
Holiday rentals in Town of Shandaken
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Top-rated holiday rentals in Town of Shandaken
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Catskill Cozy Cabin
Come to get away from it all. Enjoy this cozy Adorondack sided one bedroom cabin. situated on 42 acres of land surrounded by State land. Plenty of old logging trails to hike. You can enjoy your morning coffee on the porch with the sound of the Esopus creek as company. 5min ride to Belleayre, 25min to Windham, 30min to Hunter for year round events and winter skiing. Short ride to Phonecia or Margaretville for town activities. Outdoor fire pit available for guests. STR license # 2024-STR-019

Retro Modern Paradise in the Catskills
Our spacious home is nestled at the top of Rose Mountain in The Catskills, perfect for a family retreat. Approximately 2.5 hour drive from New York City and only 10 minutes from Belleayre. Spend your time relaxing in our cabin with the seclusion and privacy of 5 acres of forest and meadow. Our property runs along a small creek in Big Indian, NY, with sweeping views of Slide Mountain. Centered in the middle of the Catskills its easy to explore many local restaurants and bars within an hour drive.

Upstate heaven 2 BR luxury w/MTN charm, waterfront
Looking for a mountain getaway? Come stay & enjoy everything the Catskill mountains have to offer. Centrally nestled in a perfect location. Minutes from downtown Phoenicia & diner, amazing hiking trails, 10 minutes from Belleayre mountain, 20 minutes to Hunter and Woodstock. The house sits directly on the Esopus creek and is a perfect setting to hang out on the porch, back patio or stay warm inside. Light a fire, take a seat, listen to the water or even to fly fish on private access water
Catskills Mountain House with a Separate Cottage on a Creek
Beautifully furnished & charming with plenty of outdoor space to play around, have a fire, grill- and beautiful barn. A small stream runs on the edge of the property, perfect to sit beside, and a guest cottage with extra sleeping space (queen, trundle and aerobeds/ bathroom). It's full of unique, hand-crafted and antique furnishing and decor, (fun-fact, former residence of Freakonomics author Stephen Dubner). You'll have free range of the whole place! Shandaken STR Licence #2026-STR-AO-105.

Romantic Cabin with Sauna & Wood Fired Hot Tub
Voted GQ 18 Best Airbnbs with Hot Tubs. Under three hours from NYC and just 10 minutes off of Route 28, our rustic cabin is tucked away far from the rest of the world. Nestled in the woods perfectly situated on a hill the five acres of land make you feel completely removed from the city. The property includes a sweeping lawn, a deck for dining or star gazing, an outdoor fire pit, outdoor charcoal grill. Then there's the outdoor wood fired hot tub and sauna - the highlights! (#2022-STR-003)

Storybook Creekside Retreat: 8 Acres + Epic Views
STR License # 2023-STR-AO-002 Escape to our one-of-a-kind mountainside cabin in the heart of Catskill State Park. Every detail of this 120-year-old home has been thoughtfully updated into a collected, soulful retreat sitting on 8 creekside acres with sweeping mountain views and the sound of water just outside your door. Minutes from Phoenicia, Mt Tremper, Woodstock, restaurants, breweries, and some of the region's best waterfall hikes, Camp Vista Falls is your 4-season Catskills retreat

Unique BellEayre River retreat
#2024-STR-AO-85 As seen in Chronogram magazine Chronogram/docs/chronogram-april-2023 High ceilings, Rough cut beams, All new HVAC and Hearthstone soapstone wood burning stove. Ping pong table. With Back deck tranquil getaway, you see and hear only the water flow with wrap around 4 season river right off deck. Close to scenic hiking, skiing, river tubing, and great restaurants along "Rapid Water"- The Algonquin Nation word for "Shandaken". Dogs welcome (Up to 2), sorry no cat

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!

A Place Called Home in The Catskill
Peaceful. Serene. Quiet. That's how it feels when you spend your time at my Catskills cabin. With a 3400 sq ft of living area, nestled in a 2 acre lot of land with picturesque mountain views, it is a perfect getaway destination. For those looking for fun activities, it is located only 15-45 mins away from 3 ski resorts (Bellayre, Hunter and Wyndham) and is close to many hiking trails and exciting towns of Phoenicia, Woodstock, Tannersville & Kingston. Think Unwind. Relax. Enjoy.

Catskills Cedar House | central Catskills retreat
Welcome to the Catskills Cedar House! Cozy, well-designed and curated home in the heart of the Central Catskills. Perfect to unwind with friends and family in front of the fire, cook a feast in the chef's kitchen, or use as your home base to explore all the region has to offer. 10 mins to Belleayre, 30 to Hunter + Windham, 35 to Plattekill. Centrally located near Phoenicia, hiking, swimming holes, great restaurants, skiing & more. Shandaken STR License 2022-STR-AO-043

10 Min from Bellayre! Gingerbread House!
Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

Catskills • 10 Min to Belleayre • 3 Queen Beds
Tucked into preserved Catskills forest just 10 minutes from Belleayre, this first-floor retreat sleeps 6 with three queen beds and mountain calm in every direction. ❄️ Winter — quiet snowfalls & ski days 🌸 Spring — fresh air & wild blooms ☀️ Summer — shaded hikes & golden evenings 🍂 Autumn — fiery foliage & misty mornings Wildlife wanders, trees whisper, and the mountain air restores. No parties or events.
Popular amenities for Town of Shandaken holiday rentals
Other great holiday rentals in Town of Shandaken

The Woodland Valley Spa Cabin (20min to Woodstock)

Catskills Retreat-Phoenicia & Belleayre Beach

Willow Treehouse - secluded, unique, romantic

Stony Clove Cottage - sleeps 6, *maximum 4 adults*

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

Modern Mountain Retreat with Views on 18 Acres

Cozy Catskill Cottage on the Pantherkill

Catskill Mtn Streamside Getaway - With EV Charger
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- Cottage rentals Town of Shandaken
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- Family-friendly rentals Town of Shandaken
- Hunter Mountain
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Bethel Woods Center for the Arts
- Resorts World Catskills
- Windham Mountain
- Catamount Mountain Ski Resort
- Howe Caverns
- Taconic State Park
- Plattekill Mountain
- Mohonk Preserve
- Thacher State Park
- Bash Bish Falls State Park
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Brotherhood, America's Oldest Winery
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Benmarl Winery
- MVP Arena
- Lake Minnewaska
- Poets' Walk Park
- Ranch Skydive
- New York State Museum





