Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favourite
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, 153 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 favourite
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, 153 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 favourite
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, 240 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 favourite
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, 249 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.

Top guest favourite
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, 128 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!

Guest favourite
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, 157 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 favourite
A spacious living area features rustic wooden walls and high ceilings. A large, unique wood table is surrounded by bench seating. Soft seating options include a sofa and chair. A stone fireplace stands as a focal point, with large windows allowing natural light to enter.
Cabin in North Creek
4.91 out of 5 average rating, 406 reviews

Twilight Cabin

382 Back To Sodom Rd. WiFi, family-friendly activities and the beach. You’ll love my place because of the high ceilings, the location, the coziness, and the views. Built by a local craftsman with logs from our area and local river stone for the fireplace. Cabin is completely modernized. A lovely porch looking towards the pond and exterior lights along the Pond. Minutes to all outdoor activities. Pet fee $75 per pet must be paid at time of booking. Must bring dog blankets!

Guest favourite
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, 139 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)

Top guest favourite
Cabin in Warrensburg
5 out of 5 average rating, 109 reviews

Romantic Lake George Getaway~Firefly Mountain

* Romantic getaway nestled in the Adirondack Mountains, just 15 minutes from Lake George * Vintage record player, Farm fresh eggs, pollinator gardens * A dreamy escape into nature where you will wake up feeling like you are still dreaming * This is not just any five star stay step outside we have millions, our night sky is breathtaking * We strive for our guests to have nothing less than a five star experience * Firefly is decorated for Christmas Nov- New years

Top guest favourite
Chalet in North Creek
5 out of 5 average rating, 119 reviews

Private Chalet w/ Adventures in the Adirondacks!

Welcome to Oven Mountain Chalets!! Located within minutes of Gore Mountain, Town of North Creek, and Scenic Hiking Trails. Comfortably sleeps Four (1 Queen and 2 Twin); Screened in balcony; AC unit; Fully equipped/stocked kitchen to cook your favorite meals! Lots of amenities provided. Spacious bathroom with deep tub/shower providing luxurious towels/linens. Chalet located on 10 acres of nature's gift of wildlife sounds, views, star glitter nights.

Top guest favourite
A spacious kitchen features warm wood paneling and granite countertops. A large island with natural stone accents is surrounded by wooden stools. Stainless steel appliances, including a refrigerator and oven, are visible, along with ample cabinetry and windows providing natural light.
Cabin in North Creek
4.98 out of 5 average rating, 188 reviews

Gore Mountain Log Cabin Getaway

8 minutes to Gore Mountain. Perfect getaway for couples, family vacay, small sporting group, or long time friends. Log cabin located 5 mins to food & shopping. Summer offers gondola rides & short drive to lakes, fishing, boating; beautiful porch for morning coffee & lovely views. Gore Mountain in winter for skiing & snowboarding. 24 hour buffer between bookings from when guests check out. 3 night minimum stay on holidays. A/C unit in main room.

Top guest favourite
A spacious log cabin exterior is surrounded by greenery. The deck features a red umbrella and an American flag is displayed on the stone-walled front. A gravel driveway leads to the cabin, which includes a two-car garage and large windows allowing natural light inside.
Apartment in Chestertown
5 out of 5 average rating, 118 reviews

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!

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