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Check prices for these dates

In two weeks
5 Jun - 7 Jun
In two months
17 Jul - 19 Jul
In three months
14 Aug - 16 Aug
In four months
11 Sep - 13 Sep

Our top choices for Chestertown vacation homes

Outdoor dining

The Lily Pad at Loon Lake near Gore Mountain

The Lily Pad at Loon Lake near Gore Mountain
Chestertown
9.6 out of 10, Exceptional, (41 reviews)
"The house is very clean and there was no shortage of fresh towels. "
United States
Sophia H.
The Lily Pad at Loon Lake near Gore Mountain
Exterior

Eagles Nest at Loon Lake near Gore Mountain

Eagles Nest at Loon Lake near Gore Mountain
Chestertown
10.0 out of 10, Exceptional, (118 reviews)
"Great house. Great location"
United States
David S.
The price is AED 1,102
AED 2,797 total
includes taxes & fees
3 Jun - 4 Jun
Eagles Nest at Loon Lake near Gore Mountain
Exterior

Gore Mountain Lift View: Wade St. Apt 2

Gore Mountain Lift View: Wade St. Apt 2
North Creek
9.4 out of 10, Exceptional, (15 reviews)
"The host was very responsive and helpful. The space was very cozy and had all the basics. Location was perfect for a ski weekend."
United States
annie k.
The price is AED 327
AED 862 total
includes taxes & fees
27 May - 28 May
Gore Mountain Lift View: Wade St. Apt 2
1 bedroom, bed sheets

Cozy Tented Cabin Rental near the Hudson River in Upstate New York

Cozy Tented Cabin Rental near the Hudson River in Upstate New York
North River
The price is AED 615
AED 709 total
includes taxes & fees
1 Jun - 2 Jun
Cozy Tented Cabin Rental near the Hudson River in Upstate New York
Property grounds

Redarrow rustic yurt in the Adirondacks, Gore Mt. 15 mins, jug water supplied

Redarrow rustic yurt in the Adirondacks, Gore Mt. 15 mins, jug water supplied
Minerva
10.0 out of 10, Exceptional, (1 review)
"Absolutely fantastic! Hosts were very kind and responsive. Property was clean and cozy. "
United States
Christine T.
The price is AED 551
AED 1,067 total
includes taxes & fees
29 May - 30 May
Redarrow rustic yurt in the Adirondacks, Gore Mt. 15 mins, jug water supplied
Smart TV

Entire Main House w/ Hot Tub | Separate from Basement Apt | No Shared Spaces

Entire Main House w/ Hot Tub | Separate from Basement Apt | No Shared Spaces
Lake Luzerene
10.0 out of 10, Exceptional, (13 reviews)
"This was our second time staying at Potash Road. Just like the first time, it was a wonderful experience. We will definitely be booking here again."
United States
Laurie S.
The price is AED 753
AED 1,870 total
includes taxes & fees
3 Jun - 4 Jun
Entire Main House w/ Hot Tub | Separate from Basement Apt | No Shared Spaces
Exterior

Gore Mountain Lift View Ski House: Wade St. 1

Gore Mountain Lift View Ski House: Wade St. 1
North Creek
9.4 out of 10, Exceptional, (21 reviews)
"Great for a ski trip to gore mountain!"
United States
Ryan H.
The price is AED 415
AED 976 total
includes taxes & fees
26 May - 27 May
Gore Mountain Lift View Ski House: Wade St. 1
House, 5 Bedrooms | Exterior

10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home

10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
3.0 star property
Olmstedville
The price is AED 859
AED 2,996 total
includes taxes & fees
26 May - 27 May
10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
Property grounds

Gorgeous Yurt in the Adirondacks for a Unique Glamping Getaway near Minerva, New York

Gorgeous Yurt in the Adirondacks for a Unique Glamping Getaway near Minerva, New York
Minerva
The price is AED 754
AED 972 total
includes taxes & fees
29 May - 30 May
Gorgeous Yurt in the Adirondacks for a Unique Glamping Getaway near Minerva, New York
Exterior

Rustic Vacation Rental for Couples near Hoffman Notch, New York

Rustic Vacation Rental for Couples near Hoffman Notch, New York
Schroon Lake
9.0 out of 10, Wonderful, (2 reviews)
"Host was so sweet! Looking forward to staying here again"
United States
Bre Z.
The price is AED 456
AED 608 total
includes taxes & fees
25 May - 26 May
Rustic Vacation Rental for Couples near Hoffman Notch, New York
Interior

Sweet New Cabin With Amazing Views Of The Hudson River

Sweet New Cabin With Amazing Views Of The Hudson River
North River
9.8 out of 10, Exceptional, (46 reviews)
"Fab cabin and loved the Japanese hot tub. Close to restaurants short drive and also close to gore mountain. We loved our stay!! "
United States
Ashling
The price is AED 716
AED 1,027 total
includes taxes & fees
25 May - 26 May
Sweet New Cabin With Amazing Views Of The Hudson River
Property grounds

Waterfront paradise, hot tub. Saratoga/Lake George. Super clean & sanitized.

Waterfront paradise, hot tub. Saratoga/Lake George. Super clean & sanitized.
Corinth
10.0 out of 10, Exceptional, (32 reviews)
"The host was incredibly friendly and accommodating. The cabin was stocked with everything you could need and perfect for a cozy, fun weekend getaway right on the water!"
United States
Sarah G.
The price is AED 909
AED 1,586 total
includes taxes & fees
27 May - 28 May
Waterfront paradise, hot tub. Saratoga/Lake George. Super clean & sanitized.
Property grounds

Lovely 3-bedroom house close to Gore Mountain for skiing.

Lovely 3-bedroom house close to Gore Mountain for skiing.
North Creek
10.0 out of 10, Exceptional, (2 reviews)
"Very cute and cozy / responsive and helpful host"
United States
Renee B.
The price is AED 687
AED 1,235 total
includes taxes & fees
25 May - 26 May
Lovely 3-bedroom house close to Gore Mountain for skiing.
Outdoor dining

Secluded, Dog Friendly Tiny House on the Hudson River, near Saratoga Springs

Secluded, Dog Friendly Tiny House on the Hudson River, near Saratoga Springs
Corinth
The price is AED 1,399
AED 1,715 total
includes taxes & fees
26 May - 27 May
Secluded, Dog Friendly Tiny House on the Hudson River, near Saratoga Springs
Beach

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

True Adirondack living. 3-bedroom house in tranquil Diamond Point.
Diamond Point
10.0 out of 10, Exceptional, (9 reviews)
"Fantastic stay. Clean and welcoming. Plenty of staples supplied which is always helpful. Will visit again."
United States
Brad S.
The price is AED 2,185
AED 3,702 total
includes taxes & fees
25 May - 26 May
True Adirondack living. 3-bedroom house in tranquil Diamond Point.
TV

Family-Friendly Cabin Rental near Schroon Lake in the Adirondacks of New York

Family-Friendly Cabin Rental near Schroon Lake in the Adirondacks of New York
Schroon Lake
The price is AED 833
AED 1,095 total
includes taxes & fees
29 May - 30 May
Family-Friendly Cabin Rental near Schroon Lake in the Adirondacks of New York
Fridge, microwave, oven, stovetop

Secluded retreat. Great for families. Walk to Trout lake. High Speed Internet.

Secluded retreat. Great for families. Walk to Trout lake. High Speed Internet.
Diamond Point
10.0 out of 10, Exceptional, (58 reviews)
"We enjoyed our trip and the house was very comfortable and clean and well updated."
United States
Nuala D.
The price is AED 2,020
AED 3,494 total
includes taxes & fees
25 May - 26 May
Secluded retreat. Great for families. Walk to Trout lake. High Speed Internet.
Fridge, oven, stovetop, coffee/tea maker

Fully-Furnished Tent-Style Cabin Rental near Indian Lake, Upstate New York

Fully-Furnished Tent-Style Cabin Rental near Indian Lake, Upstate New York
North River
The price is AED 615
AED 709 total
includes taxes & fees
2 Jun - 3 Jun
Fully-Furnished Tent-Style Cabin Rental near Indian Lake, Upstate New York
Exterior

Gore Mountain Lift View: Wade St 1&2 Whole House

Gore Mountain Lift View: Wade St 1&2 Whole House
North Creek
10.0 out of 10, Exceptional, (2 reviews)
"This is a wonderful location. We thoroughly enjoyed the town of North Creek!"
United States
Jane H W.
The price is AED 724
AED 1,814 total
includes taxes & fees
29 May - 30 May
Gore Mountain Lift View: Wade St 1&2 Whole House
Exterior

NEW! 10 Mi to Gore Mountain: Home in Adirondack Park

NEW! 10 Mi to Gore Mountain: Home in Adirondack Park
Olmstedville
10.0 out of 10, Exceptional, (8 reviews)
"Exactly what we needed & was stocked with great games, cooking supplies & blankets! Can’t wait to come back."
United States
Katlyn H.
The price is AED 892
AED 2,970 total
includes taxes & fees
25 May - 26 May
NEW! 10 Mi to Gore Mountain: Home in Adirondack Park
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

Six Flags Great Escape Lodge & Indoor Waterpark

Six Flags Great Escape Lodge & Indoor Waterpark

2/10 Terrible
"Don't waste your time."
Ryleigh 2-night trip
Posted 1 hour ago
Six Flags Great Escape Lodge & Indoor Waterpark