Compare Cheshire County Cottage Rentals

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Top Cities with Cottages in Cheshire County

Keene featuring a city and a church or cathedral
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Keene

Keene

Featured Cottages in Cheshire County

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

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

Guests staying at this cottage have access to barbecue grills and a garden.
Kitchen
Pet friendly
Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!

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

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

The Cairn, 1840s Cozy Stone Cottage, Pet Friendly

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow

Guests staying at this cottage enjoy free WiFi in public areas, laundry facilities, and a garden. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Rare new Home on Lake Whitingham. Semi-priv beach

Rare new Home on Lake Whitingham. Semi-priv beach

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Vermont Country Cottage (Near Village)

Vermont Country Cottage (Near Village)

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has a garden.
Kitchen
Washer
Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!

3 out of 5
This cottage features free WiFi in public areas and barbecue grills. If you plan to drive, free parking is available.
Kitchen
Washer
Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
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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.

Cottages

Book a cottage in Cheshire County
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Cheshire County. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Cheshire County better.

Cottage apartments in Cheshire County range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Cheshire County
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Cheshire County and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Cheshire County cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Cheshire County. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Cheshire County Cottages essential information

Accommodation
173 Cottages
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Popular accommodation
Sweet vintage cottage on Mountain View Lake, 2024 updates, next to Lake Sunapee, Cozy cabin nestled in the woods, 5 minutes to Sunapee Mountain & lake!, The Cairn, 1840s Cozy Stone Cottage, Pet Friendly, Beautiful Vacation Cottage with a View in Newfane, Vermont, near Mt. Snow, Cottage in the woods with a firepit, grill, washer/dryer, & AC - dog-friendly, Rare new Home on Lake Whitingham. Semi-priv beach, Vermont Country Cottage (Near Village), Peaceful Brookside Getaway ~10 Mi to Okemo Slopes!, Waterfront Cottage 5 minutes to Mount Wachusett, Dock, Pet Friendly, Kayaks

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