Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Top guest favorite

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 favorite

A serene creek flows gently through the image, bordered by smooth rocks and lush green grass. Tall trees provide shade along the water's edge, while a small clearing with chairs and a fire pit is visible on the bank, inviting outdoor relaxation.

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 favorite

The kitchen features wooden cabinetry and a spacious countertop. Included appliances are a refrigerator, oven, microwave, and coffee maker. A small island with a cutting board enhances functionality. The overall design reflects a cozy, rustic charm suitable for meal preparation.

Home in Chestertown

4.95 out of 5 average rating, 234 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 favorite

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 favorite

A vibrant garden surrounds a rustic barn, featuring a variety of flowers in differing colors, including reds, yellows, purples, and whites. Lush greenery complements the blossoms, while the barn's weathered wooden facade is visible in the background, contributing to the serene outdoor setting.

Loft in North Creek

5 out of 5 average rating, 114 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!

Superhost

An inviting in-ground pool is surrounded by a spacious deck with red lounge chairs. A striped umbrella provides shade, while a wooden fence offers privacy. Greenery from the surrounding trees creates a natural backdrop, enhancing the serene atmosphere.

Cabin in Johnsburg

4.82 out of 5 average rating, 221 reviews

Butternut Adirondack Cabin.

Private stylish cabin. Expanded and newly Renovated. AC WiFi. Fireplace. Heating System. Full Kitchen, and bathroom with shower. Roku. In ground Pool shared by 5 other cabins. All new Furniture and new Queen Bed. Mill Creek neighbors the property for Trout fishing. Minutes to great skiing at Gore Mt. Minutes to Lake George and minutes to other Lakes, and Whitewater rafting and hiking. Guests to bring their own soaps and towels. $75 Per Pet Fee must bring pet covers for couches & bed.

Guest favorite

A serene stretch of Trout Brook flows through a lush forest, flanked by towering trees with vibrant green leaves. Smooth stones line the banks, and sunlight dances on the water's surface, creating a tranquil atmosphere that highlights the natural beauty of the surroundings.

Cabin in Schroon Lake

4.97 out of 5 average rating, 115 reviews

Rocky Cabin on Babbling Brook with WiFi

Tucked away off the beaten path, this Adirondack getaway invites you to reset, recharge, and reconnect with nature. 6 private acres on 247 ft of water frontage on the babbling Trout Brook. 5 mi away from Schroon Lake public beach, Tops grocery store, Steps to Hoffman notch 38,000+ acres of state land) from the property. Whether you’re here for hiking the High Peaks, fishing, paddling, or simply escaping the noise, this is the perfect base camp for nature lovers and outdoor enthusiast.

Top guest favorite

A wooden cabin is surrounded by vibrant autumn foliage, with a picnic table and red outdoor chairs positioned around a fire pit. A spacious deck leads to the cabin’s entrance, offering a clear view of the serene wooded area.

Cabin in Johnsburg

4.97 out of 5 average rating, 123 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 favorite

An outdoor hot tub filled with water is positioned in a natural setting, surrounded by trees. A stone fire pit and grilling station are visible nearby, with a view of lush green hills in the background under a cloudy sky.

Camper/RV in North Creek

4.91 out of 5 average rating, 254 reviews

Camp Vintage- Small home with big mountain views

Come camp in the Adirondack Mountains with stunning mountaintop and sunrise views. Comes with all the amenities of home - wifi, smart TV, on demand water heater, propane heating, and private year-round hot tub. 5 miles from Gore Mountain and Rafting Pets Welcome! 420 Friendly! Over the years guests have started a Take a Beer Leave a Beer tradition. Wood & Eggs for sale on site! $10 Large wood bundles $5 dozen free range eggs 4x4 is recommended in winter

Top guest favorite

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 favorite

The cabin is nestled among lush greenery, with a stream flowing nearby. Outdoor seating is arranged around a fire pit, complemented by logs for seating. The structure features a welcoming entrance with large windows, enhancing the natural light in the space.

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!

Guest favorite

A wooden outhouse is positioned amid a natural setting, partially surrounded by trees and foliage. The structure features a lid opened to reveal a hole. A layer of leaves and small plants covers the ground around the outhouse.

Cabin in North Creek

4.91 out of 5 average rating, 190 reviews

Camp Adirondack

Want to feel disconnected? This is our cabin. The cabin is a beautiful country space in between two small ponds. There are various animals described as well as a mountain to hike and kayaks. There are dozens of recommendations on places to go, all you have to do is ask. There isn't electricity, but there is a shower as well as clean drinking water, a stove and grill as well as an out house. It's The True Adirondack Experience.