Book a Cabin in Chestertown, NY

Adventure in the outdoors by day and experience comfort at night at one of our cabins near Chestertown. With prices ranging from to 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.

Book today and you could nab a cabin rental in or around Chestertown from as little as 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.

With 545 lodgings to reserve around Chestertown, Travelocity makes it easy to put together an exciting getaway. More than your typical hotel experience, places like Cabin - Romantic Retreat: Mt. Views, Hot Tub and Relaxing Log Cabin Retreat Minutes From Whiteface offer a relaxing stay with plenty of charm.

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.

Go on, do something nice for yourself! Splash out and enjoy an unforgettable getaway in one of our Chestertown luxury cabins. We’ve got an excellent range to select from, so pop open the bubbly and have a look at a few of our favorite retreats:

• Escape your 9 to 5 routine at Robert Frost Mountain Cabins. Some top amenities here include pillow top mattresses and massage services.
• Or why not treat your loved one to a weekend of luxury at Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning? This appealing place provides guests with a spa tub and fitness classes.

Go boating, drop a line in or just settle back and let the gentle sounds of the river lull you into a relaxed state. If you want someplace that offers both comfort and nature, look into these river cabins near Chestertown:

• Log Cabin On The Hudson — Swap the busy city for some time in the great outdoors at this leading riverside getaway. Amenities include snowsport activities and outdoor furniture.
• Cozy Cabin Near A Creek In The Forest — Relax, have fun and enjoy all that’s offered here, including snowsport activities and a nearby marina.

If you want to create a splash on your next adventure, pick a Chestertown cabin with a pool. Spend all day relaxing in the water at one of these awesome options:

• Make a booking at Canvas Cabin On Pretty Farm and spend lots of lazy days relaxing in the pool. Other quality amenities include a porch and a patio.
• The lovely pool at The Gold Eagle Cottage 15 will add another level of fun to your adventure. This cabin escape also offers a porch and a swimming pool.

If spending lazy days hunting for pretty ocean treasures on the shore and enjoying stunning sunrises over the water sounds wonderful to you, check out these Chestertown beach cabin rentals. From small and cozy to spacious and luxe, we’ve got the perfect beachside escape for you:

• Enjoy a taste of real coastal living at Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. It has everything you need for a vacation near the sea, including on-site watersports and beach sun loungers.
• Or, spend your seaside escape at Log Cabin On The Hudson. This popular retreat has clothes washing facilities, children’s activities and lots more.

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.