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Cottages in Cheshire County

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Top cities in Cheshire County

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Our top choices for Cheshire County cottages

1. Serene Lakefront Cottage with Mountain Views

Serene Lakefront Cottage with Mountain Views
Lempster
10.0 out of 10, Exceptional, (6 reviews)
Serene Lakefront Cottage with Mountain Views

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

Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board
Westminster
9.4 out of 10, Exceptional, (45 reviews)
"It was a compact, but that was expected. Very happy with the maintenance and cleanliness of the place. One thing to note is that the bathroom is off of the main floor bedroom, not off of a shared common area, good to know for multiple parties, and privacy considerations."
United States
Michael
Lakefront; view of ski mountain, firepit, dock, kayaks, paddle board

3. Cozy Cottage Near Mt. Sunapee - NH Ski Getaway

Cozy Cottage Near Mt. Sunapee - NH Ski Getaway
Blodgett Landing
10.0 out of 10, Exceptional, (15 reviews)
"We very much enjoyed our stay at the house. It was exceptionally clean, and also very comfortable! We had no issues whatsoever. Would definitely recommend if you’re looking to stay in this area."
United States
Janine K.
Cozy Cottage Near Mt. Sunapee - NH Ski Getaway

4. The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly
Chester
10.0 out of 10, Exceptional, (28 reviews)
"House was great, cute and comfy."
United States
Sierra G.
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

5. 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, (45 reviews)
"This is the best VRBO rental ever. Host paid attention to every detail, our family was really impressed. "
United States
Jason T.
Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

6. Brook Road Cabin

Brook Road Cabin
3.5 star property
Goshen
7.4 out of 10, Good, (10 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
Jill
The price is AED 630
AED 1,051 total
includes taxes & fees
12 Nov - 13 Nov
Brook Road Cabin

7. Forest cottage near Lake Raponda with sunroom, gas fireplace and firepit

Forest cottage near Lake Raponda with sunroom, gas fireplace and firepit
Wilmington
8.6 out of 10, Excellent, (79 reviews)
"The place itself is hard to find but the host was super personable and answered immediately. Really cute cabin! Good for a few day stay."
United States
Arianna K.
Forest cottage near Lake Raponda with sunroom, gas fireplace and firepit

8. Cozy cottage on Pleasant Pond

Cozy cottage on Pleasant Pond
Warner
9.4 out of 10, Exceptional, (31 reviews)
"Great property, with lots of room to enjoy the outdoors. Very quiet neighborhood allowing us to unwind and enjoy nature."
United States
Michelle H.
Cozy cottage on Pleasant Pond

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

Cabin & Sauna on Lake Monomonac near Mt. Monadnock
Rindge
10.0 out of 10, Exceptional, (14 reviews)
"Jim was a great host very friendly and welcoming, the cabin is in the perfect spot on the lake and we were able to see a fireworks show directly on the dock, thank you !"
United States
clifford t.
The price is AED 644
AED 965 total
includes taxes & fees
12 Nov - 13 Nov
Cabin & Sauna on Lake Monomonac near Mt. Monadnock

10. Breathtaking Newbury Cottage w/ Deck on Chalk Pond

Breathtaking Newbury Cottage w/ Deck on Chalk Pond
Newbury
9.6 out of 10, Exceptional, (52 reviews)
"Lovely pond and property! If you have small children or babies, be aware that the walls are more 3/4 partitions, not full walls, so tough to operate after bedtime without waking the babies."
United States
Tara F.
Breathtaking Newbury Cottage w/ Deck on Chalk 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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