Find the best place to stay — Chestertown

Where to stay around Chestertown?

Our 2018 accommodation listings offer a large selection of 388 holiday lettings near Chestertown. From 206 houses to 58 cabins, 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: 476 holiday lettings
  • Million Dollar Beach: 410 holiday lettings
  • Water Slide World: 401 holiday lettings
  • Lake George Beach: 413 holiday lettings
  • Oscar Seagle Memorial Theater: 336 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 206 houses in Chestertown. Our other popular types of Chestertown holiday rentals include:

  • Cabins: 58 self catering accommodations
  • Cottages: 35 self catering accommodations
  • Apartments: 15 self catering accommodations

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

Can I find a holiday accommodation with pool in Chestertown?

Yes, you can select your preferred holiday accommodation with pool among our 46 holiday homes with pool available in Chestertown. Please use our search bar to access the selection of holiday rentals available.

    Chestertown's lake setting is ready to explore

    The lakes and forests create a pretty picture of Chestertown. This secluded city is known for its coffee, canoeing and horse riding. Top attractions in the area include Prospect Mountain, Fort William Henry and Lake George Dog Beach. If you're looking for somewhere to stay with more space, consider a holiday rental – many rental homes offer full kitchens and laundry facilities.

    Attractions in and around Chestertown

    First time in Chestertown and looking for places to see? Visitors searching for nearby landmarks can take a trip to Fort William Henry. To appreciate the outdoor scene, make time for beaches such as Lake George Dog Beach and Loon Lake Beach, and green spaces such as Prospect Mountain and Pack Demonstration Forest. Winter activities you might appreciate include visiting Gore Mountain Ski Resort and Hickory Ski Center. Want to take in a game or event? Get tickets for Lake George Forum. Activities around the area include Adirondack Winery, Lake George Shoreline Cruises and Lake George Steamboat Company. Also you might want to add Natural Stone Bridge and Caves, Tannery Pond Community Center or North Creek Ski Bowl Town Park to your agenda.