Family-friendly vacation rentals in Pine Hill

Find and book unique family-friendly homes on Airbnb

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

  • Total vacation rentals

    Explore 40 vacation rentals in Pine Hill

  • Nightly prices starting at

    Pine Hill vacation rentals start at G$31,383 GYD per night before taxes and fees

  • Verified guest reviews

    Over 3,810 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

    40 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!

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, 303 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
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
4.86 out of 5 average rating, 166 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
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, 155 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!

Guest favorite
A serene lakefront scene is highlighted by a circular arrangement of five red Adirondack chairs around a fire pit. Lush greenery surrounds the area, and a tranquil lake reflects the sky and nearby trees, creating a peaceful outdoor retreat.
Barn in Big Indian
4.93 out of 5 average rating, 100 reviews

(RE)Barn | Lakefront Mountain Retreat by Belleayre

Imagine yourself in this (RE)Barn: with rustic charm & modern luxury. This 100+ year-old gem has been transformed into your ultimate getaway spot. Picture this: private lakefront, dreamy mountain views, and trails to be explored or Bellayre to be Skied. The blend of old-school-cool and new-age comfort : century-old timbers that'll make you swoon.This is where history, modernity and nature seamlessly blend for your most relaxing vacay yet. Answer the call to hang out by the lake and fire-pit!

Top guest favorite
A charming house is nestled among trees at the edge of a gently flowing stream. Smooth stone steps lead up to the home, which features a wide porch that extends out, offering a view of the lush greenery surrounding it.
Home in Big Indian
4.99 out of 5 average rating, 100 reviews

Peaceful streamside in nature near skiing & hike

Find yourself at the base of Rose Mountain in a beautiful architect designed home. Relax to the sound of a beautiful year around stream. Easily accessible 5+ acres surrounded by State park land. Hiking trail right out the door. 5 mins to Bellearye Mountain, 15 minute to Full moon Resort and 1 minute Peekamoose restaurant and Pine Hill Lake. 14 minutes to Phoenicia. Gourmet kitchen, big dining room with an outstanding view. We have Air Conditioning, but it is rarely needed. #2025-str-AO-012

Top guest favorite
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, 113 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!

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

Top guest favorite
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, 113 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!

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, 140 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
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, 196 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 favorite
A garden brimming with vibrant orange flowers is set in front of a dark structure. A red building is visible in the background, surrounded by lush trees, adding to the green landscape. This serene outdoor space emphasizes a natural and welcoming environment.
Bungalow in Margaretville
4.96 out of 5 average rating, 390 reviews

The Porch Upstate Super clean

We are 8 miles away from ski slopes in both directions. .Halcottsville is a tiny hamlet In the heart of the Catskills .The porch is a compound with an old general store built in 1890 which is available for rent .We also have a restored barn , gardens and Apple orchard . The Bungalow is super private and still right on Main Street in Halcottsville. we have six goats and a mini horse named Batman. No cats allowed only dogs under 20 pounds and you need to let us know..

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
4.96 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

Popular amenities for Pine Hill family-friendly rentals

When is the best time to visit Pine Hill?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$61,511 GYDG$67,997 GYDG$57,536 GYDG$56,071 GYDG$58,373 GYDG$51,887 GYDG$61,720 GYDG$65,695 GYDG$55,444 GYDG$61,302 GYDG$61,929 GYDG$60,465 GYD
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