Book a Cabin in Chester, NY

Leave the hustle and bustle behind and enjoy the impressive natural surroundings at one of our cabins near Chester, priced from $174 to $450 per night. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Act quick. The cheapest Chester rental cabin in the last seven days was just $174 a night. Prices reflect current offers and availability is subject to change. Additional terms may apply.

Choose from one of 641 different options here. If you’re in need of a cozy retreat away from the daily grind, a Chester cabin is bound to please. Log Cabin On A Lake With Private Dock And Beach One Hour From Nyc and Claryville Cabin With 1, 500 Ft Trout River In The Catskill Mountains are two wonderful choices.

Immersed in nature yet cozy and comfortable, Chester cabins are awesome bases for families. Lock in one of our cheap cabin rentals and spend your travels chasing fun and adventure.

• First stop? Catskill Mountains. Around 75 mi to the north of Chester, this family-friendly sight has to be on your itinerary.
• Bushkill Falls, about 65 mi to the southwest of Chester, is another appealing day trip to consider. Pick up your camera and take some pictures with the family here.
• If you’re vacationing with kids, make time for Kaaterskill Falls. It’s around 95 mi to the north of Chester and a favorite among families.

Whether you’re eager to book somewhere luxurious for a special event or you’re just in the mood to indulge yourself, we’ve got loads of Chester luxury cabins to suit. Spend your next vacation enjoying the finer things in life at one of these high-end escapes:

• Escape from the worries of everyday life at Cabin - Hot Tub, Lake On Site, Rowboat. Amenities here include a wet bar and a spa tub.
• Or why not treat your partner to a luxury escape at Cabin - Roscoe Retreat: 3 Mi To Beaverkill River Fishing? This popular place offers its guests a deck and a spa tub.

Spend your days swimming, fishing or exploring the surrounding area and your evenings relaxing to the peaceful sounds of the river. Whether you’re organizing an escape with family and friends or you’re going it alone, we’ve got plenty of Chester cabins by the river to choose from:

• Incredible Fall Foliage Golf/hike — Check in to this comfy riverside retreat and let all your worries float away. Amenities like on-site watersports and a wood stove help make this escape a popular option with vacationers.
• Cozy Farm Private Cabin - 30% Off Spring Special — With snowsport activities, outdoor furniture and plenty of other great amenities, this cabin rental has all you need for a lovely stay.

If you want to create a big splash on your getaway, rent a Chester cabin with a pool. Spend your days enjoying the water at one of these great options:

• Make a reservation at Cabin - Bohemian, Luxurious Retreat In Hideout. You’ll find lots of amenities here including on-site watersports and a swimming pool.
• Or, spend your escape at Cabin - Cozy Poconos Ski Retreat With Hot Tub. On-site watersports and a swimming pool are other amenities this fabulous retreat offers.

Situated in nature but with many comforts of home, nothing trumps a cabin vacation if you want to really enjoy the great outdoors. Leave the 9 to 5 behind at one of these popular Chester cabins:

• Spend sunny days in the outdoors and your nights relaxing at 1890’s Log Cabin ~ 230 Acre Private Reserve. This cabin retreat comes with a water view and a tennis court.
• Another option for your relaxing getaway is Upstate Cabin With Hot Tub. A barbecue grill and a firepit help make this place a favorite with travelers.

Our handy filter tool will do all the hard work for you — you just need to work out what you want! Fine-tune your search by number of bedrooms, location, guest rating and more to find your ideal Chester cabin. Select from roomy family cabins to romantic hideouts for just the two of you. Our cabin range includes options with free cancellation and your booking is backed by our Price Guarantee. If you manage to find the same cabin rental cheaper within 24 hours of booking, we’ll refund you the difference.