Where to stay around Chestertown?

Our 2018 accommodation listings offer a large selection of 200 holiday lettings near Chestertown. From 94 Houses to 54 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.

What are the most popular points of interest and landmarks to stay near when travelling to Chestertown?

HomeAway offers a large selection of holiday accommodations near great places in Chestertown. From HomeAway travellers, the most popular points of interest to stay near are:

  • Loon Lake Beach: 471 holiday lettings
  • Million Dollar Beach: 398 holiday lettings
  • Water Slide World: 391 holiday lettings
  • Lake George Beach: 404 holiday lettings
  • Oscar Seagle Memorial Theater: 338 holiday lettings

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

Can I rent Houses in Chestertown?

Yes, of course. HomeAway offers 94 Houses in Chestertown. Our other popular types of Chestertown holiday rentals include:

  • Bungalows: 54 self catering accommodations
  • Cabins: 54 self catering accommodations
  • Cottages: 54 self catering accommodations

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

Can I find a holiday accommodation with pool in Chestertown?

Yes, you can select your preferred holiday accommodation with pool among our 18 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)