Title: Chesterfield Vacation Rentals from CA $106: Short-Term Rentals for 2026 | Expedia.ca

[Hotels in Chesterfield](https://expedia.ca/Chesterfield-Hotels.d4599.Travel-Guide-Hotels)[Chesterfield Car Rentals](https://expedia.ca/Car-Rentals-In-Chesterfield.d4599.Car-Rental-Guide)[Chesterfield Vacation Packages](https://expedia.ca/Chesterfield.d4599.Destination-Travel-Guides)

![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)

# Chesterfield Vacation Rentals

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## Check prices for these dates

Tonight

[Dec 24 - Dec 25](https://www.expedia.ca/Hotel-Search?regionId=4599&startDate=2025-12-24&endDate=2025-12-25&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Tomorrow

[Dec 25 - Dec 26](https://www.expedia.ca/Hotel-Search?regionId=4599&startDate=2025-12-25&endDate=2025-12-26&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

This weekend

[Dec 26 - Dec 28](https://www.expedia.ca/Hotel-Search?regionId=4599&startDate=2025-12-26&endDate=2025-12-28&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

Next weekend

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=4599&startDate=2026-01-02&endDate=2026-01-04&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

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

![House | Bathroom](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323268/71131bc1.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](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323268/91f167fe.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Chesterfield

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

10/10

Exceptional

(1)

CA $160

CA $215 total

includes taxes & fees

Dec 27 - Dec 28

[](https://www.expedia.ca/Chesterfield-Hotels-Charming-2-Bed-House-In-Chesterfield.h93323268.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](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)

### Cottage in Chesterfield

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

9.0/10

Wonderful

(2)

"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

CA $558

CA $558 total

includes taxes & fees

Dec 29 - Dec 30

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

![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)

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

### Vacation Home in Chesterfield

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

CA $198

CA $244 total

includes taxes & fees

Jan 7 - Jan 8, 2026

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

![Interior](https://images.trvl-media.com/lodging/94000000/93390000/93385700/93385646/d449a3d4.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)

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

### Vacation Home in Chesterfield

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

7.4/10

Good

(3)

"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.

CA $198

CA $198 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![TV](https://images.trvl-media.com/lodging/113000000/112490000/112486600/112486556/0e26aa4d.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)

### Vacation Home in Chesterfield

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

10/10

Exceptional

(1)

"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.

CA $266

CA $303 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![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)

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

### Vacation Home in Chesterfield

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

6.0/10

(1)

"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

CA $198

CA $216 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![2 bedrooms, free WiFi, bed sheets](https://images.trvl-media.com/lodging/84000000/83090000/83086800/83086735/0687e766.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)

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

### Cottage in Holymoorside

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

10/10

Exceptional

(4)

"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

CA $529

CA $529 total

includes taxes & fees

Jan 4 - Jan 5, 2026

[](https://www.expedia.ca/Chesterfield-Hotels-2-Bedroom-Accommodation-In-Holymoorside.h83086735.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)

![Interior](https://images.trvl-media.com/lodging/79000000/78360000/78355800/78355720/aac7044e.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)

### Cottage in Chesterfield

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

10/10

Exceptional

(2)

"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

CA $540

CA $540 total

includes taxes & fees

Jan 19 - Jan 20, 2026

[](https://www.expedia.ca/Chesterfield-Hotels-3-Bedroom-Accommodation-In-Chesterfield.h78355720.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 | Interior](https://images.trvl-media.com/lodging/94000000/93330000/93323300/93323265/52889e9d.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)

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

### Residence in Chesterfield

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

10/10

Exceptional

(1)

"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

CA $164

CA $197 total

includes taxes & fees

Jan 1 - Jan 2, 2026

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

![Terrace/patio](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/877923bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior detail](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/af5f6c03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/e8feb343.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/34e1159e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Chesterfield

[](https://www.expedia.ca/Chesterfield-Hotels-Five-Acres.h114094904.Hotel-Information)

CA $6,441

CA $7,729 total

includes taxes & fees

Jan 20 - Jan 21, 2026

[](https://www.expedia.ca/Chesterfield-Hotels-Five-Acres.h114094904.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 | Living area](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/048abcd5.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](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/0c9f85c0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Chesterfield

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

CA $219

CA $308 total

includes taxes & fees

Jan 5 - Jan 6, 2026

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

![Cottage](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 | Interior](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/e0bed381.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Chesterfield

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

CA $595

CA $714 total

includes taxes & fees

Dec 27 - Dec 28

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

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

![2 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/97000000/96120000/96114900/96114868/4e44088a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Residence in Chesterfield

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

CA $192

CA $239 total

includes taxes & fees

Jan 2 - Jan 3, 2026

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

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432739/b8444a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Miscellaneous](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432739/e2517a63.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432739/0b7f67e9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432739/6dea8333.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Chesterfield

[](https://www.expedia.ca/Chesterfield-Hotels-Riber-View-Barn.h44432739.Hotel-Information)

CA $598

CA $598 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Chesterfield-Hotels-Riber-View-Barn.h44432739.Hotel-Information)

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

![Cottage | Living room](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/e8992df2.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)

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

### Cottage in Chesterfield

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

10/10

Exceptional

(1)

CA $720

CA $864 total

includes taxes & fees

Jan 3 - Jan 4, 2026

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

![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)

### Cottage in Chesterfield

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

10/10

Exceptional

(2)

"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

CA $683

CA $683 total

includes taxes & fees

Dec 29 - Dec 30

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

![Cottage | Living room](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/27000000/27000000/26995200/26995140/65a44a8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

![Cottage](https://images.trvl-media.com/lodging/27000000/27000000/26995200/26995140/3efd634c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Chesterfield

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

CA $934

CA $1,121 total

includes taxes & fees

Jan 7 - Jan 8, 2026

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

![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114104100/114104099/b90c88aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114110000/114104100/114104099/3051411c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dishwasher, electric kettle, toaster, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114110000/114104100/114104099/179e7be5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/115000000/114110000/114104100/114104099/6e80752a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in Chesterfield

[](https://www.expedia.ca/Chesterfield-Hotels-Overton.h114104099.Hotel-Information)

CA $885

CA $1,062 total

includes taxes & fees

Jan 7 - Jan 8, 2026

[](https://www.expedia.ca/Chesterfield-Hotels-Overton.h114104099.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)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/91357719.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)

### Cottage in Chesterfield

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

CA $501

CA $602 total

includes taxes & fees

Jan 3 - Jan 4, 2026

[](https://www.expedia.ca/Chesterfield-Hotels-Cuckoo-Nest.h83322491.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/97000000/96960000/96956700/96956671/51987011.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)

![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 in Chesterfield

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

CA $940

CA $1,128 total

includes taxes & fees

Dec 29 - Dec 30

[](https://www.expedia.ca/Chesterfield-Hotels-Moor-Farm-Cottage.h96956671.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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## Top Chesterfield Hotel Reviews

![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

"Comfortable room, great service and a great breakfast was had by all. "

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

![Radisson Blu Hotel, Sheffield](https://images.trvl-media.com/lodging/105000000/104370000/104361500/104361467/f45ceab5_y.jpg)

### Radisson Blu Hotel, Sheffield

10/10 Excellent

"Helpful staff, comfortable room"

[](https://expedia.ca/Sheffield-Hotels-Radisson-Blu-Hotel.h104361467.Hotel-Information)

![Leonardo Hotel Sheffield](https://images.trvl-media.com/lodging/3000000/2260000/2256300/2256212/8f1aca52_y.jpg)

### Leonardo Hotel Sheffield

10/10 Excellent

"Nice modern and clean hotel right in the city centre"

[](https://expedia.ca/Sheffield-Hotels-Jurys-Inn-Sheffield.h2256212.Hotel-Information)

![Novotel Sheffield Centre](https://images.trvl-media.com/lodging/1000000/10000/4200/4161/0685a01c_y.jpg)

### Novotel Sheffield Centre

10/10 Excellent

"Friendly staff, very clean and good facilities."

[](https://expedia.ca/Sheffield-Hotels-Novotel-Sheffield-Centre.h4161.Hotel-Information)

![Holiday Inn Rotherham Sheffield by IHG](https://images.trvl-media.com/lodging/1000000/800000/794000/793956/d7ccd910_y.jpg)

### Holiday Inn Rotherham Sheffield by IHG

10/10 Excellent

"Everything was good except an alarm being sounded at about 1.50am which really disturbed our sleep pattern for the rest of the night. We were not informed of the reason for the alarm so must assume the incident triggering it has been dealt with appropriately."

[](https://expedia.ca/Rotherham-Hotels-Holiday-Inn-Rotherham-Sheffield.h793956.Hotel-Information)

![Britannia Palace Hotel Buxton & Spa](https://images.trvl-media.com/lodging/1000000/10000/5300/5207/efffcff7_y.jpg)

### Britannia Palace Hotel Buxton & Spa

10/10 Excellent

" Very impressed! Very clean great price much recommended, will return "

[](https://expedia.ca/Buxton-Hotels-Britannia-Palace-Hotel-Buxton-Spa.h5207.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

"This hotel is fab on all levels "

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

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

### Ensana Buxton Crescent

10/10 Excellent

"The spa facilities "

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

![B&B HOTEL Derby](https://images.trvl-media.com/lodging/3000000/2250000/2244400/2244318/92b30876_y.jpg)

### B&B HOTEL Derby

10/10 Excellent

"Nice modern hotel with plenty of parking at a reasonable charge. Dog friendly Short walk to the train station and some very good pubs near to it. "

[](https://expedia.ca/Derby-Hotels-Pentahotel-Derby.h2244318.Hotel-Information)

## Find out more about Chesterfield

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.  
  
As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Chesterfield. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.   
  
It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.   

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## 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?

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### What are vacation rentals like in Chesterfield?

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