
Family-friendly vacation rentals in Pine Hill
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Top-rated family-friendly rentals in Pine Hill
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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.

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

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

Phoenicia Cozy Yurt - Fall Foliage Peak!
5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberries, peach trees, a goldfish pond and forested hills. A private back meadow for sun worshiping and meditation. Cold, UV purified mountain spring water. Skiers welcome: Cozy heat in the Yurt down to 10 below! The gas fired hot shower is glass enclosed and solar warmed on sunny mornings. 12v & 110v electric & fast WiFi. Odor-free, cedar, maple, and mahogany composting toilet. Mini-kitchen with tasty treats. Fire circle and gas grill.

The Porch Upstate Super clean
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 will definitely will share our veggies and fruit with you . We have 3 sheep , 10 chickens and 5 barn cats .Halcottsville has its own post office ,voluntary fire department and a beautiful Lake.
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.

Cozy Cabin: Fish, Hike/Bike, Explore the Catskills
Back due to popular demand! Cozy lil cabin just of a country hwy. The perfect getaway. NOTE: Living Room Furniture Changed (for the better) - Photos of new setup to come in late Spring 2025. 15 mins to Hunter Mountain, 20 mins to Windham, 25 mins to Belleayer. 15 mins to Pheonicia. 30 mins to Woodstock. A perfect place to go hiking, fishing, or just take in the surrounding nature. Fully stocked kitchen. Washer/dryer. Outdoor fire pit. Private bedroom with very comfy queen bed.

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.

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.

Catskill Cabin, Chill Apartment, 1st Fl * * * * *
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 Farmhouse is surrounded by miles of preserved forest land. Enjoy the mountain views. Parties or events are not allowed.

Cozy Phoenicia Apartment
Surrounded by mountains, our Phoenicia apartment is an ideal spot to relax and enjoy the Catskills. We’re a short stroll from the shops and restaurants of Main Street, across the street from the creek for cooling off, around the corner from a lovely playground and three hiking trails. Weekends are filled with shows at the playhouse and the best Farmer’s Market around. Come see why Phoenicia is one of the coolest small towns in the country. @greenwood_inn

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
Popular amenities for Pine Hill family-friendly rentals
Family-friendly home rentals with a hot tub

Modern & Chic Log Home-Spectacular Mountain Views!

Little Red Cabin Near Windham & Hunter w/ Hot Tub

HotTub near Belleayre with free EV charging

Willow Treehouse - secluded, unique, romantic

Crows Nest Mtn. Chalet

Mountain View Chalet: AC, Hot Tub, Firepit, Games

Romantic Cabin with Sauna & Wood Fired Hot Tub

Catskills Retreat: 4Br l Fire-pit l Hot Tub l Hike
Family- and pet-friendly home rentals

Creekside of the Moon A-frame Cabin

Cozy Catskills Cottage with Mountain Views

Succurro : Studio

Catskill Chalet - A Relaxing Mountain Retreat

Birch Creek Mountain House

Cozy 1-bedroom log cabin in the mountains

Catskills Cedar House | cozy retreat in the woods

Catskills Cabin Winter Oasis - Ski, Hike, & More!
Family-friendly home rentals with a pool

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Ski & Sauna! Modern Mountain Escape

Cottage with Private Deck on 8 acres of Woods

Full Moon Resort-MSC HikingTrails-Belleayre

Only Ski In Out on Mtn | Hike, Golf, Fish, Relax

Kapitan’s Cottage Private Upstate Catskill Retreat

Country Cottage w/ HOT TUB & Views

Mtn View Lux Dome w/ Heated Plunge Pool
When is the best time to visit Pine Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ977 | ﺩ.ﺇ1,010 | ﺩ.ﺇ1,017 | ﺩ.ﺇ874 | ﺩ.ﺇ1,047 | ﺩ.ﺇ1,003 | ﺩ.ﺇ1,083 | ﺩ.ﺇ1,153 | ﺩ.ﺇ973 | ﺩ.ﺇ940 | ﺩ.ﺇ1,047 | ﺩ.ﺇ1,102 |
| Avg. temp | -4°C | -2°C | 2°C | 9°C | 14°C | 19°C | 22°C | 21°C | 17°C | 10°C | 5°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 ﺩ.ﺇ514 per night before taxes and fees

Verified guest reviews
Over 3,620 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!
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- Family-friendly rentals Ulster County
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
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