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Search Vacation Homes in Chestertown

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Vacation Homes in Chestertown

Family Friendly - Pet Friendly

9.6 out of 10, Exceptional, (50)
"Had a great time and was perfect for our family! "
Family Friendly - Pet Friendly

Cozy Family Friendly Lake View Home w / Easy Trip to Town & Beach

9.6 out of 10, Exceptional, (162)
"I have stayed here before and love the location and view . My friends truly enjoyed the place and the many hiking trails close by "
Cozy Family Friendly Lake View Home w / Easy Trip to Town & Beach

Waterfall Gorge-ous Home w 200+ feet of river frontage -10 mi to Lake George

9.4 out of 10, Exceptional, (51)
"My 3 kids and I absolutely loved the spot. The stream in the back of the house was unique and gorgeous, Diane was communicative and pleasant. Highly recommended"
Waterfall Gorge-ous Home w 200+ feet of river frontage -10 mi to Lake George

Beautifully updated, Cozy 3 bedroom 3 bathroom house. WATER VIEWS!!

9.4 out of 10, Exceptional, (10)
"We will definitely be back since the experience was great. The location is great and close to many cool attractions."
Beautifully updated, Cozy 3 bedroom 3 bathroom house. WATER VIEWS!!

Charming Hillside Cottage in Beautiful Lake Luzerne

Charming Hillside Cottage in Beautiful Lake Luzerne

True Adirondack living. 3-bedroom house in tranquil Diamond Point.

10.0 out of 10, Exceptional, (1)
"Beautiful house with so many things to do- enjoy the deck outside, walk to the lake, ping pong or pool in the basement, enjoy time with friends. We will definitely come back! "
The price is SAR 1,857
SAR 3,307 total
includes taxes & fees
26 Jun - 27 Jun
True Adirondack living. 3-bedroom house in tranquil Diamond Point.

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

9.6 out of 10, Exceptional, (4)
"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

Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!

9.2 out of 10, Wonderful, (97)
"Property was clean location is close to village of Lake George- couple local breweries near By- had a wonderful stay "
Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!

Ultimate Adirondack Getaway ~ Private Pool and Hot Tub!

9.8 out of 10, Exceptional, (318)
"We had a great stayBeautiful views from the houseClose to ski mountains/restaurants etc!"
Ultimate Adirondack Getaway ~ Private Pool and Hot Tub!

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

9.4 out of 10, Exceptional, (26)
"Property was ideal for location and size for Belleayre Mtn Snowmakers during their time that they assisted Gore Mtn in making snow. Highly recommend this property."
PET-FRIENDLY - Wonderfully Situated. A Truly Beautiful Setting.

Spacious lakefront chalet with washer/dryer, beach & dock

9.2 out of 10, Wonderful, (27)
"Excellent views and localeClean and neatAll conceivable amenitiesTons of space"
Spacious lakefront chalet with washer/dryer, beach & dock

Cozy 3 bedroom house

8.8 out of 10, Excellent, (8)
"This house provided a convinent location where we could enjoy Lake George with a short car ride."
Cozy 3 bedroom house

1851 Church turned residence - Unique experience- New England charm

10.0 out of 10, Exceptional, (2)
"We had an unforgettable stay at a beautifully restored 1851 church near Bolton Landing in Lake George. The historical charm and character of the building was evident in every room, from the historic architecture to the artwork and books throughout the home. The blend of old-world charm with modern comforts made our stay for the long weekend great. The rental was well maintained (for a 170 yr old building) and provided all the amenities we needed, a BBQ grill, dishwasher, hair dryers, well...
1851 Church turned residence - Unique experience- New England charm

Riverfront dog-friendly house near skiing with firepits, wood stove & beach

10.0 out of 10, Exceptional, (14)
"Beautiful, clean, spacious property. We loved it!"
Riverfront dog-friendly house near skiing with firepits, wood stove & beach

Delightful Lake George Village Rental Just Steps from Million Dollar Beach

9.8 out of 10, Exceptional, (133)
"Our family enjoyed the stay very much. Everything was as described in the property description and we would absolutely rent again. "
Delightful Lake George Village Rental Just Steps from Million Dollar Beach

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

9.8 out of 10, Exceptional, (37)
"We had a great time at the lake house and skied Gore for 2 days. The house was exactly as billed and we had plenty of room to relax after a day of skiing. Can’t wait to go back. "
Gorgeous Lakefront Home with a Fire Pit, Two Living Areas, and a Sunroom

A Tale of Two Beaches

9.4 out of 10, Exceptional, (40)
"The property was centrally located and very close to the beach and rodeo, which our kids loved!"
A Tale of Two Beaches

Cozy, pet friendly cabin minutes to lake George village

9.0 out of 10, Wonderful, (22)
"We enjoyed a long weekend stay in Lake George. This Adirondack house was clean and comfortable!"
Cozy, pet friendly cabin minutes to lake George village

A Dream of a Woodland House at Lake George

10.0 out of 10, Exceptional, (87)
"A great location and Melissa was a very responsive and helpful host!"
A Dream of a Woodland House at Lake George

Adirondack Bungalow Getaway

10.0 out of 10, Exceptional, (52)
"Had a wonderful stay at this property. Owner was friendly and readily available. Easy to get to and good proximity to ski area. "
The price is SAR 368
SAR 654 total
includes taxes & fees
23 Jun - 24 Jun
Adirondack Bungalow 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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