
Family-friendly holiday 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.

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

Phoenicia Cozy Yurt - for the Holidays
5 minutes from Phoenicia. A comfy Yurt for 2 amid wild elderberry, peach, pear and apple trees, a goldfish pond and forested hills. A secret meadow for sun worshiping, meditation and watching dark milky way skies. Cold, UV purified spring water. Skiers welcome: Cozy heat in the Yurt down to zero! The gas fired hot shower is glass enclosed. Fast WiFi. Odor-free composting toilet. Mini-kitchen, fire circle and gas grill. All people of every race, religion, gender and nationality are welcome here!

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

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.

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.
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.

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.

"Your Country Getaway at Beulah Land Farm."
Enjoy a one bedroom apartment with a private entrance. Head up the old rear staircase around the back of a quaint 100 year old farmhouse. Stairs are a little steep. There is a kitchenette with a two burner stove, sink and under counter fridge. There is one full bath with a shower stall. In the living area there is a day bed with an extra twin mattress underneath. There is wireless internet for your use as well. It is 25 minutes to ski areas.

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

HotTub near Belleayre with free EV charging

Beautiful Catskills Retreat 3 mins from Belleayre

Tiny glamping cabin with mineral spring hot tub

Crows Nest Mtn. Chalet

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

Romantic Cabin with Sauna & Wood Fired Hot Tub

Gorgeous Ski Chalet - 7 mi to Belleayre (hot tub)

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

Hideaway Windham/Hunter Fireplace, Snow & Skiing

Creekside Cottage in the heart of Phoenicia

Creekside of the Moon A-frame Cabin

Succurro : Studio

Cozy Creekside Cabin•8 acres•Fireplace•VIEWS

Yanity House

Birch Creek Mountain House

Catskills Cedar House | cozy retreat in the woods
Family-friendly home rentals with a pool

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

The Loft at Bearpen Mtn; near Hunter & Windham

Kapitan’s Cottage Private Upstate Catskill Retreat

Spruced Moose Lodge & Treehouse w/ New Hot Tub!

Country Cottage w/ HOT TUB & Views
When is the best time to visit Pine Hill?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $346 SGD | $358 SGD | $361 SGD | $310 SGD | $371 SGD | $355 SGD | $384 SGD | $409 SGD | $345 SGD | $333 SGD | $371 SGD | $390 SGD |
| 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 holiday rentals that are family-friendly in Pine Hill

Total holiday rentals
Explore 50 holiday rentals in Pine Hill

Nightly prices starting at
Pine Hill holiday rentals start at $182 SGD per night before taxes and fees

Verified guest reviews
Over 3,620 verified reviews to help you choose

Pet-friendly holiday rentals
Find 20 rentals that welcome pets

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
40 of Pine Hill holiday rentals include wifi 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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- Rentals with a firepit Pine Hill
- Rentals with a fireplace Pine Hill
- Pet-friendly rentals Pine Hill
- Rentals with a hot tub Pine Hill
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- Resorts World Catskills
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- John Boyd Thacher State Park
- Howe Caverns
- Glimmerglass State Park
- Walkway Over the Hudson State Historic Park
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