Compare Cabins, Resorts, & Rentals in Chestertown, New York, USA
About Chestertown Vacation Rentals
There are more than 165 incredible getaway rentals that are available in Chestertown. These choices include cabins, hotels, and other rental options. Browse from a massive selection of luxury amenities at great prices, providing you with the dream spot to base your next vacation. Stay Close to Nature with Cabinns.com and uncover great stays in Chestertown.
Cabinns.com features numerous last-minute deals on private villas, hotels, and cabin rentals, in locations near you or across the globe. If you need a place for a group or event, be it a hotel or vacation rental (as well as cabins and private luxury villas), let us help. With Cabinns.com in Chestertown, you can compare options from multiple suppliers with a single click to find the price point, amenities, and style of stay that works for you. Group deals, private pools, hot tubs, allows pets, or even huge master suite bedrooms with open-air showers? You can find it all with the Cabinns.com vacation rentals, resorts, and Airbnb-style properties in Chestertown. Places to stay near Chestertown are 1185.92 ft² on average, with prices averaging US $370 a night.
Cabinns.com helps you find the ideal holiday rental to create a lifetime of travel memories in Chestertown. Prices listed are often found to be discounted versus the rack rates. Just search for your destination and secure your perfect cabin retreat today.
Find Nearby Cabin Rentals in these Cities & Neighborhoods Chestertown, NY
Frequently Asked Questions About Chestertown?
What are the top cabins, lake houses & summer homes in Chestertown?
- Modern Cabin w/Hot Tub-Minutes to Lakes & Skiing
- Same local favorite, an even better nightly rate, and now with NO CLEANING FEE!
- Fairview Cabin, Pool, True Adirondack Cabin steps from Loon Lake
- Chalet Cabin, Pool/AC/Woodstove, Spacious Cabin, Loon Lake
- Adirondack Cabin -Skiing,Golfing,semi-private lake
- Loon Lake Log Cabin with canoe and kayaks, fire pit, and game room!
- #7 Adirondack@Birchwood Cottages on Loon Lake. Family Friendly Waterfront
- Private child-friendly home with game room, high-speed WiFi, and wraparound deck
- Log Haven Cabin, Pool/AC/Fireplace,Steps to Loon Lake
- Chestertown Hideaway w/Lake & Beach Access!
How many hotels, resorts, or cabin rentals are available in Chestertown?
Cabinns.com offers a consistent supply of new options, combined with established great stays in top areas. Currently, the number of properties listed by Cabinns.com in 2025 is over 165 in the Chestertown area, and that number rises every day. By combining listings from multiple websites and travel providers, Cabinns.com can provide you with a diverse amount of choices of the best luxury stays in Chestertown.
Nearby Neighborhood (2)
| Neighborhood | Property Count |
|---|---|
| Chester Shores Rental Cabins and Private Getaways in Lake George, New York | 127 |
| Friends Lake Inn Rental Cabins and Private Getaways in Lake George, New York | 129 |
