Family-friendly holiday rentals in Pine Hill

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.

Mountain View Hideaway

This cabin is a peaceful hideaway with spectacular mountain views tucked into a wooded cove. The hot tub along with the aura of tranquility will provide an oasis after a day of hiking, skiing or snowboarding. It’s an easy 5 minutes to Belleayre Ski Mountain and if looking to work from home, there is high speed wifi available as well as clear cellphone signals at the location. Lookout for the deer, wild turkeys, birds and much more from the porch or lounge. Check out @mountainviewhideaway on IG!

Catskills Mountain House with a Separate Cottage on a Creek

Beautifully furnished & charming with plenty of outdoor space to play around, have a fire, grill- and beautiful barn. A small stream runs on the edge of the property, perfect to sit beside, and a guest cottage with extra sleeping space (queen, trundle and aerobeds/ bathroom). It's full of unique, hand-crafted and antique furnishing and decor, (fun-fact, former residence of Freakonomics author Stephen Dubner). You'll have free range of the whole place! Shandaken STR Licence #2026-STR-AO-105.

Storybook Creekside Retreat: 8 Acres + Epic Views

STR License # 2023-STR-AO-002 Escape to our one-of-a-kind mountainside cabin in the heart of Catskill State Park. Every detail of this 120-year-old home has been thoughtfully updated into a collected, soulful retreat sitting on 8 creekside acres with sweeping mountain views and the sound of water just outside your door. Minutes from Phoenicia, Mt Tremper, Woodstock, restaurants, breweries, and some of the region's best waterfall hikes, Camp Vista Falls is your 4-season Catskills retreat

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

Catskill Cabin, Little Owl Apt #1 * * * * *

Little Owly Apartment at the base of Belleayre Mountain 🏔️ A cozy Catskills retreat with a secluded private porch Perfect for slow mornings, fresh air, and year round escapes 🌿 Natural fineness meets charming style. Thoughtfully designed for relaxed stays, with a focus on healthy living and connection to nature 🌱 Surrounded by miles of forest, enjoy mountain views, quiet moments, and the outdoors right outside your door 🦉 Follow @alpinefourseasonlodge No parties or events 🚫

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!

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.

Catskills Cedar House | central Catskills retreat

Welcome to the Catskills Cedar House! Cozy, well-designed and curated home in the heart of the Central Catskills. Perfect to unwind with friends and family in front of the fire, cook a feast in the chef's kitchen, or use as your home base to explore all the region has to offer. 10 mins to Belleayre, 30 to Hunter + Windham, 35 to Plattekill. Centrally located near Phoenicia, hiking, swimming holes, great restaurants, skiing & more. Shandaken STR License 2022-STR-AO-043

Dry Brook Cabin

The design of the Dry Brook Cabin is inspired by Scandinavian simplicity and functionality. Our aim was to create a space that offers the comfort of modern living while encouraging you to connect with the surrounding landscape. The calming sound of Dry Brook will help you escape the stresses of everyday life, and nature will gently remind you of where we truly belong. We hope you enjoy your stay here as much as we do.

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

Cabin in the Sky • Restorative Catskills Escape

There's a moment — usually 20 minutes after you arrive — when the city finally lets go. Cabin in the Sky sits at 1,671 ft above the Catskills: a private deck, a wall of windows, and not a building, road, or car in sight. Just forest, mountains, and stillness that's hard to find within 2.5 hours of NYC. This cabin books out weeks in advance. If you're seeing it available, book it.