Vacation rentals in Prattsville

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Top-rated vacation rentals in Prattsville

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

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Top guest favorite

A cozy outdoor space features comfortable seating and a modern fireplace, set against a stunning backdrop of lush trees and a colorful sunset. A hot tub is visible nearby, inviting relaxation. Soft lighting adds a warm touch to the tranquil atmosphere.

Home in Lexington

4.99 out of 5 average rating, 114 reviews

Mountain View Chalet: AC, Hot Tub, Firepit, Games

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views, make smores, & soak in the hot tub. Catch up in the vaulted room by the fireplace w/ our wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Centrally located, 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mbps internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

Guest favorite

A dining area is presented with a wooden table surrounded by four chairs. Large windows offer views of the outdoor greenery, while soft light enters the room through beige curtains, creating a serene atmosphere.

Home in Prattsville

4.91 out of 5 average rating, 315 reviews

Yanity House

You will have access to the entire house fully furnished. Pet's are welcome just keep paws clean its a beige rug. We want everyone to be comfortable, so please let us know how and what you would like to see improved if you rent the unit. We will improve the unit as per guest suggestions. Currently we do not have cable but we do have a dvd and game system in the living room - All the bedrooms have TV's, dvd players or bring your streaming device There currently is no phone but cell service works

Top guest favorite

A close-up view of an outdoor pizza oven showcases a vibrant flame engulfing logs and embers inside the cooking chamber. The glowing orange and yellow flames contrast with the darker interior, creating a warm and inviting visual atmosphere.

Cabin in Prattsville

4.99 out of 5 average rating, 164 reviews

Alpine Ridge - Mtn. Views, Fire Pit, Pizza Oven

Alpine Ridge is set on 3 acres of land, high up on a private road. From the house, you'll see the Bearpen Mountain Range across the valley. We designed and curated our home to be a perfect escape. Though remote, we are close to town for all the essentials: 5 mins to Prattsville, 15 mins from Windham and 25 mins from Hunter. The Catskills are abundant with hiking trails, ski slopes, quaint towns, local events, wedding venues, and farm-to-table restaurants. Follow us on IG: @alpineridgeny

Guest favorite

The exterior of the chalet is illuminated by string lights, creating a cozy ambiance around the fire pit. Adirondack chairs are arranged in a circular formation on a snowy landscape, with the stone fire pit at the center. The chalet's large windows reflect warm light, enhancing the inviting atmosphere.

Cabin in Prattsville

4.95 out of 5 average rating, 109 reviews

Chalet w Views Firepit 2 Grills Deck Fast WiFi

Discover us on Insta @ilovehappyhaus! Just 5 minutes to Pratts Rock or a short 20-minute drive to Windham, Hunter, and Minnekill Park. This spacious family-friendly chalet in the Catskills is an ideal retreat for groups of up to 10. With 5 bedrooms and 3 bathrooms, the chalet offers a blend of rustic and modern decor, stunning mountain views, and ample outdoor spaces. Enjoy the expansive deck, 2 picnic tables, 2 grills, a fire pit, and a kids play-set answering the call of the mountains.

Top guest favorite

The living room features tall, floor-to-ceiling windows showcasing expansive mountain views. A spacious sofa and cozy chairs are arranged around a warm wood-burning fireplace. Natural wooden walls create a welcoming atmosphere, while a few decorative items and plants are strategically placed throughout the space.

Chalet in Prattsville

4.99 out of 5 average rating, 137 reviews

Sauna|Hot tub|Hunter Mountain View|Chef's kitchen

Escape to Le Chalet, your private modern luxury retreat in the heart of the Catskills, just 2.5 hours north of NYC. Located near multiple ski resorts (Windham, Hunter, Bellaeyre), scenic hiking trails, and fishing streams, this stylish designer space features breathtaking Mountain views, Chef's kitchen, and beautifully curated Outdoor spaces, perfect for relaxation. Relax in the cedar barrel sauna with a panoramic window, stargaze in the hot tub, and roast marshmallows by the firepit.

Top guest favorite

A fire pit is featured in a spacious backyard, surrounded by lush greenery. The flames dance gently above the logs, set against a colorful sunset sky that transitions from orange to pink. The ambiance evokes a serene outdoor experience.

Guesthouse in Windham

4.99 out of 5 average rating, 163 reviews

Alpine Chalet on Spectacular Property

Inspired by their travels in the Swiss Alps, the hosts of the Mountaintop Chalet invite guests to their peaceful alpine guesthouse atop a mountain in the Northern Catskills. Nestled on a quiet, private road, the Mountaintop Chalet is just an 8 minutes drive to downtown Windham, NY, 10 minutes to Windham Mountain and 18 minutes to Hunter Mountain. This tranquil yet accessible setting makes it the perfect escape for couples, families and friends. Follow on Insta at mountaintop_chalet.

Top guest favorite

An above-ground saltwater pool is surrounded by a wooden sun deck, featuring two lounge chairs positioned for relaxation. Lush greenery is visible in the background, adding to the serene outdoor setting.

Loft in Prattsville

5 out of 5 average rating, 100 reviews

The Loft at Bearpen Mtn; near Hunter & Windham

Relax in this stylish Mountain View escape at the base of Bearpen Mountain. Hiking trails and snow sports from the front door! Situated near Windham and Hunter; 20 minutes, Belleayre and Plattekill ski mountains, 30 minutes. Walk to winter sports and sledding center. Adjacent to world class trails for hiking, snowmobiling, hunting and skinning. *seasonal rental or multiple stay discounts. $2k per month includes utilities 12/12/25 to 3/15/26 for ski season *no EV charge available

Guest favorite

Home in Prattsville

4.94 out of 5 average rating, 133 reviews

12acres Catskill Mntn vws, fire pit, pond

Get away to this beautiful remote location in the Catskills region. Stunning views of mountains and over 12 acres of land to explore. Located on the property is a fire pit & a serene pond where you can just sit back and take in the views. We are about a 15 minute drive away from Windham Mountains ski resort, 13 minutes to Bearpen Mountain Sports, less than 30 minutes to Hunter Mountain and less than 40 minutes to Kaaterskill Falls (the most famous Catskill Mountain waterfall).

Top guest favorite

A spacious deck features two comfortable chairs facing a breathtaking view of rolling hills blanketed in mist. Soft morning light illuminates the landscape, highlighting the vibrant autumn colors in the trees and creating a serene atmosphere.

Home in Roxbury

4.97 out of 5 average rating, 126 reviews

Mountain and tree view cabin on 12 private acres

A great escape awaits you on 12 acres of private land. If you prefer a relaxing vacation or if you want to get involved in local activities (hiking, biking, swimming, skiing, snowshoeing, sledding), this is your place. Enjoy 360 degree views of the Catskill Mountains from almost anywhere on the property. Sip your morning coffee while watching the sunrise on the large deck. Play in the large private yard. Clear evenings are the best for sunsets, a fire pit and star gazing.

Guest favorite

A view from a wooden deck overlooks a grassy yard where a controlled fire burns. Smoke rises into the air against a backdrop of trees, with late afternoon light creating a serene atmosphere.

Home in Gilboa

4.84 out of 5 average rating, 129 reviews

Great for hunters-skiers-hikers close to Windham

The quiet tranquility of mountain nature. Minutes from the Windham mountain ski resort. State land nearby for hunters as well. This one bedroom home has key pad entry, a full kitchen, dining area, living room, front deck, spacious rear deck, fire pit, acres of back yard, full bathroom, can sleep four with queen size bed and pull out couch, wifi, fire stick tv. All the luxuries of home. This is a fully furnished one bedroom home that was recently converted to an Air BNB.

Guest favorite

A charming cabin is surrounded by tall trees, showcasing a wooden exterior with a gabled roof. Two red chairs sit invitingly on the porch, while large windows allow natural light to fill the space. A tranquil outdoor setting is emphasized by the greenery.

Cabin in Prattsville

4.91 out of 5 average rating, 244 reviews

Little Red Cabin Near Windham & Hunter w/ Hot Tub

Nestled in the woods, our 3 bedroom cabin offers the perfect escape from the hustle and bustle of everyday life. The cozy interior features a warm, inviting atmosphere with all the amenities you need for a comfortable stay. The spacious living room is the perfect place to unwind after a long day of exploring the great outdoors, complete with a cozy fireplace and outdoor hot tub that offer stunning views of the surrounding landscape. Follow us on IG @thelittleredcabinny

Top guest favorite

A charming red farmhouse is showcased against a mountainous backdrop. Lush green grass surrounds the structure, and trees provide shade. A glimpse of the road and neighboring buildings can be seen, highlighting the serene, rural atmosphere of the property.

Apartment in Roxbury

4.94 out of 5 average rating, 291 reviews

"Your Country Getaway at Beulah Land Farm."

Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.