Title: Top Chalets in  Cheshire County in 2026 | Expedia.ca

[Cheshire County Travel Guide](https://expedia.ca/Cheshire-County.dx553248635976430851)[Cheshire County Hotels](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Hotel-Destinations)[Vacation Rentals in Cheshire County](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Vacation-Rental-Destinations)[Cheshire County Car Rentals](https://expedia.ca/Destinations-In-Cheshire-County.d553248635976430851.Car-Rental-Destinations)[Cheshire County Vacations](https://expedia.ca/Cheshire-County.d553248635976430851.Destination-Travel-Guides)

![The Ashuelot Covered Bridge is a historic wooden covered bridge over the Ashuelot River on Bolton Road, just south of its intersection with NH 119 in Ashuelot, New Hampshire, an unincorporated village of Winchester.](https://images.trvl-media.com/place/3000447144/529ffd18-db0c-4d9e-8844-fe610e44574f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

Photo by Donny Campos

# Chalets in Cheshire County

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## Check prices for these dates

In two weeks

[Jan 2 - Jan 4](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&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

[Feb 13 - Feb 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-02-13&endDate=2026-02-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[Mar 13 - Mar 15](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-03-13&endDate=2026-03-15&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Apr 10 - Apr 12](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-04-10&endDate=2026-04-12&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

## Top Cities in Cheshire County

![Keene showing a church or cathedral and a city](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105281-Keene-And-Vicinity.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Keene

[](https://expedia.ca/Keene-Chalets.d6057413-aaChalets.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/72de8a56710436641f0aeeaf3b0e190c.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Rindge

[](https://expedia.ca/Rindge-Chalets.d183580-aaChalets.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/9b320961fd585a1c4407ed1c1d8d7b7c.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Jaffrey

[](https://expedia.ca/Jaffrey-Chalets.d183569-aaChalets.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/5e2a1004c09afc894c2b79e348e0430b.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Walpole

[](https://expedia.ca/Walpole-Chalets.d6123341-aaChalets.Travel-Guide-Accommodation)

![](https://mediaim.expedia.com/destination/2/23b4161961eb757bd6886ce6ea416c5e.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### West Chesterfield

[](https://expedia.ca/West-Chesterfield-Chalets.d183592-aaChalets.Travel-Guide-Accommodation)

## Our top choices for Cheshire County chalets

![Exterior](https://images.trvl-media.com/lodging/103000000/102410000/102409700/102409630/3e2c67da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, stereo](https://images.trvl-media.com/lodging/103000000/102410000/102409700/102409630/5aefc14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/103000000/102410000/102409700/102409630/35cd5ba2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102410000/102409700/102409630/0719e01a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Wilmington

[](https://www.expedia.ca/Wilmington-Hotels-Beautiful-SkiGolf-Home.h102409630.Hotel-Information)

8.4/10

Very good

(5)

"we loved our stay there! having a home where you can cook, have everything you need to do so helps so much"

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

Dawn F.

[](https://www.expedia.ca/Wilmington-Hotels-Beautiful-SkiGolf-Home.h102409630.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33580000/33575200/33575107/60edac18.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Indoor pool, outdoor pool](https://images.trvl-media.com/lodging/34000000/33580000/33575200/33575107/4cde1251.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33580000/33575200/33575107/e56ec866.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33580000/33575200/33575107/16695989.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Wilmington

[](https://www.expedia.ca/Wilmington-Hotels-Beautiful-Lodging-At-Mount-Snow-With-Hot-Tub-On-Deck.h33575107.Hotel-Information)

9.4/10

Exceptional

(42)

"My family and I loved our stay. This cabin had everything we needed and more. One thing we do wish we had was fans in the upstairs rooms, as we stayed in the summer time and it did get quite hot up there. The owners were very helpful, and amazing with communication. We would absolutely love to stay here again one day! "

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

lizzie m.

[](https://www.expedia.ca/Wilmington-Hotels-Beautiful-Lodging-At-Mount-Snow-With-Hot-Tub-On-Deck.h33575107.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/79000000/78270000/78268700/78268642/89d5ef21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/79000000/78270000/78268700/78268642/b5de2673.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78270000/78268700/78268642/6de802ee.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/79000000/78270000/78268700/78268642/07e377b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Dover

[](https://www.expedia.ca/West-Dover-Hotels-Private-6-Bedroom-Chalet-Less-Than-5min-To-Mt-Snow.h78268642.Hotel-Information)

9.8/10

Exceptional

(14)

"Great stay and successful bachelor party, host was very accommodating with check-in & check-out timing. Several phenomenal golf courses within 10 minutes of the property, gorgeous views! "

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

Nick B.

[](https://www.expedia.ca/West-Dover-Hotels-Private-6-Bedroom-Chalet-Less-Than-5min-To-Mt-Snow.h78268642.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/eda7773c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/ec10883e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/909249f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101360000/101355900/101355890/e051b2f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Wardsboro

[](https://www.expedia.ca/Wardsboro-Hotels-Brook-Haven-Retreat-Minutes-To-Mt-Snow-Stratton-Pet-Friendly.h101355890.Hotel-Information)

10/10

Exceptional

(14)

"Perfect weekend getaway "

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

Seth G.

CA $241

CA $588 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/Wardsboro-Hotels-Brook-Haven-Retreat-Minutes-To-Mt-Snow-Stratton-Pet-Friendly.h101355890.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/69000000/68860000/68850200/68850104/398175e4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Children's area](https://images.trvl-media.com/lodging/69000000/68860000/68850200/68850104/13b3aaae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68860000/68850200/68850104/97cdf1bc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![4 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/69000000/68860000/68850200/68850104/40bc0fc3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Chester

[](https://www.expedia.ca/Chester-Hotels-Spacious-Chalet-For-Picturesque-Fall-Getaway-Winter-Fun-At-Okemo.h68850104.Hotel-Information)

10/10

Exceptional

(10)

"We had a really sweet stay here. It was cozy and comfortable, and had everything as advertised. Plenty of towels and kitchen supplies when we needed them, and the beds were comfortable. We had a great trip to Okemo!"

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

Carla C.

[](https://www.expedia.ca/Chester-Hotels-Spacious-Chalet-For-Picturesque-Fall-Getaway-Winter-Fun-At-Okemo.h68850104.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/c71f56f9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/26cdcbb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/e73412a1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, Netflix, streaming services](https://images.trvl-media.com/lodging/37000000/36780000/36777700/36777699/341be75e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Dover

[](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information)

9.8/10

Exceptional

(22)

"Decently-sized rooms, great lighting, plenty of space for families with kids to relax, enjoy the outdoor space, easy drive to Stratton and Wilmington. "

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

SZU YIN C.

CA $167

CA $625 total

includes taxes & fees

Jan 5 - Jan 6, 2026

[](https://www.expedia.ca/West-Dover-Hotels-MT-SNOW-SKI-BACK-TRAIL-FREE-SHUTTLE-Green-Mountain-House.h36777699.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/111000000/110630000/110628800/110628771/d5da5c9c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/111000000/110630000/110628800/110628771/3e2b3e42.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110630000/110628800/110628771/00b34fef.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/111000000/110630000/110628800/110628771/1937dd34.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Stratton

[](https://www.expedia.ca/Wardsboro-Hotels-Modern-Lux-Cabin-W-Mtn-Views-Fire-Pit.h110628771.Hotel-Information)

10/10

Exceptional

(1)

"Tommy was a fantastic host!"

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

Kelsey H.

[](https://www.expedia.ca/Wardsboro-Hotels-Modern-Lux-Cabin-W-Mtn-Views-Fire-Pit.h110628771.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/46000000/45630000/45629700/45629607/a950fe0e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/46000000/45630000/45629700/45629607/75b834db.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/46000000/45630000/45629700/45629607/b0445178.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/46000000/45630000/45629700/45629607/084907f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Dover

[](https://www.expedia.ca/West-Dover-Hotels-Alpine-Chalet-With-Outdoor-Jacuzzi-1-Mile-From-Ski-Lifts.h45629607.Hotel-Information)

9.8/10

Exceptional

(39)

"House was clean and comfortable and would love to stay again next season! "

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

Steven L.

[](https://www.expedia.ca/West-Dover-Hotels-Alpine-Chalet-With-Outdoor-Jacuzzi-1-Mile-From-Ski-Lifts.h45629607.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/34000000/33560000/33556800/33556783/116b7c45.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/34000000/33560000/33556800/33556783/3efb217a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/34000000/33560000/33556800/33556783/85477082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/34000000/33560000/33556800/33556783/ebfc5ba7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Jamaica

[](https://www.expedia.ca/Jamaica-Hotels-Two-Bedroom-Chalet.h33556783.Hotel-Information)

9.4/10

Exceptional

(75)

"Loved the location and the house was great. All amenities were as described. Great host. Highly recommend. "

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

Brian E.

[](https://www.expedia.ca/Jamaica-Hotels-Two-Bedroom-Chalet.h33556783.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236914/9fbe2d57.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236914/263b6fec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236914/729be2f2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/75000000/74240000/74237000/74236914/fdd85e53.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in West Dover

[](https://www.expedia.ca/West-Dover-Hotels-Post-And-Beam-Chalet-Close-To-Skiing.h74236914.Hotel-Information)

10/10

Exceptional

(23)

"Great place, close to everything, all amenities and most importantly great hosts!"

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

Michael S.

[](https://www.expedia.ca/West-Dover-Hotels-Post-And-Beam-Chalet-Close-To-Skiing.h74236914.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/112000000/111850000/111840800/111840737/f96da761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/111850000/111840800/111840737/1ae2420c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/112000000/111850000/111840800/111840737/ba4a4768.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/112000000/111850000/111840800/111840737/dea548cc.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Bradford

[](https://www.expedia.ca/Bradford-Hotels-3-Bedroom-Chalet-Next-To-Skiing.h111840737.Hotel-Information)

10/10

Exceptional

(10)

"We had a very comfortable stay here. The house is clean with an extremely well- equipped kitchen, and plenty of space for a family. Hosts are easy to communicate with, and it was easy to relax & enjoy the lake!"

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

Brooke A.

[](https://www.expedia.ca/Bradford-Hotels-3-Bedroom-Chalet-Next-To-Skiing.h111840737.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/a6a78255.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/054b5179.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/f2b8d538.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/75000000/74690000/74683600/74683539/d9c0ff94.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in East Dover

[](https://www.expedia.ca/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information)

9.8/10

Exceptional

(9)

"Easy to find! Clean! Cozy!! Would definitely stay again! "

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

Roy-michael G.

CA $129

CA $559 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/East-Dover-Hotels-Mandys-Mountain-Chalet-Minutes-From-Mount-Snow.h74683539.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/fe04814b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor spa tub](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/ef743cd0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/a1a0916f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/90000000/89680000/89672500/89672463/3a874a87.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in West Dover

[](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information)

10/10

Exceptional

(20)

"Had a delightful time here for the Holiday. Quiet place which held us all comfortably! Easy to get to the places we wanted to go to and was well maintained. Communication with the hosts was fantastic."

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

Jeannine A.

CA $169

CA $741 total

includes taxes & fees

Dec 17 - Dec 18

[](https://www.expedia.ca/West-Dover-Hotels-Hot-Tub.h89672463.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/cc65421b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/83acf129.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/31c838bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/106000000/105990000/105982900/105982869/aaebfa4b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Dover

[](https://www.expedia.ca/West-Dover-Hotels-Mountain-View-Chalet-Golf.h105982869.Hotel-Information)

9.8/10

Exceptional

(6)

"We spent the week, excellent location and the home was exactly as described in listing."

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

Chris R.

CA $806

CA $1,447 total

includes taxes & fees

Dec 18 - Dec 19

[](https://www.expedia.ca/West-Dover-Hotels-Mountain-View-Chalet-Golf.h105982869.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/32000000/31380000/31373400/31373369/9b03f35d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/32000000/31380000/31373400/31373369/b8bfd03f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/32000000/31380000/31373400/31373369/b8469436.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/32000000/31380000/31373400/31373369/8b6f470e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in West Dover

[](https://www.expedia.ca/West-Dover-Hotels-WE-ARE-BACK-COME-AND-ENJOY-YOUR-STAY-AT-OUR-TREE-HOUSE-LIKE.h31373369.Hotel-Information)

9.8/10

Exceptional

(35)

"Clean, spacious and perfect location!!"

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

Anonymous traveller

[](https://www.expedia.ca/West-Dover-Hotels-WE-ARE-BACK-COME-AND-ENJOY-YOUR-STAY-AT-OUR-TREE-HOUSE-LIKE.h31373369.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/33000000/32420000/32414600/32414574/d503be79.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/33000000/32420000/32414600/32414574/1c2e5510.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/33000000/32420000/32414600/32414574/804aa01f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/33000000/32420000/32414600/32414574/72ac6348.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Wilmington

[](https://www.expedia.ca/Wilmington-Hotels-Chimney-Hill-House-7-Miles-To-Mount-Snow.h32414574.Hotel-Information)

9.6/10

Exceptional

(40)

"Joe was nice and easy to talk to. Neighbors were all friendly and the pool area/clubhouse was nice, clean, and inviting. We enjoyed the duck pond for some small easy fishing. Friendly, cool town center about 14 minutes away. I think this place was perfect for the price. "

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

David Q.

[](https://www.expedia.ca/Wilmington-Hotels-Chimney-Hill-House-7-Miles-To-Mount-Snow.h32414574.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1080h1071x0y2-62744863.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1080h1076x0y4-eec2a42e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/w1070h1076x5y0-75daf8bf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/113000000/112680000/112675200/112675182/8581675a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Dover

[](https://www.expedia.ca/West-Dover-Hotels-Gorgeous-4-Bedroom-3-Bath-Chalet-In-Dover-10-Minutes-To-Mount-Snow-WIFI.h112675182.Hotel-Information)

10/10

Exceptional

(4)

"We had a great time at the Chalet. Great accommodations Jennifer made sure we had everything we needed She went above and beyond to accommodate our group. "

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

Chris I.

CA $428

CA $941 total

includes taxes & fees

Jan 14 - Jan 15, 2026

[](https://www.expedia.ca/West-Dover-Hotels-Gorgeous-4-Bedroom-3-Bath-Chalet-In-Dover-10-Minutes-To-Mount-Snow-WIFI.h112675182.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/394573d4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/07d1d9b9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/7eb92a36.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/111000000/110900000/110890700/110890615/6eef057c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Guilford

[](https://www.expedia.ca/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information)

CA $379

CA $500 total

includes taxes & fees

Dec 22 - Dec 23

[](https://www.expedia.ca/Brattleboro-Hotels-Vikings-Villages-Resort-Double-Bed-Room.h110890615.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/67000000/66890000/66885400/66885334/15cbdb6b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/67000000/66890000/66885400/66885334/68939c1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/67000000/66890000/66885400/66885334/09126655.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/67000000/66890000/66885400/66885334/197850f3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Dover

[](https://www.expedia.ca/West-Dover-Hotels-New-Listing-GolfSki-Home-WSteamRoom-Hot-Tub.h66885334.Hotel-Information)

10/10

Exceptional

(7)

"Beautiful house and property."

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

Arthur H.

[](https://www.expedia.ca/West-Dover-Hotels-New-Listing-GolfSki-Home-WSteamRoom-Hot-Tub.h66885334.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102410000/102409600/102409593/7278ef64.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV](https://images.trvl-media.com/lodging/103000000/102410000/102409600/102409593/f98ab286.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102410000/102409600/102409593/6dc27d3c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102410000/102409600/102409593/a2aa357d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Chalet in Dover

[](https://www.expedia.ca/West-Dover-Hotels-New-Mt-Snow-Chalet-Wland.h102409593.Hotel-Information)

8.6/10

Excellent

(7)

"Excellent location to skiing Spacious rooms Plenty of towels Kitchen stocked with appliances Close to market "

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

Heather F.

[](https://www.expedia.ca/West-Dover-Hotels-New-Mt-Snow-Chalet-Wland.h102409593.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=2025-12-30&endDate=2025-12-31&regionId=553248635976430851&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

## Find vacation rentals that suit your style

Cabins

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Private vacation homes

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Aparthotels

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Apartments

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Condos

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Villas

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Cottages

[](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America&regionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=COTTAGE)

Chalets

[](https://www.expedia.ca/Hotel-Search?destination=Cheshire+County%2C+New+Hampshire%2C+United+States+of+America&regionId=553248635976430851&latLong=42.933597%2C-72.278426&adults=2&startDate=2026-03-16&d1=2026-03-16&endDate=2026-03-19&d2=2026-03-19&lodging=CHALET)

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## Top Cheshire County Hotel Reviews

![Motel 6 Leominster, MA](https://images.trvl-media.com/lodging/1000000/1000000/996200/996152/fe9126d0_y.jpg)

### Motel 6 Leominster, MA

10/10 Excellent

"Overall excellent "

[](https://expedia.ca/Leominster-Hotels-Motel-6-Leominster.h996152.Hotel-Information)

![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/7570cba8_y.jpg)

### Doubletree by Hilton Hotel Leominster

10/10 Excellent

"Good breakfast buffet"

[](https://expedia.ca/Leominster-Hotels-Doubletree-By-Hilton-Hotel-Leominster.h16645.Hotel-Information)

![The Colonial Hotel](https://images.trvl-media.com/lodging/1000000/50000/40500/40458/e0570769_y.jpg)

### The Colonial Hotel

10/10 Excellent

"Easy checkin, pleasant staff and clean room. "

[](https://expedia.ca/Leominster-Hotels-The-Colonial-Hotel.h40458.Hotel-Information)

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/6a80e6c5_y.jpg)

### Pointe at Castle Hill Resort

10/10 Excellent

"Yea"

[](https://expedia.ca/Cavendish-Hotels-Pointe-At-Castle-Hill-Resort.h1823093.Hotel-Information)

![The White House Inn](https://images.trvl-media.com/lodging/3000000/2940000/2937400/2937372/fe9c2db1_y.jpg)

### The White House Inn

10/10 Excellent

"There was no hot water the first night.. I let the staff know the next day .. the young man immediately checked room availability and offered 3 options.. he also asked if he could help move us The room was clean. The fireplace was wonderful staff was friendly and accommodating "

[](https://expedia.ca/Wilmington-Hotels-White-House-Inn.h2937372.Hotel-Information)

![Valley Craft Ales](https://images.trvl-media.com/lodging/90000000/89220000/89214100/89214004/c9afe648_y.jpg)

### Valley Craft Ales

10/10 Excellent

"Very easy check in process. They let us know due to it being a pub, it would be loud, but it was very quiet and easy to sleep! The pub area was lovely and had a huge chimney fire for everyone to enjoy and keep warm. The room was clean and well kept! Great experience! "

[](https://expedia.ca/Wilmington-Hotels-Valley-Craft-Ales.h89214004.Hotel-Information)

![Comfort Inn & Suites Brattleboro I-91](https://images.trvl-media.com/lodging/9000000/8790000/8784400/8784377/1032926e_y.jpg)

### Comfort Inn & Suites Brattleboro I-91

10/10 Excellent

"Price, clean and spacious room, comfy bed."

[](https://expedia.ca/Brattleboro-Hotels-Comfort-Inn-Suites-Brattleboro-I-91.h8784377.Hotel-Information)

![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/19aa1fc1_y.jpg)

### Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"It was very enjoyable, and so much to do. Great for the whole family "

[](https://expedia.ca/Leominster-Hotels-Great-Wolf-Lodge-Boston-Fitchburg.h8458771.Hotel-Information)

![Hampton Inn & Suites Greenfield](https://images.trvl-media.com/lodging/2000000/1610000/1601100/1601018/72e137d6_y.jpg)

### Hampton Inn & Suites Greenfield

10/10 Excellent

"Lovely night."

[](https://expedia.ca/Greenfield-Hotels-Hampton-Inn-Suites-Greenfield.h1601018.Hotel-Information)

## Find out more about Cheshire County

## Cheshire County Chalets information

| Number of reviews | 355        |
| ----------------- | ---------- |
| Accommodation     | 81 Chalets |
| Lowest Price      | CA $500    |
| Highest Price     | CA $1,447  |

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