Chestertown Rentals By Owner

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:

• Eagles Nest at Loon Lake near Gore Mountain
• TRIPP LAKE RETREAT sleeps 7 and is a great place to make Adirondack memories!
• Secluded and Cozy Townhome at Tripp Lake
• Welcome home!
• The Roost, a lakefront 4 season home in the Adirondack Mountains
• Relax at Our River Retreat
• Rustic Adirondack Retreat on Tripp Lake
• Lakefront home steps away from a private, gentle sloping sandy beach & fire pit.
• Modern Cabin w/Hot Tub-Minutes to Lakes & Skiing
• Same local favorite, an even better nightly rate, and now with NO CLEANING FEE!

There are many large, family-friendly vacation homes available in Chestertown; however, here are the most popular family rentals listed on our site:

• Hudson Riverside Cottage
• 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

Yes, there are 1 self-catering vacation homes in Chestertown that have hot tubs, swimming pools, & other amenities.

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

Yes, there are many pet friendly vacation homes and places to stays that are available in or near Chestertown that you may consider.