Family-friendly holiday rentals in Town of Shandaken

5 out of 5 average rating, 140 reviews

The A-frame cabin features large windows that provide a view of the surrounding woods. In the foreground, a wooden hot tub is set on a deck, accompanied by a stylish firewood holder. Outdoor lights are visible, adding a warm ambiance to the evening scene.

Cabin in Saugerties

Luxury Catskills A-Frame Cabin | Hot Tub & Sauna

Nestled in the serene woods of Saugerties, NY, this luxurious A-frame cabin offers modern comfort and natural beauty. Just 10 mins from Woodstock and 2 hrs from NYC, NJ. it sits on a private 2-acre lot. Easy Access. Featuring premium queen Casper mattresses, a Breville espresso machine, a 4K projector, a firepit, grill, a cedar wood-fired hot tub & Sauna. Dog friendly! A cozy & stylish retreat near hiking, skiing, and top dining spots in the Catskills. Visit our ig ‘highwoodsaframe’ for more!

4.93 out of 5 average rating, 265 reviews

A rustic cabin sits amid vibrant autumn foliage, surrounded by tall trees. A wooden deck wraps around the cabin, providing a spacious area for relaxation. A gravel path leads to the cabin, with a single chair positioned on the lush green lawn, inviting guests to enjoy the serene environment.

Home in Mount Tremper

Mt. Wonder: Big Cozy Cabin with Wow View

Welcome to Mt Wonder. With a wood burning hot tub, this secluded cabin sits on 18 acres with creek access, a vast forest & the greatest view in the county. Ten min to Woodstock. Seeking a vacation w friends or a romantic escape? Enjoy this rustic 2br 1ba cabin, cozy and spacious, with a unique magical feel. Mega amenities incl the tub, BBQ, wood stove & stocked kitchen. Peruse our books, vibe w the view, enjoy hikes & cute towns. Need more space? Try my cousin cabin: "Wonders Never Cease"

A cozy cabin features a rustic exterior with warm wooden tones, complemented by white window frames. A small porch is visible at the entrance, accessed by a set of steps, surrounded by lush greenery, creating a serene atmosphere.

4.92 out of 5 average rating, 116 reviews

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

5 out of 5 average rating, 264 reviews

The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.

Cabin in Margaretville

The Waterfall Casita: A-frame with 30ft Waterfall

Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

The cabin's exterior showcases a charming green facade adorned with decorative stars. A spacious deck is visible, equipped with a dining area and umbrellas for shade. Surrounding lush grass and colorful flowering bushes enhance the natural setting, while seating arrangements offer inviting spots to relax outdoors.

4.97 out of 5 average rating, 157 reviews

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

4.94 out of 5 average rating, 341 reviews

A circular yurt with a colorful exterior is nestled among lush green foliage. An adjacent structure, featuring a glass-walled outdoor shower, stands nearby. A small seating area composed of white chairs and a dark table is positioned on a gravel patch in front of the yurt.

Yurt in Shandaken

Phoenicia Cool Yurt With Mini Pond, Meadow, & AC!

Modern comfort with a dash of Robinson Crusoe romance! Minutes from Phoenicia. Fruit trees, a goldfish pond, and a hidden meadow for sun worshipers. A whimsical sculpture garden for art lovers. Fast WiFi. Cold, sweet, crystal clear spring water - bring some home! Outdoor shower with glass walls. Odor-free cedar composting toilet. Mini-kitchen, fire circle and gas grill. Close to ski mountains, wild forest, Woodstock & secret swimming holes. People of every race and religion are welcome here!

Superhost

An open living area features a comfortable sofa paired with a patterned throw, a round coffee table, and warm wood flooring. Natural light flows through large windows, while a dining space and kitchen are visible in the background, connected by exposed wooden beams.

4.82 out of 5 average rating, 111 reviews

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

4.99 out of 5 average rating, 162 reviews

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

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

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views and soak in the hot tub. Catch up in the vaulted room by the stone fireplace w/ a wide game selection, with a 2nd living room downstairs. Host a dinner party with our fully equipped kitchen. 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Great for groups, families, kids & pets. Fast 600mb internet, AC, EV charger, generator. WFH, newborn, pet friendly. 3+ nights get discounted rate

A seasonal saltwater pool is surrounded by a wooden deck and lounge chairs, offering a scenic view of the lush hillside. An umbrella provides shade, and a basketball hoop is positioned at one end of the pool, enhancing outdoor leisure options.

4.95 out of 5 average rating, 243 reviews

Heated Pool. Private. Hot Tub. Fire-Pit.

7 min drive to Phoenicia 10 min drive to Belleayre 25 min drive to Hunter 35 min drive to Windham Renovated 1920’s cabin style home nestled on 4 acres in the Catskill Mountains. Easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, and swimming holes. A ton of outdoor space to enjoy in addition to our fully private seasonal pool (Late May-Sept). 6 person hot tub is available year round. Not for parties!! Please be mindful of our neighbors!

4.96 out of 5 average rating, 253 reviews

A spacious deck is visible, furnished with a wooden table and several outdoor chairs. The surrounding trees provide a natural backdrop, while the tranquil river flows nearby, creating a serene outdoor setting.

Chalet in Shandaken

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

4.96 out of 5 average rating, 215 reviews

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

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!