Where to stay around Chestertown?

Our 2019 accommodation listings offer a large selection of 163 holiday lettings near Chestertown. From 86 Houses to 36 Bungalows, 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 Chestertown is on HomeAway.

Can I rent Houses in Chestertown?

Yes, of course. HomeAway offers 86 Houses in Chestertown. Our other popular types of Chestertown holiday rentals include:

  • Bungalows: 36 self catering accommodations
  • Cabins: 36 self catering accommodations
  • Cottages: 36 self catering accommodations

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

Can I find a holiday accommodation with pool in Chestertown?

Yes, you can select your preferred holiday accommodation with pool among our 11 holiday homes with pool available in Chestertown. Please use our search bar to access the selection of holiday rentals available.

    The secluded area of Chestertown awaits your stay

    The lake and forests provide a pleasant backdrop to your holiday home in Chestertown. This relaxing city is known for its coffee shops, canoeing and horse riding. Prospect Mountain and Fort William Henry are just a couple of the must-see attractions in the area. Whether you're planning a family holiday, romantic stay or trip with friends, holiday rentals offer features like full kitchens and laundry facilities for a more convenient stay.

    Activities and attractions in and around Chestertown

    Do you want to discover attractions to visit while you're in the area? Although it can be tempting to stay in your comfortable holiday rental, you'll want to experience everything that Chestertown has to offer. These are some of the major attractions to put on your list, all within 30 miles (48.2 km) of the city centre:

    • Pack Demonstration Forest (5.9 mi / 9.4 km)
    • Gore Mountain Ski Resort (9.3 mi / 14.9 km)
    • Hickory Ski Center (11.1 mi / 17.9 km)
    • Adirondack Winery (15.7 mi / 25.3 km)
    • Top of the World Golf Course (16.5 mi / 26.6 km)
    • Water Slide World (16.9 mi / 27.1 km)

    Exploring the natural features in Chestertown

    Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, Chestertown is a great place to get outside. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city centre:

    • Prospect Mountain (15.2 mi / 24.5 km)
    • Lake George Dog Beach (16.3 mi / 26.2 km)
    • Loon Lake Beach (1.8 mi / 2.9 km)
    • Pack Demonstration Forest (5.9 mi / 9.4 km)
    • Natural Stone Bridge and Caves (7.7 mi / 12.3 km)
    • North Creek Ski Bowl Town Park (9 mi / 14.6 km)