Holiday Homes in Chestertown

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Check prices for these dates

In two weeks
30 Jan - 1 Feb
In two months
13 Mar - 15 Mar
In three months
10 Apr - 12 Apr
In four months
8 May - 10 May

Our top choices for Chestertown holiday homes

Outdoor dining

Holiday Home in Chestertown

The Lily Pad at Loon Lake near Gore Mountain
9.6 out of 10, Exceptional, (39 reviews)
"Comfortable stay with extended family. Would definitely stay again."
United States
Pam V.
The price is €422
includes taxes & fees
20 Jan - 21 Jan
The Lily Pad at Loon Lake near Gore Mountain
Exterior

Holiday Home in Chestertown

Eagles Nest at Loon Lake near Gore Mountain
10.0 out of 10, Exceptional, (113 reviews)
"Cozy home in the Adirondacks. It had everything we needed for 19 relatives for a family reunion. "
United States
Kathy B.
The price is €648
includes taxes & fees
4 Feb - 5 Feb
Eagles Nest at Loon Lake near Gore Mountain
Interior

Holiday Home in Chestertown

Rustic Adirondack Retreat on Tripp Lake
10.0 out of 10, Exceptional, (46 reviews)
"We enjoyed our stay, the condo was very clean and beautifully decorated. The beds and couches were very comfortable and location was perfect with a local beach and lake and in driving distance to great restaurants and Lake George. Definitely recommend Linda’s property for your next vacation. "
United States
Natercia R.
The price is €450
includes taxes & fees
17 Jan - 18 Jan
Rustic Adirondack Retreat on Tripp Lake
Outdoor dining

Holiday Home in Warrensburg

Adirondack Bungalow Getaway
10.0 out of 10, Exceptional, (69 reviews)
"Great spot "
United States
Winter R.
The price is €169
includes taxes & fees
19 Jan - 20 Jan
Adirondack Bungalow Getaway
Games room

Holiday Home in North Creek

Gore Mountain Lift View Getaway: 5 Unit Complex
The price is €1,641
includes taxes & fees
19 Jan - 20 Jan
Gore Mountain Lift View Getaway: 5 Unit Complex
Games room

Holiday Home in North Creek

The Office at North Creek All Season Rental
9.2 out of 10, Wonderful, (10 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 €331
includes taxes & fees
19 Jan - 20 Jan
The Office at North Creek All Season Rental
Exterior

Holiday Home in Olmstedville

NEW! 10 Mi to Gore Mountain: Home in Adirondack Park
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 €692
includes taxes & fees
20 Jan - 21 Jan
NEW! 10 Mi to Gore Mountain: Home in Adirondack Park
Smart TV

Holiday Home in Lake Luzerene

Vacation Cabin minutes from Lake George w/ Hot Tub
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 €435
includes taxes & fees
19 Jan - 20 Jan
Vacation Cabin minutes from Lake George w/ Hot Tub
Interior

Holiday Home in North River

Sweet New Cabin With Amazing Views Of The Hudson River
9.8 out of 10, Exceptional, (41 reviews)
"Beautiful location. "
United States
Mary G.
The price is €240
includes taxes & fees
19 Jan - 20 Jan
Sweet New Cabin With Amazing Views Of The Hudson River
Exterior

Holiday Home in North Creek

Gore Mountain Lift View: Wade St. Apt 2
9.4 out of 10, Exceptional, (12 reviews)
"Thank you for an amazing stay. Everything was fantastic! "
United States
Tara F.
The price is €329
includes taxes & fees
19 Jan - 20 Jan
Gore Mountain Lift View: Wade St. Apt 2
Property grounds

Holiday Home in Minerva

Redarrow rustic yurt in the Adirondacks, Gore Mt. 15 mins, jug water supplied
The price is €208
includes taxes & fees
28 Jan - 29 Jan
Redarrow rustic yurt in the Adirondacks, Gore Mt. 15 mins, jug water supplied
Property grounds

Holiday Home in Lake George

Three Bedroom House Lake George
8.0 out of 10, Very good, (1 review)
"This is a neat, small house, that while a bit dated in decor, was very comfortable and clean for an overnight reunion of "senior" friends from high school. It provided us with the space to sit and reminisce and catch up on each other's lives. There was a nice deck overlooking a small picturesque stream, a large, comfortable living room and an adequate kitchen that met our needs. There is also a pool, which, being late in September was not open, but is a nice bonus in season, as well as an...
United States
Susan T.
The price is €171
includes taxes & fees
19 Jan - 20 Jan
Three Bedroom House Lake George
Beach

Holiday Home in Diamond Point

True Adirondack living. 3-bedroom house in tranquil Diamond Point.
10.0 out of 10, Exceptional, (7 reviews)
"Fantastic stay. Clean and welcoming. Plenty of staples supplied which is always helpful. Will visit again."
United States
Brad S.
The price is €536
includes taxes & fees
17 Jan - 18 Jan
True Adirondack living. 3-bedroom house in tranquil Diamond Point.
Outdoor dining

Holiday Home in Lake George

Lake Escape- Cozy 4 bedroom retreat in Lake George
9.6 out of 10, Exceptional, (8 reviews)
"Really cozy home very close to town. Clean and ready on time. Great place to stay!"
United States
Adam F.
The price is €402
includes taxes & fees
26 Jan - 27 Jan
Lake Escape- Cozy 4 bedroom retreat in Lake George
Exterior

Holiday Home in North Creek

Gore Mountain Lift View Ski House: Wade St. 1
9.4 out of 10, Exceptional, (19 reviews)
"Great little place in North Creek, met all our needs and could walk to everything. "
United States
Paula
The price is €439
includes taxes & fees
19 Jan - 20 Jan
Gore Mountain Lift View Ski House: Wade St. 1
Interior

Holiday Home in Glens Falls

Spectacular Roof Top Patio 3bd Apartment in Downtown Glens Falls
10.0 out of 10, Exceptional, (7 reviews)
"Beautiful space. Extremely conveniently located."
United States
Justin O.
The price is €789
includes taxes & fees
1 Feb - 2 Feb
Spectacular Roof Top Patio 3bd Apartment in Downtown Glens Falls
Interior

Holiday Home in North Creek

Spacious ADK 5BR Lodge, Sleeps 14, Near Gore, Firepit, Fireplace, Pets
10.0 out of 10, Exceptional, (30 reviews)
"We enjoyed our stay here! "
United States
Jeremy H.
The price is €847
includes taxes & fees
20 Jan - 21 Jan
Spacious ADK 5BR Lodge, Sleeps 14, Near Gore, Firepit, Fireplace, Pets
Interior

Holiday Home in North Creek

Gore Mountain Getaway Huge house with 3 Apartments
10.0 out of 10, Exceptional, (1 review)
"We enjoyed a family reunion at your buildings - everyone had a great time. The children loved the game room!"
United States
Jane H W.
The price is €591
includes taxes & fees
19 Jan - 20 Jan
Gore Mountain Getaway Huge house with 3 Apartments
Exterior

Holiday Home in North Creek

Gore Mountain Lift View: Wade St 1&2 Whole House
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 €490
includes taxes & fees
19 Jan - 20 Jan
Gore Mountain Lift View: Wade St 1&2 Whole House
House, 5 Bedrooms | Exterior

Holiday Home in Olmstedville

10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
3.0 star property
The price is €728
includes taxes & fees
20 Jan - 21 Jan
10 Mi To Gore Mountain: Home In Adirondack Park 5 Bedroom Home
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

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Country Inn & Suites by Radisson, Lake George (Queensbury), NY

10/10 Excellent
"Surprised by the bag of water and snacks provided at check in. "
David 1-night trip
Posted 2 days ago
Country Inn & Suites by Radisson, Lake George (Queensbury), NY

Find out more about Chestertown

Chestertown Holiday Homes information

Number of reviews
403
Accommodation
576 Holiday Homes
Lowest Price
€169
Highest Price
€1,641