Book a Cabin in Chestertown, NY

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Featured Cabins in Chestertown

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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 is the price range for cabins near Chestertown?
Adventure in the outdoors by day and experience comfort at night at one of our cabins near Chestertown. With prices ranging from $146 to $264 per night, you're bound to find something that suits you best. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How cheap are cabins near Chestertown?
Book today and you could nab a cabin rental in or around Chestertown from as little as $146 per night. This was the cheapest rate available in the last seven days. Prices reflect current offers and availability is subject to change. Additional terms may apply.
How many options are there for Chestertown cabin rentals?
You'll find 547 options here. If you need a cozy retreat away from the daily rat race, a Chestertown cabin rental is guaranteed to please. Cabin - Romantic Retreat: Mt. Views, Hot Tub and Relaxing Log Cabin Retreat Minutes From Whiteface are two top choices.
What is there to do when renting a cabin near Chestertown?
Spend your days seeking adventure when you book one of our Chestertown cabins. Combining the appeal of the outdoors with comfortable amenities, cheap cabin rentals are the ideal base for your next family vacation.

  • Headlining the list of family attractions to take in is Prospect Mountain. From Chestertown, it's around 25 mi away to the south and a superb spot to spend time together.
  • Yaddo Gardens, about 65 mi to the south of Chestertown, is another appealing day trip adventure. Dig out your camera and capture a beautiful family photo together.
  • If you're on the hunt for something that'll thrill your traveling tribe, Whiteface Mountain will tick your boxes. This top family-friendly spot is about 80 mi to the north of Chestertown.

What are some Chestertown luxury cabins?
Whether you're on the lookout for a luxurious stay for a particular event or you're just in the mood to treat yourself, we've got lots of Chestertown luxury cabins to suit. Spend your vacation enjoying the finer things at one of these upmarket escapes:


What are some river cabins near Chestertown?
Spend your days swimming, canoeing or exploring the surrounding area and your nights relaxing to the calming sounds of the river. Whether you're planning a vacation with family and friends or you're going it alone, we've got lots of Chestertown cabins by the river you'll love:

  • Log Cabin On The Hudson — Reserve a few nights at this comfy riverside retreat and let all your worries float downstream. Amenities such as snowsport activities and outdoor furniture help make this escape a favorite among travelers.
  • Cozy Cabin Near A Creek In The Forest — Kick back, relax and make use of all that's offered here, including snowsport activities and a nearby marina.

What are some Chestertown cabins with pools?
There's nothing better at the end of a long day of being outdoors than floating around in a pool. Dig out your swimwear, pack your inflatable ring and dive right into one of these Chestertown cabins with a pool:

  • Make a booking at Canvas Cabin On Pretty Farm. You'll find lots of handy amenities here including a porch and a patio.
  • Alternatively, spend a few days or more at The Gold Eagle Cottage 15. A porch and a swimming pool are among the conveniences this getaway offers.

What are the best Chestertown beach cabin rentals?
If spending long lazy days combing for colorful seashells along the shore and enjoying incandescent sunsets over the water sounds blissful to you, check out our Chestertown beach cabin rentals. From cheerful and homey to roomy and luxurious, we've got the perfect beachside escape for you:


How can I find a great cabin near Chestertown on Travelocity?
Use our handy filter tool to track down a cheap Chestertown cabin that suits your style. First enter your travel dates. Then fine-tune your search using the checkboxes on the left of the web page. Like to stay flexible? Choose properties that offer free cancellation for peace of mind. If you find a cheaper price for the same cabin retreat on another site within 24 hours of booking, we'll refund you the difference. That's Travelocity's Price Guarantee.

Chestertown Cabins essential information

Accommodation
196 Cabins
Lowest Price
$146
Highest Price
$264
Popular accommodation
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