Find the best place to stay — Cheshire

Where to stay around Cheshire?

Our 2018 property listings offer a large selection of 154 vacation rentals near Cheshire. From 63 houses to 37 condos, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Cheshire for a holiday or a weekend are on HomeAway.

What are the popular points of interest near where I can stay when traveling to Cheshire?

HomeAway offers a large selection of vacation rentals near lovely places in Cheshire. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Jiminy Peak Mountain Resort: 414 vacation rentals
  • Western Gateway Heritage State Park: 300 vacation rentals
  • Tanglewood Music Center: 693 vacation rentals
  • Southern Vermont College: 426 vacation rentals
  • Berkshire East Ski Resort: 221 vacation rentals

But there are many other points of interest around Cheshire listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent houses in Cheshire?

Yes, of course. HomeAway has 63 houses in Cheshire. Our other popular types of vacation rentals in Cheshire include:

  • Condos: 37 rentals available
  • Apartments: 11 rentals available
  • Cottages: 8 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including farmhouses and more.

Can I rent skiing rentals in Cheshire?

Absolutely, HomeAway has 96 skiing rentals in Cheshire. You have also many other possibilities in Cheshire area, including:

  • Golf rentals: 90 rentals
  • Mountain rentals: 72 rentals
  • Lake rentals: 20 rentals

Please use our search bar to access the selection of vacation rentals.

Can I find a vacation rental with pool in Cheshire?

Yes, you can select your preferred vacation rental with pool among our 50 vacation rentals with pool available in Cheshire. Please use our search bar to access the selection of vacation rentals available.

    Delight in the Lakeside Landscape of Cheshire

    The lake and wildlife create a pretty picture of Cheshire. This city's skiing, hiking and restaurants attract many visitors, as does its romantic and family-friendly location. A vacation rental can help make your stay complete—many rentals come with a kitchen and laundry facilities.

    Attractions In and Around Cheshire

    First time in Cheshire and looking for things to do? To appreciate the outdoor scene, make time for green spaces such as Mount Greylock State Reservation Visitor Center, Mount Greylock and Wahconah Falls State Park. Winter activities you might appreciate include visiting Bousquet Ski Area and Berkshire East Ski Resort. You can take a shopping trip to Lee Prime Outlets. Activities around the area include Clarksburg State Park, Hawley Bog Preserve and Kennedy Park. Also you might want to add Topia Arts Center, Susan B. Anthony Birthplace Museum or East Hoosac Quaker Meetinghouse to your agenda.