
Family-friendly holiday rentals in Town of Shandaken
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Top-rated family-friendly 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
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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.
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Modern Dreamy Hudson Valley Home
Gorgeously renovated 3-bedroom home in the heart of the Catskills. Enjoy your own private firepit and outdoor dining, cook and recharge in the light-filled kitchen, feel pampered in the spa-like bathroom with a heated floor - all within 5 minutes of the Phoenicia Diner & Railway Explorers. Nestled in the mountains, this home is the perfect for unwinding & offers green amenities including an EV charger and new eco heating and cooling system. Large windows bring light & views to this dreamy home.
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Stony Clove Cottage - sleeps 6, *maximum 4 adults*
Welcome! Stony Clove Cottage sleeps a maximum of 4 adults and 2 children. There are 2 queen beds and a bunk bed for children only. Located in the beautiful Catskill Mountains, just 2 hours 15 mins from NYC. Two great ski mountains, Hunter and Belleayre, are each 15 minutes away. Close to amazing hiking trails. Listen to the sound of the Stony Clove Creek and enjoy being in nature, while just 1 mile from Phoenicia's Main Street. Beautiful in all seasons! Shandaken STR License # 2023-STR-AO-059
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Storybook Creekside Retreat: 8 Acres w/ 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 four-season Catskills retreat
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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
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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.
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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!
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Simple, cozy cabin in the Central Catskills
"Joan" is our Simple, cozy cabin just 10 minutes to Phoenicia and Pine Hill and all the great hiking of the Central Catskills. Part of a 1940s bungalow colony lovingly restored, “Joan” is one of three cabins which sits next to each other. She sits between Shelly and Georgie, still offering each guest privacy without isolation. Joan is good for couples, and at 215 square feet, Joan will give you a nice, cozy feel. You’ll love my place because of the views and the outdoor space.
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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
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Mtn Views • Firepit • 5 Min to Hiking/Brewery
Welcome to the West Kill Lodge! We invite you stay in our cozy quintessential log cabin with everything you love about the Catskills at your fingertips - amazing mountain views, close to skiing (Hunter & Belleayre) & hiking, a firepit, wood burning stove, a well-stocked kitchen, a brewery down the road, a plethora of board games, a ping pong table, a soaking tub & plenty of space for the kids to run around. We've got it all - come stay!
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Modern & Chic Log Home-Spectacular Mountain Views!
Welcome to Fox Ridge Chalet! Minimum age to book 21. A newly renovated, stylish log cabin nestled on 7 private acres above the village of Margaretville, in the heart of Catskills Park. Though the home is secluded, offering spectacular mountain views and total privacy, it’s just a three-minute drive to Margaretville’s restaurants, shops and galleries and under ten minutes to Belleayre Ski Resort as well many other local attractions.
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Popular amenities for Town of Shandaken family-friendly rentals
Family-friendly home rentals with a hot tub

Stream Come True | Hot Tub, Ski, Hike, Relax
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Valley View Chalet: AC, Hot Tub, Firepit, Games
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Catskills Cabin Oasis: Hot Tub, Hike, Creek, Relax
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Luxury Catskills A-Frame Cabin | Hot Tub & Sauna
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Mountain View Hideaway
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Mt. Wonder: Big Cozy Cabin with Wow View
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Embrace nature in style @ #killercatmountainhouse
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Chef's kitchen, seclusion, and breathtaking views
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Family- and pet-friendly home rentals

Swim in the Esopus, Close to Phoenicia and Skiing
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The Porch Upstate Super clean
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The Catskills Red Barn near Belleayre
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Garden Cottage In The Catskills
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Winston's Place - Woodland Cozy Catskills Cabin
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Waterfront Lodge near Breweries • Group Home
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Birch Creek Mountain House
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The Pond House ~ 5 Min to Belleayre ~Outdoor Fun
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Family-friendly home rentals with a pool

The Woodstock Barn House - Sauna, Gym, Jacuzzi
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Hike & Sauna! Modern Mountain Escape
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Spacious Catskills Farmhouse on over 5 acres!
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Chef’s Kitchen * Screened Porch * Near Woodstock
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Catskill Villa | 6BDRM, Pool, Hot Tub & Movie Room
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A Very Cozy House With a Very Big Yard
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Comfortable & Spacious Country Home - All Seasons
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Black Ridge Cottage: Pond, Cowboy Pool & Sauna
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Destinations to explore
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- Family-friendly rentals Ulster County
- Family-friendly rentals New York
- Family-friendly rentals United States
- 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
- Peekamoose Blue Hole
- Hunter Mountain Resort
- Thacher State Park
- Bash Bish Falls State Park
- Brotherhood, America's Oldest Winery
- Millbrook Vineyards & Winery
- Hudson Chatham Winery
- Benmarl Winery
- Lake Minnewaska
- MVP Arena
- Ranch Skydive
- Poets' Walk Park
- New York State Museum





