Title: Cheshire County Vacation Rentals from CA $335: Short-Term Rentals for 2025 | 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)[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)

![Keene which includes street scenes and autumn leaves](https://a.travel-assets.com/findyours-php/viewfinder/images/res70/105000/105278-Keene-And-Vicinity.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

# Cheshire County 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

## Top Vacation Rentals in in Cheshire County

![Exterior](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/80517dd6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/89cf30d1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/1952f068.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106340000/106335700/106335693/ca0dd917.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Beautiful Adirondack Cabin with Sauna on Lake Monomonac

Rindge

10/10

Exceptional

(24)

"This is a great property, and Jim is a wonderful host. He accommodated all our requests for sauna use and provided helpful tips about the area. We hope to return again one day!"

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

Leigh C.

CA $301

CA $493 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Rindge-Hotels-Beautiful-Adirondack-Cabin-With-Sauna-On-Lake-Monomonac.h106335693.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/75000000/74980000/74973500/74973482/e470a325.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74980000/74973500/74973482/335982bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/75000000/74980000/74973500/74973482/w3964h3024x0y0-3525ed3f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/75000000/74980000/74973500/74973482/5c20f721.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Tranquil Guest House - Peaceful Sanctuary plus InfraRed Sauna

Fitzwilliam

10/10

Exceptional

(13)

"Loved the area"

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

Jose R.

CA $175

CA $292 total

includes taxes & fees

Oct 30 - Oct 31

[](https://www.expedia.ca/Fitzwilliam-Hotels-Romantic.h74973482.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/56fde17e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/303ca4c7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/57a1a4c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106490000/106490000/106489950/812fb1b3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Grey Cabin with Sauna on Lake Monomonac

Rindge

7.6/10

Good

(4)

"Great location host was on it.anything u needed he was there.no ac was the only thing.but it was unusally hot.i would go again"

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

Brian

CA $276

CA $471 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Rindge-Hotels-Beautiful-Modern-Cottage-With-Sauna-On-Lake-Monomonac.h106489950.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/cc6fa2a0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/c6092f96.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/e9dcc51b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/b5b0ddbf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Finnish Cabin with Sauna on Lake Monomonac

Rindge

10/10

Exceptional

(10)

"This was a very nice cozy cottage, with a nice view of the water. The host was friendly and accommodating. We look forward to staying again."

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

Cintromix

CA $313

CA $466 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Rindge-Hotels-Finnish-Cottage-With-Sauna-On-Lake-Monomonac.h106476934.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/40d77b74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Gift shop](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/e74cd874.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, WiFi, bed sheets](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/b701e9e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/112000000/112000000/111998700/111998634/40cb5932.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Owl's Nest Treehouse

Alstead

10/10

Exceptional

(11)

"Great place . Would highly recommend it.!"

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

Peter G.

CA $385

CA $469 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Alstead-Hotels-Owls-Nest-Treehouse.h111998634.Hotel-Information)

![TV, books](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/8f769c56.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, WiFi](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/4c6a2082.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Shower, eco-friendly toiletries, hair dryer](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/17c13c0f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/69000000/68720000/68712000/68711922/d16d9700.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Entire 3 Bedroom Cottage with lots of outdoor space 20 min to Brattleboro

Walpole

10/10

Exceptional

(8)

"Great, clean, charming cottage. The hosts are amazing and communicated every detail, very hospitable. Highly recommend. "

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

Evan C.

CA $286

CA $350 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Walpole-Hotels-Cozy-Farm-Cottage-On-Gorgeous-Landscape.h68711922.Hotel-Information)

![Terrace/patio](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/ad9f4a52.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/2b3f76c9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/4ec9c961.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, printers](https://images.trvl-media.com/lodging/89000000/88310000/88302100/88302089/18e29612.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

Rindge

10/10

Exceptional

(19)

"The cottage was a great place to stay. Very conveniently located to where we wanted to travel to. It has a great view of the lake, very clean and comfortable."

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

Nicole B.

CA $239

CA $510 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Rindge-Hotels-2-Bed.h88302089.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/a9ea01f4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, video games, table tennis](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/8ebf8854.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/fc7ddd03.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/98000000/97320000/97317700/97317603/b4c71f0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Downtown Hot Tub Escape

Keene

9.6/10

Exceptional

(21)

"Nice house in a nice location. "

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

Rob B.

CA $333

CA $578 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Keene-Hotels-Downtown-Hot-Tub-Escape.h97317603.Hotel-Information)

![Outdoor dining](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/ae0971bd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/4e846ae7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/f38617c6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/118000000/117920000/117913300/117913271/8d9f525d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Home Walk to Downtown!

Keene

10/10

Exceptional

(1)

"Thanks to Bill and Angela. We had a wonderful few days staying in your clean, quiet, and very comfortable home. We often choose VRBOs for our travels, whether in the U.S. or abroad—Freiburg, Paris, Bangkok—and this has truly been one of the best experiences.The highlight: this home is the most well-equipped place we’ve ever stayed in—everything we could possibly need was provided, and more. Complete in every way!On top of that, the location is perfect—close to shopping, hiking, fishing, and even...

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

Xilin J.

CA $400

CA $974 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Keene-Hotels-The-Leverett-House-In-Charming-Keene.h117913271.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/110000000/109200000/109193700/109193661/25afdf4c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Microwave, oven, stovetop, dishwasher](https://images.trvl-media.com/lodging/110000000/109200000/109193700/109193661/7d3e26e8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/110000000/109200000/109193700/109193661/1e38d6b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109200000/109193700/109193661/b09ae2c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 3 Beautiful Finnish Cabins with Sauna on Lake Monomonac

Rindge

CA $1,006

CA $1,680 total

includes taxes & fees

Oct 27 - Oct 28

[](https://www.expedia.ca/Rindge-Hotels-3-Beautiful-Finnish-Cabins-With-Sauna-On-Lake-Monomonac.h109193661.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/75000000/74160000/74153700/74153605/4f8e6e77.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/75000000/74160000/74153700/74153605/482b0eb4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/75000000/74160000/74153700/74153605/fa175e1e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/75000000/74160000/74153700/74153605/1343f198.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cobb Meadow House - Cozy 5 Bedroom New England home in The Monadnock Region

Dublin

10/10

Exceptional

(25)

"Good place to stay during a wedding week"

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

Veronique S.

CA $588

CA $1,007 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Dublin-Hotels-5-Bedroom-Cozy-New-England-Home-Cobb-Meadow-House.h74153605.Hotel-Information)

![3 bedrooms, desk, iron/ironing board, travel crib](https://images.trvl-media.com/lodging/110000000/109880000/109873400/109873306/a7140266.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/110000000/109880000/109873400/109873306/85a853f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/110000000/109880000/109873400/109873306/a20a4f12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/110000000/109880000/109873400/109873306/w1256h853x24y0-21e54d8d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Mount Snow Yurt: Hot Tub~Wood Stove~WiFi~EVcharger

Dover

8.0/10

Very good

(2)

"Place was amazing! Beautiful property and so unique. Being pet friendly was a huge plus! We had a wonderful time!"

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

Alexia R.

CA $820

CA $1,045 total

includes taxes & fees

Nov 12 - Nov 13

[](https://www.expedia.ca/West-Dover-Hotels-Mount-Snow-Yurt-Hot-TubWood-StoveWiFiEVcharger.h109873306.Hotel-Information)

![Sauna](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/ae82214f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/6cd80eff.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Sun loungers, beach towels](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/6e3cc5aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/107000000/106420000/106418500/106418444/57ed5fc6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Wellness Getaway with a Personal Sauna, and Private River Beach!

Newfane

10/10

Exceptional

(1)

"The folks are SUPER and made me feel very welome"

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

Mark

CA $189

CA $357 total

includes taxes & fees

Oct 29 - Oct 30

[](https://www.expedia.ca/Newfane-Hotels-Your-Comprehensive-Wellness-Escape-Sauna-And-Private-Beach.h106418444.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/099992ec.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin, 2 Bedrooms, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/4d1a44b8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin, 2 Bedrooms, Mountain View | Private kitchen](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/2cb66f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Point of interest](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/fc4a7c4f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Road Cabin

Goshen

7.8/10

Good

(9)

"In the aftermath of 30+” of snow we dug out and sought a new location with power and hot showers. How blessed we were to find this gem. A point of refuge and some much needed R&R. Cabin was quaint, warm, and comfortable, and the host was attentive and welcoming. Thank you for this port in the storm. 😊"

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

Jill

CA $241

CA $401 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Goshen-Hotels-Brook-Road-Cottage.h35089946.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/79a253e1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books, offices](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/512b2604.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/70342e8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/103000000/102390000/102386600/102386531/01ff54d0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lovely 2nd Floor Apartment

Greenfield

10/10

Exceptional

(41)

"Quiet location and comfortable stay. The space was clean and perfect for a quick overnight. Owner was on site and very responsive. "

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

Shanyn

CA $162

CA $281 total

includes taxes & fees

Oct 28 - Oct 29

[](https://www.expedia.ca/Greenfield-Hotels-Lovely-2nd-Floor-Apartment.h102386531.Hotel-Information)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/beaec720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/5cd29bde.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/06a81bab.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/103000000/102240000/102238400/102238328/57c0c927.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Studio Apt with Full Kitchen. 1 minute stroll over picturesque bridge into town.

Peterborough

9.8/10

Exceptional

(27)

"My stay was what I wanted – quiet and time to study and pray. The town has many beautiful brick buildings and quaint shops for shopping. I thoroughly enjoyed my stay."

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

Betty D.

CA $133

CA $251 total

includes taxes & fees

Nov 18 - Nov 19

[](https://www.expedia.ca/Peterborough-Hotels-Studio-Apt-With-Full-Kitchen-1-Minute-Stroll-Over-Picturesque-Bridge-Into-Town.h102238328.Hotel-Information)

![Exterior detail](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/4d1d83e0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![1 bedroom, iron/ironing board, WiFi, bed sheets](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/7a0cf170.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/6d6cf781.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Hair dryer, towels, soap, toilet paper](https://images.trvl-media.com/lodging/121000000/120540000/120530700/120530639/721eacf7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Charming Country-Chic 1BR in Greenfield – King Bed, Rain Shower, Near Berkshires

Greenfield

CA $91

CA $290 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Greenfield-Hotels-Charming-Country-Chic-1BR-In-Greenfield-King-Bed.h120530639.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/544c6c17.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/8e772eed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/050c1d5c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/ff58de8e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

Westminster

9.6/10

Exceptional

(27)

"Nice location and a very cool place to stay "

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

Samson M.

CA $210

CA $611 total

includes taxes & fees

Nov 2 - Nov 3

[](https://www.expedia.ca/Westminster-Hotels-Lakefront-At-Base-Of-Ski-Resort.h91891970.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/c941b5c2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/b7233da7.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Lobby](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/fce63aae.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/89000000/88640000/88639400/88639305/1d62c6d6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski-in/ski-out condo with deck, wood-burning fireplace, & community amenities

Dover

8.6/10

Excellent

(31)

"Wonderful experience all around! Highly recommend this location both winter and summer."

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

Michael M.

CA $99

CA $394 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/West-Dover-Hotels-Ski-Inski-Out-Condo-With-Deck.h88639305.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/c9927c74.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/w906h683x59y0-8a316277.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/2569f54f.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/32163bc8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage beside a waterfall

Wilton

9.8/10

Exceptional

(8)

"What a unique place to stay with a waterfall in the backyard! Quiet, beautiful grounds on the property. Clean, private and well appointed. "

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

Marcella J.

CA $224

CA $402 total

includes taxes & fees

Oct 26 - Oct 27

[](https://www.expedia.ca/Wilton-Hotels-Cottage-Beside-A-Waterfall.h114347249.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=2025-11-08&endDate=2025-11-09&regionId=553248635976430851&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%2FDestinations-In-Cheshire-County.d553248635976430851.Vacation-Rental-Destinations)[Sign up, it's free](https://expedia.ca/signup?enable_registration=true&+=&uurl=e3id%3Dredr%26rurl%3D%2FDestinations-In-Cheshire-County.d553248635976430851.Vacation-Rental-Destinations)

## Top Cheshire County Hotel Reviews

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

### Doubletree by Hilton Hotel Leominster

10/10 Excellent

"Very nice and clean hotel "

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

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

### The Colonial Hotel

10/10 Excellent

"The property is beautiful!"

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

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

### Pointe at Castle Hill Resort

10/10 Excellent

"Relaxing, clean, staff was nice"

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

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

### The White House Inn

10/10 Excellent

"We had a great time. Sound proofing between the rooms wasn't good but that is what you get with a grand old historical inn. "

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

![Claremont Motor Lodge](//images.trvl-media.com/lodging/39000000/38320000/38317200/38317142/64648cb7_y.jpg)

### Claremont Motor Lodge

10/10 Excellent

"The Staff was outstanding, friendly and very professional! Great communication. They found my wallet after I checked out/left the area, and stored it until I could return much later in the day. Will definitely stay here the next time I am in the area."

[](https://expedia.ca/Mount-Sunapee-Hotels-Claremont-Motor-Lodge.h38317142.Hotel-Information)

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

### Motel 6 Leominster, MA

10/10 Excellent

"Clean room "

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

![Latchis Hotel](//images.trvl-media.com/lodging/2000000/1370000/1367300/1367207/9faca473_y.jpg)

### Latchis Hotel

10/10 Excellent

"Is a great historic building with great charm. Hope to stay there again soon."

[](https://expedia.ca/Brattleboro-Hotels-Latchis-Hotel.h1367207.Hotel-Information)

![Riverside Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/3000000/2880000/2877400/2877372/34b58580_y.jpg)

### Riverside Hotel, an Ascend Collection Hotel

10/10 Excellent

"The room's view was perfect"

[](https://expedia.ca/Keene-Hotels-Riverside-Hotel.h2877372.Hotel-Information)

![Keene Elm City Hotel, an Ascend Collection Hotel](//images.trvl-media.com/lodging/1000000/20000/14500/14439/35530261_y.jpg)

### Keene Elm City Hotel, an Ascend Collection Hotel

10/10 Excellent

"Very nice & quiet. Close to downtown. Didn’t eat breakfast. "

[](https://expedia.ca/Keene-Hotels-Keene-Elm-City-Hotel.h14439.Hotel-Information)

## Find out more about Cheshire County

**Everything you need to know about** **Cheshire County** **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 Cheshire County 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 Cheshire County vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

**Cheshire County vacation rentals: An excellent choice for every season**

Whenever you want to travel, a warm welcome awaits you in Cheshire County. 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 Cheshire County 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 Cheshire County vacation rentals we have selected for you start as low as CA $335 per night. Entering your travel dates in the search wizard you might find even better deals!

**How to find incredible deals on Cheshire County rentals**

At Expedia, we put the best Cheshire County 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 Cheshire County 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 Cheshire County 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 Cheshire County. 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

-   Popular Cheshire County Cities
-   All accommodation types in Cheshire County

-   [Jaffrey Vacation Rentals](https://expedia.ca/Jaffrey-Vacation-Rentals.d183569.Travel-Guide-VacationRentals)

-   [Vacation Homes in Cheshire County](https://expedia.ca/Cheshire-County-Private-Vacation-Homes.d553248635976430851-aaPrivateVacationHomes.Travel-Guide-Accommodation)
-   [Cottages in Cheshire County](https://expedia.ca/Cheshire-County-Cottages.d553248635976430851-aaCottages.Travel-Guide-Accommodation)
-   [Apartments in Cheshire County](https://expedia.ca/Cheshire-County-Apartments.d553248635976430851-aaApartments.Travel-Guide-Accommodation)
-   [Cabin Rentals in Cheshire County](https://expedia.ca/Cheshire-County-Cabins.d553248635976430851-aaCabins.Travel-Guide-Accommodation)
-   [Condo Rentals in Cheshire County](https://expedia.ca/Cheshire-County-Condos.d553248635976430851-aaCondos.Travel-Guide-Accommodation)
-   [Chalets in Cheshire County](https://expedia.ca/Cheshire-County-Chalets.d553248635976430851-aaChalets.Travel-Guide-Accommodation)
-   [B&B in Cheshire County](https://expedia.ca/Cheshire-County-Bed-And-Breakfast.d553248635976430851-aaBedAndBreakfast.Travel-Guide-Accommodation)
-   [Resorts in Cheshire County](https://expedia.ca/Cheshire-County-Resort-Hotels.d553248635976430851-aaResortHotels.Travel-Guide-Accommodation)
-   [Farmstay in Cheshire County](https://expedia.ca/Cheshire-County-Agritourism.d553248635976430851-aaAgritourism.Travel-Guide-Accommodation)
-   [Guest Houses in Cheshire County](https://expedia.ca/Cheshire-County-Guest-Houses.d553248635976430851-aaGuestHouses.Travel-Guide-Accommodation)
-   [Motels in Cheshire County](https://expedia.ca/Cheshire-County-Motels.d553248635976430851-aaMotels.Travel-Guide-Accommodation)
-   [Inns in Cheshire County](https://expedia.ca/Cheshire-County-Inns.d553248635976430851-aaInns.Travel-Guide-Accommodation)
-   [Lodges in Cheshire County](https://expedia.ca/Cheshire-County-Lodges.d553248635976430851-aaLodges.Travel-Guide-Accommodation)
-   [Aparthotels in Cheshire County](https://expedia.ca/Cheshire-County-Apart-Hotels.d553248635976430851-aaApartHotels.Travel-Guide-Accommodation)
-   [Villas in Cheshire County](https://expedia.ca/Cheshire-County-Villas.d553248635976430851-aaVillas.Travel-Guide-Accommodation)
-   [RV Parks in Cheshire County](https://expedia.ca/Cheshire-County-RV-Parks.d553248635976430851-aaRVParks.Travel-Guide-Accommodation)