Family-friendly holiday rentals in Pine Hill

Find and book unique family-friendly homes on Airbnb

Quick stats about holiday rentals that are family-friendly in Pine Hill

  • Total holiday rentals

    Explore 40 holiday rentals in Pine Hill

  • Nightly prices starting at

    Pine Hill holiday rentals start at £112 per night before taxes and fees

  • Verified guest reviews

    Over 3,810 verified reviews to help you choose

  • Pet-friendly holiday rentals

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wifi availability

    40 of Pine Hill holiday rentals include wifi 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!

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 favourite
Cabin in Big Indian
4.96 out of 5 average rating, 299 reviews

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.

Superhost
The exterior of the house is viewed from the backyard, showcasing a spacious deck with a red umbrella. Lush green grass surrounds the area, with tall trees providing shade. The backdrop features rolling hills, creating a serene outdoor environment.
Home in Big Indian
4.91 out of 5 average rating, 149 reviews

Private Creek in Backyard: Catskills BelleHouse!

Our clean, bright home is the ultimate Catskills escape. Unwind to the sounds of gorgeous Birch Creek right outside the back door and feel free to take a dip! • Quick walk to Pine Hill Lake for swimming & boating. • Close to so many spectacular hiking trails • One minute to Peekamoose, the best restaurant in the Catskills! • Easy 5-minute drive to Belleayre Ski Center. • Fast Wi-Fi perfect for remote work. • Pets welcome w/ fee. • Located next door to our other property, Birch Creek Retreat!

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 Shandaken
4.97 out of 5 average rating, 159 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

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 Shandaken
4.95 out of 5 average rating, 216 reviews

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.

Superhost
A cozy campfire area is surrounded by wooden Adirondack chairs, set upon a gravel surface. In the background, the A-frame cabin stands under the tree canopy, with multiple illuminated windows providing a warm glow.
Cabin in Pine Hill
4.87 out of 5 average rating, 135 reviews

Modern A-Frame in Catskills Park

The Pine Hill Aframe curates a modern and intentionally designed A-frame retreat on 1.6 acres just 3 mins to Belleayre Ski resort & 20 min. to Plattekill. Centrally located in the heart of the Catskills, surrounded by world renown trails and fishing. Rest, hike, ski, relax, create amongst the renovated interior or forest bathe outdoors. We invite you to come build memories! As seen on Dwell Mag & Cabin Chronicles Season 3. Find us on IG @pinehillaframe STR License #2022-STR-AO-073P

Top guest favourite
A circular stone fire pit area is surrounded by five red Adirondack chairs on a well-maintained grassy lawn. Lush green trees provide shade, with a view of a charming house in the background, contributing to a serene outdoor setting.
Home in Big Indian
4.95 out of 5 average rating, 136 reviews

Birch Creek Mountain House

The Birch Creek Mountain House is a beautiful newly renovated 4 bedroom 2 bath 2400 sq. ft. home on Birch Creek. Only 3 minutes to Belleayre Mountain and the new high-speed Gondola. You will love listening to the sound of Birch Creek in the backyard or sitting by the warm fire in the Great Room. There is hiking, skiing, biking and fishing nearby with a quick walk to Belleayre Beach. Only 2 hrs. 15 mins. from NYC, it's the perfect place to escape and relax with family and friends.

Top guest favourite
A pool table with a red felt surface is positioned in the room, illuminated by a hanging light fixture. A triangle rack containing colored billiard balls sits on the table, while a wood-burning stove is visible in the background against a stone wall.
Cabin in Shandaken
4.96 out of 5 average rating, 179 reviews

Catskills Retreat-Phoenicia & Belleayre Beach

Nestled in the heart of the Catskills, close to Phoenicia, Belleayre and Hunter this 3-bedroom, 2-bathroom log cabin offers a perfect blend of rustic charm and modern comfort. Featuring Central Air, a cozy living area, a fully-equipped kitchen, and a pool table. If you’re here to enjoy nearby ski resorts or explore the local scene, this retreat provides the perfect balance of seclusion and convenience for your mountain escape. Perfect place for hiking & close to Belleayre Beach!

Superhost
An open living space features a stone fireplace at its center, flanked by large windows that provide natural light. Comfortable seating is arranged around a coffee table, and a dining area with chairs is visible in the background, all designed with rustic cedar beams overhead.
Home in Big Indian
4.97 out of 5 average rating, 194 reviews

Contemporary MOUNTAINSIDE home

The contemporary mountain side house is located between Woodstock and the Belleayre Ski Resort. Designed by an award winning architect, featuring cedar beams, vaulted ceiling, and walls of windows. Lower level houses the media/billiards room and 4 en-suite bedrooms all with individual private outdoor patios. Close to Peekamoose and Zephyr restaurants. Few minuets from Phoenicia and a little further is the historic Town of Woodstock with its long history in the arts and music.

Top guest favourite
A serene bedroom features a light lavender bed with plush pillows. A golden accent pillow adds color. A wall mural depicting a tree with birds in flight creates a calming backdrop, while natural light brightens the space from a nearby door.
Flat in Shandaken
4.94 out of 5 average rating, 119 reviews

Catskill Cabin, Zen Mantra Apt. #9 * * * * *

Escape to a calm Catskills retreat at the base of Belleayre Mountain 🌲🏔️ Where natural fineness meets charming, relaxed style ✨ Thoughtfully designed with a focus on healthy living, sustainability, and connection to nature 🌱 Surrounded by miles of forest, enjoy mountain views, fresh air, and quiet moments in every season 🌿 Wake up to the beauty of the outdoors—deer passing by, birds overhead, and the occasional glimpse of local wildlife 🦌🐻

Guest favourite
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
4.98 out of 5 average rating, 460 reviews

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.

Guest favourite
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, 205 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 favourite
Cabin in Margaretville
4.94 out of 5 average rating, 235 reviews

Cabin in the Sky • Restorative Catskills Escape

There's a moment — usually 20 minutes after you arrive — when the city finally lets go. Cabin in the Sky sits at 1,671 ft above the Catskills: a private deck, a wall of windows, and not a building, road, or car in sight. Just forest, mountains, and stillness that's hard to find within 2.5 hours of NYC. This cabin books out weeks in advance. If you're seeing it available, book it.

Popular amenities for Pine Hill family-friendly rentals

When is the best time to visit Pine Hill?

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