We’re sorry, some parts of the Airbnb website don’t work properly without JavaScript enabled.

Airbnb your place

House vacation rentals in Pine Hill

Find and book unique houses on Airbnb

Top-rated house rentals in Pine Hill

Guests agree: these houses are highly rated for location, cleanliness, and more.

0 of 0 items showing

1 of 3 pages

Top guest favorite

A cozy outdoor space features comfortable seating and a modern fireplace, set against a stunning backdrop of lush trees and a colorful sunset. A hot tub is visible nearby, inviting relaxation. Soft lighting adds a warm touch to the tranquil atmosphere.

Home in Lexington

4.99 out of 5 average rating, 114 reviews

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

Spacious, peaceful lux cabin atop the Catskills. Enjoy mountain views, make smores, & soak in the hot tub. Catch up in the vaulted room by the fireplace w/ our wide game selection, while others watch movies downstairs. Host a dinner party with our fully equipped kitchen. Centrally located, 20 mins to 6 towns. Visit breweries, antique shops, dine, hike, fish, golf, or relax. Fast 600mbps internet. Perfect for groups, families, kids & pets. WFH, newborn, pet friendly. 3+ nights get discounted rate

Top guest favorite

Home in Roxbury

5 out of 5 average rating, 161 reviews

Private 3BR escape w/ sweeping Mt Views & Firepit!

Click: "Show more" to read description before booking. NO PETS Perched high on a private road, The Ridge is a 3 BR / 2 bath newly constructed modern farmhouse w/ sweeping mountain views. Relax & dine outdoors on the wrap around deck & discover all of the comforts of home inside the open concept living space. Set on 5 mountainside acres, 3 min to Roxbury town & 10 min to wedding venues. Outdoor adventures await- 4 season activities at ski mountains, hiking, golf, farmers markets & culinary tours

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, 301 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

A modern cabin design features broad wooden slats and floor-to-ceiling glass doors. A spacious deck includes loungers and a hot tub, surrounded by lush greenery, enhancing the outdoor aesthetic. Soft lighting illuminates the seating area, creating a welcoming environment.

4.95 out of 5 average rating, 147 reviews

Modern House with Mountain View @Getawind

Experience luxury and comfort in our newly built property. Marvel at the breathtaking panoramic views of Rusk mountain through floor-to-ceiling windows. Unwind in the sauna or hot tub, and gather around the fire pit for cozy evenings. Enjoy outdoor movie nights with our projector, or savor grilled delights in the patio area. Warm up by the fireplace, explore Ski resorts, Golf Clubs and more. It's the perfect retreat for families and friends. Book now and create unforgettable memories!

Top guest favorite

The living area features a spacious, light-filled design with high ceilings and warm wood accents. A large sectional sofa surrounds a round coffee table atop a soft area rug. Natural light pours through extensive windows, while a sleek black chair adds a modern touch.

Home in Fleischmanns

4.96 out of 5 average rating, 125 reviews

Renovated Cozy Catskills Getaway! BBQ, WFH, Relax!

Welcome to Ollies House, named after the my rescue pup Oliver. The home is newly renovated and furnished featuring an indoor wood burning fireplace, 3 bedrooms and 2 full baths. Its located on 5 peaceful and private acres. Ollies House is a great choice for those looking to be active or enjoy a staycation. Located in the heart of the Catskills the house is minutes from Belleayre and 35 mins to Hunter. Situated between Margaretville and Phoenicia with tons of things to do in the area.

A circular stone fire pit area is surrounded by five red Adirondack chairs on a well-maintained grassy lawn. Lush green trees provide shade, with a view of a charming house in the background, contributing to a serene outdoor setting.

Home in Big Indian

4.94 out of 5 average rating, 122 reviews

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.

The open living area features a light-filled design with high vaulted ceilings and a spiral staircase leading to a loft. A modern kitchen island sits in the foreground, surrounded by wooden dining chairs. A cozy lounge area is visible with a sectional sofa and large windows providing natural light.

Home in Big Indian

4.91 out of 5 average rating, 131 reviews

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. Please let us know if you are bringing pets. See below for details.

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.

A spacious house is surrounded by greenery, showcasing a wooden ramp leading to the entrance. The exterior features a combination of textured surfaces, complemented by large windows and a central chimney. Lush trees provide shade, enhancing the inviting outdoor atmosphere.

Home in Highmount

4.81 out of 5 average rating, 143 reviews

Beautiful Catskills Retreat 3 mins from Belleayre

Finally available again for rental after being off the market for 3 years!!! Whether you are planning a family vacation, a w/e of leaf peeping or a winter ski week, our 4 bedroom house located 2 mins from Belleayre Mtn and only 2 hrs from NYC/NJ is the perfect choice! Explore the glorious Catskills, shop the Farmers' Market, relax in the hot tub, snooze in the hammock or just hang out with friends and family! Doesn't get better than this!

Top guest favorite

A charming Swiss chalet is nestled among tall trees, surrounded by lush greenery. The house features a welcoming deck and multiple windows that provide natural light. A stone path leads to the entrance, inviting guests to explore the tranquil outdoor setting.

Home in Big Indian

4.98 out of 5 average rating, 108 reviews

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.

Top guest favorite

An inviting entryway features a wooden staircase with ornate banisters and a charming bench against the wall. Natural light filters through a nearby window, illuminating the rich wood paneling and warm tones of the floor. A ceiling fan adds to the comfortable atmosphere.

Home in Pine Hill

4.96 out of 5 average rating, 142 reviews

Birch Creek Retreat ~ 8BR/8BA New Hot Tub + Sauna

Charming, spacious, historical place for families to bunker up in a natural setting. Stay at this private, sprawling country house situated on 23 acres of woodlands. There is a barn and a rare keystone bridge on the property with a meandering stream that runs throughout. Perfect place to host memorable family reunions, friends gatherings & all season getaways! :) Please inquire for use of the barn. License #2024-STR-AO-027P

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

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

Stylish accommodations and amenities

Unique stays

Spaces that are more than just a place to sleep

Homes

Comfortable places with all the essentials

Popular amenities for Pine Hill house rentals

Free parking on premises

Air conditioning

House rentals with a pool

A serene view of a private lake is complemented by a well-maintained pool area. Lounge chairs and umbrellas are arranged around the pool, with lush greenery and trees framing the landscape. The clear water of the lake reflects the surrounding nature under a soft, cloudy sky.

Home in Stormville

4.94 out of 5 average rating, 183 reviews

Private Hudson Valley Country Retreat

Top guest favorite

Home in New Paltz

4.98 out of 5 average rating, 490 reviews

midcentury mod * POOL * walk out trail to mohonk

A stock tank plunge pool is surrounded by a wooden deck and gravel, featuring a pink flamingo float. A lounge chair rests nearby, inviting relaxation in the natural setting of greenery.

4.96 out of 5 average rating, 156 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

A serene heated saltwater pool is framed by lush greenery, reflecting the sky above. A rustic wooden edge provides a natural transition between the pool and the surrounding landscape, which includes a prominent tree adding to the tranquil ambiance.

Home in Woodstock

4.92 out of 5 average rating, 245 reviews

Little owl Japanese teahouse: pool is OPEN

Top guest favorite

A spacious deck features two comfortable chairs and a round table at its center, offering a clear view of the expansive Catskill Mountain landscape. Lush greenery and rolling hills stretch into the distance under a bright blue sky.

Home in Stamford

4.98 out of 5 average rating, 115 reviews

Hawk View

An open living space features a grand piano positioned near large windows that offer views of the surrounding mountains. A light-colored sectional sofa and a round coffee table create a comfortable seating area, accented by a dining table beside it. Natural wood beams add architectural interest.

Home in Saugerties

5 out of 5 average rating, 152 reviews

Upstate Modern Scandinavian Barn in the Catskills

An aerial view captures a stylish retreat surrounded by lush greenery. A wooden deck outlines a rectangular saltwater pool, accompanied by lounge chairs and large umbrellas. A shaded seating area is positioned nearby, promoting outdoor relaxation.

Home in Kerhonkson

4.93 out of 5 average rating, 118 reviews

Modern Lux 5-Bed, Pool Open! Dogs Welcome

A welcoming front patio is shown with two chairs positioned near the house. Surrounding lush green grass extends to the horizon, featuring a backdrop of gentle hills and a few distant buildings, including a red barn, under a clear blue sky.

Home in Narrowsburg

4.95 out of 5 average rating, 202 reviews

Modern House with Private Pool, Hot-Tub, Fireplace

Weekly house rentals

A sitting area features dual windows that bring in natural light, complemented by built-in seating adorned with striped and solid cushions. A small white table occupies the center, while a comfortable chair invites relaxation. A plush area rug enhances the warm ambiance.

Home in Pine Hill

4.86 out of 5 average rating, 36 reviews

Catskills Farmhouse - Modern Luxe/Old world charm

An open and airy space features a high wooden ceiling with large triangular windows allowing natural light to flood in. A comfortable seating area is highlighted by a light-colored couch, while a flat-screen TV is mounted on the wall, creating an inviting atmosphere for relaxation.

Home in Fleischmanns

4.96 out of 5 average rating, 46 reviews

Two Living Rooms + Large Kitchen

Top guest favorite

A charming house is nestled among trees at the edge of a gently flowing stream. Smooth stone steps lead up to the home, which features a wide porch that extends out, offering a view of the lush greenery surrounding it.

Home in Big Indian

5 out of 5 average rating, 83 reviews

Peaceful streamside in nature near skiing & hike

A grassy outdoor area features four blue Adirondack chairs arranged around a fire pit. Surrounding trees display varying shades of green and hints of autumn colors, offering a serene, natural backdrop.

Home in Arkville

4.88 out of 5 average rating, 16 reviews

Secluded Catskill Getaway - 5 Mins to Belleayre

The exterior of a charming alpine house is surrounded by lush greenery. A spacious deck extends from the house, featuring outdoor seating and a hot tub. The red shade sail offers protection from the sun, complementing the natural setting.

Home in Pine Hill

4.98 out of 5 average rating, 96 reviews

Alpine House: Renovated Rustic+Modern Getaway near Belleayre Mountain

The exterior of Pine Hill Chateau showcases a modern two-story structure with white siding and black accents. Large windows invite natural light, while a stone pathway leads to the entrance. The surrounding yard features well-maintained grass and scattered autumn leaves.

Home in Pine Hill

4.85 out of 5 average rating, 48 reviews

Pine Hill Chateau - Ski Belleayre, Hunter

Top guest favorite

A charming Victorian-style cottage is surrounded by lush greenery, featuring a blue exterior with white accents. A welcoming front porch with railings is visible, alongside a vibrant yellow door that adds a pop of color. Nearby flora enhances the inviting presentation of the home.

Home in Fleischmanns

5 out of 5 average rating, 82 reviews

Blue Bell Knoll • Mountain Home • Hot Tub

Top guest favorite

A spacious living room features an oversized corner couch with patterned upholstery, inviting comfort. A rustic coffee table occupies the center of the room, complemented by a colorful area rug. Natural light enters through the glass door, enhancing the warm ambiance.

Home in Kerhonkson

4.87 out of 5 average rating, 866 reviews

Dream House in the Gunks

Private house rentals

Top guest favorite

The chalet is showcased from an elevated angle, revealing a two-story structure with large windows and a wooden deck. Colorful umbrellas in blue, orange, and yellow adorn the seating area, surrounded by lush greenery. A fire pit is visible on the patio, enhancing outdoor social spaces.

Home in Fleischmanns

5 out of 5 average rating, 19 reviews

Tree Top Chalet

A spacious living room is arranged with a large sectional couch and a wooden coffee table. A modern television is mounted on the wall, while a gas woodstove provides warmth. Natural light enters through multiple windows, enhancing the relaxed atmosphere.

Home in Pine Hill

4.88 out of 5 average rating, 25 reviews

Creekside. Near Belleayre skiing & lake, shopping

Top guest favorite

A vibrant red farmhouse stands surrounded by lush greenery and a gently sloping meadow. Natural light highlights the building's classic architecture, featuring multiple windows and a distinctive roof. A rustic fence and gate add to the inviting outdoor space.

Home in Halcottsville

5 out of 5 average rating, 44 reviews

Luxury farmhouse at the porch

A spacious living area features leather couches arranged around a wooden coffee table. Colorful hand-painted ceiling tiles add character, while large glass doors provide natural light and views of the outdoor deck. An inviting dining space is visible in the background.

Home in Big Indian

4.92 out of 5 average rating, 13 reviews

MoonBeam - A 3 BR+Loft Boho Retreat

A bright and open kitchen features a large island with a textured wood base and seating for three. Large windows invite natural light, and minimalist cabinetry offers a clean aesthetic. Appliances are stainless steel, enhancing the modern design.

Home in Roxbury

4.94 out of 5 average rating, 71 reviews

Canopy Hill House - Modern w/ Pool+Hot Tub+Mt View

A modern house with large windows is nestled among bare trees, offering a view of the surrounding landscape. The structure features a deck with seating, inviting relaxation, while snow blankets the ground, enhancing the serene atmosphere.

Home in Margaretville

4.97 out of 5 average rating, 29 reviews

Modern Catskills Escape w/ Hot tub, Creek, & Views

Top guest favorite

A modern A-Frame house showcases a striking triangular design with a front deck adorned with seating. Floor-to-ceiling windows reflect the surrounding greenery, while a cozy wood pile and natural timber posts are visible in the foreground. The serene forest provides a tranquil backdrop.

Home in Margaretville

5 out of 5 average rating, 15 reviews

Luxury Catskills A-Frame with Hiking Trails

The exterior view of Deer Casita is presented, showcasing a charming black house set amidst lush greenery. A small wooden deck is visible in the front, surrounded by manicured grass and trees, enhancing the peaceful, natural setting.

Home in Big Indian

4.98 out of 5 average rating, 83 reviews

The Deer Casita: Your Summer Catskills Hideaway

Quick stats about house rentals in Pine Hill

Total rentals
20 properties
Nightly prices starting at
€ 112 before taxes and fees
Total number of reviews
1.6K reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Destinations to explore