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.

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Guest favorite

Cabin in Big Indian

4.96 out of 5 average rating, 257 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.

Guest favorite

Rental unit in Phoenicia

4.95 out of 5 average rating, 565 reviews

Esopus Studio, where serenity reigns

This lovely apartment is a comfy place to unwind, work remote and serves as a hub to experience the majestic beauty of the Catskills: quality linens, full kitchen, smart TV, strong internet. Guests love the heatable, light-filled 3-season porch. Superhosts for 11 years, the cottage has over 500 five-star reviews; Catskill Getaways has over 2000 five star reviews. We are committed to stellar customer service and making your vacation a memorable and restorative experience. License # 2023-STR-055P.

Guest favorite

Rental unit in Halcott Center

4.97 out of 5 average rating, 136 reviews

Mountain View Apartment

We offer a quiet and extremely clean place. We are only 6 miles from Belleayre Mtn Ski Center. Restaurants are nearby. You’ll love our place because of the neighborhood, the outdoors space, the light, and the kitchen. Our place is good for couples, solo adventurers, and business travelers. WIFI is 300mbps. We have security cameras outside only, EV Charging station on the property. We now have an outdoor fire pit (wood not included). We also have a standby generator in case of a power failure.

Guest favorite

Cottage in Chichester

4.99 out of 5 average rating, 565 reviews

Garden Cottage In The Catskills

This quaint, relaxing cottage sits among Flowering Gardens in spring & summer, incredible Fall Foliage in autumn, & a Wonderland in Winter. Enjoy a peaceful cozy & private space with nature at your doorstep, an outdoor fire pit, stargazing, & your own stone patio at the edge of the woods. We love to share our garden, come pick your own! We are in the heart of The Catskill Mountains, 2 miles from the vibrant town of Phoenicia, in the hamlet of Chichester near the Stony Clove Creek

Guest favorite

Cabin in Phoenicia

4.98 out of 5 average rating, 407 reviews

Cozy Getaway Cabin in The Catskill Mountains

Our cozy getaway Cabin that sits near a fishing stream overlooking a waterfall with large rock formations. The private grounds meander through a pristine woodland. The meticulously maintained Catskill Cabin is nestled on a hill above the babbling brook with great southern exposure. Our cabin is away from the road, so you can enjoy peace and quiet. This is an ideal location for those who love nature, privacy, and want to escape from everyday life with some style. @cabinonpantherkill

Guest favorite

Rental unit in Arkville

4.95 out of 5 average rating, 188 reviews

Catskills Hideaway - East

Enjoy the serenity of the scenic Catskill Mountains - relax in a lovely tranquil setting nestled in nature yet minutes from restaurants, galleries & shops. This spacious studio with private exterior stair access in a unique Brick House built in 1965 - the original "Guest House" on a spectacular estate - welcomes guests with breathtaking beauty & magnificent views. Luxurious amenities await in your perfect Hideaway: king size bed, en suite bathroom, kitchen, fireplace, & more!

Guest favorite

Home in Big Indian

4.98 out of 5 average rating, 181 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.

Guest favorite

Cabin in Phoenicia

4.97 out of 5 average rating, 593 reviews

Cozy Catskills Cottage on the Esopus Creek

Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

Guest favorite

Loft in Phoenicia

4.91 out of 5 average rating, 542 reviews

Luxurious sky loft w/giant tub/steam room/views

Enjoy glorious mountain views from our spacious, private sky loft just 3 minutes to the Phoenicia Diner and Woodstock Brewing. Belleayre and Hunter Mountains are a short drive away . Stunning spa bathroom with giant soaker tub, walk in steam room and radiant heated floors . Every inch is custom designed with reclaimed barn wood and wide pine board floors .Stroll to restaurants and stores on Phoenicia's Main Street. Hike the mountains from our back yard .

Guest favorite

Cabin in Arkville

4.97 out of 5 average rating, 312 reviews

Solace: perfect for all seasons; near Belleayre Mt

Less than 15 min from Bellayre Mountain and Pakatakan Reservoir. 4-wheel drive is necessary in winter months. The Catskill Forest Preserve is our backyard-literally (we have 5.9 acres that lead directly into the preserve). Only 5 min to Margaretville town center, grocery store, scenic train rides, restaurants. You'll love Solace for the secluded feel, views, cozy living space, and proximity to activities and necessities. Pets case by case.

Guest favorite

Home in Pine Hill

4.86 out of 5 average rating, 152 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

Guest favorite

Cabin in Fleischmanns

4.97 out of 5 average rating, 224 reviews

Black Bear Ridge

Driving west through the Catskills, you’ll climb a few winding mountain roads to find yourself at Black Bear Ridge. The secluded, rustic home is nestled between woods and meadows on a 5+ acre property. This 4 bedroom, 2 bath home has been lovingly updated to create an inviting woodsy cabin feel that’s perfect to share with friends & family. Follow along online @BlackBearRidge