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Check prices for these dates

In two weeks
19 Jun - 21 Jun
In two months
31 Jul - 2 Aug
In three months
28 Aug - 30 Aug
In four months
25 Sep - 27 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 price is AED 591
AED 1,684 total
includes taxes & fees
9 Jun - 10 Jun
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.
Eagles Nest at Loon Lake near Gore Mountain
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 496
AED 996 total
includes taxes & fees
11 Jun - 12 Jun
Redarrow rustic yurt in the Adirondacks, Gore Mt. 15 mins, jug water supplied
Exterior

Adirondack Retreat Walk to Gore, Main St, Ski Bowl | Fast WiFi | Sleeps 6

Adirondack Retreat Walk to Gore, Main St, Ski Bowl | Fast WiFi | Sleeps 6
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 408
AED 964 total
includes taxes & fees
12 Jun - 13 Jun
Adirondack Retreat Walk to Gore, Main St, Ski Bowl | Fast WiFi | Sleeps 6
Dining

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 959 total
includes taxes & fees
8 Jun - 9 Jun
Gorgeous Yurt in the Adirondacks for a Unique Glamping Getaway near Minerva, New York
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 966
AED 1,590 total
includes taxes & fees
6 Jul - 7 Jul
Lovely 3-bedroom house close to Gore Mountain for skiing.
Exterior

Spacious 3BR Walk to Gore & Main St | Game Room, Porch, Fast WiFi | Sleeps 8

Spacious 3BR Walk to Gore & Main St | Game Room, Porch, Fast WiFi | Sleeps 8
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 713
AED 1,351 total
includes taxes & fees
20 Jun - 21 Jun
Spacious 3BR Walk to Gore & Main St | Game Room, Porch, Fast WiFi | Sleeps 8
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
8 Jun - 9 Jun
10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
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
8 Jun - 9 Jun
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
8 Jun - 9 Jun
Sweet New Cabin With Amazing Views Of The Hudson River
Game room

The Office at North Creek All Season Rental

The Office at North Creek All Season Rental
North Creek
8.6 out of 10, Excellent, (12 reviews)
"Fun property to stay at! We enjoyed our stay and hope to come back during ski season. "
United States
Brandon A.
The price is AED 323
AED 862 total
includes taxes & fees
9 Jun - 10 Jun
The Office at North Creek All Season Rental
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
Secluded, Dog Friendly Tiny House on the Hudson River, near Saratoga Springs
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 1,212
AED 2,452 total
includes taxes & fees
6 Jul - 7 Jul
Entire Main House w/ Hot Tub | Separate from Basement Apt | No Shared Spaces
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
8 Jun - 9 Jun
True Adirondack living. 3-bedroom house in tranquil Diamond Point.
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
9.8 out of 10, Exceptional, (59 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
8 Jun - 9 Jun
Secluded retreat. Great for families. Walk to Trout lake. High Speed Internet.
TV, DVD player

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

Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!
bolton landing
9.2 out of 10, Wonderful, (112 reviews)
"the host was great to work with and house was perfect! "
United States
jamie o.
The price is AED 1,469
AED 2,422 total
includes taxes & fees
28 Jun - 29 Jun
Beautiful Log House In Bolton In Lake George Paradise! Dog friendly!
Bathtub, hair dryer, towels, shampoo

6BR Downtown Duplex Walk to Gore & Main St | Porches, Game Room | Sleeps 12

6BR Downtown Duplex Walk to Gore & Main St | Porches, Game Room | Sleeps 12
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 591
AED 1,643 total
includes taxes & fees
10 Jun - 11 Jun
6BR Downtown Duplex Walk to Gore & Main St | Porches, Game Room | Sleeps 12
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
8 Jun - 9 Jun
NEW! 10 Mi to Gore Mountain: Home in Adirondack Park
Dining

Luxurious Lake George Getaway

Luxurious Lake George Getaway
Lake George
9.8 out of 10, Exceptional, (12 reviews)
"A beautiful home in lake George! Highly recommend!"
United States
Anonymous traveler
The price is AED 1,800
AED 3,657 total
includes taxes & fees
9 Jun - 10 Jun
Luxurious Lake George Getaway
A heated pool

Adirondack Retreat Inn & Suites - TOWNHOUSE RENTAL HOUSE

Adirondack Retreat Inn & Suites - TOWNHOUSE RENTAL HOUSE
Lake George
10.0 out of 10, Exceptional, (2 reviews)
"Great location to all that Lake George has to offer. Staff and management were very helpful and nice. Parking gets a little tight in the evenings sometimes but it’s a poplar place during the summer months."
United States
Michelle T.
The price is AED 1,745
AED 2,304 total
includes taxes & fees
8 Jun - 9 Jun
Adirondack Retreat Inn & Suites - TOWNHOUSE RENTAL HOUSE
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

The Queensbury Hotel

The Queensbury Hotel

10/10 Excellent
"Very clean and well kept. Love the historic feel. Definitely be here again in the future...."
William 1-night trip
Posted 2 hours ago
The Queensbury Hotel