Family-friendly vacation rentals in Pine Hill

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Pine Hill

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

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Top guest favorite
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
5 out of 5 average rating, 235 reviews

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.

Guest favorite
A modern living area features a leather sofa paired with a wooden coffee table, accented by a ceramic vase. A cozy patterned wall hanging adds texture. A dining space is visible in the background, complemented by natural light from the windows.
Cabin in Big Indian
4.88 out of 5 average rating, 146 reviews

Birch Creek House - Private & Cozy Creekside Cabin

Hidden, fully renovated, modernized cabin off Rte 28 in Big Indian. Located on 5 acres of private forest, down a long driveway, with a private wrap around deck, outdoor dining + firepit + indoor fireplace. Just a few min drive to notable shopping and dining, along with several mountains, ski resorts like Belleayre, world-class hiking, and outdoor everything that upstate NY has to offer. @birchcreekhouse on IG. 5 min to Belleayre Mtn 25 min from Hunter Mtn 15 min to Phoenicia Diner SBL#414137

Superhost
A snow-covered pathway leads to a circular yurt with a green roof and wooden door, accompanied by a glass-enclosed outdoor shower structure. Windows with white frames offer natural light, while a layer of fresh snow blankets the ground, enhancing the serene winter setting.
Yurt in Shandaken
4.94 out of 5 average rating, 320 reviews

Phoenicia Warm&Cozy Yurt Your 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.

Top guest favorite
Cabin in Margaretville
4.94 out of 5 average rating, 248 reviews

Catskills Cabin Winter Oasis - Ski, Hike, & More!

Welcome to our Catskills Cabin Oasis, where you'll enjoy an old-fashioned Catskills stay in comfort and privacy in the heart of Balsam Lake Mountain, surrounded by an abundance of natural beauty, right near the quaint village of Margaretville. SECONDS from hiking trails, and MINUTES from skiing, canoeing, kayaking, and Village shops and eateries, our cozy cabin is equipped with a dynamic kitchen, wood stove, wrap around deck, screened-in porch, grill, fire pit, heat/AC, Smart TV, & more!

Top guest favorite
A small dining area is seen with a round wooden table and a patterned chair. A large window offers a view of the outdoors with trees and a rustic shed visible beyond. A piece of artwork is displayed on the wall, enhancing the cozy atmosphere.
Guest suite in West Shokan
4.95 out of 5 average rating, 206 reviews

Stylish and Cozy Mountain Retreat

Private entrance into a stylish, cozy upstairs studio in artist's mid-century home near The Ashokan Reservoir. The Catskills are the destination for hiking, art, skiing, swimming or checking out the local food scene and breweries - all within minutes. Guests have the second floor to the home with no shared spaces with host. Outdoor seating with grill, barn with bocci and other yard games. King size bed, day bed with plush bedding. Spacious new bathroom with tiled shower and skylight.

Guest favorite
A charming farmhouse is set alongside a serene pond, with lush greenery and mountains in the background. A balcony extends from the upper level, and a small dock is visible on the water. Adjacent structures contribute to the rural appeal.
Home in Arkville
4.83 out of 5 average rating, 138 reviews

Scenic farmhouse near Belleayre Mountain

Charming farmhouse overlooking the babbling Dry Brook. Entry to a large eat in kitchen that reflects natural light. Beautiful living room with hardwood floors and a stone clad fireplace. Full bathroom downstairs. The second floor offers a master suite with a balcony, large landing, walk in closet, and a full private or shared bathroom as suite has an extra bedroom. The property features a spring fed pond with a dock and pedal boat. Old logging trails that lead you up the scenic mountain.

Guest favorite
The log cabin features a sloped metal roof and large windows, surrounded by trees. A spacious wooden deck with a railing offers outdoor seating options. The area is adorned with fallen leaves, enhancing the natural setting.
Cabin in Margaretville
4.94 out of 5 average rating, 209 reviews

Catskills log cabin in the sky with mountain views

Welcome to Cabin in the Sky! At 1,671 ft elevation, Cabin in the Sky is a newly renovated log cabin nestled in the mountainside with tranquil views. The home offers the perfect combination of seclusion and convenience. In the mornings/evenings, enjoy a cup of coffee or glass of wine from the private deck which overlooks pure nature (not a car, street or building in sight). During the day, take advantage of the local hiking, skiing, farmer's markets, restaurants and shopping.

Guest favorite
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
4.97 out of 5 average rating, 669 reviews

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

Top guest favorite
Cottage in Halcott Center
4.98 out of 5 average rating, 352 reviews

Cozy Cottage with Stunning Mountain Views

Welcome to Solheim Cottage! Featuring gorgeous mountain views, less than two and a half hours from NYC, and ten minutes from Belleayre Ski Center, this cozy and private cottage is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape in the historic Catskills. The cottage is a short drive to Phoenicia, Woodstock, Andes, and Margaretville for shopping, dining, antiquing, skiing and exploring.

Guest favorite
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.
Apartment in Shandaken
4.89 out of 5 average rating, 107 reviews

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

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The Lodge is surrounded by miles of forest land. Enjoy the mountain views. Parties or events are not allowed.

Guest favorite
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
4.93 out of 5 average rating, 181 reviews

Dry Brook Cabin

The design of the Dry Brook Cabin is inspired by Scandinavian simplicity and functionality. Our aim was to create a space that offers the comfort of modern living while encouraging you to connect with the surrounding landscape. The calming sound of Dry Brook will help you escape the stresses of everyday life, and nature will gently remind you of where we truly belong. We hope you enjoy your stay here as much as we do.

Top guest favorite
An open living space is viewed through arched doorways, showcasing wood flooring and natural light. A central seating area features a sofa and minimalist décor, while two cozy sleeping areas are visible in the background. Two pendant lights hang from the ceiling, enhancing the airy feel.
Home in Pine Hill
4.87 out of 5 average rating, 165 reviews

The Carriage House/Pine Hill Studio

Charming light-filled renovated 1200 SF carriage house in the lovely Catskills hamlet of Pine Hill. Two bedrooms with two additional daybeds in open loft-like space. Full kitchen and bath. Walk to Pine Hill Lake, hiking and restaurants and stores in town. Close to Phoenicia, Belleayre and Woodstock. Perfect for staying in the area for hiking, leaf peeping, weddings, and skiing ! Shandaken STR License #2023-STR-030

Popular amenities for Pine Hill family-friendly rentals

When is the best time to visit Pine Hill?

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Avg. priceﺩ.ﺇ977ﺩ.ﺇ1,010ﺩ.ﺇ1,017ﺩ.ﺇ874ﺩ.ﺇ1,047ﺩ.ﺇ1,003ﺩ.ﺇ1,083ﺩ.ﺇ1,153ﺩ.ﺇ973ﺩ.ﺇ1,076ﺩ.ﺇ1,087ﺩ.ﺇ1,061
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Quick stats about vacation rentals that are family-friendly in Pine Hill

  • Total vacation rentals

    Explore 50 vacation rentals in Pine Hill

  • Nightly prices starting at

    Pine Hill vacation rentals start at ﺩ.ﺇ551 per night before taxes and fees

  • Verified guest reviews

    Over 3,820 verified reviews to help you choose

  • Pet-friendly vacation rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    50 of Pine Hill vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pine Hill rentals

  • 4.9 Average rating

    Pine Hill stays are highly rated by guests—averaging 4.9 out of 5!