Holiday rentals in Chester

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Chester

Guests agree: these stays are highly rated for location, cleanliness and more.

%{current} / %{total}1 / 1
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, 154 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
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, 129 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 favourite
Cabin in Warrensburg
5 out of 5 average rating, 262 reviews

Romantic Christmas Getaway~Chickadee Hill

*Romantic getaway nestled in the Adirondack Mountains, just 15 minutes to Lake George *Vintage Record Player, Farm Fresh Eggs and pollinator gardens *A dreamy escape into nature where you will wake up and feel 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, as you can see by our reviews Chickadee is decorated for Christmas Nov -New Year’s

Top guest favourite
Chalet in North Creek
5 out of 5 average rating, 122 reviews

ADK Rustic Private Chalet Close to Gore Mountain

Welcome to Oven Mountain Chalets!! Located within minutes of Gore Mountain, Town of North Creek, and Scenic Hiking Trails, quaint towns to explore and shop. 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 by fire pit.

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, 243 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!

Top guest favourite
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, 119 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 favourite
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, 228 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

Top 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, 142 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)

Guest favourite
A rustic cabin with hand-split cedar shingles is surrounded by vibrant autumn foliage. Two white wooden chairs are positioned on the forest floor, offering a peaceful view of the cabin nestled among tall trees. The warm tones of the leaves enhance the natural setting.
Tiny home in North Creek
4.94 out of 5 average rating, 176 reviews

Rustic Tiny Cabin

This tiny, magical, rustic, cabin is situated overlooking a large pond on a private property of 200+ acres. Though the cabin is very small (about 10x12 ft with an upstairs sleeping loft) it is quaint and lovingly made with hand split cedar shingles and locally harvested wood. There is an outhouse and no power/running water, but a 5 gallon cooler of spring-fed drinking water is provided.

Guest favourite
Cottage in North Creek
4.9 out of 5 average rating, 264 reviews

1920s Honeymoon Cottage ADK Enchanted Nites Airbnb

WHITE WATER RAFTING, HIKING, FISHING, KAYAKING, 1.5 miles from exit 26 w/ 24-hour store 5 lakes within 5 Miles. 25 minutes from Lake George 3.5 hours from Manhattan 2.5 hours from Montreal 1 hour from Lake Placid NY. Situated on 10 acres of land Drinking water flows from a 300' well, cold and fresh. Recharge relax and center yourself. A historical taste of the ADK Mountains

Popular amenities for Chester holiday rentals

  1. Airbnb
  2. United States
  3. New York
  4. Warren County
  5. Chester