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 $253 NZD per night before taxes and fees

  • Verified guest reviews

    Over 3,810 verified reviews to help you choose

  • Pet-friendly accommodation

    Find 20 rentals that welcome pets

  • Rentals with dedicated workspaces

    20 properties have a dedicated workspace

  • Wi-Fi availability

    40 of Pine Hill holiday 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!

Top-rated family-friendly rentals in Pine Hill

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

1 of 1 pages1 / 1
Top Guest favourite
Cabin in Big Indian
4.96 out of 5 average rating, 302 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.

FamilyKitchenLong stay

Superhost
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
4.85 out of 5 average rating, 162 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

Indoor spacesKitchenTV

Guest favourite
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
4.92 out of 5 average rating, 154 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!

Indoor spacesFamilyTV

Top Guest favourite
A serene pond reflects vibrant autumn foliage and a gentle slope of trees. The surrounding area is lush with greenery, while the clear blue sky adds depth to the picturesque landscape, creating a peaceful retreat in nature.
Cottage in Big Indian
4.99 out of 5 average rating, 112 reviews

The Pond House ~ 5 Min to Belleayre ~Outdoor Fun

Bring your family to this spacious and entertaining 8BR 3Bath oasis. Find your inner peace sitting by the pond and watching the ducks glide through the water. Let the soft rumble of Birch Creek flowing through the back of the property lull you into daydreaming. The comfy design and rich amenity list will leave you in awe. ✔ 8 Comfortable BRs ✔ Fully Equipped Kitchen ✔ Pond and Creek Access ✔ Outdoors (BBQ, Fire Pit, Hammock) ✔ Game Room ✔ High-Speed Wi-Fi ✔ Free Parking Learn more below!

FamilyIndoor spacesHeating

Guest favourite
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, 153 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.

Indoor spacesFamilySkiing

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, 136 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

KitchenIndoor spacesGetting around

Top Guest favourite
A large hot tub is positioned beneath a wooden shelter, surrounded by lush greenery. Adirondack chairs are placed nearby, providing a comfortable seating area. The bubbling water of the hot tub invites relaxation, set against a backdrop of tall trees and vibrant foliage.
Home in Arkville
4.96 out of 5 average rating, 112 reviews

Mountain Escape with a Large Hot Tub and more!

Escape to a serene retreat with a large 6-person hot tub, Adirondack chairs by the firepit, and a grill for perfect evenings. Just minutes from Belleayre skiing, hiking trails, world-class fishing, and year-round activities. Enjoy wildlife from the wrap-around deck, practice yoga, read, or listen to the soothing mountain creek. Embrace the moment and forget your worries! Nestled on a private road, this haven requires 4-wheel drive in winter. Book now for an unforgettable experience!

KitchenIndoor spacesGetting around

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, 139 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.

KitchenIndoor spacesValue

Guest favourite
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, 195 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.

KitchenFamilyAccess

Top Guest favourite
The exterior view showcases a blue cabin with a welcoming deck leading to several outdoor planters. Expansive mountain views create a scenic backdrop under a partly cloudy sky, with rich green foliage framing the scene.
Cottage in Fleischmanns
4.94 out of 5 average rating, 158 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!

FamilyKitchenOutdoor spaces

Guest favourite
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
4.96 out of 5 average rating, 160 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

FamilyIndoor spacesHot tub

Guest favourite
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, 167 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

Indoor spacesKitchenBathroom

Popular amenities for Pine Hill family-friendly rentals

When is the best time to visit Pine Hill?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$496 NZD$549 NZD$464 NZD$453 NZD$471 NZD$419 NZD$498 NZD$530 NZD$448 NZD$495 NZD$500 NZD$488 NZD
Avg. temp-4°C-2°C2°C9°C14°C19°C22°C21°C17°C10°C5°C-1°C