Title: Chesterfield Vacation Rentals from CA $99: Short-Term Rentals for 2025 | 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)

![](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/408000/408596-Lancashire-England.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Chesterfield Vacation Rentals

-   ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__calendar_shield.svg)
    
    ### 
    
    Change your mind
    
    Book hotels with free cancellation
    
-   ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__deals.svg)
    
    ### 
    
    Treat yourself
    
    Sign in to save 10% or more on thousands of hotels
    
    [Sign in](https://www.expedia.ca/login)
    
-   ![](https://a.travel-assets.com/travel-assets-manager/pictogram-bex/light__bed.svg)
    
    ### 
    
    Be picky
    
    Search almost a million properties worldwide
    

## Check prices for these dates

In two weeks

[Nov 21 - Nov 23](https://www.expedia.ca/Hotel-Search?regionId=4599&startDate=2025-11-21&endDate=2025-11-23&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[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)

In three months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=4599&startDate=2026-01-30&endDate=2026-02-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Feb 27 - Mar 1](https://www.expedia.ca/Hotel-Search?regionId=4599&startDate=2026-02-27&endDate=2026-03-01&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Vacation Rentals in Chesterfield

![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/32000000/31010000/31002400/31002304/724857be.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 | Interior](https://images.trvl-media.com/lodging/32000000/31010000/31002400/31002304/705cbf2a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Chapel

Chesterfield

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 $666

CA $666 total

includes taxes & fees

Nov 20 - Nov 21

[](https://www.expedia.ca/Chesterfield-Hotels-The-Old-Chapel.h31002304.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 | Private kitchen](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/f962b904.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Interior](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/de70a595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House | Dining](https://images.trvl-media.com/lodging/113000000/112470000/112466900/112466865/a76efd78.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

Chesterfield

CA $214

CA $302 total

includes taxes & fees

Nov 16 - Nov 17

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

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/4357cac1.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/d84828e7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/32000000/31010000/31002900/31002887/9a4ba22e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Shire Cottage at Top Butterley Farm

Chesterfield

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 $545

CA $545 total

includes taxes & fees

Nov 18 - Nov 19

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

![Fridge, dishwasher, cookware/dishes/utensils](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/3c65bef9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114110000/114106400/114106341/8e63028e.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/d8c3b8e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cherry Tree Cottage

Chesterfield

10/10

Exceptional

(1)

"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

CA $967

CA $1,160 total

includes taxes & fees

Nov 18 - Nov 19

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

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/1b24cfac.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26993100/26993031/d1cda4ac.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)

![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)

### Thorntree Lodge

Chesterfield

10/10

Exceptional

(1)

CA $703

CA $843 total

includes taxes & fees

Nov 16 - Nov 17

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

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/f9cf4b95.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/c65d97a7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/0628144b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/45000000/44460000/44456400/44456346/772e6bb9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Woodthorpe Cruck Cottage

Chesterfield

9.0/10

Wonderful

(2)

"The house was great, hot tub very comfortable and I can't fault just how quiet the area is Only downsides is the floorboards are extremely creaky-- absolutely part of the nature of the house! But just a warning as if you need to get up through the night likely hood is everyone will wake up Not a problem at all but it's just good to know in advance. My family had a great stay and I'd fully recommend "

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

Leanne

CA $914

CA $1,097 total

includes taxes & fees

Nov 18 - Nov 19

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

![Cottage | Outdoor spa tub](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/9842d53b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/91860da5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/1f086055.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/97000000/96960000/96956700/96956671/a8fd15db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Moor Farm Cottage

Chesterfield

CA $916

CA $1,099 total

includes taxes & fees

Nov 10 - Nov 11

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

![Exterior](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/b488303d.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)

![1 bedroom, individually decorated, individually furnished, free WiFi](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/ff1ea223.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/84000000/83330000/83322500/83322491/32f55b65.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cuckoo Nest

Chesterfield

CA $489

CA $587 total

includes taxes & fees

Nov 26 - Nov 27

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

![Living area](https://images.trvl-media.com/lodging/100000000/99560000/99552600/99552512/32bc1e15.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/100000000/99560000/99552600/99552512/adcb01f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/100000000/99560000/99552600/99552512/25b387d5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/100000000/99560000/99552600/99552512/f8914df9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cottage

Chesterfield

CA $919

CA $1,103 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Chesterfield-Hotels-The-Cottage.h99552512.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78480000/78478700/78478696/7932fec0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Balcony](https://images.trvl-media.com/lodging/79000000/78480000/78478700/78478696/44339064.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage](https://images.trvl-media.com/lodging/79000000/78480000/78478700/78478696/522a9793.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/79000000/78480000/78478700/78478696/dc7f561b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Loft at The George

Chesterfield

CA $810

CA $972 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Chesterfield-Hotels-The-Loft-At-The-George.h78478696.Hotel-Information)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26996100/26996018/29960f5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26996100/26996018/96b29907.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26996100/26996018/7dc79177.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26996100/26996018/9fff11ab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Old Stables

Chesterfield

CA $1,066

CA $1,280 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Chesterfield-Hotels-The-Old-Stables.h26996018.Hotel-Information)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/27000000/27000000/26992200/26992182/437ecfd2.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)

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

### The Old Grocery

Chesterfield

10/10

Exceptional

(1)

CA $689

CA $689 total

includes taxes & fees

Nov 16 - Nov 17

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

![Cottage | Exterior](https://images.trvl-media.com/lodging/96000000/95750000/95745500/95745493/e63a651c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior](https://images.trvl-media.com/lodging/96000000/95750000/95745500/95745493/baa3cb24.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/96000000/95750000/95745500/95745493/1dfe3388.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Exterior](https://images.trvl-media.com/lodging/96000000/95750000/95745500/95745493/60c17e5a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Harry's Lodge

Chesterfield

CA $629

CA $755 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Chesterfield-Hotels-Harrys-Lodge.h95745493.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/115000000/114110000/114104100/114104099/8ca82c6e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Overton

Chesterfield

CA $864

CA $1,037 total

includes taxes & fees

Nov 10 - Nov 11

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

![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 | Interior](https://images.trvl-media.com/lodging/45000000/44440000/44432800/44432739/0a1f4efe.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/b8444a09.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Riber View Barn

Chesterfield

CA $569

CA $569 total

includes taxes & fees

Nov 24 - Nov 25

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

![Cottage | Interior](https://images.trvl-media.com/lodging/75000000/74150000/74147700/74147672/61dd268d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/75000000/74150000/74147700/74147672/b619a595.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/75000000/74150000/74147700/74147672/91a39108.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/75000000/74150000/74147700/74147672/1ad4f99b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Swallows Barn

Chesterfield

[](https://www.expedia.ca/Chesterfield-Hotels-Swallows-Barn.h74147672.Hotel-Information)

![Cottage | Property grounds](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/edc0ada4.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 | Private kitchen](https://images.trvl-media.com/lodging/80000000/79920000/79910200/79910153/1b6da80f.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)

### Cedar Cottage

Chesterfield

CA $584

CA $701 total

includes taxes & fees

Nov 28 - Nov 29

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

![Sauna](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/13c5fc7d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/4f72dc0e.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)

![Fridge, dishwasher, electric kettle, toaster](https://images.trvl-media.com/lodging/115000000/114100000/114095000/114094904/7a2f1c69.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Five Acres

Chesterfield

CA $6,412

CA $7,694 total

includes taxes & fees

Nov 10 - Nov 11

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

![Garden](https://images.trvl-media.com/lodging/27000000/27000000/26992400/26992371/53aa9c3a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Private kitchen](https://images.trvl-media.com/lodging/27000000/27000000/26992400/26992371/04d1d932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Interior](https://images.trvl-media.com/lodging/27000000/27000000/26992400/26992371/c8ad637f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Cottage | Living room](https://images.trvl-media.com/lodging/27000000/27000000/26992400/26992371/57fcb17a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Tack Room Cottage

Chesterfield

CA $815

CA $978 total

includes taxes & fees

Nov 16 - Nov 17

[](https://www.expedia.ca/Chesterfield-Hotels-The-Tack-Room-Cottage.h26992371.Hotel-Information)

![Room, Private Bathroom (Millie Grace Houseboat) | Lounge](https://images.trvl-media.com/lodging/4000000/3500000/3493500/3493499/de57b311.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Private Bathroom (Millie Grace Houseboat)](https://images.trvl-media.com/lodging/4000000/3500000/3493500/3493499/f511c0c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![View from property](https://images.trvl-media.com/lodging/4000000/3500000/3493500/3493499/13e0f4cb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Room, Private Bathroom (Millie Grace Houseboat)](https://images.trvl-media.com/lodging/4000000/3500000/3493500/3493499/c9db5d8f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Houseboat Hotels

Sheffield

9.4/10

Exceptional

(61)

"Another excellent trip on the houseboat. Love this hotel - great location, fabulous accommodation. Why stay in a regular hotel when you can stay here!"

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

Wendy

CA $222

CA $267 total

includes taxes & fees

Nov 10 - Nov 11

[](https://www.expedia.ca/Sheffield-Hotels-Houseboat-Hotels.h3493499.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.ca/Hotel-Search?startDate=2025-11-21&endDate=2025-11-22&regionId=4599&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

![](https://a.travel-assets.com/pricing-claim/sparkle_dark.svg)

Save an average of 15% on thousands of hotels when you're signed in

[Sign in](https://expedia.ca/user/signin?ckoflag=0&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Vacation-Rentals.d4599.Travel-Guide-VacationRentals)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FChesterfield-Vacation-Rentals.d4599.Travel-Guide-VacationRentals)

## Top Chesterfield Hotel Reviews

![The Beeches Hotel and Leisure Club](//images.trvl-media.com/lodging/28000000/27060000/27058900/27058810/16b9ada9_y.jpg)

### The Beeches Hotel and Leisure Club

10/10 Excellent

"Great hotel with amazing staff. "

[](https://expedia.ca/Nottingham-Hotels-The-Beeches-Hotel-And-Leisure-Club.h27058810.Hotel-Information)

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

### Park Plaza Nottingham

10/10 Excellent

"Very clean room and spacious. The free water and Nespresso machine is a nice touch. "

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

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

### St James Hotel, BW Premier Collection

10/10 Excellent

"Comfortable room, really quiet and cosy. Appreciated the complimentary water, tea, coffee and biscuits. Bathroom was spotless with great water pressure and nice toiletries. Reception staff were super friendly and helpful. Would very happily stay again "

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

![Ringwood Hall Hotel & Spa](//images.trvl-media.com/lodging/1000000/30000/28100/28073/bd05248f_y.jpg)

### Ringwood Hall Hotel & Spa

10/10 Excellent

"A great place for an overnight journey break, excellent breakfast and friendly staff. Room was a little dated but clean and in keeping with the style you’d expect of the period. The EV chargers were easy to use and worked without issue. Just wish we could have spent some more time there to explore."

[](https://expedia.ca/Chesterfield-Hotels-Ringwood-Hall-Hotel-Spa.h28073.Hotel-Information)

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

### The Orchard Hotel & Restaurant

10/10 Excellent

"Yes Good service Good clean and comfortable room"

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

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

### Radisson Blu Hotel, Sheffield

10/10 Excellent

"Service from staff was excellent very friendly Room was really good had everything you needed "

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

![Lace Market Hotel](//images.trvl-media.com/lodging/1000000/470000/462500/462414/b9131b83_y.jpg)

### Lace Market Hotel

10/10 Excellent

"I spent two nights at this hotel and had a wonderful experience. The room was clean, comfortable, and well-equipped, making it easy to relax after a long day. The staff were friendly, professional, and always ready to help with anything. Location was perfect — close to the main attractions, restaurants, and public transport. Overall, it was a very pleasant stay. I would happily come back and definitely recommend this hotel to anyone visiting the area."

[](https://expedia.ca/Nottingham-Hotels-Lace-Market-Hotel.h462414.Hotel-Information)

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

### WILDES INNS

10/10 Excellent

"All good many thanks !"

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

![Olde House, Chesterfield by Marston's Inns](//images.trvl-media.com/lodging/34000000/33110000/33108600/33108591/74745ec5_y.jpg)

### Olde House, Chesterfield by Marston's Inns

10/10 Excellent

"The staff were very friendly. The room was clean, the bed very comfortable."

[](https://expedia.ca/Chesterfield-Hotels-Olde-House.h33108591.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](https://www.expedia.ca/aa/PrivateVacationHomes), [apartments](https://www.expedia.ca/aa/Apartments), cottages, [cabins](https://www.expedia.ca/aa/Cabins), 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Chesterfield vacation rentals we have selected for you start as low as CA $99 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 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

-   Trending destinations on Expedia.ca

### Trending destinations on Expedia.ca

-   [Canmore Vacation Rentals](https://www.expedia.ca/Canmore-Vacation-Rentals.d10131.Travel-Guide-VacationRentals)
-   [Maui Vacation Rentals](https://www.expedia.ca/Maui-Vacation-Rentals.d180073.Travel-Guide-VacationRentals)
-   [Kelowna Vacation Rentals](https://www.expedia.ca/Kelowna-Vacation-Rentals.d3997.Travel-Guide-VacationRentals)
-   [Whistler Vacation Rentals](https://www.expedia.ca/Whistler-Vacation-Rentals.d4115.Travel-Guide-VacationRentals)
-   [Florida Vacation Rentals](https://www.expedia.ca/Destinations-In-Florida.d211.Vacation-Rental-Destinations)
-   [Victoria Vacation Rentals](https://www.expedia.ca/Victoria-Vacation-Rentals.d4138.Travel-Guide-VacationRentals)
-   [Vancouver Vacation Rentals](https://www.expedia.ca/Vancouver-Vacation-Rentals.d178315.Travel-Guide-VacationRentals)
-   [Palm Springs Vacation Rentals](https://www.expedia.ca/Palm-Springs-Vacation-Rentals.d180676.Travel-Guide-VacationRentals)
-   [Tofino Vacation Rentals](https://www.expedia.ca/Tofino-Vacation-Rentals.d6094955.Travel-Guide-VacationRentals)
-   [Calgary Vacation Rentals](https://www.expedia.ca/Calgary-Vacation-Rentals.d178245.Travel-Guide-VacationRentals)
-   [Costa Rica Vacation Rentals](https://www.expedia.ca/Destinations-In-Costa-Rica.d42.Vacation-Rental-Destinations)
-   [Vancouver Island Vacation Rentals](https://www.expedia.ca/Vancouver-Island-Vacation-Rentals.d6058387.Travel-Guide-VacationRentals)
-   [Puerto Vallarta Vacation Rentals](https://www.expedia.ca/Puerto-Vallarta-Vacation-Rentals.d180016.Travel-Guide-VacationRentals)
-   [Hawaii Vacation Rentals](https://www.expedia.ca/Destinations-In-Hawaii.d213.Vacation-Rental-Destinations)
-   [Toronto Vacation Rentals](https://www.expedia.ca/Toronto-Vacation-Rentals.d178314.Travel-Guide-VacationRentals)
-   [Banff Vacation Rentals](https://www.expedia.ca/Banff-Vacation-Rentals.d10550.Travel-Guide-VacationRentals)
-   [Penticton Vacation Rentals](https://www.expedia.ca/Penticton-Vacation-Rentals.d4135.Travel-Guide-VacationRentals)
-   [Osoyoos Vacation Rentals](https://www.expedia.ca/Osoyoos-Vacation-Rentals.d181782.Travel-Guide-VacationRentals)
-   [Mont Tremblant Vacation Rentals](https://www.expedia.ca/Mont-Tremblant-Vacation-Rentals.d55374.Travel-Guide-VacationRentals)
-   [Big White Ski Resort Vacation Rentals](https://www.expedia.ca/Big-White-Ski-Resort-Vacation-Rentals.d6058319.Travel-Guide-VacationRentals)
-   [Ontario Vacation Rentals](https://www.expedia.ca/Destinations-In-Ontario.d11178.Vacation-Rental-Destinations)
-   [British Columbia Vacation Rentals](https://www.expedia.ca/Destinations-In-British-Columbia.d11117.Vacation-Rental-Destinations)
-   [Prince Edward Island Vacation Rentals](https://www.expedia.ca/Destinations-In-Prince-Edward-Island.d6058122.Vacation-Rental-Destinations)
-   [Québec Vacation Rentals](https://www.expedia.ca/Quebec-Vacation-Rentals.d180017.Travel-Guide-VacationRentals)

## Frequently asked questions

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

> Yes, you can find vacation rentals in Chesterfield close to The Herb Garden, or you can choose a secluded option if you want a relaxing stay. Our travelers say Chesterfield has a good selection of top-notch restaurants and lively bars. Make sure you have time to check out the churches and parks during your trip.

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

> [Studio Self contained flat free Parking](https://www.expedia.ca/Nottingham-Hotels-Studio-Self-Contained-Flat-Free-Parking.h94897098.Hotel-Information): You might want to consider this vacation rental near Chesterfield, which is near a train station and equipped with WiFi and a TV to help you feel perfectly comfortable in your new surroundings. Amenities like a microwave and free parking are also available for your convenience.

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

> With 37 Expedia vacation rentals, you're sure to find just the right place for your Chesterfield stay.

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

> Enjoy the outdoors at Peak District National Park and Queen's Park, or simply take in cultural attractions like Barrow Hill Roundhouse Railway Centre and Hotel Van Dyk Theater. Chesterfield Market and Bolsover Castle are other places to visit while you're in town.

### What are vacation rentals like in Chesterfield?

> Vacation rentals are private properties you can stay in for several days or longer in Chesterfield. Vacation rentals feature extras such as WiFi and washers and dryers so you'll feel just like you're staying in your own home. If you're concerned about a sanitized environment, a vacation rental can provide a sense of privacy away from shared hotel elevators and lobbies bustling with people while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which makes a vacation rental an attractive option for a family trip or a small group gathering.

### Expedia's Latest Trends

Hotels

-   [Hotels in Bath](https://expedia.ca/Bath-Hotels.d6084496.Travel-Guide-Hotels)
-   [Hotels in Manchester](https://expedia.ca/Manchester-Hotels.d2205.Travel-Guide-Hotels)
-   [Hotels in Brighton](https://expedia.ca/Brighton-Hotels.d6046944.Travel-Guide-Hotels)
-   [Hotels in York](https://expedia.ca/York-Hotels.d5489.Travel-Guide-Hotels)
-   [Hotels in Oxford](https://expedia.ca/Oxford-Hotels.d9272.Travel-Guide-Hotels)
-   [Hotels in Southampton](https://expedia.ca/Southampton-Hotels.d3245.Travel-Guide-Hotels)

Flights

-   [Flights to Southampton](https://expedia.ca/Cheap-Flights-To-Southampton.d3245.Travel-Guide-Flights)
-   [Flights to Leeds](https://expedia.ca/Cheap-Flights-To-Leeds.d6035434.Travel-Guide-Flights)
-   [Flights to Gatwick](https://expedia.ca/Cheap-Flights-To-Gatwick.d182523.Travel-Guide-Flights)
-   [Flights to Manchester](https://expedia.ca/Cheap-Flights-To-Manchester.d2205.Travel-Guide-Flights)
-   [Flights to Sale](https://expedia.ca/Cheap-Flights-To-Sale.d180178.Travel-Guide-Flights)

Cars

-   [Car rentals in Gatwick](https://expedia.ca/Car-Rentals-In-Gatwick.d182523.Car-Rental-Guide)

Activities

-   [Things to do in York](https://expedia.ca/Things-To-Do-In-York.d5489.Travel-Guide-Activities)
-   [Things to do in Sudbury](https://expedia.ca/Things-To-Do-In-Sudbury.d5705.Travel-Guide-Activities)
-   [Things to do in Gatwick](https://expedia.ca/Things-To-Do-In-Gatwick.d182523.Travel-Guide-Activities)
-   [Things to do in Bolton](https://expedia.ca/Things-To-Do-In-Bolton.d4576.Travel-Guide-Activities)
-   [Things to do in Scarborough](https://expedia.ca/Things-To-Do-In-Scarborough.d5680.Travel-Guide-Activities)
-   [Things to do in Whitby](https://expedia.ca/Things-To-Do-In-Whitby.d182692.Travel-Guide-Activities)
-   [Things to do in Bradford](https://expedia.ca/Things-To-Do-In-Bradford.d4981.Travel-Guide-Activities)
-   [Things to do in Southampton](https://expedia.ca/Things-To-Do-In-Southampton.d3245.Travel-Guide-Activities)
-   [Things to do in Manchester](https://expedia.ca/Things-To-Do-In-Manchester.d2205.Travel-Guide-Activities)
-   [Things to do in Keswick](https://expedia.ca/Things-To-Do-In-Keswick.d4371.Travel-Guide-Activities)

General

-   [Visit Gloucester](https://expedia.ca/Gloucester.dx7479)
-   [Visit Goole](https://expedia.ca/Goole.dx6124778)
-   [Visit Scarborough](https://expedia.ca/Scarborough.dx5680)
-   [Visit Keswick](https://expedia.ca/Keswick.dx4371)
-   [Visit Exeter](https://expedia.ca/Exeter.dx1185)
-   [Visit Peterborough](https://expedia.ca/Peterborough.dx5655)
-   [Visit Northampton](https://expedia.ca/Northampton.dx9244)
-   [Visit Doncaster](https://expedia.ca/Doncaster.dx6822)

![](https://a.travel-assets.com/mad-service/footer/bnaBanners/BEX_Footer.jpg)

## Go further with the Expedia app

Save on select hotels and earn double points when you book on the app. Our app deals help you to save on trips so you can travel more and manage it all on the go.

Scan the QR code with your device camera and download our app

![QR code to download the app](data:image/png;base64,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)