
Vacation rentals in Chestertown
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Chestertown
Guests agree: these stays are highly rated for location, cleanliness, and more.
0 of 0 items showing
1 of 3 pages
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Chestertown vacation rentals
Other great vacation rentals in Chestertown
Top guest favourite

Apartment in Brant Lake
5 out of 5 average rating, 21 reviewsCozy loft on Brant Lake
Top guest favourite

Cottage in Adirondack
5 out of 5 average rating, 254 reviewsWater's Edge at Beaver Pond
Superhost

Home in Brant Lake
4.64 out of 5 average rating, 47 reviewsBrant Lake Adirondack Cabin

Condo in Chestertown
4.58 out of 5 average rating, 12 reviewsCozy 2BR Lakeview Adirondacks | Balcony
Top guest favourite

Cabin in Chestertown
4.99 out of 5 average rating, 79 reviewsPosh Camp a Classic Adk Mtn. Cabin & Guide Srvc.
Guest favourite

Home in Chestertown
4.91 out of 5 average rating, 11 reviewsBase Camp
Top guest favourite

Vacation home in Chestertown
5 out of 5 average rating, 37 reviewsGreen Mansions Vacation Condo, 2 bedroom & 2 bath

Cabin in Chestertown
5 out of 5 average rating, 9 reviewsQuaint Adirondack Condo
Destinations to explore
- Plainview Vacation rentals
- New York City Vacation rentals
- Long Island Vacation rentals
- Montreal Vacation rentals
- Boston Vacation rentals
- Greater Toronto and Hamilton Area Vacation rentals
- Greater Toronto Area Vacation rentals
- East River Vacation rentals
- Mississauga Vacation rentals
- Hudson Valley Vacation rentals
- Philadelphia Vacation rentals
- Jersey Shore Vacation rentals
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- Gore Mountain
- Whiteface Mountain Ski Resort
- Saratoga Spa State Park
- Fort Ticonderoga
- West Mountain Ski Resort
- Pico Mountain Ski Resort
- Dorset Field Club
- National Museum of Racing and Hall of Fame
- Northern Cross Vineyard
- Autumn Mountain Winery
- Lake George Expedition Park
- Willard Mountain
- Gooney Golf
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard
- Whaleback Vineyard