Where to stay around Chestertown?

Our 2018 accommodation listings offer a large selection of 143 holiday lettings near Chestertown. From 63 Houses to 37 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:

  • Dynamite Hill Recreation Area: 482 holiday lettings
  • Loon Lake Beach: 470 holiday lettings
  • Lake George Beach: 402 holiday lettings
  • Adventure Racing Family Fun Center: 478 holiday lettings
  • Million Dollar Beach: 394 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 63 Houses in Chestertown. Our other popular types of Chestertown holiday rentals include:

  • Bungalows: 37 self catering accommodations
  • Cabins: 37 self catering accommodations
  • Cottages: 37 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 11 holiday homes with pool available in Chestertown. Please use our search bar to access the selection of holiday rentals available.

    The remote area of Chestertown awaits your stay

    The lake and forests provide a pleasant backdrop to your vacation home in Chestertown. This relaxing city is known for its coffeehouses, canoeing and horseback riding. Prospect Mountain and Fort William Henry are just a couple of the must-sees in the area. Whether you're planning a family holiday, romantic stay or friends trip, vacation 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 vacation 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 center:

    • 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 center:

    • 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)

    Explore destinations around Chestertown

    Johnsburg
    110 holiday rentals
    Indian Lake
    101 holiday rentals
    Schroon Lake
    48 holiday rentals
    Warrensburg
    429 holiday rentals
    Corinth
    303 holiday rentals
    Lake Luzerne
    308 holiday rentals
    Queensbury
    542 holiday rentals
    Hague
    168 holiday rentals
    Brant Lake
    223 holiday rentals
    Glens Falls
    840 holiday rentals
    Diamond Point
    284 holiday rentals
    Adirondack
    503 holiday rentals
    North Creek
    225 holiday rentals
    Cleverdale
    234 holiday rentals
    Minerva
    149 holiday rentals
    Newcomb
    176 holiday rentals
    Crown Point
    113 holiday rentals
    Ticonderoga
    169 holiday rentals
    Olmstedville
    159 holiday rentals
    Allentown
    76 holiday rentals