Title: Chesterfield Vacation Rentals from $80: Search Short-Term Rentals | Expedia.com

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![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

[Feb 20 - Feb 22](https://www.expedia.com/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

[Apr 3 - Apr 5](https://www.expedia.com/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

[May 1 - May 3](https://www.expedia.com/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

[May 29 - May 31](https://www.expedia.com/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 vacation 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/32000000/31010000/31002400/31002304/1c3fe2c1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/5e92f353.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.com/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

$503 nightly

$503 total

Feb 27 - Feb 28

Total with taxes and fees

[](https://www.expedia.com/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 | 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/b8e4aa98.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.com/Chesterfield-Hotels-Charming-2-Bed-House-In-Chesterfield.h93323268.Hotel-Information)

Chesterfield

10/10

Exceptional

(1 review)

$125 nightly

$150 total

Mar 2 - Mar 3

Total with taxes and fees

[](https://www.expedia.com/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)

![Exterior](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355720/639a58b9.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)

![Interior](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355720/74a384b7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/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

$419 nightly

$419 total

Feb 26 - Feb 27

Total with taxes and fees

[](https://www.expedia.com/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)

![Dishwasher](https://images.trvl-media.com/lodging/84000000/83090000/83086800/83086735/e2f9f704.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)

### 2 bedroom accommodation in Holymoorside

[](https://www.expedia.com/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

$389 nightly

$389 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/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)

![TV](https://images.trvl-media.com/lodging/113000000/112490000/112486600/112486556/9b7d054d.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)

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

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

[](https://www.expedia.com/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.

$222 nightly

$222 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/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)

![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)

![Interior](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385646/d449a3d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/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.

$144 nightly

$144 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/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)

![Property grounds](https://images.trvl-media.com/lodging/97000000/96080000/96074700/96074691/11ebc5dc.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)

![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)

### a quiet semi rural property located in bolsover

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

Chesterfield

$177 nightly

$177 total

Feb 12 - Feb 13

Total with taxes and fees

[](https://www.expedia.com/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 | Living room | TV](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/62b29d1e.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)

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

### Shire Cottage at Top Butterley Farm

[](https://www.expedia.com/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

$411 nightly

$411 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/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/94000000/93390000/93385700/93385648/485d090f.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)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385648/ab0bdf26.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

[](https://www.expedia.com/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

$156 nightly

$156 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/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](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/c1cd261f.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)

![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)

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

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

Chesterfield

$188 nightly

$225 total

Feb 8 - Feb 9

Total with taxes and fees

[](https://www.expedia.com/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)

![Cottage | Interior](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/9190daf0.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)

![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.com/Chesterfield-Hotels-Cuckoo-Nest.h83322491.Hotel-Information)

Chesterfield

$368 nightly

$442 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/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)

![Dining](https://images.trvl-media.com/lodging/97000000/96120000/96114900/96114868/27af208c.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)

### a Quiet Semi Rural Property Located in Bolsover

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

Chesterfield

$174 nightly

$174 total

Mar 9 - Mar 10

Total with taxes and fees

[](https://www.expedia.com/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)

![House | Private kitchen | Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323265/10d802f6.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)

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

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

[](https://www.expedia.com/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

$119 nightly

$143 total

Feb 11 - Feb 12

Total with taxes and fees

[](https://www.expedia.com/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 | Living area](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/f25faff0.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)

### The Old Grocery

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

Chesterfield

10/10

Exceptional

(1 review)

$526 nightly

$526 total

Feb 15 - Feb 16

Total with taxes and fees

[](https://www.expedia.com/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/27000000/27000000/26993100/26993031/9fe88806.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)

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

### Thorntree Lodge

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

Chesterfield

10/10

Exceptional

(1 review)

$531 nightly

$637 total

Feb 10 - Feb 11

Total with taxes and fees

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

![Cottage | Interior](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/e0bed381.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)

### Cedar Cottage

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

Chesterfield

$437 nightly

$525 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/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)

![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/d8fd6fba.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.com/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

$721 nightly

$865 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/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/a7833cc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodthorpe Cruck Cottage

[](https://www.expedia.com/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

$690 nightly

$827 total

Feb 19 - Feb 20

Total with taxes and fees

[](https://www.expedia.com/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/97000000/96960000/96956700/96956671/8d555ac0.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)

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

### Moor Farm Cottage

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

Chesterfield

$691 nightly

$829 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/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 | 3 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/27000000/27000000/26995200/26995140/3efd634c.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.com/Chesterfield-Hotels-The-Loft.h26995140.Hotel-Information)

Chesterfield

$669 nightly

$803 total

Feb 10 - Feb 11

Total with taxes and fees

[](https://www.expedia.com/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.

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## Find vacation rentals that suit your style

Cottages

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Cabins

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CABIN)

Private vacation homes

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Apartments

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APARTMENT)

Condos

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CONDO)

Residences

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=RESIDENCE)

Aparthotels

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=APART_HOTEL)

Villas

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=VILLA)

Chalets

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=CHALET)

Houseboats

[](https://www.expedia.com/Hotel-Search?destination=Chesterfield%2C+England%2C+United+Kingdom&regionId=4599&latLong=53.235046%2C-1.421629&adults=2&startDate=2026-05-07&d1=2026-05-07&endDate=2026-05-10&d2=2026-05-10&lodging=HOUSE_BOAT)

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## Top Chesterfield Hotel Reviews

![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.com/Nottingham-Hotels-De-Vere-Orchard-Hotel.h6349396.Hotel-Information)

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

### Nottingham Belfry Hotel & Spa

10/10 Excellent

"The bathroom amenities was superb"

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

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

### Ensana Buxton Crescent

10/10 Excellent

"Excellent hotel and spa"

[](https://expedia.com/Buxton-Hotels-Ensana-Buxton-Crecent.h48358003.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.com/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.com/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.com/Nottingham-Hotels-St-James-Hotel.h120005.Hotel-Information)

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

### Park Plaza Nottingham

10/10 Excellent

"Clean, friendly staff. Nice breakfast selection. Centrally located. "

[](https://expedia.com/Nottingham-Hotels-Park-Plaza-Nottingham.h892335.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

"Lovely hotel, very friendly reception staff, fantastic breakfast, and spotless room. Two things that could be improved are the pillows as they were very lumpy, and paint the wall under the sink, which can be seen from the toilet, and looks dirty."

[](https://expedia.com/Nottingham-Hotels-Crowne-Plaza-Nottingham.h14586.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.com/Nottingham-Hotels-DoubleTree-By-Hilton-Hotel-Nottingham-Gateway.h867145.Hotel-Information)

## Find out more about Chesterfield

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

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Chesterfield vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

**Chesterfield vacation 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 low season months. For more hustle and bustle, you may prefer to visit Chesterfield in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $80 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

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

At Expedia, we put the best Chesterfield vacation 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 vacation.

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

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- [Cottages in Chesterfield ](https://expedia.com/Chesterfield-Cottages.d4599-aaCottages.Travel-Guide-Accommodation)
- [Apartments in Chesterfield ](https://expedia.com/Chesterfield-Apartments.d4599-aaApartments.Travel-Guide-Accommodation)
- [Vacation Homes in Chesterfield ](https://expedia.com/Chesterfield-Private-Vacation-Homes.d4599-aaPrivateVacationHomes.Travel-Guide-Accommodation)
- [B&B in Chesterfield ](https://expedia.com/Chesterfield-Bed-And-Breakfast.d4599-aaBedAndBreakfast.Travel-Guide-Accommodation)
- [RV Parks in Chesterfield ](https://expedia.com/Chesterfield-RV-Parks.d4599-aaRVParks.Travel-Guide-Accommodation)

## Frequently asked questions

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

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

### How many vacation rentals will I find in Chesterfield?

### What can I see and do in Chesterfield?

### What are vacation rentals like in Chesterfield?

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