
Vacation rentals in Chester
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Top-rated vacation rentals in Chester
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Beautiful Renovated Adirondack Getaway min to Gore
Stay in North Creek village, in the heart of the Adirondack Mountains, in this beautiful, fully refurbished 1840s home. This 4-bedroom, 2-bath house has been completely updated to offer the perfect balance of modern amenities and historic, exposed architecture. Perfect getaway for those who love to hike, mountain bike, whitewater raft, kayak, ski, or just explore the beautiful outdoors. Conveniently located minutes from town center, Gore Mountain, and various hiking trails. 30 min to Lake George

Cozy ski getaway for 2-minutes from Gore
Welcome to our charming Tiny House Retreat offering a unique escape from the hustle & bustle of daily life on 3.1 scenic acres. Situated just beyond the edge of town around a bend that makes it feel very private & surrounded by nature, it is a short walk/bike ride to the downtown area w/restaurants & shopping. Sip your morning coffee overlooking the Hudson River & at the end of your day, unwind under the starry Adirondack skies around the campfire after enjoying a beautiful view of the sunset.

Modern Cabin w/ Hot Tub-Minutes to Lakes & Skiing
Welcome to Jackson's Lodge! Looking for an Adirondack escape for your family and friends in any season? Nestled in a private, 4 acre park like setting in the Southeast ADKs, this cozy mid century modern cabin will show you what upstate NY living is all about. After exploring the best the ADKs have to offer, come soak in the hot tub, unwind in the cedar screened-in porch, or pull up a chair to the natural stone fire pit. Roast some 'smores, take in the night sky, and let your stress melt away!

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!

Private Spacious Suite near Gore, Peaks & WOL-BI
Surround yourself with peace & tranquility in our spacious suite located at the south end of Schroon Lake. 25 mins to ski Gore& 30 mins to hike in 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!

Lux Cabin in the ADK w/fireplace mins to Gore Mnt.
Come enjoy this wonderful "Lil Log Cabin" with luxuries and privacy for an unforgettable Adirondack escape. With Wifi throughout the 4-acre estate, indoor/outdoor music and 65" 4k TV in the main room. Simply cozy up with a great book by the fire or roast marshmallows after a day of limitless outdoor adventures. With multiple destinations in every direction, we are centrally located near hiking paths, ski mountains, lake George's lively entertainment, Bolton Landing and so much more.

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 skiing (both alpine & nordic), hiking, mountain biking, kayaking, rafting and fishing are all within 15 minutes of our location.

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!

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)

The Cozy Cabin 1/4th of a Mile to Gore Mountain!
Stay at the Cozy Cabin for your next winter adventure! Only 1/4th of a mile to the entrance of Gore this is the perfect spot for your next ski trip. A short drive to all that North Creek has to offer including several great restaurants and shops. High speed internet / Roku TV. Enjoy hanging out by the wood stove on a chilly winter night. Book the Cozy Cabin today and plan your next winter vacation!

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.
Popular amenities for Chester vacation rentals
Other great vacation rentals in Chester

Private Loon Lake property, cozy cabin on 3 Acres

ForeverWild Cabin- Close to Gore, Cozy Wood stove

Adirondack Base Camp by Loon Lake and Gore Mt.!

ADK Chalet on Heath (North Creek Gore)

House in the Adirondacks, 15 min from Gore!

Fully Restored Barn ! The Alexander Ski Barn

Schroon Lake Cozy Cabin for an Adirondack Retreat

Secluded Cabin Skating Pond; snowshoe, ski, chill
Destinations to explore
- Plainview Vacation rentals
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- Lake George
- Saratoga Race Course
- Six Flags Great Escape Lodge & Indoor Water park
- The Wild Center
- West Mountain Ski Resort
- Whiteface Mountain Ski Resort
- Lake Flower
- Fort Ticonderoga
- Saratoga Spa State Park
- National Museum of Racing and Hall of Fame
- Adirondack Extreme Adventure Course
- Lake Placid Olympic Jumping Complex K-120 Meter Jump Tower
- Adirondak Loj
- Middlebury College
- Congress Park
- Adirondack Animal Land
- Trout Lake




