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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

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 AEDĀ 1,003
AEDĀ 2,670 total
includes taxes & fees
26 May - 27 May
Eagles Nest at Loon Lake near Gore Mountain
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 AEDĀ 639
AEDĀ 1,745 total
includes taxes & fees
25 May - 26 May
The Lily Pad at Loon Lake near Gore Mountain
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 AEDĀ 632
AEDĀ 730 total
includes taxes & fees
22 May - 23 May
Cozy Tented Cabin Rental near the Hudson River in Upstate New York
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 AEDĀ 859
AEDĀ 2,996 total
includes taxes & fees
26 May - 27 May
10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
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 AEDĀ 345
AEDĀ 886 total
includes taxes & fees
26 May - 27 May
Gore Mountain Lift View: Wade St. Apt 2
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 AEDĀ 771
AEDĀ 1,902 total
includes taxes & fees
1 Jun - 2 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 AEDĀ 430
AEDĀ 992 total
includes taxes & fees
1 Jun - 2 Jun
Gore Mountain Lift View Ski House: Wade St. 1
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 AEDĀ 716
AEDĀ 1,027 total
includes taxes & fees
25 May - 26 May
Sweet New Cabin With Amazing Views Of The Hudson River
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 AEDĀ 687
AEDĀ 1,235 total
includes taxes & fees
25 May - 26 May
Lovely 3-bedroom house close to Gore Mountain for skiing.
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 AEDĀ 551
AEDĀ 1,067 total
includes taxes & fees
25 May - 26 May
Redarrow rustic yurt in the Adirondacks, Gore Mt. 15 mins, jug water supplied
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 AEDĀ 2,185
AEDĀ 3,702 total
includes taxes & fees
25 May - 26 May
True Adirondack living. 3-bedroom house in tranquil Diamond Point.
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 AEDĀ 469
AEDĀ 622 total
includes taxes & fees
25 May - 26 May
Rustic Vacation Rental for Couples near Hoffman Notch, New York
Fridge, stovetop, coffee/tea maker, toaster

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 AEDĀ 775
AEDĀ 995 total
includes taxes & fees
25 May - 26 May
Gorgeous Yurt in the Adirondacks for a Unique Glamping Getaway near Minerva, New York
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 AEDĀ 909
AEDĀ 1,586 total
includes taxes & fees
27 May - 28 May
Waterfront paradise, hot tub. Saratoga/Lake George. Super clean & sanitized.
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! Canā€™t wait to come back."
United States
Katlyn H.
The price is AEDĀ 892
AEDĀ 2,970 total
includes taxes & fees
25 May - 26 May
NEW! 10 Mi to Gore Mountain: Home in Adirondack Park
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 AEDĀ 650
AEDĀ 1,720 total
includes taxes & fees
26 May - 27 May
Gore Mountain Lift View: Wade St 1&2 Whole House
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 AEDĀ 1,438
AEDĀ 1,765 total
includes taxes & fees
26 May - 27 May
Secluded, Dog Friendly Tiny House on the Hudson River, near Saratoga Springs
Indoor pool, a heated pool

Adirondack Retreat Inn & Suites - Deluxe Rental House

Adirondack Retreat Inn & Suites - Deluxe Rental House
Lake George
8.0 out of 10, Very Good, (3 reviews)
"Quiet property just 15 minutes from downtown Lake George "
United States
Edward
The price is AEDĀ 1,873
AEDĀ 2,452 total
includes taxes & fees
25 May - 26 May
Adirondack Retreat Inn & Suites - Deluxe Rental House
8 bedrooms, free WiFi, bed sheets

Brant Lake Retreatā€“Sleeps 25 | Hot Tub | Gore Mtn.

Brant Lake Retreatā€“Sleeps 25 | Hot Tub | Gore Mtn.
Brant Lake
The price is AEDĀ 2,883
AEDĀ 7,140 total
includes taxes & fees
25 May - 26 May
Brant Lake Retreatā€“Sleeps 25 | Hot Tub | Gore Mtn.
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 AEDĀ 632
AEDĀ 734 total
includes taxes & fees
25 May - 26 May
Fully-Furnished Tent-Style Cabin Rental near Indian Lake, Upstate New York
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

Courtyard by Marriott Lake George

Courtyard by Marriott Lake George

10/10 Excellent
"The hotel was beautiful with large, comfortable room. Location ideal within walking distance of everything. Offstreet parking/ garage. Pub downstairs open for beverages/ good food/ quick service. The lady at reception was particularly friendly and helpful..( weekend day/ evening 05/16- 05/17)"
Kristin 2-night trip
Posted 1 hour ago
Courtyard by Marriott Lake George