Holiday rentals in Chester

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Top-rated holiday rentals in Chester

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Guest favourite

Home in Wevertown

4.98 out of 5 average rating, 123 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.

29 May – 5 Jun

$170 SGD per night

Guest favourite

Guest suite in Pottersville

5.0 out of 5 average rating, 103 reviews

Private & Serene Suite Near Gore-Peaks-Lakes -WOL

Come & be rejuvenated at our spacious & inviting Loft Suite at the south end of Schroon Lake in Pottersville, NY. 25 mins to Gore Mt & 30 minutes 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 is 25 min south, Lake Placid 1 hour north. Come explore the splendor of the Adirondacks!!

15–22 Jul

$191 SGD per night

Guest favourite

Home in Chestertown

4.93 out of 5 average rating, 141 reviews

The Stone Lodge on Blythewood Island in Loon Lake

Looking for an all-season getaway in the Adirondacks? Come enjoy our lake and mountain views at the historic Stone Lodge on Blythewood Island in Loon Lake in Chestertown, NY. Our family has lived on the Island for more than 60 years. We welcome you to join us! The Stone Lodge was brought back to its original ambiance 7 years ago, when the Monroe family made it a place where others could enjoy the beauty, sights and sounds of nature from a beautiful authentic Adirondack retreat.

10–17 May

$544 SGD per night

Guest favourite

Home in North Creek

4.97 out of 5 average rating, 122 reviews

A Modern & Luxurious Gore Mtn Adirondack Retreat.

A Modern & Luxurious Adirondack Retreat. 5 minutes to Gore Mountain & Hudson River. 30 minutes to Lake George. Welcome To A Modern Interpretation Of An Adirondack Camp. Perfect for adults and families looking for a escape without having to sacrifice modern style, comfort and convenience. 9 Powder Run sleeps 12 with 4 Bedrooms and 3.5 Baths. 12 foot HD projection screen, fast WiFi and DirecTV. Two car attached garage. Outside there is a wraparound deck and large firepit.

27 Jun – 4 Jul

$787 SGD per night

Guest favourite

Cabin in North Creek

4.91 out of 5 average rating, 375 reviews

Twilight Cabin

382 Back To Sodom Rd. WiFi, family-friendly activities and the beach. You’ll love my place because of the high ceilings, the location, the coziness, and the views. Built by a local craftsman with logs from our area and local river stone for the fireplace. Cabin is completely modernized. A lovely porch looking towards the pond and exterior lights along the Pond. Minutes to all outdoor activities. Pet fee $75 per pet must be paid at time of booking. Must bring dog blankets!

6–13 Feb

$246 SGD per night

Guest favourite

Loft in Brant Lake

4.96 out of 5 average rating, 192 reviews

Cozy Adirondack Efficiency

Located 18 miles from Gore Mountain, 2 miles from Brant Lake and 1.5 miles from the Schroon River, this cozy Adirondack efficiency allows guests to experience all that the North Country has to offer with the comfort of modern amenities. Ample space for parking makes this efficiency ideal for those pulling snowmobiles, boats, and jet skis. The efficiency is located on the second story of an unoccupied building--guests will have the entire space to themselves.

19–26 May

$159 SGD per night

Superhost

Flat in Chestertown

4.83 out of 5 average rating, 105 reviews

Lily Pad North at Loon Lake near Gore Mountain

Lily Pad North is nestled in the Adirondack Mountains of upstate NY. This two bedroom unit is super clean and a great place to relax. The property is rural, yet centrally located to 5 lakes, skiing at Gore Mountain, and famous Lake George Village, with easy highway access only five minutes away. Sleeps 5 adults plus 1 infant. If you have a smaller or larger group, please inquire about the availability of a 4 bedroom unit or the adjacent 7 bedroom house.

2–9 May

$170 SGD per night

Guest favourite

Campervan/Motorhome in North Creek

4.91 out of 5 average rating, 210 reviews

Camp Vintage- Small home with big mountain views

Camp Vintage has a panoramic view of the Adirondack Mountains only a few miles from Gore Mountain and the town of North Creek. It is a new trailer with a well and a septic system like a tiny house with all the amenities of home - wifi, smart TV, on demand water heater, propane heating, and private year-round hot tub. 4x4 is recommended in winter Check out our other listings. We have a new listing in Putnam Station NY Lake George Waterfront with dock.

5–12 Feb

$157 SGD per night

Guest favourite

Cabin in Schroon

4.96 out of 5 average rating, 168 reviews

Little Bearfoot Lodge

This cosy Little Lodge is located minutes from Schroon Lake, where one can find boating, fishing, water skiing, and a beautiful beach to just swim and hang out and take in the tremendous scenery. We are located Close to Snowmobile 1 trail on Hoffman. Also, we are minutes from Gore. Mountain Ski Area. So, get ready to leave the rat race and come and enjoy beautiful Schroon Lake and more importantly to stay at the Little Bearfoot Lodge.

13–20 May

$190 SGD per night

Superhost

Cabin in North Creek

4.84 out of 5 average rating, 238 reviews

Blue A-Frame~Loft~Central ADK Location!

Escape and unwind to our cozy Blue A-frame in the Adirondacks, North Creek, NY. Rustic charm meets modern comfort: spacious rooms, a loft bedroom, fully equipped kitchen, and internet. Ideal for adventure lovers: minutes from Gore Mountain, Hudson River rafting, and trails. The house is also Pet-friendly. This cabin is the perfect base to explore Lake George and Schroon Lake’s beauty. Come and enjoy ADK right from our doorstep.

31 Aug – 7 Sep

$216 SGD per night

Guest favourite

Cottage in North Creek

4.9 out of 5 average rating, 223 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

8–15 Dec

$154 SGD per night

Guest favourite

Cabin in Johnsburg

4.97 out of 5 average rating, 159 reviews

Firefly Cabin at Gore Mountain and Lake George

Only 10 minutes away from the Gore Mountain ski resort, 25 minutes from Lake George, the Firefly Cabin is the best all-season getaway in the Adirondacks! Everything the mountains have to offer, just a few minutes away from the cabin: hiking trails, cross-country and downhill skiing, multiple lakes, white water rafting, and much more.

26 Dec – 2 Jan

$498 SGD per night