What are the top rated Luxury 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 Luxury Rentals in Chestertown: <a href="/property/tripp-lake-retreat-sleeps-7-and-is-a-great-place-to-make-adirondack-memories/HA-1214313390" class="class="static-page-link"">TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!</a> <a href="/property/secluded-and-cozy-townhome-at-tripp-lake/HA-3213714313" class="class="static-page-link"">Secluded and Cozy Townhome at Tripp Lake</a> <a href="/property/loon-lake-chestertown-spotless-bright-chalet-sleeps-6-8-13-mi-to-ski-gore/HA-3213348" class="class="static-page-link"">Loon Lake, Chestertown - Spotless, bright chalet, sleeps 6-8, 13 mi. to ski Gore</a> <a href="/property/welcome-home/HA-3212363736" class="class="static-page-link"">Welcome home!</a> <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/modern-cabin-w-hot-tub-minutes-to-lakes-skiing/HA-3213018595" class="class="static-page-link"">Modern Cabin w/Hot Tub-Minutes to Lakes &amp; Skiing</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/new-for-2024-6-person-hot-tub-spacious-country-home-with-large-back-yard/HA-3213009035" class="class="static-page-link"">NEW for 2024, 6 person hot tub. Spacious country home with large back yard.</a>

What are the best pet-friendly luxury rentals in Chestertown?

We have many pet-friendly luxury rentals in the Chestertown. The top pet-friendly rentals in Chestertown are: Spectacular Lakefront Cabin on 12 acres on Friends Lake Luxury Adirondack getaway with 4 private ensuites Unique Lakefront House with Sandy Beach and Dock - Sweeping Views Lakefront home steps away from a private, gentle sloping sandy beach & fire pit. See all <a href="/all/usa/new-york/chestertown" class="class=&#34;static-page-link&#34;">pet-friendly rentals in Chestertown</a> on Bigislandhawaiirental

Do any luxury resorts or villas in Chestertown have a pool?

Yes, there are more than 173 luxury resorts & villas rentals in Chestertown that have indoor/outdoor and private swimming pools. Check out our filter option and find your best places to stay near Chestertown.

What are some great luxury places to stay in Chestertown that have internet access?

Most of the luxury holiday rentals have an internet facility on Bigislandhawaiirental . These are some popular places to stay in Chestertown that have internet access: Spectacular Lakefront Cabin on 12 acres on Friends Lake Luxury Adirondack getaway with 4 private ensuites Unique Lakefront House with Sandy Beach and Dock - Sweeping Views Lakefront home steps away from a private, gentle sloping sandy beach & fire pit.