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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
Cabin in Big Indian
4.96 out of 5 average rating, 293 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.

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, 147 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 charming cabin, surrounded by snow-covered trees, is softly illuminated by string lights. The triangular roof is blanketed with snow, and a pathway leads to the entrance, creating a serene winter atmosphere. The scenery invites quiet reflection and connection with nature.
Cabin in Pine Hill
4.87 out of 5 average rating, 130 reviews

Modern A-Frame in Catskills Park & 3 mins to Ski

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 favorite
The charming blue house features a spacious front porch supported by white columns. Set back from a tree-lined path, the property showcases well-maintained gardens with low stone walls and vibrant green grass, creating a welcoming entrance.
Vacation home in Pine Hill
4.99 out of 5 average rating, 153 reviews

The Perfect Catskills Escape for Families and Groups

Pine Hill House is a renovated 1870s boarding house with loads of old charm mixed in with new luxuries. Take a left from the house to find miles of hiking trails. Take a right and walk to town with its vibrant restaurant scene and a lively community center. Belleayre Beach and Belleayre ski area are both a 5-minute drive away, as are some of the Catskills' hottest restaurants, spas, and cider houses. Don't want to leave? Relax around the woodburning stove and soak in the clawfoot tub.

Top guest favorite
A rustic log cabin is nestled among green trees, featuring a sweeping lawn and a long driveway. A covered porch extends from the cabin. Adjacent to the cabin, a red garage is visible, creating a complementary contrast against the natural surroundings.
Cabin in Arkville
4.96 out of 5 average rating, 147 reviews

Cozy Catskill Ski Cabin Margaretville/Arkville

Contemporary & rustic log cabin, < 2. 5 hrs. from NYC nestled in the Catskills; well-appointed, perfect getaway/retreat/ski cabin - quiet, private - <15 minutes to Belleayre & Plattekill Mtns.- steps from Catskill fitness center w/Olympic-size pool, walk to Union Grove Distillery; kayaking and farmer’s market 5 min. drive. Fireplace indoors/ firepit out. Great for remote work, families, or romantic getaways. Enjoy hiking, fishing, local shops, antiquing, art galleries, restaurants.

Top guest favorite
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, 133 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.

Guest favorite
Home in Big Indian
4.91 out of 5 average rating, 146 reviews

5 minutes to Belleayre! The Birch Creek BelleHouse

Our modern home is clean and bright. Just minutes from skiing, hiking, swimming, and fine dining - The gorgeous Birch Creek is right outside . Feel free to take a dip. - A quick walk to Pine Hill Lake for swimming, boating and more. - Many spectacular hiking trails nearby. - It's an easy five minute drive to Belleayre Ski Center - Close to the best restaurants in NY State. - Pets are welcome with an additional fee. - Next door to our other property, the Birch Creek Cottage.

Top guest favorite
Cabin in Shandaken
4.97 out of 5 average rating, 142 reviews

Cozy Creekside Cabin: Ski Days, Fireside Nights

STR License # 2023-STR-AO-002 Escape to this charming, one-of-a-kind creekside cabin in the heart of Catskill State Park and make Camp Vista Falls your cozy winterland basecamp⛷️❄️🔥 Perched high on Rose Mountain with 8 acres, right at the entrance of the dramatic Diamond Notch. With epic views, the sound of the creek rushing down the mountain and minutes away from THREE ski resorts, Phoenicia and Woodstock--Camp Vista Falls checks all the boxes for 4-season fun.

Top 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, 114 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.

Top guest favorite
The exterior of a Craftsman-style studio is shown, featuring a two-car garage with wooden doors. The building is accented with earthy tones of red and gray, while ambient lights illuminate the front in the evening glow. Surrounding trees enhance the natural setting.
Guesthouse in Margaretville
4.98 out of 5 average rating, 184 reviews

Sunny Arts & Crafts Loft

Spring skiing & boarding nearby at Belleayre & Plattekill. Late winter hiking. Year-round relaxing! The Loft is a great base for your visit. Explore fun towns like Margaretville & Andes. The Loft is a cozy, private spot to unwind in a peaceful mountainside location. Super savings on longer stays! Our private road is plowed and sanded. To ensure smooth WINTER travels, please make sure to bring an AWD vehicle with winter tires. No AWD needed rest of year.

Top guest favorite
Cottage in Fleischmanns
4.93 out of 5 average rating, 148 reviews

Private Cabin with Views, WIFI, 9 min to Belleayre

Scenic 2BR Catskills cabin just 2 hours from NYC! Enjoy stunning mountain views from the private deck, fast & reliable WIFI for remote work, and easy access to Belleayre skiing, lake swimming, & tons of hiking trails. Peaceful and private—perched above a quiet road with regular visits from deer, turkeys, bunnies, and songbirds. Perfect for family getaways, ski trips, or a scenic work-from-home stay. Follow us @berushka_cottage for more!

Guest favorite
A spacious country house is surrounded by lush greenery and mature trees. A gazebo is elegantly positioned on the lawn, while a meandering stream flows gently nearby, enhancing the natural setting.
Home in Pine Hill
4.95 out of 5 average rating, 153 reviews

Birch Creek Retreat ~ 8BR/8BA New Hot Tub + Sauna

Charming, spacious, historical place for families to bunker up in a natural setting. Stay at this private, sprawling country house situated on 23 acres of woodlands. There is a barn and a rare keystone bridge on the property with a meandering stream that runs throughout. Perfect place to host memorable family reunions, friends gatherings & all season getaways! :) Please inquire for use of the barn. License #2024-STR-AO-027P

Popular amenities for Pine Hill family-friendly rentals

When is the best time to visit Pine Hill?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$55,648 GYDG$57,531 GYDG$57,949 GYDG$49,790 GYDG$59,623 GYDG$57,112 GYDG$61,715 GYDG$65,690 GYDG$55,439 GYDG$61,296 GYDG$61,924 GYDG$60,459 GYD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°C-1°C

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 G$31,380 GYD 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!