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Cottages in Cheshire County

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Check prices for these dates

In two weeks
19 Dec - 21 Dec
In two months
30 Jan - 1 Feb
In three months
27 Feb - 1 Mar
In four months
27 Mar - 29 Mar

Top Cities in Cheshire County

Keene showing a city and a church or cathedral
CottagesCottages

Keene

Keene
CottagesCottages

Rindge

Rindge

Featured Cottages in Cheshire County

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

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

Wilmington
8.6 out of 10, Excellent, (64)
"Great location and super cute"
United States
Jeff S.
Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly
Property grounds
Cottage beside a waterfall

Cottage beside a waterfall

Wilton
9.8 out of 10, Exceptional, (10)
"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
Marcella J.
The price is HK$1,245
HK$2,238 total
includes taxes & fees
7 Dec - 8 Dec
Cottage beside a waterfall
Terrace/patio
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock

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

Rindge
10.0 out of 10, Exceptional, (22)
"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
Nicole B.
The price is HK$1,366
HK$2,792 total
includes taxes & fees
7 Dec - 8 Dec
2 Bed, 1.5 Bath, on Pool Pond, Close to Franklin Pierce and Mt. Monadnock
Exterior
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Chester
10.0 out of 10, Exceptional, (18)
"The house is absolutely beautiful - Check in super easy"
United States
Dawn J.
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Exterior
Vermont Country Cottage (Near Village)

Vermont Country Cottage (Near Village)

Londonderry
9.4 out of 10, Exceptional, (14)
"Convenient location for the event and places we wanted to visit!"
United States
Joe A.
Vermont Country Cottage (Near Village)
Exterior
Rare new Home on Lake Whitingham. Semi-priv beach

Rare new Home on Lake Whitingham. Semi-priv beach

Wilmington
10.0 out of 10, Exceptional, (6)
"Very nice place."
United States
michael r.
Rare new Home on Lake Whitingham. Semi-priv beach
Interior
Lakefront Bradford Cottage w/ Dock, Near Skiing!

Lakefront Bradford Cottage w/ Dock, Near Skiing!

3.0 star property
Bradford
Lakefront Bradford Cottage w/ Dock, Near Skiing!
Exterior
Waterfront Cottage on Scenic Sportsman Pond

Waterfront Cottage on Scenic Sportsman Pond

Fitzwilliam
9.6 out of 10, Exceptional, (44)
"Excellent location,plenty of water activities and equipment,fun place, Owners very nice and very helpful."
United States
Cathy M.
Waterfront Cottage on Scenic Sportsman Pond
Exterior
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

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

Westminster
9.6 out of 10, Exceptional, (29)
"Nice location and a very cool place to stay "
United States
Samson M.
The price is HK$778
HK$2,894 total
includes taxes & fees
10 Dec - 11 Dec
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Exterior
2 queen and 2 twin beds

2 queen and 2 twin beds

Milford
9.6 out of 10, Exceptional, (14)
"Great location. Very quite and had everything we needed."
United States
Eddie M.
2 queen and 2 twin beds
Exterior
Lakeview Cozy Cottage • Hot Tub • Fireplace • Fish • Ski 30min

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

Rindge
10.0 out of 10, Exceptional, (16)
"Loved the water front, using the kayaks was great. The back deck was amazing for get togethers. The house was clean and comfortable. Definitely planning to return."
United States
Valerie R.
Lakeview Cozy Cottage • Hot Tub • Fireplace • Fish • Ski 30min
Exterior
Vacationer's oasis on the waterfront of picturesque Pearly Pond.

Vacationer's oasis on the waterfront of picturesque Pearly Pond.

Rindge
10.0 out of 10, Exceptional, (36)
"Cottage is rustic and very comfortable, with everything you need for an enjoyable stay. The waterfront is beautiful and so peaceful, and the view of Monadnock is incredible. Warm water to swim or float, great fishing from the dock, and the owners are super nice. We made some great memories, and would definitely return!"
United States
Jennifer P.
Vacationer's oasis on the waterfront of picturesque Pearly Pond.
Interior
Historic Home w/ Modern Updates on < 4 Acres

Historic Home w/ Modern Updates on < 4 Acres

3.0 star property
Royalston
10.0 out of 10, Exceptional, (2)
"Great place. Enjoyed our stay. Wish it wasn’t raining so we could’ve enjoyed more of the outdoors."
United States
Melissa
Historic Home w/ Modern Updates on < 4 Acres
Interior
Near Hiking & Skiing: Home in Wilmington!

Near Hiking & Skiing: Home in Wilmington!

3.0 star property
Wilmington
10.0 out of 10, Exceptional, (1)
"Owner Brent was helpful and quick to respond to questions. The house is near Mount Snow great for skiing! Very nice place to stay, we will definitely stay again when booking for next year."
United States
Donna
Near Hiking & Skiing: Home in Wilmington!
Exterior
Brook Road Cabin

Brook Road Cabin

3.5 star property
Goshen
7.8 out of 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
Jill
Brook Road Cabin
Interior
Cottage on Partridge Pond

Cottage on Partridge Pond

Westminster
10.0 out of 10, Exceptional, (25)
"Such a cute place..loved the house, the lake and the amenties and special touches...we.will be back!"
United States
Ann N.
Cottage on Partridge Pond
Interior
Near Skiing & Hiking: Quiet Home in West Wardsboro

Near Skiing & Hiking: Quiet Home in West Wardsboro

3.0 star property
West Wardsboro
Near Skiing & Hiking: Quiet Home in West Wardsboro
Interior
Pet-friendly Claremont Vacation Rental!

Pet-friendly Claremont Vacation Rental!

3.0 star property
Claremont
Pet-friendly Claremont Vacation Rental!
Exterior
Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

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

Newbury
10.0 out of 10, Exceptional, (30)
"This was a last-minute booking and we could not have been more happy with itHow’s this beautifully decorated, beds are comfortable and hosts were very easy to work with!"
United States
Elizabeth R.
Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!
Property grounds
Cozy cottage on Pleasant Pond

Cozy cottage on Pleasant Pond

Warner
9.4 out of 10, Exceptional, (25)
"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
Shane P.
Cozy cottage on Pleasant Pond
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Cheshire County Hotel Reviews

Doubletree by Hilton Hotel Leominster

Doubletree by Hilton Hotel Leominster

10/10 Excellent
"Very clean. Staff was friendly. "
Bryan 1-night trip
Posted 5 days ago
Doubletree by Hilton Hotel Leominster

Find out more about Cheshire County

Cheshire County Cottages information

Number of reviews
327
Accommodation
177 Cottages
Lowest Price
HK$2,238
Highest Price
HK$2,894