
Vacation rentals in Pine Hill
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Top-rated vacation rentals in Pine Hill
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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.

The Waterfall Casita: A-frame with 30ft Waterfall
Nestled among Hemlock trees & steps from a 30 ft waterfall is our cozy A-frame cabin. Sitting on 33 private acres connected to state land, enjoy waterfall views while sipping coffee in front of the fireplace. The casita was intentionally designed to feel like a home away from home. In summer, cool off in the waterfalls & private streams, in autumn take in the stunning foliage & in winter ski/snowboard at Belleayre (25 mins away). Alder Lake & the Pepacton Reservoir fishing are a 10 min drive.

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.

Modern A-Frame in Catskills Park & 3 mins to Ski
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
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.

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.

Simple, cozy cabin in the Central Catskills
"Joan" is our Simple, cozy cabin just 10 minutes to Phoenicia and Pine Hill and all the great hiking of the Central Catskills. Part of a 1940s bungalow colony lovingly restored, “Joan” is one of three cabins which sits next to each other. She sits between Shelly and Georgie, still offering each guest privacy without isolation. Joan is good for couples, and at 215 square feet, Joan will give you a nice, cozy feel. You’ll love my place because of the views and the outdoor space.

Crows Nest Mtn. Chalet
Elevated into the Mountainside, Crow’s Nest looks out onto a spectacular view of the Catskill Mountain range of Belleayre. Grab a cup of coffee and watch the sunrise from the back deck or bask in the glow of the sunset while relaxing in the hot tub or hammock. This is an incredible place to unwind and take in that fresh mountain air or retreat to one of the many hangout spots in this newly renovated home. Follow us on IG : @crows_nest_catskills

Gingerbread House- a 1950s Catskills Chalet
Perched high among the trees, Gingerbread is a 1950’s Swiss chalet that sits on 4 acres. This is the house everyone slows down for, points and says ‘ that’s the house I would want Upstate’. Well ….she's taken. But I am so happy to welcome you as guests for a short period of time. Gingerbread comes with all the little touches making it feel like the perfect home away for a week, weekend or however long you can escape your regular life.

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.
Popular amenities for Pine Hill vacation rentals
Other great vacation rentals in Pine Hill

Creekside. Near Belleayre skiing & lake, shopping

Cozy Cabin in the Catskills

littleburnthouse in Highmount NY

Peaceful streamside in nature near skiing & hike

Luxe Tiny Cabin • Streamside • Fly Fish • Firepit

Casa Filomena Incredible Mtn Views

Hideaway Barn

Catskills Cabin on Creek near Belleayre
Quick stats about vacation rentals in Pine Hill
Total rentals
60 properties
Nightly prices starting at
€ 69 before taxes and fees
Total number of reviews
4.3K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
30 properties allow pets
Rentals with dedicated workspaces
30 properties have a dedicated workspace
Frequently Asked Questions
What are the most popular amenities for House Rentals in Pine Hill?
Enhance your stay in our House Rentals with the most popular amenities: over 20 homes with a kitchen, over 20 homes with wifi, over 10 homes with air conditioning, over 20 homes with free parking, and more. Indulge in the ultimate retreat, tailored to your preferences.
Are there vacation rentals with a dedicated workspace in Pine Hill?
Yes! Work meets play with ease at over 30 vacation rentals in Pine Hill featuring dedicated workspaces. Stay connected and productive in your home away from home.
Are there family-friendly vacation rentals in Pine Hill?
Pine Hill has more than 50 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.
Do house rentals in Pine Hill have free parking?
Absolutely! We offer over 20 house rentals with free parking in Pine Hill. Enjoy a tailored experience with all the comforts you desire.
Are there pet-friendly vacation rentals in Pine Hill?
Four-legged friends are welcome in Pine Hill. Choose from more than 30 vacation rentals for guests traveling with pets.
How much does it cost to stay in house rentals in Pine Hill?
Experience the best of Pine Hill with our house rentals, starting at about $140 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.
Do bed and breakfast rentals in Pine Hill have wifi?
Absolutely! We offer over 10 bed and breakfast rentals with wifi in Pine Hill. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Pine Hill have a kitchen?
Absolutely! We offer over 20 house rentals with a kitchen in Pine Hill. Enjoy a tailored experience with all the comforts you desire.
Destinations to explore
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- Hunter Mountain
- Bethel Woods Center for the Arts
- Belleayre Mountain Ski Center
- Minnewaska State Park Preserve
- John Boyd Thacher State Park
- Howe Caverns
- The Kartrite Resort & Indoor Waterpark
- Glimmerglass State Park
- Resorts World Catskills
- Zoom Flume
- Walkway Over the Hudson State Historic Park
- Windham Mountain
- Taconic State Park
- Villa Roma Ski Resort
- Opus 40
- Plattekill Mountain
- Hunter Mountain Resort
- Benmarl Winery
- Millbrook Vineyards & Winery
- Hudson Chatham Winery