Family-friendly holiday rentals in Shandaken

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, 114 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

4.98 out of 5 average rating, 122 reviews

Home in Phoenicia

Modern dreamy Hudson Valley home w/ backyard rink

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.

4.98 out of 5 average rating, 333 reviews

A cozy living area features a stone fireplace as its focal point, with a wood-burning stove and a mid-century cabinet. Colorful textiles cover the floor, and a mix of seating options, including a green chair and a couch, invite relaxation. Light streams through the two windows.

Home in Phoenicia

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

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, 100 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

4.95 out of 5 average rating, 212 reviews

The exterior of a charming blue house features large windows surrounded by lush greenery. A small guest cottage is visible nearby, set in a well-maintained yard with a grassy area and trees. A distinctive sculpture rests on a rock in the foreground.

Home in Shandaken

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.

4.94 out of 5 average rating, 326 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 Warm&Cozy Yurt A Dome Away From Home!

5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberry, peach, pear and apple trees, a goldfish pond, veggie garden, and forested hills. A hidden meadow for meditation and sun worshipers. Big steel scraptures. Fast WiFi. Outdoor shower with glass walls gets warm on sunny mornings even in winter. Odor-free cedar no-flush composting toilet. Mini-kitchen, fire circle and gas grill. All people of every race, religion, gender and nationality are welcome here! Even extra terrestrials.

A spacious living area features a combination of natural light and comfortable seating. A leather sofa is complemented by accent chairs and decorative poufs. A central coffee table rests on a patterned area rug, and a fireplace adds warmth to the inviting space.

4.95 out of 5 average rating, 231 reviews

Private Catskills Cabin Retreat w/Hot Tub

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!

4.97 out of 5 average rating, 236 reviews

A sleek, modern outdoor area features a table lightly dusted with snow, surrounded by illuminated string lights. The glass walls provide views of a snow-covered landscape with trees and a flowing river, creating a serene winter atmosphere.

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, 183 reviews

A cozy living area features wooden paneling and a cathedral ceiling. A fireplace is centrally located, surrounded by comfortable seating including a chair and a sectional. Natural light floods in from large windows, illuminating a colorful area rug on the hardwood floor.

Cabin in Chichester

Phoenicia-area Classic Cabin on Country Lane

Our secluded classic cabin on 1.5 acres will restore, relax, & energize. Seasonal activities include skiing, hiking, antiquing, and/or just enjoying peaceful nature. 16 min to Hunter Mt, 24 min to Belleayre, 8 min. to Phoenicia, 25 to Woodstock. Kick back beneath the cathedral ceiling, gaze on woodland views by a crackling fire, burrow into bed & enjoy deep, restful sleep. Perfect for singles, couples, or families looking to connect with Nature but still be able to connect to Netflix.

4.9 out of 5 average rating, 116 reviews

A versatile sleeping area features a fold-out bed dressed in soft lavender linens, accompanied by decorative cushions. A wooden dining table is positioned nearby, surrounded by two chairs. Natural light filters through sheer curtains, enhancing the cozy atmosphere.

Flat in Shandaken

Catskill Cabin, Little Owl Apt #1 * * * * *

Little Owly Apartment at the base of Belleayre Mountain 🏔️ A cozy Catskills retreat with a secluded private porch Perfect for slow mornings, fresh air, and year round escapes 🌿 Natural fineness meets charming style. Thoughtfully designed for relaxed stays, with a focus on healthy living and connection to nature 🌱 Surrounded by miles of forest, enjoy mountain views, quiet moments, and the outdoors right outside your door 🦉 Follow @alpinefourseasonlodge No parties or events 🚫

4.99 out of 5 average rating, 116 reviews

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.

4.97 out of 5 average rating, 675 reviews

The cottage exterior is illuminated in the evening, highlighting its wooden facade and glass double French doors. A small deck features a table with two chairs and candles, surrounded by greenery, creating a welcoming outdoor space.

Cabin in Phoenicia

Cozy Catskills Cottage on the Esopus Creek

Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

Popular amenities for Shandaken family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.92 out of 5 average rating, 130 reviews

A peaceful outdoor scene features red Adirondack chairs positioned on lush green grass. The morning sun casts long shadows, illuminating the surrounding trees and the misty mountain view in the background.

Cabin in Arkville

Mountain View Hideaway

4.98 out of 5 average rating, 448 reviews

A spacious living area features a high A-frame ceiling with large triangular windows, allowing for abundant natural light and scenic views. A wood-burning stove sits in the center, surrounded by elegant seating arrangements on a plush area rug, enhancing a cozy atmosphere.

Cabin in Margaretville

Modern & Chic Log Home-Spectacular Mountain Views!

4.96 out of 5 average rating, 845 reviews

The Treehouse is nestled among trees, elevated above a tranquil pond. Its wooden structure features large windows that provide views into the surrounding greenery, while the natural landscape is reflected in the pond's surface. The setting offers a secluded feel contrasting with the nearby wooded area.

Treehouse in Willow

Willow Treehouse - secluded, unique, romantic

4.99 out of 5 average rating, 261 reviews

A back deck overlooks the scenic Catskill Mountain range, featuring a recessed hot tub and a fire pit. Soft lighting from string lights enhances the outdoor space, inviting relaxation while taking in gentle mountain views at sunset.

Chalet in Fleischmanns

Crows Nest Mtn. Chalet

5 out of 5 average rating, 115 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

4.91 out of 5 average rating, 107 reviews

A fully renovated kitchen features stainless steel appliances, including a gas stove and refrigerator. Open shelving displays a variety of cookware and small appliances. Natural light enters through a window, enhancing the bright and clean workspace with warm wood accents on the countertops.

Home in Shandaken

Modern Cabin Escape | Hot Tub & Fire Pit

4.95 out of 5 average rating, 220 reviews

Cabin in Lanesville

Catskill Cabin Pizza Oven Hot Tub Fire Pit Sauna!

4.99 out of 5 average rating, 319 reviews

A sunlit living area features a modular sofa adorned with dark cushions, complemented by two vibrant orange tables. A freestanding black propane stove adds warmth, while light-colored wood accents and beams create a minimalistic aesthetic. A cozy rug lies beneath, enhancing the inviting atmosphere.

Home in Kerhonkson

Cook House | Modern Cottage w/ Hot Tub & Fireplace

Family- and pet-friendly home rentals

4.92 out of 5 average rating, 344 reviews

A light-filled living space features vaulted ceilings with triangular windows, bringing the outdoors in. Comfortable seating is arranged around a central coffee table, while a wooden dining table is positioned nearby. Natural light highlights the warmth of wooden accents and the greenery outside.

Cabin in Phoenicia

Serene Retreat on a Stream

4.93 out of 5 average rating, 191 reviews

A charming cabin, constructed with dark wood, sits surrounded by lush greenery. A stone pathway leads to the front entrance, where steps are flanked by ornamental plants. The backdrop features rolling hills, showcasing a blend of nature and tranquility.

Cabin in Arkville

Dry Brook Cabin

4.94 out of 5 average rating, 379 reviews

A striking landscape features a modern home beside a serene pond. Lush green lawns and colorful trees reflect beautifully in the water. Towering conifers and deciduous trees frame the scene, enhancing the idyllic outdoor setting.

Home in Woodstock

Woodstock Historic Artist Estate - The Pond House

4.94 out of 5 average rating, 294 reviews

A rustic cottage is surrounded by lush greenery, featuring a wrap-around deck illuminated by string lights. The wooden structure is complemented by various plants and shrubs, offering a serene and inviting atmosphere. The entry is adorned with a partially covered porch, enhancing the cottage's natural charm.

Cottage in Phoenicia

Charming creekside cottage in Phoenicia

4.96 out of 5 average rating, 405 reviews

A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.

Home in Livingston Manor

Modern creekside cabin in the Catskills

4.92 out of 5 average rating, 112 reviews

A vibrant flower garden features a mix of white, pink, and red blooms, positioned in front of a wooden railing. Beyond the garden, a serene stream flows gently through a wooded area, accented by lush greenery and a partly cloudy sky above.

Cabin in Phoenicia

Mountains and Rivers, Secluded Cabin

4.96 out of 5 average rating, 283 reviews

A white cottage is nestled within a serene snowy landscape, surrounded by tall trees. A pathway leads to the front porch, which is framed by neatly trimmed shrubs. A clear blue sky provides a bright contrast to the winter scenery.

Guest suite in Phoenicia

Panther Mountain Lodge

4.99 out of 5 average rating, 200 reviews

The open living area showcases a cozy sofa facing a mounted television. A dining table is positioned nearby, with a modern kitchen featuring stainless steel appliances. Natural light fills the space through windows, highlighting the wooden accents and warm-toned decor.

Cottage in Boiceville

The Cottage

Family-friendly home rentals with a pool

4.97 out of 5 average rating, 155 reviews

A modern cabin stands against a backdrop of lush greenery and mountains. Large windows invite natural light, while a deck with seating is visible in the foreground. Surrounding landscaping includes trees and shrubs, creating a serene and private outdoor space.

Cabin in Arkville

Ski & Sauna! Modern Mountain Escape

4.94 out of 5 average rating, 389 reviews

Cabin in Lanesville

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

4.99 out of 5 average rating, 178 reviews

Chalet in Olivebridge

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Guest house in Olivebridge

A charming red cottage is set against a backdrop of lush greenery and blue skies. The landscaped yard features well-maintained grass and a variety of trees, providing a serene outdoor environment. Nearby, an additional outbuilding is visible, enhancing the rustic atmosphere.

4.93 out of 5 average rating, 280 reviews

Sweet Fern Cottage With Saltwater Pool

4.95 out of 5 average rating, 157 reviews

A small red cabin is framed by lush greenery, with a welcoming porch featuring two wooden rocking chairs. Natural stone path leads to the entrance, surrounded by a forest of tall trees and soft moss-covered ground.

Cabin in New Paltz

The Little Shelter at Gunks EcoLodge

4.97 out of 5 average rating, 114 reviews

Chalet in Elka Park

Thorne Hollow - Mountain Ski Getaway with HotTub

4.93 out of 5 average rating, 164 reviews

A wooden deck is furnished with comfortable seating and a coffee table, providing a serene view of rolling mountains and a tranquil pond. The sky is filled with fluffy clouds, reflecting warm hues as the sun sets, enhancing the natural beauty of the landscape.

Cottage in Denver

Country Cottage w/ HOT TUB & Views