Holiday houses in Chester

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Top-rated holiday rentals in Chester

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Top Guest favourite

Guest suite in Pottersville

4.99 out of 5 average rating, 139 reviews

Private Spacious Suite near Gore, Hiking & WOL-BI

Come be rejuvenated at our spacious & inviting Loft 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, 25 min south, Lake Placid, 1 hour north. Come explore the splendor of the Adirondacks!!

Guest favourite

Home in Wevertown

4.97 out of 5 average rating, 144 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

Barn in Chestertown

4.95 out of 5 average rating, 220 reviews

Cozy Red Barn Retreat | Hot Tub, Fire Pit, 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

Chalet in Johnsburg

4.95 out of 5 average rating, 239 reviews

Camp Shady - in the Adirondacks

Camp Shady is nestled on a few acres of pristine land with a stocked Trout Stream running thru the property. There is a great big fire pit with wood to burn, horseshoe pits and massive pines around the property. It has been all remodeled and is ten minutes from Gore Mountain. There is a television with lots of DVD's, access to the internet & cell phone reception on the premises. There is a landline, board games, and an JBL speaker to play your music thru. Get unplugged, paradise awaits!

Top Guest favourite

Home in Chestertown

4.95 out of 5 average rating, 235 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 favourite

Home in Chestertown

4.94 out of 5 average rating, 101 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 favourite

Loft in North Creek

5 out of 5 average rating, 115 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

Cabin in North Creek

4.99 out of 5 average rating, 218 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

Cabin in Johnsburg

4.97 out of 5 average rating, 124 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

Chalet in North Creek

5 out of 5 average rating, 102 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.

Guest favourite

Cabin in North Creek

4.92 out of 5 average rating, 103 reviews

The Cozy Cabin 1/4 Mile to Gore Mountain

Stay at the Cozy Cabin for your next North Creek adventure! The Cozy Cabin is only 1/4 mile to the entrance of Gore Mountain and is the perfect spot for your next ski trip! Enjoy listening to the stream as you relax next to the wood stove after a day of skiing. A short drive to all that North Creek has to offer including several great restaurants and shops. High speed internet / Roku TV. Book the Cozy Cabin today and plan your next winter vacation!

Top Guest favourite

Cabin in North Creek

4.98 out of 5 average rating, 179 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.