Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favorite

A quiet outdoor setting features two plastic chairs placed near a gathering of firewood, which is arranged beside a babbling creek. Lush greenery surrounds the area, creating a natural backdrop that enhances the peaceful atmosphere.

Home in Wevertown

4.97 out of 5 average rating, 151 reviews

A Cozy Creekside Getaway minutes from Gore Mtn.

This quiet getaway is perfect for the family or a small group of friends. This two bedroom, two full bath home is situated on a quiet dirt road right in the heart of the Adirondacks and is perfect for the outdoor enthusiast. It offers easy access to the High Peaks and is just 5 miles from both Gore Mtn. and The Revolution Rail. Opportunities such as hiking, mountain biking, kayaking, rafting and fishing are all within 15 minutes of our location. SEASONAL DISCOUNTS AVAILABLE! Please inquire.

Top guest favorite

Three Adirondack chairs are positioned by the riverbank, providing a view of the flowing Hudson River. Leafless trees frame the scene under a clear blue sky, with hints of snow visible along the water's edge, creating a serene ambiance.

Chalet in Warrensburg

4.98 out of 5 average rating, 124 reviews

ADK River Rapture- Warrensburg/Lk George/Gore Mntn

Elegant 3BR/3BaR Waterfront home with river access minutes from Lake George & Gore Mountain...river, lake & ski fun abound! Wraparound deck & floor to ceiling windows offer stunning Hudson River and mountain views from all angles. Open concept main floor has cathedral ceiling, magnificent stone fireplace in Great Room, custom hardwood floors, new granite kitchen & 3 spacious upstair BR's. Master BR offers a private, en suite bath while 2 guest bedrooms share another full bath. Total tranquility!

Top guest favorite

A spacious bed with a wooden frame is adorned with soft linens and decorative pillows. Flanking the bed are two nightstands with lamps, providing ambient light. Natural light filters through a window covered with blinds, enhancing the serene atmosphere of the room.

Guest suite in Pottersville

4.99 out of 5 average rating, 150 reviews

Private Spacious Suite near Gore, Peaks, Lakes WOL

Come & be rejuvenated at our spacious & peaceful suite located at 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!

Top guest favorite

The exterior of a vibrant red barn is shown, featuring a decorative quilt square on the wall. The sky is painted in shades of purple and pink, with clouds softly contrasting the structure. Lush green grass surrounds the base, contributing to the serene environment.

Barn in Chestertown

4.96 out of 5 average rating, 239 reviews

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

Top guest favorite

A spacious living area features a cozy sofa and wooden furniture, complemented by a glass coffee table. Natural light illuminates the room through large windows, while soft drapes provide privacy. A warm wooden ceiling enhances the inviting ambiance.

Home in Chestertown

4.95 out of 5 average rating, 247 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.

Guest favorite

A spacious deck features a hot tub surrounded by lush greenery. Two comfortable seating areas, including two round chairs and a side table, offer a relaxing space. The backyard reveals a picturesque lawn, creating a serene outdoor atmosphere for enjoyment.

Home in Chestertown

4.91 out of 5 average rating, 110 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.

Top guest favorite

A studio apartment with a sloped ceiling features a cozy sleeping area with a patterned quilted bedspread. A kitchenette is visible in the background, with wooden cabinets and a white refrigerator. A small dining area with two chairs is situated near the window, allowing for natural light.

Loft in North Creek

5 out of 5 average rating, 127 reviews

Gore Mountain Studio Retreat

Relax and refresh in our studio apartment after an exhilarating day on the slopes, whitewater rafting on the Hudson, or a less vigorous pursuit. This cozy hideaway, nestled in timber, feels a little like sleeping in a tree house. Located on a quiet and peaceful road with views of Gore Mountain and the Hudson River, it is 5 minutes to the base of Gore Mountain Ski Area and 3 minutes to downtown North Creek with restaurants and shopping. Your Adirondack adventure starts and ends here!

Top guest favorite

The modern chalet-style home is set among tall trees, featuring a spacious wrap-around deck with outdoor seating. The peaked roof adds a distinct character, while large windows allow natural light to flood the interior. The sandy ground surrounds the lower level, enhancing the natural setting.

Chalet in Chestertown

4.98 out of 5 average rating, 167 reviews

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.

Top guest favorite

Aerial view of the Owls Nest Log Home, surrounded by dense evergreen trees and rolling hills. A winding river flows nearby, reflecting the clear blue sky. The home's red roof contrasts with the lush green landscape, promoting a sense of seclusion and tranquility.

Home in Warrensburg

4.97 out of 5 average rating, 111 reviews

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.

Top guest favorite

The exterior of the log cabin is illuminated by warm porch lights, revealing a spacious deck with wooden beams. Starry skies and tree silhouettes provide a serene backdrop, enhancing the peaceful outdoor setting.

Cabin in North Creek

4.99 out of 5 average rating, 226 reviews

Luxe Logs - your perfect Adirondack Getaway!

Sparkling Clean Luxe Log cabin, set in a beautiful location on 3 private acres in Adirondack Park. This is the ultimate wilderness experience, offering all your modern amenities. Whether you want to stargaze, hike, enjoy cross-country or downhill skiing, white water raft, horseback ride or simply just enjoy the crisp fresh air and the outdoors - Luxe Logs is the ultimate escape from the city life, located less than 4 h away from Manhattan and only 3 min from Gore Ski Mountain

Superhost

A cozy seating area is highlighted by a brown leather sofa and a woven basket. A rug lies beneath, creating a comfortable ambiance. The adjoining wall displays the text 'ADK Stay' in a stylish font, adding a welcoming touch. Natural light enhances the space.

Apartment in Schroon Lake

4.9 out of 5 average rating, 155 reviews

ADK Stay

Keep it simple at this peaceful and private apartment in the heaven on earth that is Schroon Lake. We have traveled around the globe, staying in a myriad of vacation rentals. Since then, we've renovated the private apartment attached to our home to accommodate guests and we hope to take our countless stays into consideration to create the best possible guest experience here in the lovely place we call home, the Adirondacks! We hope you'll enjoy our home as much as we do!

Top guest favorite

A bright living room features large windows framed with red-checkered curtains, allowing natural light to fill the space. A cozy couch and a coffee table are placed near a gas fireplace, while a wooden ceiling adds warmth to the design. A view of snow-covered outdoor surroundings is visible through the glass doors.

Cabin in Johnsburg

4.97 out of 5 average rating, 137 reviews

2 bdrm ADK cabin 10 mins to GORE MTN

The "Mellow Moose" cabin is a quiet and peaceful retreat in the woods. Spend the day exploring the region or simply relax in nature. Afternoons are great for reading a book as the sun shines through the large living room windows. Relax on the screened in front porch for a quiet evening and a drink. Or enjoy a campfire and watch the sunset through the trees. Use this as your home base for a ski trip or take a trip to Schroon lake, Brant lake or Lake George. (Roughly 30mins)