Where to stay around Chatham?

Our 2019 accommodation listings offer a large selection of 732 holiday lettings near Chatham. From 396 Houses to 145 Condos/Apartments, find unique self catering accommodation for you to enjoy a memorable holiday or a weekend with your family and friends. The best place to stay near Chatham is on HomeAway.

Can I rent Houses in Chatham?

Yes, of course. HomeAway offers 396 Houses in Chatham. Our other popular types of Chatham holiday rentals include:

  • Condos/Apartments: 145 self catering accommodations
  • Cottages: 74 self catering accommodations
  • Bungalows: 74 self catering accommodations

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

Can I find a holiday accommodation with pool in Chatham?

Yes, you can select your preferred holiday accommodation with pool among our 192 holiday homes with pool available in Chatham. Please use our search bar to access the selection of holiday rentals available.

    Head to the friendly city of Chatham

    Enjoy the theater scene and other features of Chatham. Travelers appreciate the restaurants in this welcoming city. With a vacation rental, you get a home away from home—many rentals offer full kitchens and outdoor grills for some home cooking.

    Sightseeing in and around Chatham

    Are you searching for things to do while you're in the area? Venture out of your vacation home and check out everything that makes Chatham a fun spot to vacation. These are some of the most popular attractions to put on your list, all within 30 miles (48.2 km) of the city center:

    • Furnace Brook Winery at Hilltop Orchards (9.8 mi / 15.7 km)
    • Catamount Ski Area (12.7 mi / 20.4 km)
    • Pleasant Valley Wilderness Sanctuary (13.7 mi / 22.1 km)
    • Kennedy Park (14.8 mi / 23.9 km)
    • Bousquet Ski Area (15.6 mi / 25 km)
    • Greenock Country Club (15.7 mi / 25.3 km)

    Exploring the natural landscape of Chatham

    Whether you're an outdoor enthusiast or just want to take in the scenery, Chatham is a great place to get outside. Here are some of the area’s most enchanting features, all within 30 miles (48.2 km) of the city center:

    • Berkshire Botanical Garden (11.7 mi / 18.8 km)
    • Lake Mansfield Park (13.5 mi / 21.7 km)
    • Kennedy Park (14.8 mi / 23.9 km)
    • Taconic Trail State Park (15.1 mi / 24.3 km)
    • Pittsfield State Forest (15.7 mi / 25.2 km)
    • Wood's Pond (16.1 mi / 25.9 km)