Vacation rentals in Chester

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Top-rated vacation rentals in Chester

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Guest favorite

Home in Wevertown

4.98 out of 5 average rating, 122 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.

Jun 11 – 18

$114 per night

Guest favorite

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!!

Jun 8 – 15

$90 per night

Guest favorite

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.

Oct 25 – Nov 1

$350 per night

Guest favorite

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.

Jun 24 – Jul 1

$506 per night

Guest favorite

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.

May 1 – 8

$102 per night

Superhost

Apartment 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.

Apr 28 – May 5

$102 per night

Guest favorite

Camper/RV in North Creek

4.91 out of 5 average rating, 209 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.

Feb 9 – 16

$108 per night

Guest favorite

Home in Brant Lake

4.92 out of 5 average rating, 138 reviews

RiverSong-Brant Lake riverfront cabin with a view

Secluded 1.5 bedroom riverfront home with private beach/river access, firepit, screened porch, large patio deck * Barbeque grill * disc-golf basket * 8 person picnic table *Roku tv *Games etc... Kayak/Canoe rental available. Ideal for couples and small families, can accommodate up to 4 sleeping indoors. Lots of grass to tent under the stars! 2 min from Interstate 87 5 min to Brant Lake 10 min to Schroon Lake 15 min to Lake George 20 min to Gore Mt

May 28 – Jun 4

$142 per night

Guest favorite

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.

Sep 18 – 25

$122 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.

Oct 14 – 21

$137 per night

Guest favorite

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

Sep 23 – 30

$99 per night

Guest favorite

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.

Apr 25 – May 2

$180 per night