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 $185 to $229 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 $185 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.

Lock in your next getaway at one of the 545 cabin rentals around Chestertown. Two sought-after picks here include Cabin - Romantic Retreat: Mt. Views, Hot Tub and Relaxing Log Cabin Retreat Minutes From Whiteface. From comfy furnishings to beautiful natural surroundings, there’s a place to suit everyone on Travelocity.

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.

Whether you’re seeking a luxurious stay for a special anniversary or you’re just in the mood to spoil yourself, we’ve got Chestertown luxury cabins to suit. Spend your next getaway enjoying the finer things at one of these amazing escapes:

• When it comes to luxury, Robert Frost Mountain Cabins sets the bar high. Pillow top mattresses and massage services are some of the amenities available.
• Or why not treat your special someone to a few nights of luxury at Killington Mountain Home Hottub And 5 Min To Skiing 3 Bedroom Home By Redawning? This appealing place provides its guests with a spa tub and fitness classes.

Go fishing, drop a line in or just sit back and let the sounds of the river lull you into deep relaxation. If you’re chasing a place that combines adventure and comfort, have a peek at these river cabins near Chestertown:

• Log Cabin On The Hudson — Settle in for a few nights at this riverside retreat and let all your troubles float downstream. Amenities like snowsport activities and outdoor furniture help make this place a popular choice with vacationers.
• Cozy Cabin Near A Creek In The Forest — Here, you’ll be perfectly situated to experience the area’s impressive natural scenery. Snowsport activities and a nearby marina are just some of the amenities available.

If you want to make a splash on your next grand adventure, lock in a Chestertown cabin with a pool. Spend your time having fun in the water at one of these quality options:

• Make a reservation at Canvas Cabin On Pretty Farm. You’ll find lots of handy amenities here including a porch and a patio.
• The inviting pool at The Gold Eagle Cottage 15 will add a whole new level of fun to your trip. This cabin retreat also has a porch and a swimming pool.

If spending lazy days collecting washed up treasures on the shore and enjoying incandescent ocean sunrises sounds heavenly to you, choose one of these Chestertown beach cabin rentals. From cheerful and homey to palatial and lavish, Travelocity has the perfect beachside escape for you:

• Get a taste of coastal living at Cozy Private Lake Cabin Minutes To Lake George And Saratoga Springs. It’s got everything you need for a vacation near the sea, including on-site watersports and beach sun loungers.
• Alternatively, enjoy your seaside vacation at Log Cabin On The Hudson. This top-rated retreat comes with clothes washing facilities, children’s activities and much 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.