Title: Cheshire County Cottages from CA $300 | 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

![](https://images.trvl-media.com/place/3000447144/529ffd18-db0c-4d9e-8844-fe610e44574f.jpg?impolicy=fcrop&w=1200&h=500&q=medium)

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## Check prices for these dates

In two weeks

[Mar 20 - Mar 22](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-03-20&endDate=2026-03-22&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In two months

[May 1 - May 3](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-05-01&endDate=2026-05-03&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In three months

[May 29 - May 31](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-05-29&endDate=2026-05-31&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&rfrr=TG.LP.CheckPrices.Hotel&openPlayBack=true)

In four months

[Jun 26 - Jun 28](https://www.expedia.ca/Hotel-Search?regionId=553248635976430851&startDate=2026-06-26&endDate=2026-06-28&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://images.trvl-media.com/place/6057413/ea8c4de6-dd4d-46cd-95bb-3bd63ebc09ea.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Keene

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

![#hiking.. i love hiking being out doors following a trail or just making my own fresh air and the out doors is amazing. i hike every chance i can close to home or travel to find new locations, I'm from akron Ohio but i love to travel this photo was from..one the best hikes i ever done ](https://images.trvl-media.com/place/183569/7e361115-2ee1-4e00-9d51-581c9007a526.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Jaffrey

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

![New Hampshire rail trail through autumn maple trees](https://images.trvl-media.com/place/183580/a26a366f-1e86-4e1c-b71a-9545606e3c3e.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Rindge

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

![Aerial view of West Swanzey New Hampshire in early fall  ](https://images.trvl-media.com/place/6348108/1856e823-b9c5-4cc3-880a-1fd676222faf.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Swanzey

[](https://expedia.ca/Swanzey-Cottages.d6348108-aaCottages.Travel-Guide-Accommodation)

![Walpole museum, New Hampshire](https://images.trvl-media.com/place/6123341/781d9745-7861-46d2-87d9-a4cf37f1812a.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Walpole

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

![Colorful autumn scene at historic 19th-century textile mill town in Monadnock region of New Hampshire. Picturesque village of Harrisville with reflection of sky and red brick buildings on water.](https://images.trvl-media.com/place/3000447013/bc08b116-7de2-4288-91b9-d80d10d7a9a5.jpg?impolicy=fcrop&w=384&h=216&q=medium)

#### Harrisville

[](https://expedia.ca/Harrisville-Cottages.d3000447013-aaCottages.Travel-Guide-Accommodation)

## Our top choices for Cheshire County cottages

![Exterior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/698550fb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, fireplace](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/9fe7ea33.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/505fc249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/92000000/91080000/91076100/91076053/c3f64046.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly

[](https://www.expedia.ca/Wilmington-Hotels-Cottage-In-The-Woods-With-A-Firepit.h91076053.Hotel-Information)

Wilmington

8.6/10

Excellent

(66 reviews)

"A beautiful, cozy home. My dog loved it too!"

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

Julia S.

[](https://www.expedia.ca/Wilmington-Hotels-Cottage-In-The-Woods-With-A-Firepit.h91076053.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101880000/101878500/101878486/9d8e56a2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Terrace/patio](https://images.trvl-media.com/lodging/102000000/101880000/101878500/101878486/0fe7ef58.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, books](https://images.trvl-media.com/lodging/102000000/101880000/101878500/101878486/dce5cb1c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/102000000/101880000/101878500/101878486/6282b93c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

[](https://www.expedia.ca/Newbury-Hotels-Cozy-Cabin-Nestled-In-The-Woods.h101878486.Hotel-Information)

Newbury

10/10

Exceptional

(34 reviews)

"This property is awesome! Thoughtfully built, beautifully decorated and perfectly maintained and clean throughout."

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

Richard A.

[](https://www.expedia.ca/Newbury-Hotels-Cozy-Cabin-Nestled-In-The-Woods.h101878486.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/84000000/83630000/83628700/83628695/3c563e55.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/84000000/83630000/83628700/83628695/1bf14b89.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Beach nearby, sun loungers](https://images.trvl-media.com/lodging/84000000/83630000/83628700/83628695/011bf324.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace](https://images.trvl-media.com/lodging/84000000/83630000/83628700/83628695/d25f288e.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeview Cozy Cottage • Hot Tub • Fireplace • Fish • Ski 30min

[](https://www.expedia.ca/Rindge-Hotels-Beautiful-Waterfront-Cottage-With-A-HOT-TUB-For-Your-Family-Getaway.h83628695.Hotel-Information)

Rindge

10/10

Exceptional

(17 reviews)

"This was such a cute propertyHad everything we needed."

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

Jennifer S.

[](https://www.expedia.ca/Rindge-Hotels-Beautiful-Waterfront-Cottage-With-A-HOT-TUB-For-Your-Family-Getaway.h83628695.Hotel-Information)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76020000/76013700/76013677/e5f846ba_edited_047a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/77000000/76020000/76013700/76013677/da1f8db5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/77000000/76020000/76013700/76013677/60b6a622.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/77000000/76020000/76013700/76013677/1ffb708c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy cottage on Pleasant Pond

[](https://www.expedia.ca/Warner-Hotels-Cozy-Cottage-On-Pleasant-Pond.h76013677.Hotel-Information)

Warner

9.4/10

Exceptional

(25 reviews)

"This was our second time at the property and it was even better this time! It’s so nice and peaceful. This is our kids and fur babies favorite place to go, the only bad part was having to leave!!Thanks again it was amazing!"

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

Shane P.

[](https://www.expedia.ca/Warner-Hotels-Cozy-Cottage-On-Pleasant-Pond.h76013677.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)

![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/bace89a4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/92000000/91900000/91892000/91891970/w1168h770x1y0-34c07ef0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

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

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

Westminster

9.6/10

Exceptional

(30 reviews)

"Cutest home! My family loved it! "

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

Shanna D.

CA $204

CA $592 total

includes taxes & fees

Mar 15 - Mar 16

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

![Property grounds](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/42bcfcc0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, books, stereo](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/fedfe03d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/4dfaeb9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/58000000/57520000/57518200/57518109/09b0148a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family & Dog-Friendly Lakeside Retreat 15-min to Mount Sunapee

[](https://www.expedia.ca/Sunapee-Hotels-Charming-Lakefront-Cottage-Near-Mount-Sunapee.h57518109.Hotel-Information)

Sunapee

10/10

Exceptional

(40 reviews)

"Wonderful property with a great view and amazing ambiance. Lots of games and puzzles for family time, and a well equipped kitchen for cooking and even baking a pie from the apples we picked nearby!"

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

Karl S.

[](https://www.expedia.ca/Sunapee-Hotels-Charming-Lakefront-Cottage-Near-Mount-Sunapee.h57518109.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/56000000/55410000/55403400/55403379/6881f853.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![TV, books](https://images.trvl-media.com/lodging/56000000/55410000/55403400/55403379/18aae8d9.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/56000000/55410000/55403400/55403379/31aba14a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/56000000/55410000/55403400/55403379/c0b623b4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Lakeside home. Fishing, paddle boarding, swimming, and easy lake fun. 

[](https://www.expedia.ca/Warner-Hotels-Lakeside-Home-Fishing.h55403379.Hotel-Information)

Warner

10/10

Exceptional

(59 reviews)

"Julie was amazing to work with, and the property exceeded our expectations. We enjoyed a wonderful, quiet week and would love to return."

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

Jenn W.

[](https://www.expedia.ca/Warner-Hotels-Lakeside-Home-Fishing.h55403379.Hotel-Information)

![Interior](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/05b28b0d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/a665bfb3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/c05c07c3.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/66000000/65710000/65705000/65704950/be228f9a.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cottage on Partridge Pond

[](https://www.expedia.ca/Westminster-Hotels-Cottage-On-Partridge-Pond.h65704950.Hotel-Information)

Westminster

10/10

Exceptional

(28 reviews)

"Such a cute place..loved the house, the lake and the amenties and special touches...we.will be back!"

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

Ann N.

[](https://www.expedia.ca/Westminster-Hotels-Cottage-On-Partridge-Pond.h65704950.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/87000000/86510000/86507900/86507879/w905h683x60y0-50aa6105.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/87000000/86510000/86507900/86507879/w904h683x60y0-bb79f440.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, desk, WiFi, bed sheets](https://images.trvl-media.com/lodging/87000000/86510000/86507900/86507879/w506h683x260y0-54062a92.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Living area](https://images.trvl-media.com/lodging/87000000/86510000/86507900/86507879/w903h683x60y0-11ec2b93.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Vermont Country Cottage (Near Village)

[](https://www.expedia.ca/Londonderry-Hotels-Vermont-Country-Cottage.h86507879.Hotel-Information)

Londonderry

9.4/10

Exceptional

(14 reviews)

"Convenient location for the event and places we wanted to visit!"

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

Joe A.

[](https://www.expedia.ca/Londonderry-Hotels-Vermont-Country-Cottage.h86507879.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/f74c11e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/953cffed.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Exterior](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/3b007ed8.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, fireplace, DVD player, books](https://images.trvl-media.com/lodging/70000000/69360000/69357300/69357248/1fd2a720.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Waterfront Cottage on Scenic Sportsman Pond

[](https://www.expedia.ca/Fitzwilliam-Hotels-Waterfront-Cottage-On-Scenic-Sportsman-Pond.h69357248.Hotel-Information)

Fitzwilliam

9.6/10

Exceptional

(44 reviews)

"We had a good time. The place is extremely clean, and peaceful. It was nice that it was pet friendly and we could bring our dog. The pond really wasn’t for swimming and the kids were disappointed. We tried some fishing and the second day out on the canoe we did catch some small perch. The pond was really low and only a few feet deep. It’s a great place for peace and quiet. "

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

Tiffany S.

[](https://www.expedia.ca/Fitzwilliam-Hotels-Waterfront-Cottage-On-Scenic-Sportsman-Pond.h69357248.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)

![Interior](https://images.trvl-media.com/lodging/115000000/114350000/114347300/114347249/2569f54f.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)

![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

[](https://www.expedia.ca/Wilton-Hotels-Cottage-Beside-A-Waterfall.h114347249.Hotel-Information)

Wilton

10/10

Exceptional

(12 reviews)

"BEAUTIFUL surroundings and very peaceful. Would definitely recommend staying here!! "

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

Vicki L.

CA $217

CA $395 total

includes taxes & fees

Mar 9 - Mar 10

[](https://www.expedia.ca/Wilton-Hotels-Cottage-Beside-A-Waterfall.h114347249.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/25e52beb.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/107000000/106480000/106477000/106476934/6faf555f.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)

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

### Cabin & Sauna on Lake Monomonac near Mt. Monadnock

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

Rindge

10/10

Exceptional

(12 reviews)

"Amazing place. We really enjoyed our brief stay. Great host. "

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

Gary S.

CA $177

CA $300 total

includes taxes & fees

Mar 9 - Mar 10

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

![Exterior](https://images.trvl-media.com/lodging/104000000/103550000/103548000/103547907/w1179h884x0y836-91c9459b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/104000000/103550000/103548000/103547907/w1179h884x0y836-f005265d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV, DVD player](https://images.trvl-media.com/lodging/104000000/103550000/103548000/103547907/518421ad_edited_2a60.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/104000000/103550000/103548000/103547907/b2686c35.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 2 queen and 2 twin beds

[](https://www.expedia.ca/Milford-Hotels-2-Queen-And-2-Twin-Beds.h103547907.Hotel-Information)

Milford

9.6/10

Exceptional

(15 reviews)

"Great location. Very quite and had everything we needed."

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

Eddie M.

[](https://www.expedia.ca/Milford-Hotels-2-Queen-And-2-Twin-Beds.h103547907.Hotel-Information)

![Family Cabin, 2 Bedrooms, Mountain View | View from room](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/380a9c06.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin, 2 Bedrooms, Mountain View | In-room dining](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/4a598028.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Family Cabin, 2 Bedrooms, Mountain View | Living room](https://images.trvl-media.com/lodging/36000000/35090000/35090000/35089946/2061befc.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/dfc2abda.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Brook Road Cabin

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

Goshen

7.8/10

Good

(9 reviews)

"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

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

![Property grounds](https://images.trvl-media.com/lodging/91000000/90260000/90256700/90256621/fb9c9c27.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![2 bedrooms, travel crib, free WiFi, bed sheets](https://images.trvl-media.com/lodging/91000000/90260000/90256700/90256621/737fc1b6.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/91000000/90260000/90256700/90256621/bb7ff6da.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/91000000/90260000/90256700/90256621/60a31efd.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Cozy Crescent Cottage-Lakefront-Quiet- 25 min from Mt Sunapee -Pet friendly

[](https://www.expedia.ca/Newport-Hotels-Cozy-Crescent-Cottage-Near-Sunapee-Areapet-Friendly.h90256621.Hotel-Information)

Lempster

10/10

Exceptional

(34 reviews)

"This property and vacation were exactly what we were hoping for!"

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

Joyce N.

[](https://www.expedia.ca/Newport-Hotels-Cozy-Crescent-Cottage-Near-Sunapee-Areapet-Friendly.h90256621.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/102000000/101650000/101640900/101640818/3316116c.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101650000/101640900/101640818/79e77e12.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Fridge, microwave, oven, stovetop](https://images.trvl-media.com/lodging/102000000/101650000/101640900/101640818/a6271910.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![3 bedrooms, iron/ironing board, free WiFi, bed sheets](https://images.trvl-media.com/lodging/102000000/101650000/101640900/101640818/02ceede4.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

[](https://www.expedia.ca/Chester-Hotels-2022-Rockingham-Old-House-Award-1840s-Cozy-Stone-Cottage.h101640818.Hotel-Information)

Chester

10/10

Exceptional

(20 reviews)

"The house is absolutely beautiful - Check in super easy"

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

Dawn J.

[](https://www.expedia.ca/Chester-Hotels-2022-Rockingham-Old-House-Award-1840s-Cozy-Stone-Cottage.h101640818.Hotel-Information)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118050000/118040400/118040302/8d3a3825.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Front of property](https://images.trvl-media.com/lodging/119000000/118050000/118040400/118040302/9175b2aa.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118050000/118040400/118040302/b22d25e2.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (4 Bedrooms) | Interior](https://images.trvl-media.com/lodging/119000000/118050000/118040400/118040302/f33dbcd5.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### 8 Mi to Okemo Mountain Resort: Mtn-view Retreat!

[](https://www.expedia.ca/Ludlow-Hotels-8-Mi-To-Okemo-Mountain-Resort-Mtn-View-Retreat.h118040302.Hotel-Information)

Ludlow

10/10

Exceptional

(1 review)

"Everything was as advertised we had an ice storm and a nice guy came and salted stairs and driveway bright an early , the only issue we has was the inside steps going to the upstairs bedroom were very slippery but otherwise great stay "

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

JIM

[](https://www.expedia.ca/Ludlow-Hotels-8-Mi-To-Okemo-Mountain-Resort-Mtn-View-Retreat.h118040302.Hotel-Information)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93602800/93602760/c3554443.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93602800/93602760/15e96554.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93602800/93602760/180eaf9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![House (5 Bedrooms) | Interior](https://images.trvl-media.com/lodging/94000000/93610000/93602800/93602760/d9caaf2d.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Family Winter Retreat w/ Hot Tub: 14 Mi to Slopes!

[](https://www.expedia.ca/Whitingham-Hotels-Family-Winter-Retreat-W-Hot-Tub-14-Mi-To-Slopes.h93602760.Hotel-Information)

Whitingham

[](https://www.expedia.ca/Whitingham-Hotels-Family-Winter-Retreat-W-Hot-Tub-14-Mi-To-Slopes.h93602760.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/d2429fc3_edited_6249.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Dining](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/67f0be9b.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/d64a7dcf.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Outdoor dining](https://images.trvl-media.com/lodging/113000000/112710000/112701700/112701655/ee22cade.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee

[](https://www.expedia.ca/Sunapee-Hotels-Sweet-Vintage-Cottage-On-Mountain-View-Lake.h112701655.Hotel-Information)

Sunapee

9.0/10

Wonderful

(7 reviews)

"The acorn in a cute little cottage on beautiful Mountain View lake. The cottage had everything we needed for our stay. The host was responsive, friendly and gave great recommendations for area hikes and activities. "

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

Deb D.

[](https://www.expedia.ca/Sunapee-Hotels-Sweet-Vintage-Cottage-On-Mountain-View-Lake.h112701655.Hotel-Information)

![Exterior](https://images.trvl-media.com/lodging/113000000/112790000/112786700/112786654/27a307f1.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Interior](https://images.trvl-media.com/lodging/113000000/112790000/112786700/112786654/125a10f0.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Property grounds](https://images.trvl-media.com/lodging/113000000/112790000/112786700/112786654/b2dcd761.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

![Smart TV](https://images.trvl-media.com/lodging/113000000/112790000/112786700/112786654/43515d21.jpg?impolicy=fcrop&w=357&h=201&p=1&q=medium)

### Ski Cottage Getaway - 10 Min to Mt Sunapee

[](https://www.expedia.ca/Newbury-Hotels-Cozy-Cottage-In-Newbury.h112786654.Hotel-Information)

Blodgett Landing

10/10

Exceptional

(6 reviews)

"Cottage is brand new. I was likely one of the very first vacationers using it. Well appointed, clean and comfortable. Little hard to find, but once there worked very well for me."

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

Dan H.

[](https://www.expedia.ca/Newbury-Hotels-Cozy-Cottage-In-Newbury.h112786654.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=2026-03-22&endDate=2026-03-23&regionId=553248635976430851&adults=2&categorySearch=vacation_rentals_option&stay_options_group=vacation_rentals_option&openPlayBack=true)

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## Find vacation rentals that suit your style

Private vacation homes

[](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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=VACATION_HOME)

Apartments

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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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=COTTAGE)

Cabins

[](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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=CABIN)

Aparthotels

[](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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=APART_HOTEL)

Condos

[](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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=CONDO)

Villas

[](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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&lodging=VILLA)

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=2026-06-06&d1=2026-06-06&endDate=2026-06-09&d2=2026-06-09&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/e5860404_y.jpg)

### Motel 6 Leominster, MA

10/10 Excellent

"Good "

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

![Great Wolf Lodge Boston / Fitchburg, MA](https://images.trvl-media.com/lodging/9000000/8460000/8458800/8458771/08aa09e5_y.jpg)

### Great Wolf Lodge Boston / Fitchburg, MA

10/10 Excellent

"Plusieurs activités pour tous les intérêts, évidement ça vient avec un prix mais les packages sont quand meme avantageux. Planifier un budget pour ne pas être surpris. Très beau parc aquatique sécuritaire avec lifeguards toujours aux aguets. Grande chambre spacieuse. Buffet délicieux ! "

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

![Best Western Springfield Hotel](https://images.trvl-media.com/lodging/1000000/20000/17800/17753/d8a154ae_y.jpg)

### Best Western Springfield Hotel

10/10 Excellent

"Yes"

[](https://expedia.ca/Springfield-Hotels-Best-Western-Springfield-Hotel.h17753.Hotel-Information)

![Hideaway Inn Mt.Sunapee](https://images.trvl-media.com/lodging/121000000/120350000/120341300/120341253/7f350a77_y.jpg)

### Hideaway Inn Mt.Sunapee

8/10 Good

"Overall, not a bad place but the Staff was non existent and its always helpful to have someone to assist you when you're in a new place. Check in was not as smooth as it should have been, and the overall cleanliness left something to be desired. 3.5 stars overall. "

[](https://expedia.ca/Newbury-Hotels-Hideaway-Inn-Mt-Snow.h120341253.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

"I liked it a lot for the one night stop "

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

![Doubletree by Hilton Hotel Leominster](https://images.trvl-media.com/lodging/1000000/20000/16700/16645/0022beaf_y.jpg)

### Doubletree by Hilton Hotel Leominster

10/10 Excellent

"Great hotel "

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

![Pointe at Castle Hill Resort](https://images.trvl-media.com/lodging/2000000/1830000/1823100/1823093/b9b1ed95_y.jpg)

### Pointe at Castle Hill Resort

8/10 Good

"nice lobby"

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

![Grand Summit Resort, A Vail Resorts Property](https://images.trvl-media.com/lodging/1000000/670000/663200/663170/7d1f7aea_y.jpg)

### Grand Summit Resort, A Vail Resorts Property

10/10 Excellent

"Great location…. Walk right onto 2 ski lifts from the hotel, full ski service, great amenities "

[](https://expedia.ca/West-Dover-Hotels-Mount-Snow-Grand-Summit-Resort.h663170.Hotel-Information)

![Colonial Motel And Spa](https://images.trvl-media.com/lodging/2000000/1080000/1070800/1070729/05f7e3bc_y.jpg)

### Colonial Motel And Spa

4/10 Poor

"There are two sections to the property. We asked to switch rooms because it smelled moldy on the one side. The other was in much better conditions, no smell, rooms very large, and clean. The pool is run by another company and they are strict about pool hours. "

[](https://expedia.ca/Brattleboro-Hotels-Colonial-Motel-And-Spa.h1070729.Hotel-Information)

## Find out more about Cheshire County

## Cheshire County Cottages information

| Number of reviews | 473          |
| ----------------- | ------------ |
| Accommodation     | 183 Cottages |
| Lowest Price      | CA $300      |
| Highest Price     | CA $592      |

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