Vacation rentals in Cheshire County
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Cheshire County
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Cheshire County vacation rentals
Other great vacation rentals in Cheshire County
Superhost
Guesthouse in Fitzwilliam
4.86 out of 5 average rating, 332 reviewsTranquil Guest House with Sauna & Hiking
Feb 7 – 14
$127 per night
Guest favorite
Apartment in Putney
4.89 out of 5 average rating, 110 reviewsHip & Cozy Storefront
Nov 4 – 11
$105 per night
Guest favorite
Apartment in Keene
5.0 out of 5 average rating, 28 reviewsCozy Downtown Keene Private Apartment
May 26 – Jun 2
$76 per night
Guest favorite
Apartment in Keene
4.9 out of 5 average rating, 71 reviewsApartment in Keene
May 29 – Jun 5
$113 per night
Guest favorite
Home in Keene
5.0 out of 5 average rating, 12 reviewsLittle House with Lots to Offer
Aug 15 – 22
$121 per night
Guest favorite
Cottage in Keene
4.95 out of 5 average rating, 37 reviewsHeron Cove Cottage: A Sweetwater Stay
Mar 19 – 26
$113 per night
Guest favorite
Tiny home in Brattleboro
4.94 out of 5 average rating, 36 reviewsSweet Vermont Tiny Home Get Away
Jul 18 – 25
$86 per night
Guest favorite
Guest suite in Westminster
4.95 out of 5 average rating, 38 reviewsCOZY FARMHOUSE SUITE
Jan 20 – 27
$93 per night
Destinations to explore
- Rentals with a kayak Cheshire County
- Rentals with outdoor seating Cheshire County
- Private suite rentals Cheshire County
- Rentals with a washer and dryer Cheshire County
- Rentals with lake access Cheshire County
- Rentals with a fireplace Cheshire County
- Beachfront rentals Cheshire County
- Rentals with a fire pit Cheshire County
- Monthly Rentals Cheshire County
- Rentals with breakfast Cheshire County
- Rentals with a hot tub Cheshire County
- Rentals with a patio Cheshire County
- Apartment rentals Cheshire County
- Kid-friendly rentals Cheshire County
- Pet-friendly rentals Cheshire County
- Yurt Rentals United States
- Yurt Rentals United Kingdom
- Castle Rentals United States
- Houseboats United States
- Holiday Caravans United Kingdom
- Private Island Rentals United States
- Farm Houses United States
- Farm Cottages United Kingdom
- Cabin Rentals Australia
- Luxury Cabins United Kingdom
- Luxury Cabins United States
- Holiday Chalets United Kingdom
- Cottage Rentals United States
- Holiday Cottages United Kingdom
- Mansion Rentals United States
- Villa Rentals United Kingdom
- Holiday Bungalows United Kingdom
- Bungalow Rentals United States
- Condo Rentals United States
- Holiday Apartments Australia
- Holiday Houses United States
- Holiday Houses United Kingdom
- Private Holiday Rentals United Kingdom
- Big House Rentals United States
- Big Cottages Australia
- Large Villas United Kingdom
- House Rentals with a Pool United States
- Cabin Rentals with a Pool United States
- Villas with a Pool United Kingdom
- Apartments with a Hot Tub United States
- Holiday Cottages with a Hot Tub United Kingdom
- Beach Cabins United States
- Beach Condos United States
- Beachfront Rentals United States
- Beach Houses United Kingdom
- Beach Villas United Kingdom
- Coastal Cottages United Kingdom
- Pet-Friendly Vacation Rentals United States
- Pet-Friendly Beach Rentals United States
- Pet-Friendly Cabin Rentals United States
- Dog-Friendly Cottages United Kingdom
- Luxury Dog-Friendly Cottages United Kingdom