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

A bright living area features large windows that allow natural light to fill the space. A comfortable sofa is centered on a patterned area rug, complemented by a glass coffee table. Shelves hold various books and decorative items, while a wood-burning stove provides warmth.

Cabin in Big Indian

4.96 out of 5 average rating, 270 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

A gravel driveway winds through a well-maintained yard, leading towards distant mountains under a clear blue sky. Sparse trees and an American flag add to the serene landscape, indicating a peaceful outdoor setting.

Apartment in Halcott Center

4.97 out of 5 average rating, 141 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

A studio condo features a cozy sleeping area with a patchwork quilt covering a spacious bed. A TV is positioned on a wooden dresser, while a red sectional couch is adorned with various patterned pillows. Ambient light enters through a window, creating a welcoming atmosphere.

Condo in Hunter

4.96 out of 5 average rating, 502 reviews

*Great Reviews* Hunter Mtn. Cozy Clean Close Condo

Village of Hunter clean, cozy studio condo featuring vintage decor. Short walk to Ski Slopes, Snowtubing, Scenic Skyride, Dolan's Lake/Beach, Pickle Ball & Basketball Courts, Schoharie Creek, Fly Fishing, Hiking, Disc Golf, Stores, Eateries & Trailways Bus Stop. Murphy bed w/ full size comfy Casper Mattress, sectional couch, kitchen, microwave, electric wood stove, dinette, full bath, WiFi, Smart TV (no cable) w/Netflix, HBOGO, Pandora. No Pets/No Smoking or vaping in or on the property. Thanks

Guest favorite

The entrance of the apartment features a welcoming covered porch with a small table and chairs. Lush greenery and ferns surround the stone steps leading to the front door, enhancing the charming exterior of the white cottage.

Apartment in Phoenicia

4.95 out of 5 average rating, 588 reviews

Esopus Studio, where serenity reigns

This lovely apartment is a comfy place to unwind, work remote and/or 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 12 years, the cottage has over 600 five-star reviews; Catskill Getaways has over 2100 five star reviews. We are committed to stellar service and making your time here a memorable and restorative experience. License # 2023-STR-055P.

Top guest favorite

A bright living area features a blue couch adorned with decorative pillows. A wooden coffee table sits in front, complemented by a woven bowl. Vibrant artwork is displayed on the walls, and a stained glass door invites natural light. A staircase leads to the upper level.

Home in Phoenicia

4.98 out of 5 average rating, 297 reviews

Stony Clove Cottage - sleeps 6, *maximum 4 adults*

Welcome! Stony Clove Cottage sleeps a maximum 4 adults and 2 children. There are 2 queen beds and a bunkbed for children only. Located in the beautiful Catskill Mountains just 2 hours 15 mins. from NYC. Two great ski mountains, Hunter and Belleayre, are each 15 minutes away. Close to amazing hiking trails. Listen to the sound of the Stony Clove Creek and enjoy being in nature, while just 1 mile from Phoenicia's Main Street. Beautiful in all seasons! Shandaken STR License # 2023-STR-AO-059

Top guest favorite

A stone patio is surrounded by vibrant flowers and greenery, featuring a wooden table with four chairs. The cottage's large window provides a view of the inviting outdoor space, where additional potted plants add a touch of color and natural beauty.

Cottage in Chichester

4.99 out of 5 average rating, 576 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

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

4.98 out of 5 average rating, 185 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

The cottage exterior is illuminated in the evening, highlighting its wooden facade and glass double French doors. A small deck features a table with two chairs and candles, surrounded by greenery, creating a welcoming outdoor space.

Cabin in Phoenicia

4.97 out of 5 average rating, 617 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

Top guest favorite

The exterior of Solheim Cottage is showcased, featuring a well-maintained lawn with stepping stones leading to the entrance. The cottage's dark exterior contrasts with the vibrant green trees and open meadow, with expansive windows offering views of the surrounding mountain landscape.

Cottage in Halcott Center

4.97 out of 5 average rating, 310 reviews

Cozy Cottage with Stunning Mountain Views

Welcome to Solheim Cottage! Featuring gorgeous mountain views, less than two and a half hours from NYC, and ten minutes from Belleayre Ski Center, this cozy and private cottage is perfect for a romantic couples retreat, two couples, a small family, or a group of friends looking for a relaxing and quiet escape in the historic Catskills. The cottage is a short drive to Phoenicia, Woodstock, Andes, and Margaretville for shopping, dining, antiquing, skiing and exploring.

Guest favorite

A spacious and airy interior is highlighted by high ceilings and exposed wooden beams. Natural light enters through large windows, illuminating the cozy seating area and the dining space nearby. A fireplace adds a warm focal point to the room, while a transition to the outdoor area is visible through an open door.

Cabin in Fleischmanns

4.89 out of 5 average rating, 104 reviews

Hillside Hideaway: fireplace + 5 mins to Belleayre

A peaceful retreat in the Catskills on 14+ acres! Just minutes from Belleayre Ski, the Village of Fleischmanns, Arkville, Margaretville, Phoenicia, and Roxbury. Ski/snowboard at Belleayre Ski Center or nearby Plattekill Mountain, hike the property and discover Emory Brook, visit local farmers’ markets, go fly fishing or tubing on the Esopus, or just relax, grill out and enjoy the fireplace. We want to share our cabin in the Catskills with you!

Guest favorite

A cozy cabin is surrounded by a winter landscape, blanketed in snow. A wooden deck extends from the cabin, offering a space with outdoor seating. Snow-covered trees frame the scene, creating a serene and secluded atmosphere.

Cabin in Arkville

4.97 out of 5 average rating, 327 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

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

4.86 out of 5 average rating, 159 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