What are the top rated Vacation Rentals in Chestertown?

There are a lot of options in Chestertown. If you plan on staying in the Chestertown area, consider making a reservation for a few nights at one of these properties as these have been rated the top Vacation Rentals in Chestertown: <a href="/property/the-roost-a-lakefront-4-season-home-in-the-adirondack-mountains/HA-3211206231" class="class="static-page-link"">The Roost, a lakefront 4 season home in the Adirondack Mountains</a> <a href="/property/relax-at-our-river-retreat/HA-3211214420" class="class="static-page-link"">Relax at Our River Retreat</a> <a href="/property/same-local-favorite-an-even-better-nightly-rate-and-now-with-no-cleaning-fee/HA-3212215004" class="class="static-page-link"">Same local favorite, an even better nightly rate, and now with NO CLEANING FEE!</a> <a href="/property/adirondack-base-camp-by-loon-lake-and-gore-mt/HA-3213406894" class="class="static-page-link"">Adirondack Base Camp by Loon Lake and Gore Mt.!</a> <a href="/property/waterfront-adirondack-home-located-between-gore-and-lake-george/HA-3214059718" class="class="static-page-link"">WaterFront Adirondack Home-located between Gore and Lake George</a> <a href="/property/adirondack-cabin-skiing-golfing-semi-private-lake/HA-3212797747" class="class="static-page-link"">Adirondack Cabin -Skiing,Golfing,semi-private lake</a> <a href="/property/whit-s-end/BC-6868488" class="class="static-page-link"">Whit&#39;s End</a> <a href="/property/4-mi-to-beach-and-lake-spacious-home-in-chestertown/BC-14502184" class="class="static-page-link"">4 Mi to Beach and Lake Spacious Home in Chestertown</a> <a href="/property/chestertown-retreat-w-fire-pit-near-gore-mtn/HA-12120052035" class="class="static-page-link"">Chestertown Retreat w/Fire Pit, Near Gore Mtn!</a> <a href="/property/lakefront-townhome-on-tripp-lake-in-the-adirondacks-minutes-from-gore-mountain-skiing-lake-george-hi/HA-3214856310" class="class="static-page-link"">Lakefront townhome on Tripp Lake in the Adirondacks, minutes from Gore Mountain skiing, Lake George, hiking, kayaking, and year-round outdoor adventure.</a>

Which is the best family rental in Chestertown?

There are many large, family-friendly vacation homes available in Chestertown; however, here are the most popular family rentals listed on our site: Elizabeth. A Guest House Near Lake George. Solitude at Lake's End Lakefront cabin with beautiful views, lake and beach access Two Houses on One Magnificent Property

Can we get self-catering vacation rentals in Chestertown?

Yes, there are 140 self-catering vacation homes in Chestertown that have hot tubs, swimming pools, & other amenities.

What are the best luxury vacation rentals near Chestertown?

There are more than 140 luxury villas and vacation homes in or near Chestertown. Filter by price to compare find the most expensive places to stay on Vacationsrental.