Family-friendly holiday rentals in Town of Shandaken

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Town of Shandaken

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite

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.

Cabin in Town of Shandaken

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

Indoor spacesKitchenCheck-in

4.93 out of 5 average rating, 122 reviews

Top Guest favourite

Home in Phoenicia

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.

Indoor spacesFamilyNearby

4.99 out of 5 average rating, 134 reviews

Top Guest favourite

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

Indoor spacesKitchenLong stay

4.98 out of 5 average rating, 359 reviews

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.

Cabin in Town of Shandaken

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

Indoor spacesFamilyDecor

4.83 out of 5 average rating, 123 reviews

Guest favourite

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 Town of 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!

FamilyKitchenSolo travel

4.94 out of 5 average rating, 358 reviews

Guest favourite

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 Town of 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.

KitchenFamilyGetting around

4.95 out of 5 average rating, 223 reviews

Top Guest favourite

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.

Cabin in Town of Shandaken

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

Indoor spacesFamilyOutdoor spaces

4.98 out of 5 average rating, 164 reviews

Guest favourite

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!

Indoor spacesKitchenSleep quality

4.96 out of 5 average rating, 233 reviews

Top Guest favourite

Three rustic cabins are nestled among vibrant autumn foliage, showcasing warm wooden exteriors and covered porches. A grassy area is visible in the foreground, inviting guests to relax and enjoy the natural surroundings. A gravel path leads to the cabins, enhancing the peaceful ambiance.

Tiny home in Town of Shandaken

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.

Indoor spacesKitchenHeating

4.9 out of 5 average rating, 154 reviews

Top Guest favourite

A garden brimming with vibrant orange flowers is set in front of a dark structure. A red building is visible in the background, surrounded by lush trees, adding to the green landscape. This serene outdoor space emphasizes a natural and welcoming environment.

Bungalow in Margaretville

The Porch Upstate Super clean

We are 8 miles away from ski slopes in both directions. .Halcottsville is a tiny hamlet In the heart of the Catskills .The porch is a compound with an old general store built in 1890 which is available for rent .We also have a restored barn , gardens and Apple orchard . The Bungalow is super private and still right on Main Street in Halcottsville. we have six goats and a mini horse named Batman. No cats allowed only dogs under 20 pounds and you need to let us know..

FamilyIndoor spacesHiking

4.96 out of 5 average rating, 390 reviews

Top Guest favourite

A spacious living area features a wood-paneled ceiling with four skylights, allowing natural light to brighten the room. A cozy sectional sofa offers a comfortable seating option. A stone fireplace is positioned next to a wall-mounted television, with large glass doors leading to the outdoor deck.

Cabin in Town of Shandaken

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

FamilyIndoor spacesValue

4.97 out of 5 average rating, 181 reviews

Top Guest favourite

Cabin in West Kill

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!

Indoor spacesFamilySkiing

4.95 out of 5 average rating, 170 reviews