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
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
4.92 out of 5 average rating, 121 reviews

Mountain View Hideaway

This cabin is a peaceful hideaway with spectacular mountain views tucked into a wooded cove. The hot tub along with the aura of tranquility will provide an oasis after a day of hiking, skiing or snowboarding. It’s an easy 5 minutes to Belleayre Ski Mountain and if looking to work from home, there is high speed wifi available as well as clear cellphone signals at the location. Lookout for the deer, wild turkeys, birds and much more from the porch or lounge. Check out @mountainviewhideaway on IG!

Top guest favorite
The cabin exterior features rustic wooden siding and is surrounded by lush greenery. A small staircase leads to a welcoming porch with colorful supports. Flowering plants and decorative stones enhance the garden area, providing a serene outdoor atmosphere.
Tiny home in Shandaken
4.91 out of 5 average rating, 327 reviews

Tiny House in Central Catskills

“Shelly” is our Tiny House in Central Catskills Cute and cozy and just 10 minutes to Phoenicia and Pine Hill and all the great hiking and skiing of the Central Catskills. Part of a 1940s bungalow colony lovingly restored., “Shelly” is one of three cabins which stands next to each other, offering each guest privacy without isolation. My place is good for couples and furry friends (pets). You’ll love my place because of the views and the outdoors space. At 300 sq. ft. shelly gives you cozy comfort

Guest favorite
The chalet-style home is depicted in a snowy setting, with warm light glowing from the windows. Surrounding evergreen trees are blanketed in snow, and a circular arrangement of outdoor chairs is visible in the foreground, inviting evening gatherings.
Cabin in Shandaken
4.97 out of 5 average rating, 156 reviews

Catskills Cedar House | cozy retreat near skiing

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. IG: @catskillscedarhouse Shandaken STR License 2022-STR-AO-043

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, 143 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

Guest favorite
A modern cabin is nestled among trees, with a gently flowing stream in the foreground. The landscape features scattered rocks and fallen leaves, showcasing a natural setting that blends seamlessly with the lush greenery in the background.
Cabin in Phoenicia
4.97 out of 5 average rating, 228 reviews

The Woodland Valley Spa Cabin (20min to Woodstock)

Get away from it all and connect with nature at our luxurious cabin located right in the heart of the highly coveted Woodland Valley neighborhood of the Catskills. Conveniently located 9 min from downtown Phoenicia, 20 min from Woodstock for dining and culture, and 4 min from hiking trailheads. We painstakingly and lovingly designed the spa cabin, and if you come take advantage of all that it has to offer, we have no doubt you'll come away feeling rested, rejuvenated, and at one with nature!

Top guest favorite
A charming cottage is nestled among lush greenery, featuring a white exterior with brown shutters. The entrance is framed by well-maintained shrubs and a wooden deck extends from the front. Tall trees create a serene backdrop, enhancing the peaceful environment.
Bungalow in Big Indian
4.95 out of 5 average rating, 191 reviews

The Den @ Oliverea - Minutes to Hiking and Skiing!

Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

Top guest favorite
Cabin in Margaretville
4.93 out of 5 average rating, 242 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!

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, 200 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.

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, 126 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

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, 206 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
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, 105 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
A cozy living area showcases a brown sofa adorned with decorative pillows, complemented by a patterned area rug. A rocking chair sits nearby, and a wooden table holds a stack of books. Natural light enters through two windows featuring bamboo shades.
Cottage in Phoenicia
4.95 out of 5 average rating, 318 reviews

Cozy Catskill Cottage on the Pantherkill

Cozy Cottage nestled in the Catskill Mountains minutes away from village of Phoenecia. This is a great secluded spot and easy to get to and conveniently located near great restaurants, skiing, hiking, tubing, fishing, swimming holes, Village of Woodstock. This small cottage feels bigger than it is while remaining cozy and intimate. Great getaway spot for couples or a solo retreat into the beautiful Catskill Mountains. License #2025-STR-AO-084

Popular amenities for Pine Hill family-friendly rentals

When is the best time to visit Pine Hill?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$55,625 GYDG$57,507 GYDG$57,925 GYDG$49,770 GYDG$59,598 GYDG$57,089 GYDG$61,689 GYDG$65,663 GYDG$55,416 GYDG$53,534 GYDG$59,598 GYDG$62,735 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$31,367 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!