Holiday rentals in Prattsville

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Top-rated holiday rentals in Prattsville

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Guest favourite
A bright living space features a wooden ceiling with triangular beams and ample natural light from large windows. A wooden dining table is surrounded by modern chairs, while a plush sofa faces a stylish accent chair. Decorative plants add a touch of greenery to the room.
Cabin in Hobart
4.95 out of 5 average rating, 274 reviews

Solitude Escape | Breathtaking Mountain Views

Whether you're looking to create new memories with friends and family, trying to decompress and relax outside of the city, or planning a romantic escape for that special someone in your life, this mountain view cabin is the perfect choice for your adventures in the Catskills region. Awaken before daybreak to watch the sunrise over the mountains & unwind by the pond with a delicious cup of coffee provided at the cabin. WINTER ADVISORY: Snow & ice may be present on the driveway & walkways. 4WD/AWD/All Season Tires recommended. Practice caution when walking & driving in the mountains. Relax - Play - Enjoy! The best of two worlds: a sophisticated 2 Bedroom 2 Bath Contemporary with all the creature comforts - all this on just under 8 acres in a picturesque back country setting with majestic mountain views, and even a small pond. Plenty of highlights in the saltbox-like residence. Brand new stranded bamboo floors in the cathedral ceiling great room and bedrooms. Antique Blanco Granite counters, Hickory Cabinets, ceramic tiles floor in the kitchen, natural stone travertine tile floor in the downstairs bath. The upstairs Master Bedroom has ensuite bath with subway wall tiles and Art deco floor tiled shower and a closet with laundry hook-ups, both behind sliding barn doors. All the mechanicals, appliances, fixtures are new (2018/2019) and above average including thoughtful details oriented to todays lifestyle (USB charging ports in electrical outlets in bedrooms!). All this just minutes from Ski Plattekill in Roxbury, the Round Barn Farmer's Market in Margaretville and within 3hrs. from GWB. All the amenities of home Wi-Fi Direct TV. House has all New finishes from pillows, bed sheets, mattress all the way down to perfectly rolled white towels, always find a relief of cleanliness with a little touch of OCD. Feel free to contact with questions and places to go things to do. Your basecamp for adventure awaits you in Hobart, New York. This centrally located contemporary chalet is surrounded by hiking trails and back country skiing. Just a short drive away from the retreat you'll find the small hamlet towns of Bovina, Bloomville, Delhi, Stamford and Hobart nestled in the Catskills. If you love wandering bookstores, enjoy exploring local art scenes, or have the desire to hug a baby goat, be sure to include these towns on your itenirary to embrace the full Catskills experience! 30 Mile Bike and walking trails ---https://www.traillink.com/trail/catskill-scenic-trail/ In the winter months its recommended to have and SUV since we are on our own private road. The road is cleaned of snow and anything above 2 Inches.

Top guest favourite
Chalet in Prattsville
4.99 out of 5 average rating, 165 reviews

Designer Chalet with Sauna|Hot tub|Mountain View

Recognized as one of the Catskills’ most exclusive retreats, @lechaletcatskills is a modern-luxury escape where mountain serenity meets refined design. Set on 10 private acres near Hunter, Windham & Belleayre, this designer chalet invites you to unwind in style -think panoramic views, cedar sauna, hot tub under the stars & firepit for marshmallow nights. With a chef’s kitchen, curated interiors & nature all around, Le Chalet is the Catskills getaway your friends and family will be talking about.

Top guest favourite
A cozy living room is depicted, featuring a wooden accent wall and comfortable seating. A large television is mounted on a side table, while art pieces adorn the walls. Natural light fills the room through a window, enhancing the inviting atmosphere.
Cabin in Prattsville
4.98 out of 5 average rating, 257 reviews

Romantic Catskill Getaway | HotTub w/Mountain View

Welcome to The Catskills Mountain House, a cozy private cabin in the Catskills. A romantic getaway from the hustle and bustle of everyday life to the private 8 acre cabin nestled in the woods with panoramic views of the mountains from the hot tub. The Catskills are filled with so many places to explore- from hiking, trails, ski slopes and tubing to wineries & breweries, antique shops, eclectic and historic quaint towns Your perfect leaf peeping getaway to the Catskills!!! Escape the busyness

Top guest favourite
Cabin in Prattsville
4.99 out of 5 average rating, 187 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

Top guest favourite
Apartment in Windham
4.9 out of 5 average rating, 223 reviews

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Spacious 1BR condo for a max. of 4 guests , sleeps 2 in separate bedroom , additional 2 on an inflatable airbed . Balcony with mountain view ,2 tennis courts ,outdoor pool . Awesome location . Windham and Hunter within reach .Get close to nature in the nearby hiking trails, Windham Path, Kaaterskill Falls. Kayaking on North-South Lake or ziplining in Hunter,skiing ,snowboarding ,golfing and mountain biking . Leave your worries at home and come to relax.Enjoy many dining options in town.

Guest favourite
A charming gray house is set against a lush green landscape, featuring an inviting front door. A serene pond reflects the blue sky and surrounding trees, creating a peaceful atmosphere. Comfortable seating arrangements are visible near a hot tub, offering a space for relaxation while enjoying the outdoors.
Home in Prattsville
4.94 out of 5 average rating, 144 reviews

10acres Catskill Mntn vws, hot tub, fire pit, pond

Get away to this beautiful remote location in the Catskills region. Stunning views of mountains and over 10 acres of land to explore. Located on the property is a hot tub, fire pit and 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).

Guest favourite
A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.
Home in Hunter
4.95 out of 5 average rating, 191 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Top guest favourite
The welcoming interior showcases a spacious layout with knotty pine walls and ceilings. A cozy seating area features assorted patterned cushions, while a rustic kitchen island with bar stools creates an inviting space for dining and gathering.
Loft in Prattsville
5 out of 5 average rating, 120 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 favourite
The log cabin features a sloped metal roof and large windows, surrounded by trees. A spacious wooden deck with a railing offers outdoor seating options. The area is adorned with fallen leaves, enhancing the natural setting.
Cabin in Margaretville
4.94 out of 5 average rating, 203 reviews

Catskills log cabin in the sky with mountain views

Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

Top guest favourite
A serene spa area is illuminated by soft evening light, showcasing a saltwater hot tub surrounded by stone walls. Glass doors provide a view of the starry sky, while the surrounding snow adds a tranquil winter ambiance.
Home in Roxbury
4.99 out of 5 average rating, 129 reviews

Catskills, secluded, a renovated 1840s Barn w/SPA

Welcome to PostBeamLove. An idyllic private secluded 4-season dream 10-acre getaway. Stay and indulge in complete comfort in a fully converted 1840s Dairy Barn with indoor saltwater hot tub & sauna with mountain views, overlooking the northwestern Catskills in the heart of Roxbury. The property features a spring-fed pond, gazebo, stream, & a neighboring farm. A 10-min drive to Plattekill Mtn, one of the best-kept secrets for avid skiers. Or go hiking, have a picnic, even golf.

Top guest favourite
The rustic cabin features a sloped green metal roof and a spacious wooden deck, surrounded by well-maintained gardens with colorful flowers. Lush trees provide a natural backdrop, enhancing the peaceful setting of the 12-acre property.
Home in Roxbury
4.97 out of 5 average rating, 145 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 favourite
A single-story home is set among trees, featuring a front porch with a wooden railing. A gravel driveway leads to the entrance, framed by a landscaped area. The surroundings include additional structures and a green landscape, providing a peaceful natural setting.
Home in Gilboa
4.82 out of 5 average rating, 165 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 comforts of home. This is a fully furnished one bedroom home that was recently converted to an Air BNB.

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