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Find Cabins in Chestertown for Rent

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Browse Select Chestertown Cabin Rentals

Other property types in Chestertown

Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
10.0 out of 10, Exceptional, 39 reviews
"The house is the perfect combination of woodsy and modern. Most of the wooden furniture has been beautifully hand made with creative design. The high celings in the main family room are also made of gorgeous wood. There is a real fireplace that we unfortunately did not use because it was too warm. Comfy leather recliners and a 75 inch TV. The kitchen is open to the main room with a peninsula to sit at with stools. Modern appliances, all the kitchen ware you could possibly need, clean and new....
Unique Adirondack Estate on Hudson River - near Gore Mountain & Lake George
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
9.8 out of 10, Exceptional, 48 reviews
"Clean property. Kids enjoyed games in basement."
Private child-friendly home with game room, high-speed WiFi, and wraparound deck
Cozy retreat with fireplace, kayaks, and shared beach/pond access
8.8 out of 10, Excellent, 9 reviews
"We loved the days we stayed there, beautiful environment, very nice view. Be careful with the mosquitos, they came out in the evening."
Cozy retreat with fireplace, kayaks, and shared beach/pond access
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.

Chestertown Cabin Rentals information

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Frequently asked questions

What are the best cabins near Chestertown?
Ranging from small and rustic to spacious and luxurious, you have 503 cabins to choose from in and around Chestertown. Top options include Cabin - Romantic Retreat: Mt. Views, Hot Tub and Relaxing Log Cabin Retreat Minutes From Whiteface.
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 to 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 mountain cabins near Chestertown?
Spend your break in a mountain cabin near Chestertown and enjoy spectacular views, outdoor activities and an experience to remember. Deer Run, Pool, Adirondack Cabin sets the bar high. Located high in the hills, you’ll find useful amenities like snow sports gear and a kitchen here. Log Haven, Pool And Ac, Cozy Adirondack Mountains Cabin Steps From Loon Lake is another charming getaway. It offers a microwave oven, a firepit and incredible natural surroundings.
What are the best river cabins near Chestertown?
When you think of the word peaceful, a river cabin near Chestertown should be the first thing that enters your mind. Log Haven, Pool And Ac, Cozy Adirondack Mountains Cabin Steps From Loon Lake is one place where you can find your Zen. In addition to its picturesque surroundings, it comes with amenities such as a firepit and a nearby beach. Cozy 4 Season Riverfront Cabin Near Lake George And Activities is another popular option. Nearby wildlife walks and nearby ecotour services are a few of the conveniences you’ll have at your fingertips here.
What are the best cabins with pools near Chestertown?
If you love the idea of every day being a pool day, make a reservation at Deer Run, Pool, Adirondack Cabin. It’s one of our top cabin rentals with a pool near Chestertown and comes with amenities like a swimming pool and a firepit. Log Haven, Pool And Ac, Cozy Adirondack Mountains Cabin Steps From Loon Lake is another superb place to spend relaxing days poolside. A swimming pool, a firepit and good times are up for grabs here.
Can I find beach cabins near Chestertown?
Pack your sunglasses and spend your seaside getaway at Cabin - Lakefront Bolton ‘alderbrook Chalet’ W. This Chestertown beach cabin comes with amenities including on-site watersports and children’s activities. Bolton ‘alderbrook Lodge’ W also delivers a sun-soaked stay. Featuring on-site watersports and clothes washing facilities, it’s where many beach vacation memories are made.
What are the best weekend cabin rentals in Chestertown?
If you’re yearning to spend two or so relaxing days connecting with nature, 4 Lakefront All Season Colby Cabins On Lake Colby will check all your boxes. Bunk down here for a weekend and enjoy access to conveniences including on-site watersports and a firepit. Another popular property is Breathtaking Log Cabin Directly On Lake George 5bd. Offering on-site watersports, a patio and rare peace and quiet, you’ll go home feeling refreshed and energized.
What are the best cabin prices in Chestertown?
If you want to save a few bucks on your stay, we’ve got some incredible offers on Chestertown cabins that won’t hurt your hip pocket. How does a night sound to you?
Can I find log cabins in Chestertown?
If you find yourself pining for a simpler way of life, you’ll discover it at one of our log cabins in Chestertown. For instance, Breathtaking Log Cabin Directly On Lake George 5bd. Spend your days here skiing and horse riding and then return home to its rustic charms. Time also seems to pass slowly at Adirondack Waterfront Log Cabin. When you’re ready to roam beyond your cozy digs, cross-country skiing and horse riding opportunities are close by.
What are the highest-rated cabins in Chestertown?
With an impressive rating, it’s not surprising why 4 Lakefront All Season Colby Cabins On Lake Colby is a favorite with Expedia cabin travelers. It offers useful amenities like on-site watersports and a firepit. Breathtaking Log Cabin Directly On Lake George 5bd is another excellent option. Conveniences like on-site watersports and a patio will help you feel at home here.
What are the top things to see and do in Chestertown?
Any unforgettable cabin stay just has to involve checking out some sights. For example, Loon Lake Beach. It’s considered one of the most popular attractions in Chestertown. If you’d like to travel a little farther out, rent a set of wheels and make your way to Loon Lake.
Why should I book a cabin in Chestertown?
Comfort, affordability, rustic charm — there are countless great reasons to choose a Chestertown cabin. Leave behind the noise of the concrete jungle and wake up to the sweet sound of birdsong. There’s so much adventure just beyond your door too. Whether you’re on vacation with friends, relatives or your other half, you’ll locate the perfect cabin on Expedia.

Recent Reviews in Chestertown
Expedia verified reviews