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Aug 15 - Aug 17
In two weeks
Aug 22 - Aug 24
In one month
Sep 5 - Sep 7
In two months
Oct 3 - Oct 5

Vacation Homes in Chestertown

Family Friendly - Pet Friendly
Guests can enjoy a serene atmosphere at this lodge, surrounded by lush gardens and a beautifully maintained patio area.

Family Friendly - Pet Friendly

9.6 out of 10, Exceptional, (55)
"Had a great time and was perfect for our family! "
Family Friendly - Pet Friendly
Family Friendly - Pet Friendly
Guests can enjoy a peaceful stay in this two-story building surrounded by a well-maintained garden and a patio area with seating.

Family Friendly - Pet Friendly

9.8 out of 10, Exceptional, (62)
"Had a great stay, check in was easy, the house was very clean and a great location to the downtown area and easy nice walking area! Would definitely stay here again!!"
Family Friendly - Pet Friendly
Lake George Retreat
Enjoy al fresco dining on the patio, surrounded by lush greenery and a wooden deck.

Lake George Retreat

9.6 out of 10, Exceptional, (25)
"This is a great place to stay! Very private and a perfect location. Short drive to downtown and close by restaurants and stores. The place was clean and the host was great to work with. I would definitely recommend!"
Lake George Retreat
Charming cabin with three river-view decks & private setting
Enjoy cooking in this well-equipped kitchen with a dining table and chairs.

Charming cabin with three river-view decks & private setting

9.0 out of 10, Wonderful, (12)
"My family enjoyed the peaceful river noise and the fact that it was just minutes away from where we were whitewater rafting the next day!"
Charming cabin with three river-view decks & private setting
Vacation Cabin minutes from Lake George w/ Hot Tub
Enjoy cooking in this well-equipped kitchen with a refrigerator, oven, sink, and microwave.

Vacation Cabin minutes from Lake George w/ Hot Tub

10.0 out of 10, Exceptional, (8)
"The house is very clean and organized. "
$520 nightly
The price is $568
Aug 7 - Aug 8
Total includes taxes and fees
Vacation Cabin minutes from Lake George w/ Hot Tub
Bear Cub Barn, Bolton Landing
Enjoy cooking and dining in this well-equipped kitchen with a central island, sink, and ample counter space.

Bear Cub Barn, Bolton Landing

10.0 out of 10, Exceptional, (1)
"Exactly as we expected"
Bear Cub Barn, Bolton Landing
Terrace on the Lake – Private Lakefront with Breathtaking Views
Stunning two-story building with a central entrance and beautifully landscaped grounds.

Terrace on the Lake – Private Lakefront with Breathtaking Views

10.0 out of 10, Exceptional, (314)
"Everything was excellent and the house is amazing!"
Terrace on the Lake – Private Lakefront with Breathtaking Views
Colorful adventure pad with game room & mountain/lake views - central AC
Enjoy cooking in this well-equipped kitchen with a central island, large stove, and oven, perfect for meal preparation.

Colorful adventure pad with game room & mountain/lake views - central AC

9.8 out of 10, Exceptional, (6)
"Our family of six loved our stay here. This rental is very clean, modern, well decorated and furnished. We loved the location, near Lake George Village and Million Dollar Beach. Stay here and you will love it too!"
Colorful adventure pad with game room & mountain/lake views - central AC
Lakeside House in Adirondacks near Lake George
Stunning garden oasis with a serene stone fountain and lush greenery.

Lakeside House in Adirondacks near Lake George

9.0 out of 10, Wonderful, (28)
"2nd year staying at this property and will be our choice for the foreseeable future"
Lakeside House in Adirondacks near Lake George
Immaculate Rental Houses in Lake George. Full Hotel Amenities. Heated Pool
Relax outdoors with a patio featuring a greenhouse, picnic tables, and grills.

Immaculate Rental Houses in Lake George. Full Hotel Amenities. Heated Pool

10.0 out of 10, Exceptional, (2)
"Fine"
Immaculate Rental Houses in Lake George. Full Hotel Amenities. Heated Pool
GORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MT
Relax in a cozy corner room with a bay window offering a view of the outdoors. The room features a seating area with a cushioned bench and chair, a small table, and a decorative rug.

GORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MT

10.0 out of 10, Exceptional, (21)
"We stayed here 2 yrs ago and loved it so we chose it again. A lovely and beautifully restored Victorian. Easy access to Gore. "
$480 nightly
The price is $533
Aug 11 - Aug 12
Total includes taxes and fees
GORGEOUS FAMILY FRIENDLY VICTORIAN WITH ALL NATURAL CEDAR HOT TUB NEAR GORE MT
PET-FRIENDLY - Wonderfully Situated. A Truly Beautiful Setting.
Surrounded by lush plants and a serene pond, this tranquil oasis features a soothing waterfall and a natural stone wall.

PET-FRIENDLY - Wonderfully Situated. A Truly Beautiful Setting.

9.2 out of 10, Wonderful, (28)
"Lovely quaint home with comfy beds and lots of parking. Too bad we reserved during some cold days. Would have love to have jumped in the pool but the fire pit was great"
PET-FRIENDLY - Wonderfully Situated. A Truly Beautiful Setting.
Adirondack Home on Lake Snow
Enjoy the serene forest view from this deck, featuring a single chair and a cozy rug.

Adirondack Home on Lake Snow

10.0 out of 10, Exceptional, (2)
"This place was perfect for our family to relax and enjoy a lake in the Adirondacks. The owner was friendly and helpful, and responsive when we had questions. The lake is quiet--no motorboats allowed--and several kayaks were available for use. We plan to go back again next summer. Thanks for a great visit. "
Adirondack Home on Lake Snow
Tall pine house
Cozy retreat with a neatly made bed, nightstand, and dresser.

Tall pine house

7.6 out of 10, Good, (38)
"Parking was cramped. Great access to all village activities. Great venue area for large family groups. "
Tall pine house
SKI GORE-Central Adirondacks-60 Acre Hidden Gem, Near Schroon Lk, 15 min off I87
Relax in this serene outdoor space with a wooden table and chairs, perfect for enjoying the surrounding forest views.

SKI GORE-Central Adirondacks-60 Acre Hidden Gem, Near Schroon Lk, 15 min off I87

10.0 out of 10, Exceptional, (17)
"House fully stocked with everything you need. Close to Gore mountain. Perfect spot in mountains with great views. "
SKI GORE-Central Adirondacks-60 Acre Hidden Gem, Near Schroon Lk, 15 min off I87
Gorgeous Lakefront Home with a Fire Pit, Two Living Areas, and a Sunroom
Relax in a serene lakeside setting with a tranquil seating area featuring two benches surrounded by trees and a clear lake view.

Gorgeous Lakefront Home with a Fire Pit, Two Living Areas, and a Sunroom

9.8 out of 10, Exceptional, (41)
"Very nice property "
Gorgeous Lakefront Home with a Fire Pit, Two Living Areas, and a Sunroom
Beautiful 4 Bedroom on top of Mountain With Mountain Views and Pool
Situated in a secluded wooded area, this cabin features a steeply pitched roof and a small porch with a railing.

Beautiful 4 Bedroom on top of Mountain With Mountain Views and Pool

4.0 out of 10, (4)
"Property needs updating especially deck, stairway & musty odor smell."
$719 nightly
The price is $798
Aug 7 - Aug 8
Total includes taxes and fees
Beautiful 4 Bedroom on top of Mountain With Mountain Views and Pool
Hickory Hill Mountaintop charming family friendly quiet very private lake view
Enjoy the serene views from the upper balcony with its wooden beams and railing.

Hickory Hill Mountaintop charming family friendly quiet very private lake view

10.0 out of 10, Exceptional, (135)
"Beautiful and spacious, clean and very accommodating. Twin beds were a bit narrow and a little uncomfortable, but definitely a great place to stay!!"
Hickory Hill Mountaintop charming family friendly quiet very private lake view
Adirondack Bungalow Getaway
Situated in a wooded area, this cabin features a charming front porch and a black metal fence.

Adirondack Bungalow Getaway

10.0 out of 10, Exceptional, (57)
"Had a wonderful stay at this property. Owner was friendly and readily available. Easy to get to and good proximity to ski area. "
$168 nightly
The price is $186
Sep 3 - Sep 4
Total includes taxes and fees
Adirondack Bungalow Getaway
Secluded Gore Mountain Pine-Panelled Getaway
Escape to a secluded cabin surrounded by lush greenery, with a spacious deck perfect for outdoor seating.

Secluded Gore Mountain Pine-Panelled Getaway

9.6 out of 10, Exceptional, (136)
"Great place for a family vaca in the ADKs! Close to Gore & hiking trails, with games and places to relax in the chalet after a fun day."
Secluded Gore Mountain Pine-Panelled Getaway
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Chestertown Hotel Reviews

Tiki Resort

Tiki Resort

10/10 Excellent
"Great staff "
Kelsi 1-night trip
Posted 2 days ago
Tiki Resort