Best Vacation Home Deals in Cheshire
Discover a vacation rental matching your needs among the 440 beautiful rentals from several providers in Cheshire. By comparing these vacation rentals, HomeToGo brings you the most economical offers and the highest rated properties in Cheshire.
Recommended Vacation Rentals in Cheshire
Find your perfect vacation rental in Cheshire: from $29 per night
Vacation Houses With Pools
Vacation Rentals With Fireplaces
Vacation Homes With Fishing Spots Nearby
Popular Rental Amenities in Cheshire
The Weather in Cheshire
Above are the weather conditions for Cheshire. July is the warmest month in Cheshire with average maximum temperatures of 80°. On the other hand, you could have temperatures dropping under 15° in January. The rainiest month is July while the driest month is September.
Explore scenic Massachusetts with vacation rentals in Cheshire
Rural living is key in Cheshire, and most of the properties for vacation rentals are large, detached, and with plenty of room for the family to kick back and relax. Many properties stand in extensive grounds and enjoy views over the surrounding countryside.
A vacation exploring the great outdoors
Kids will never be at a loose end in Cheshire. Hire a boat or kayak and get out on the lake or explore part of the Appalachian trail which cuts through the middle of town.
This part of Massachusetts is famous for its rolling landscape, and if you hike to the state's highest point at Mount Greylock, you can see up to 60 miles on a clear day.
Discover Shaker culture in nearby Pittsfield
The living museum in Pittsfield gives a look into Shaker life. Explore the village's buildings, learn about construction methods, and meet the animals down on the farm. There are regular events during school vacations and visiting the museum is educational as well as entertaining.
We compare more than 300 providers, including: