
Holiday rentals in Chester
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Top-rated holiday rentals in Chester
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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.

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!

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

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.

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

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.

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!

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.

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

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)

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.

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
Other great holiday rentals in Chester

Frostpine Tiny Cabin at Gore

The 11th Mountain Log

Birchwood, a storybook cabin, a mountain retreat.

Ski Gore Mountain - Hot Tub, Fireplace, Gameroom

Schroon Riverfront Chalet - Near Lake George

ADK Chalet at White Horse Ranch (North Creek Gore)

Fully Restored Barn ! The Alexander Ski Barn

Quaint Adirondack Condo
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Boston Holiday rentals
- Greater Toronto and Hamilton Area Holiday rentals
- Greater Toronto Area Holiday rentals
- East River Holiday rentals
- Mississauga Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- The Wild Center
- Whiteface Mountain Ski Resort
- West Mountain Ski Resort
- Saratoga Spa State Park
- Fort Ticonderoga
- Lake George Expedition Park
- Dorset Field Club
- National Museum of Racing and Hall of Fame
- Autumn Mountain Winery
- Willard Mountain
- Cozy Cottages & Otter Valley Winery
- Gooney Golf
- Adirondack Extreme Adventure Course
- Lincoln Peak Vineyard
- Whaleback Vineyard




