Vacation rentals in Chestertown

Guest suite in Pottersville

4.99 out of 5 average rating, 146 reviews

Private Spacious Suite near Peaks, Lakes & WOL-BI

Come be rejuvenated at our spacious & peaceful Loft Suite located @ the south end of Schroon Lake in Pottersville,NY. 25 mins to Gore Mt & 30 mins to hiking the ADK High Peaks. Located on a quiet private road, 2 miles off Northway/87. Perfect for a romantic couples retreat or a small family getaway. In any season, we are surrounded with an abundance of activities & local attractions to enjoy. Lake George is 25 min south & Lake Placid 1 hour north. Come explore the splendor of the Adirondacks!!

Superhost

Apartment in Chestertown

4.83 out of 5 average rating, 126 reviews

Lily Pad North at Loon Lake near Gore Mountain

**COVID-19 Update ** We have implemented enhance cleaning procedures including the use of disinfectants on high touch surfaces. We recently replaced all linens with commercial linens to withstand hot water washing and drying at high temps. We also provide anti-viral and anti-bacterial cleaners in each property. We request that all visitors follow NYS and local Covid-19 guidelines. The Lily Pad North at Loon Lake in Chestertown, NY is nestled in the Adirondack Mountains of upstate New York and r

4.96 out of 5 average rating, 230 reviews

Barn in Chestertown

Cozy Red Barn Retreat | Hot Tub, Large Lawn

Relax in this cozy red barn! Rustic charm meets modern luxury. 1 min off I‑87 1 min to Schroon River 2 mins to Loon Lake 5 mins to Brant Lake 25 mins to Gore Mtn + Lake George Near tons of hikes, lakes & swimming holes +close to town! Unwind in the hot tub, cook in the full kitchen, and gather by the fire pit. Features: dining area, big shower, private bedroom, loft w/ 2 sofa beds, desk, big lawn, BBQ, ski chair swing + LVL 2 EV charger. Fast Wi-Fi • Self check-in • Please read house rules

4.91 out of 5 average rating, 33 reviews

Chestertown Charm close to Gore Mt. Come ski!

Bring the whole family to this charming four-season home with lots of room for fun. Two queen bdrms, a great room with futon and a single bed and 2 and 1/2 renovated baths, fully stocked kitchen and workspace w/ hi-speed internet. Stroll to the local ice cream parlor. Enjoying local hiking, boating, or swimming at nearby Loon Lake and Brant Lake. Ski at Gore- 25 mins. Visit Lake George- 25 mins, Lake Placid- 75 mins. Located on snowmobile trail! Bring own boat or snowmobile. Room to park.

4.95 out of 5 average rating, 243 reviews

Adirondack Lake House

Adirondack beauty all year! Fully furnished home has lovely great room, fireplace , two bedrooms, one bath, basement family room, large deck, outdoor fire pit, screened porch with lake glimpse, limited air conditioning, rights to private lake, kayaks, canoes, w/d, fire pit with wood, in quiet wooded setting. Central location. This is NOT a lakefront property. It comes with lake access and is located across the street from the lake. Please see complete listing for accurate information.

Superhost

4.91 out of 5 average rating, 107 reviews

Adirondack 🏠 near Gore Mt, North Creek, Loon lake.

Welcome to Loon Run Lodge that is located in the Adirondack mountains of upstate New York, ready to be your place to relax and enjoy skiing, snowshoeing, cross country skiing, snowmobiling, hiking, horseback riding, kayaking, boating, and swimming. This property only 15 min from Gore Mountain ski resort, few minutes to Adirondack Snowmobile Tour, loon lake beach, Loon Lake Marina, local restaurants and stores. Only 20 min to Lake George, Bolton Landing and 25 min to Lake George Village.

5 out of 5 average rating, 167 reviews

Home in Adirondack

Adirondack Owl's Nest Guest House

Our Adirondack Guest House is centrally located to many nearby attractions the region has to offer. Located on 10 wooded acres, just minutes off Northway I-87. Only 2 miles from Schroon Lake boat launch and Word of Life. Minutes to Brant Lake & Loon Lake. A short drive to beautiful Lake George and nearby Gore Mountain. The area offers: swimming, hiking, bicycling, fishing, golfing, canoeing & kayaking, river tubing, adventure course, rodeos, skiing, snowshoeing, sledding, & snowmobiling.

4.98 out of 5 average rating, 163 reviews

Chalet in Chestertown

Chalet on Loon Lake (Gore Mt. 20 min.)

Located on beautiful Loon Lake, this modern chalet style home, with private beach and dock, features an open floor plan with 4 bedrooms, 2 full baths and loft. The house is fully furnished and has all the creature comforts. Outdoor amenities include a wrap-around deck and outdoor dining furniture. Enjoy boating, fishing, hiking, skiing and snowmobiling. Located just 30 minutes from Lake George and 20 minutes from Gore Mountain and the North Creek Ski Bowl and cross county trail system.

4.97 out of 5 average rating, 104 reviews

Home in Warrensburg

Lake George | Hot Tub | Firepit | Schroon Lake

Escape this summer or winter to The Owls Nest Log Home! Just steps away from the Schroon River, indulge in fishing, kayaking, canoeing, rafting, skiing, snowboarding, snowmobile and more. Hiking trails are nearby and lakes like Brant Lake, Lake George, and Schroon Lake are just a short drive away. Unwind in the hot tub with a glass of wine while enjoying the serene sounds of the river. Our fully-equipped home is perfect for families or couples looking for an stress-free vacation.

Apartment in Schroon Lake

4.92 out of 5 average rating, 153 reviews

A Cozy Adirondack Getaway!

Our all season, newly renovated guest suite is centrally located just a quarter of a mile south of town; where you can enjoy the town shops, park and beach. Our suite is located directly above DeCesare's Pizzeria with its own private entrance. This location isn't far from Gore Mountain Ski Resort and many of your beautiful Adirondack Mountains. It's also only miles away from Word of Life Camps and Bible Institute.

5 out of 5 average rating, 115 reviews

Apartment in Chestertown

Rustic Adirondack Studio Apartment

Come and enjoy the Adirondacks for an overnight stay or a couple of days. Enjoy our lakefront with access to swimming, kayaking and paddle boarding or just kick back at the dock and enjoy your coffee or other beverage. We are located on Loon Lake outside of Chestertown, NY. Access to many hiking trails is only a short drive away. So come visit and enjoy yourself. We look forward to meeting you!