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, 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.

Jun 24 – Jul 1

G$28,673 GYD per night

Guest favorite

Cabin in Warrensburg

5.0 out of 5 average rating, 157 reviews

Romantic Lake George Getaway~Chickadee Hill

*Romantic getaway nestled in the Adirondack Mountains, just 15 minutes to Lake George *Vintage Record Player, Farm Fresh Eggs and pollinator gardens *A dreamy escape into nature where you will wake up and feel like you are still dreaming *This is not just any five star stay step outside we have millions our night sky is breathtaking *We strive for our guests to have nothing less than a five star experience, as you can see by our reviews Chickadee is decorated for Christmas Nov 1st-January

Nov 22 – 29

G$30,151 GYD 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!!

May 20 – 27

G$22,702 GYD per night

Guest favorite

Cabin in North Creek

4.98 out of 5 average rating, 161 reviews

Gore Mountain Log Cabin Getaway

8 minutes to Gore Mountain - perfect getaway for couples, family vacay, small sporting group, or long time friends looking for a relaxing get together. Log cabin located 5 mins to restaurants & stores. Spring/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 holiday weekends.

May 8 – 15

G$53,090 GYD 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 28 – Jun 4

G$24,286 GYD per night

Guest favorite

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.

Feb 14 – 21

G$26,363 GYD per night

Guest favorite

Camper/RV in North Creek

4.91 out of 5 average rating, 211 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.

Jan 27 – Feb 3

G$24,025 GYD 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

G$32,367 GYD 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 23 – 30

G$29,127 GYD per night

Guest favorite

Cabin in North Creek

4.84 out of 5 average rating, 239 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.

Nov 21 – 28

G$33,233 GYD per night

Guest favorite

Tiny home in North Creek

4.95 out of 5 average rating, 156 reviews

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.

Jun 14 – 21

G$22,515 GYD 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

Oct 4 – 11

G$23,741 GYD per night