as low as £59 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Chesterfield rentals**

At Expedia, we put the best Chesterfield holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Chesterfield rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Chesterfield holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Chesterfield. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

## Explore a world of travel with Expedia

- Trending destinations on Expedia.co.uk
- All accommodation types in Chesterfield

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- [South Wales Holiday Rentals ](https://www.expedia.co.uk/South-Wales-Holiday-Rentals.d6054274.Travel-Guide-HolidayRentals)
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- [London Holiday Rentals ](https://www.expedia.co.uk/London-Holiday-Rentals.d178279.Travel-Guide-HolidayRentals)
- [York Holiday Rentals ](https://www.expedia.co.uk/York-Holiday-Rentals.d5489.Travel-Guide-HolidayRentals)
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- [Isle of Wight Holiday Rentals ](https://www.expedia.com/Destinations-In-Isle-Of-Wight.d6046218.Vacation-Rental-Destinations)
- [Scarborough Holiday Rentals ](https://www.expedia.co.uk/Scarborough-Holiday-Rentals.d5680.Travel-Guide-HolidayRentals)
- [Edinburgh Holiday Rentals ](https://www.expedia.co.uk/Edinburgh-Holiday-Rentals.d6069845.Travel-Guide-HolidayRentals)
- [Bath Holiday Rentals ](https://www.expedia.co.uk/Bath-Holiday-Rentals.d6084496.Travel-Guide-HolidayRentals)
- [Bournemouth Holiday Rentals ](https://www.expedia.co.uk/Bournemouth-Holiday-Rentals.d654.Travel-Guide-HolidayRentals)
- [England Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-England.d11218.Holiday-Rental-Destinations)
- [Scotland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Scotland.d11219.Holiday-Rental-Destinations)
- [Cornwall Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Cornwall.d6046193.Holiday-Rental-Destinations)
- [Wales Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Wales.d11220.Holiday-Rental-Destinations)
- [Northern Ireland Holiday Rentals ](https://www.expedia.co.uk/Destinations-In-Northern-Ireland.d11221.Holiday-Rental-Destinations)

- [Cottages in Chesterfield ](https://expedia.co.uk/Chesterfield-Cottages.d4599-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Chesterfield ](https://expedia.co.uk/Chesterfield-Apartments.d4599-aaApartments.Travel-Guide-Accommodation)
- [Holiday Homes in Chesterfield ](https://expedia.co.uk/Chesterfield-Private-Holiday-Homes.d4599-aaPrivateHolidayHomes.Travel-Guide-Accommodation)
- [Residences in Chesterfield ](https://expedia.co.uk/Chesterfield-Residences.d4599-aaResidences.Travel-Guide-Accommodation)
- [Guest Houses in Chesterfield ](https://expedia.co.uk/Chesterfield-Guest-Houses.d4599-aaGuestHouses.Travel-Guide-Accommodation)
- [Inns in Chesterfield ](https://expedia.co.uk/Chesterfield-Inns.d4599-aaInns.Travel-Guide-Accommodation)
- [B&B in Chesterfield ](https://expedia.co.uk/Chesterfield-Bed-And-Breakfasts.d4599-aaBedAndBreakfasts.Travel-Guide-Accommodation)
- [Chalets in Chesterfield ](https://expedia.co.uk/Chesterfield-Chalets.d4599-aaChalets.Travel-Guide-Accommodation)
- [Condo Rentals in Chesterfield ](https://expedia.co.uk/Chesterfield-Condos.d4599-aaCondos.Travel-Guide-Accommodation)
- [Cabin Rentals in Chesterfield ](https://expedia.co.uk/Chesterfield-Cabins.d4599-aaCabins.Travel-Guide-Accommodation)
- [Lodges in Chesterfield ](https://expedia.co.uk/Chesterfield-Lodges.d4599-aaLodges.Travel-Guide-Accommodation)
- [Farmstay in Chesterfield ](https://expedia.co.uk/Chesterfield-Agritourism.d4599-aaAgritourism.Travel-Guide-Accommodation)
- [Serviced Apartments in Chesterfield ](https://expedia.co.uk/Chesterfield-Apart-Hotels.d4599-aaApartHotels.Travel-Guide-Accommodation)
- [Hostels in Chesterfield ](https://expedia.co.uk/Chesterfield-Hostels.d4599-aaHostels.Travel-Guide-Accommodation)
- [Villas in Chesterfield ](https://expedia.co.uk/Chesterfield-Villas.d4599-aaVillas.Travel-Guide-Accommodation)
- [Caravan Parks in Chesterfield ](https://expedia.co.uk/Chesterfield-Caravan-Parks.d4599-aaCaravanParks.Travel-Guide-Accommodation)
- [Country Houses in Chesterfield ](https://expedia.co.uk/Chesterfield-Country-Houses.d4599-aaCountryHouses.Travel-Guide-Accommodation)
- [Ranches in Chesterfield ](https://expedia.co.uk/Chesterfield-Ranches.d4599-aaRanches.Travel-Guide-Accommodation)
- [Town Houses in Chesterfield ](https://expedia.co.uk/Chesterfield-Town-Houses.d4599-aaTownHouses.Travel-Guide-Accommodation)
- [Houseboats in Chesterfield ](https://expedia.co.uk/Chesterfield-Houseboats.d4599-aaHouseboats.Travel-Guide-Accommodation)
- [Holiday Parks in Chesterfield ](https://expedia.co.uk/Chesterfield-Holiday-Parks.d4599-aaHolidayParks.Travel-Guide-Accommodation)
- [Treehouses in Chesterfield ](https://expedia.co.uk/Chesterfield-Treehouses.d4599-aaTreehouses.Travel-Guide-Accommodation)
- [Castles in Chesterfield ](https://expedia.co.uk/Chesterfield-Castles.d4599-aaCastles.Travel-Guide-Accommodation)

## Frequently asked questions

### Can I find a holiday rental in Chesterfield?

### What are some of the best holiday rentals that Chesterfield has to offer?

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- [Hotels in Oxford](https://expedia.co.uk/Oxford-Hotels.d9272.Travel-Guide-Hotels)
- [Hotels in Southampton](https://expedia.co.uk/Southampton-Hotels.d3245.Travel-Guide-Hotels)
- [Hotels in Brighton](https://expedia.co.uk/Brighton-Hotels.d6046944.Travel-Guide-Hotels)
- [Hotels in Chester](https://expedia.co.uk/Chester-Hotels.d6590.Travel-Guide-Hotels)
- [Hotels in Bournemouth](https://expedia.co.uk/Bournemouth-Hotels.d654.Travel-Guide-Hotels)
- [Hotels in Manchester](https://expedia.co.uk/Manchester-Hotels.d2205.Travel-Guide-Hotels)
- [Hotels in Milton Keynes](https://expedia.co.uk/Milton-Keynes-Hotels.d8370.Travel-Guide-Hotels)
- [Hotels with Parking in Gatwick](https://expedia.co.uk/Gatwick-Hotels-Hotel-With-Parking.0-0-d182523-thotelwithparking.Travel-Guide-Filter-Hotels)
- [Hotels in Leeds](https://expedia.co.uk/Leeds-Hotels.d6035434.Travel-Guide-Hotels)
- [Hotels in Weston-super-Mare](https://expedia.co.uk/Weston-Super-Mare-Hotels.d5468.Travel-Guide-Hotels)
- [Hotels in Stratford-upon-Avon](https://expedia.co.uk/Stratford-Upon-Avon-Hotels.d5703.Travel-Guide-Hotels)
- [Hotels in Southend-on-Sea](https://expedia.co.uk/Southend-On-Sea-Hotels.d179500.Travel-Guide-Hotels)
- [Hotels in Portsmouth](https://expedia.co.uk/Portsmouth-Hotels.d553248634335196573.Travel-Guide-Hotels)

Flights

- [Cheap Flights to Gatwick](https://expedia.co.uk/Cheap-Flights-To-Gatwick.d182523.Travel-Guide-Flights)
- [Cheap Flights to Manchester](https://expedia.co.uk/Cheap-Flights-To-Manchester.d2205.Travel-Guide-Flights)
- [Cheap Flights to Southampton](https://expedia.co.uk/Cheap-Flights-To-Southampton.d3245.Travel-Guide-Flights)

Activities

- [Things to do in York](https://expedia.co.uk/Things-To-Do-In-York.d5489.Travel-Guide-Activities)
- [Things to do in Weymouth](https://expedia.co.uk/Things-To-Do-In-Weymouth.d5470.Travel-Guide-Activities)
- [Things to do in Northampton](https://expedia.co.uk/Things-To-Do-In-Northampton.d9244.Travel-Guide-Activities)

Packages

- [Isles of Scilly Holidays](https://expedia.co.uk/Isles-Of-Scilly.d1634.Holidays-City-Breaks)

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