Vacation rentals in Grand Gorge

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Top-rated vacation rentals in Grand Gorge

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Guest favorite

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

4.97 out of 5 average rating, 263 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 favorite

A modern living area is highlighted by 20-foot vaulted ceilings and a wall of large picture windows framing lush mountain views. The space features a comfortable sectional sofa, a wooden coffee table, and a television on a media console. A cozy gas fireplace enhances the inviting atmosphere.

Home in Roxbury

5 out of 5 average rating, 171 reviews

Private 3BR escape w/ sweeping Mt Views & Firepit!

Click: "Show more" to read description before booking. NO PETS Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views! Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

Top guest favorite

The cozy cabin exterior is lit softly by string lights as dusk sets in. A fire pit surrounded by adirondack chairs occupies the grassy area in front, while large windows offer glimpses of the warm interior and the surrounding forest.

Cabin in Prattsville

4.99 out of 5 average rating, 175 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

Cabin in Walton

4.94 out of 5 average rating, 181 reviews

The Mill House: An Enchanting Stream-Side Retreat

Nestled in the heart of the Catskills and just a 2.5-hour drive from NYC, escape to the perfect fall retreat where you can reconnect with nature and enjoy the serene beauty of the season. This historic gem underwent a recent restoration, marrying its saw mill heritage with contemporary luxuries, including a Nest thermostat, smart speakers, keyless entry, and fast wifi. Original exposed post and beam construction and Scandinavian-inspired design make for a unique and cozy atmosphere.

Guest favorite

Chalet in Stamford

4.94 out of 5 average rating, 126 reviews

Spacious cabin w/grill, firepit & mountain views

NOTE: Click “Show More” to read the full description. Home with stunning views perfectly situated between Roxbury and Stamford! Drink your morning coffee at the bar on the deck overlooking the mountains, curl up with a good book in the reading nook, or explore the farms, mountains, and countryside of the beautiful Western Catskills. Cabin is situated on five beautiful acres at the end of a private drive. Beautiful sunrises over the mountains, with wide-open stargazing after dark.

Top guest favorite

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, 107 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

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

4.95 out of 5 average rating, 182 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 favorite

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, 134 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.

Top guest favorite

A vibrant red barn is set against a backdrop of rolling green fields and colorful autumn foliage. The surrounding trees display shades of orange, yellow, and green, while distant mountains rise under a clear blue sky.

Home in Gilboa

4.94 out of 5 average rating, 126 reviews

Mountains Views & Private Stream

Enjoy incredible mountain views at this 4 bedroom, 2 bathroom retreat in the heart of the Catskills Mountains. Home to Gilboa’s Fossil Museum and a short drive to scenic Belleayre, Windham, and Hunter mountains, this ideal secluded oasis sits on 5 acres of gorgeous landscape with a babbling brook. Nearby attractions include Minekill Falls and the Pakatakan Farmer’s Market. Look no further for adventure in serenity. We would love to host your next escape to the mountains.

Guest favorite

The exterior of a charming farmhouse is captured, showcasing a green facade with white trim and a red roof. A spacious porch can be seen, providing an inviting entrance. Surrounding grassy areas and trees complement the rural setting, illuminated by natural sunlight.

Apartment in Roxbury

4.93 out of 5 average rating, 313 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.

Top guest favorite

A warm living area is enhanced by wooden paneling and a patterned area rug. Comfortable brown leather seating is arranged, with a decorative ottoman and a plush sheep-shaped cushion adding character. Natural light filters through a window adorned with stained glass.

Cabin in Gilboa

4.99 out of 5 average rating, 136 reviews

Panoramic Mountain View Agri-Cabin

Nestled in the serene foothills of the Catskill Mountains, a hidden gem awaits in Gilboa - a charming cabin that embodies the perfect blend of comfort and rustic charm. Clad in warm knotty pine and enriched with hardwood floors, granite countertops, and unique touches like taxidermy and handcrafted stained glass, this cozy retreat beckons you to escape the hustle and bustle of your day to day life.

Top guest favorite

A serene cabin is nestled amidst a lush green landscape, surrounded by tall trees and vibrant foliage. The charming structure features a blue roof and large windows that offer an inviting appearance. Wildflowers and grasses frame the view, enhancing the peaceful setting.

Cabin in Jefferson

5 out of 5 average rating, 495 reviews

"Far from the Madding Crowd" Cozy Cabin Retreat

Cabin Clack is a quiet, stream-side retreat bordering 1000 acres of wild trails in NY State Forest. The cabin is a historic hunting cabin from circa 1935. The cabin is good for a couple, solo adventurers, or families (with kids). We welcome pets, and they will love exploring the secluded forest and the freedom of our virtually traffic-free dead-end road. There is a spring fed pond you can swim in.