Title: Top Chesterfield Cabin Rentals | Expedia.ca

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# Find Cabins in Chesterfield for Rent from CA $585

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## Check prices for these dates

Next weekend

[Dec 12 - Dec 14](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2025-12-12&endDate=2025-12-14&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two weeks

[Dec 19 - Dec 21](https://www.expedia.ca/Hotel-Search?regionId=89029&startDate=2025-12-19&endDate=2025-12-21&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In one month

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=89029&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 two months

[Jan 30 - Feb 1](https://www.expedia.ca/Hotel-Search?regionId=89029&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)

## Browse Select Chesterfield Cabin Rentals

![Exterior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/ec8e2057.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/0ab9f2e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/137726e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89720000/89714400/89714351/edecce8c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful 2-Bedroom + Loft with Hot Tub at Lake Ashmere

Hinsdale

9.8/10

Exceptional

(34)

"Great cottage - well appointed and very clean. No air conditioning so a bit warm when it’s hot out, but all in all a great stay"

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

Lindsey E.

CA $226

CA $585 total

includes taxes & fees

Dec 8 - Dec 9

[](https://www.expedia.ca/Hinsdale-Hotels-Beautiful-2-Bedroom-Loft-With-Hot-Tub-At-Lake-Ashmere.h89714351.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w1024h593x0y45-2966e99d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/w508h683x258y0-18d1cb27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/4e9408e5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/92000000/91630000/91621600/91621591/730ec918.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Bear Creek Cabin

Charlemont

10/10

Exceptional

(43)

"We enjoyed our stay!!"

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

Hillary S.

CA $553

CA $827 total

includes taxes & fees

Dec 14 - Dec 15

[](https://www.expedia.ca/Charlemont-Hotels-Bear-Creek-Cabin.h91621591.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

Apartments

[](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-08&d2=2026-03-08&lodging=APARTMENT)

Cabins

[](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-08&d2=2026-03-08&lodging=CABIN)

Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-08&d2=2026-03-08&lodging=COTTAGE)

Villas

[](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-08&d2=2026-03-08&lodging=VILLA)

Private vacation homes

[](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-08&d2=2026-03-08&lodging=VACATION_HOME)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Chesterfield%2C+Massachusetts%2C+United+States+of+America&regionId=89029&latLong=42.391754%2C-72.839821&adults=2&startDate=2026-03-05&d1=2026-03-05&endDate=2026-03-08&d2=2026-03-08&lodging=CHALET)

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## Top Chesterfield Hotel Reviews

![Inn on Boltwood](https://images.trvl-media.com/lodging/3000000/2030000/2027100/2027065/f10073da_y.jpg)

### Inn on Boltwood

10/10 Excellent

"Staff great!!"

[](https://expedia.ca/Springfield-Hotels-Inn-On-Boltwood.h2027065.Hotel-Information)

![The Ellery](https://images.trvl-media.com/lodging/1000000/900000/892700/892654/0b76727c_y.jpg)

### The Ellery

10/10 Excellent

"Great stay! Love the staff, location, and room. Will be back for sure"

[](https://expedia.ca/Springfield-Hotels-The-Ellery.h892654.Hotel-Information)

![Tru by Hilton Chicopee Springfield](https://images.trvl-media.com/lodging/23000000/22420000/22413500/22413458/2bcbba21_y.jpg)

### Tru by Hilton Chicopee Springfield

10/10 Excellent

"The room was excellent and staff were friendly excellent value"

[](https://expedia.ca/Springfield-Hotels-Tru-By-Hilton-Chicopee-Springfield.h22413458.Hotel-Information)

![Candlewood Suites West Springfield by IHG](https://images.trvl-media.com/lodging/1000000/900000/897600/897535/6d13ff43_y.jpg)

### Candlewood Suites West Springfield by IHG

10/10 Excellent

"Nice room, comfortable bed, nice bathroom, well stocked kitchenette, lots of electrical outlets, lots of coat hangers in the closet, good tv channels, nice pool, free and ample parking, free coffee, laundry room, small gym, near a lot of stores and restaurants, people at the front desk were nice especially Mitchell. My only suggestions are to put new carpets in the halls as the one on my floor needed replacing and also the fan in the bathroom didn't work. This hotel doesn't have free breakfast but I don't usually eat free hotel breakfasts anyway and the price / cost of the room was great. They don't clean the room every day only upon request and you can get new towels whenever which to me is a good thing. The room was well stocked with towels etc. so I really didn't need anything anyway. I've stayed here before when I'm in the area and will continue to do so. "

[](https://expedia.ca/Springfield-Hotels-Candlewood-Suites-West-Springfield.h897535.Hotel-Information)

![Berkshire Mountain Lodge](https://images.trvl-media.com/lodging/12000000/11450000/11449200/11449113/a007f019_y.jpg)

### Berkshire Mountain Lodge

10/10 Excellent

"Friendly staff, room was very clean. Pool area well maintained. Overall a great place to stay"

[](https://expedia.ca/Pittsfield-Hotels-Berkshire-Mountain-Lodge.h11449113.Hotel-Information)

![Comfort Inn & Suites](https://images.trvl-media.com/lodging/1000000/560000/558100/558078/d1319a54_y.jpg)

### Comfort Inn & Suites

10/10 Excellent

"Clean room and clean bathroom but there were no tissues in the room. Breakfast was delicious and ample."

[](https://expedia.ca/Springfield-Hotels-Comfort-Inn-Suites.h558078.Hotel-Information)

![Quality Inn West Springfield](https://images.trvl-media.com/lodging/1000000/10000/7500/7486/7f7ace74_y.jpg)

### Quality Inn West Springfield

10/10 Excellent

"Room was clean and smelled fine."

[](https://expedia.ca/Springfield-Hotels-Quality-Inn-West-Springfield.h7486.Hotel-Information)

![Quality Inn Westfield - Springfield](https://images.trvl-media.com/lodging/2000000/1120000/1118900/1118896/532eb0dc_y.jpg)

### Quality Inn Westfield - Springfield

10/10 Excellent

"Pleasantly surprised by this hotel. For a budget-friendly option, it was clean, comfortable, and far better than I expected. Great value for the price"

[](https://expedia.ca/Springfield-Hotels-Quality-Inn-Westfield-Springfield.h1118896.Hotel-Information)

![Hotel Northampton](https://images.trvl-media.com/lodging/1000000/20000/17900/17876/fe4b5272_y.jpg)

### Hotel Northampton

10/10 Excellent

"We liked everything!"

[](https://expedia.ca/Springfield-Hotels-Hotel-Northampton.h17876.Hotel-Information)

## Find out more about Chesterfield

## Chesterfield Cabin Rentals information

| Number of reviews | 77              |
| ----------------- | --------------- |
| Accommodation     | 9 Cabin Rentals |
| Lowest Price      | CA $585         |
| Highest Price     | CA $827         |

## Frequently asked questions

### What are the best cabins near Chesterfield?

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### What are the best mountain cabins near Chesterfield?

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### What are the best cabins with pools near Chesterfield?

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