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Search the Best Cabins in Chestertown

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Check prices for these dates

Next weekend
May 9 - May 11
In two weeks
May 16 - May 18
In one month
May 30 - Jun 1
In two months
Jun 27 - Jun 29

Compare 183 Cabin Rentals in Chestertown with updated reviews, rates, and availability.

Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (10)
"Absolutely wonderful place and super friendly staff "
The price is $169
includes taxes & fees
$153 per night
May 5 - May 6
Trout House Village Resort
ADORABLE NEW CABIN WITH AMAZING MOUNTAIN VIEWS
Interior

ADORABLE NEW CABIN WITH AMAZING MOUNTAIN VIEWS

10.0 out of 10, Exceptional, (82)
"Amazing"
The price is $229
includes taxes & fees
$206 per night
May 4 - May 5
ADORABLE NEW CABIN WITH AMAZING MOUNTAIN VIEWS
Lake & Beach Access at Lake Luzerne Cabin!
Outdoor dining

Lake & Beach Access at Lake Luzerne Cabin!

10.0 out of 10, Exceptional, (9)
"My family and I enjoyed our stay. Hostess was kind and mama Nicholson‘s banana bread was delicious. We would definitely come back to this place "
Lake & Beach Access at Lake Luzerne Cabin!
Hillside ADK Log Cabin with beautiful Schroon Lake views - 5 minutes to village!
Exterior

Hillside ADK Log Cabin with beautiful Schroon Lake views - 5 minutes to village!

10.0 out of 10, Exceptional, (17)
"Comfortable stay, good amenities, great view!"
Hillside ADK Log Cabin with beautiful Schroon Lake views - 5 minutes to village!
A-Frame Log Home w/ Game Room Near Lake George!
TV, fireplace, table tennis, books

A-Frame Log Home w/ Game Room Near Lake George!

A-Frame Log Home w/ Game Room Near Lake George!
PET-FRIENDLY - Twilight Cabin a Unique Waterfront Log Cabin
Property grounds

PET-FRIENDLY - Twilight Cabin a Unique Waterfront Log Cabin

9.8 out of 10, Exceptional, (90)
"Close to gore, on nice dirt road along brook, rustic but cute"
PET-FRIENDLY - Twilight Cabin a Unique Waterfront Log Cabin
Ultimate couples getaway! Quiet and private Lakeside Cottage in the Adirondacks
Exterior

Ultimate couples getaway! Quiet and private Lakeside Cottage in the Adirondacks

9.2 out of 10, Wonderful, (50)
"Beautiful, quiet lakefront cabin. My spouse, toddler, medium size dog, and I had everything we needed to enjoy our stay."
Ultimate couples getaway! Quiet and private Lakeside Cottage in the Adirondacks
Cozy South Bay Cabin w/ Lake & Mountain Views
TV, fireplace

Cozy South Bay Cabin w/ Lake & Mountain Views

9.8 out of 10, Exceptional, (17)
"My family loved staying here, it was very private and beautiful, the cabin was beautiful and had everything you need. Will definitely stay here again!"
Cozy South Bay Cabin w/ Lake & Mountain Views
Highly recommended lake side cabin
Exterior

Highly recommended lake side cabin

10.0 out of 10, Exceptional, (24)
"Everything was sparkling clean and fully stocked. Beautiful surroundings, great host, couldn’t ask for more!"
Highly recommended lake side cabin
Lake George Waterfront Cabin w/ On-Site Marina!
Fridge, microwave, stovetop, coffee/tea maker

Lake George Waterfront Cabin w/ On-Site Marina!

10.0 out of 10, Exceptional, (4)
"Very quaint and clean. It was perfect for a girls getaway. Very close to Bolton Landing and a quick drive to Lake George. Restaurant in walking distance was great too!"
Lake George Waterfront Cabin w/ On-Site Marina!
Forested Retreat w/ Sauna: 5 Mi to Schroon Lake
Fridge, microwave, stovetop, dishwasher

Forested Retreat w/ Sauna: 5 Mi to Schroon Lake

10.0 out of 10, Exceptional, (2)
Forested Retreat w/ Sauna: 5 Mi to Schroon Lake
3 Bedroom Adirondack Cabin 400m From Lake, 10 min to Lake George, 20 to Saratoga
Property grounds

3 Bedroom Adirondack Cabin 400m From Lake, 10 min to Lake George, 20 to Saratoga

8.6 out of 10, Excellent, (7)
"A nice weekend getaway! Enjoyed the fireplace and outside fire pit. Host was very accommodating and helpful with local restaurant suggestions and more. Thank so much!"
3 Bedroom Adirondack Cabin 400m From Lake, 10 min to Lake George, 20 to Saratoga
RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR
Interior

RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR

9.2 out of 10, Wonderful, (57)
"What a great time! We enjoyed our stay overall and will definitely be coming back! "
The price is $228
includes taxes & fees
$205 per night
May 2 - May 3
RESTORED HISTORIC ADIRONDACK CAMP: VIEWS OF NEARBY GORE MOUTAIN, PRIVACY, HISTOR
Camp Lillian Gorgeous New Cabin with Mountain Views
Outdoor dining

Camp Lillian Gorgeous New Cabin with Mountain Views

9.8 out of 10, Exceptional, (66)
"Beautiful little cabin! Rustic, quaint, and comfortable. Would definitely stay again!"
The price is $210
includes taxes & fees
$189 per night
May 2 - May 3
Camp Lillian Gorgeous New Cabin with Mountain Views
PET FRIENDLY Adirondacks Log Cabin! Lake George, Saratoga, SPAC, Sacandaga
Pool

PET FRIENDLY Adirondacks Log Cabin! Lake George, Saratoga, SPAC, Sacandaga

10.0 out of 10, Exceptional, (17)
"The place is great , and everything was clean and very nice , would definitely stay again."
The price is $405
includes taxes & fees
$365 per night
May 19 - May 20
PET FRIENDLY Adirondacks Log Cabin! Lake George, Saratoga, SPAC, Sacandaga
2 Bed /2 bath cabin w/ Lake George access
Exterior

2 Bed /2 bath cabin w/ Lake George access

10.0 out of 10, Exceptional, (1)
"My sister and I spent a week here. The location is excellent, and there is so much to do. We loved the option of swimming in the lake or the pool. The trolly access is a big plus."
2 Bed /2 bath cabin w/ Lake George access
Breathtaking Log Cabin Directly on Lake George 5bd
Smart TV, fireplace, books

Breathtaking Log Cabin Directly on Lake George 5bd

9.8 out of 10, Exceptional, (64)
"A very nice stay at Longview. Beautiful view of the lake and relaxing surroundings. The home is convenient to all parts of Lake George and a great place to stay. Very responsive hosts and easy check in process. "
Breathtaking Log Cabin Directly on Lake George 5bd
Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George
Golf

Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George

10.0 out of 10, Exceptional, (23)
"What's better than water sports included? Great stay. Great host "
The price is $509
includes taxes & fees
$459 per night
May 26 - May 27
Lakefront Rustic 1930s dog friendly Cabin w/lg screened porch near Lake George
Memory Maker Cabin w private lakeside dock - 10 miles from Lake George
Property grounds

Memory Maker Cabin w private lakeside dock - 10 miles from Lake George

8.0 out of 10, Very Good, (1)
"Property manger is great to work with, we had to adjust the dates of our stay due to an unexpected family issue and she went out of her way to accommodate us. Great outdoor activities at this location. "
Memory Maker Cabin w private lakeside dock - 10 miles from Lake George
River Front Private Adirondacks Log Cabin
Terrace/patio

River Front Private Adirondacks Log Cabin

8.0 out of 10, Very Good, (5)
"Myself and 2 friends from high school stayed there for a little mini-reunion. Cabin was great. Especially liked the big porch to sit out on and catch up. Pretty view of river and not too far from Lake George. "
The price is $441
includes taxes & fees
$397 per night
May 4 - May 5
River Front Private Adirondacks Log Cabin
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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Other property types in Chestertown

Walk to Million Dollar Beach from this awesome Cottage!
Exterior

Walk to Million Dollar Beach from this awesome Cottage!

10.0 out of 10, Exceptional, (151)
"Had a great time good location and plenty of room."
Walk to Million Dollar Beach from this awesome Cottage!
Camp Lillian Gorgeous New Cabin with Mountain Views
Outdoor dining

Camp Lillian Gorgeous New Cabin with Mountain Views

9.8 out of 10, Exceptional, (66)
"Beautiful little cabin! Rustic, quaint, and comfortable. Would definitely stay again!"
The price is $210
includes taxes & fees
$189 per night
May 2 - May 3
Camp Lillian Gorgeous New Cabin with Mountain Views
Trout House Village Resort
Luxury Cabin, 1 Bedroom, Lake View | Living area | 42-inch Smart TV with digital channels, DVD player, streaming services

Trout House Village Resort

3.0 star property
10.0 out of 10, Exceptional, (10)
"Absolutely wonderful place and super friendly staff "
The price is $169
includes taxes & fees
$153 per night
May 5 - May 6
Trout House Village Resort
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.

Frequently asked questions

What are the best cabins near Chestertown?
Stay in the great outdoors without sacrificing the comforts at one of our 588 cabins in and around Chestertown. Whether you have relaxation or adventure on your mind, Cabin - Romantic Retreat: Mt. Views, Hot Tub offers plenty of both. Alternatively, book Relaxing Log Cabin Retreat Minutes From Whiteface and kick back among picturesque surroundings.
Are there cheap cabins in Chestertown?
For a nicely priced vacation in nature, look no further than our cheap cabins in Chestertown. Wake in the morning to the sound of birds chirping from one of our cozy cabins priced from $169 to $509 per night.These prices were available on Expedia within the past 7 days, for a hotel booking with a check-in date within the next year. Prices reflect current offers and availability is subject to change. Additional terms may apply.
What are the best luxury cabins near Chestertown?
After spending your day adventuring in Mother Nature, return home to the comfort and style of a Chestertown luxury cabin. Robert Frost Mountain Cabins is a perfect option if you’d love to pamper yourself. You’ll enjoy the plush touches here, such as pillow top mattresses and massage services. Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning is another impressive stay. Make the most of a spa tub, fitness classes and a whole lot more.