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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.

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Top guest favorite

Home in Roxbury

5 out of 5 average rating, 169 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

Home in Phoenicia

4.99 out of 5 average rating, 103 reviews

Modern dreamy Hudson Valley home

Gorgeously renovated 3-bedroom home in the heart of the Catskills. Enjoy your own private firepit and outdoor dining, cook and recharge in the light-filled kitchen, feel pampered in the spa-like bathroom with a heated floor - all within 5 minutes of the Phoenicia Diner & Railway Explorers. Nestled in the mountains, this home is the perfect for unwinding & offers green amenities including an EV charger and new eco heating and cooling system. Large windows bring light & views to this dreamy home.

A rustic cabin sits amid vibrant autumn foliage, surrounded by tall trees. A wooden deck wraps around the cabin, providing a spacious area for relaxation. A gravel path leads to the cabin, with a single chair positioned on the lush green lawn, inviting guests to enjoy the serene environment.

Home in Mount Tremper

4.93 out of 5 average rating, 233 reviews

Mt. Wonder: Cold Plunge, Sauna, Hot Tub and View

Welcome to the most splendid view in the Catskills. With a private outdoor spa. And just 10 min to Woodstock. This secluded cabin sits on 18 acres w/ private creek access & forest. Seeking a vacation w friends or a romantic escape? This is the place. Enjoy this rustic 2BD 1ba cabin year-round, incl the natural hot tub, sauna & cold plunge Amenities galore incl the spa, BBQ, firepit, games, wood stove & stocked kitchen. Peruse our books, be in nature or enjoy hikes & towns. This is the one.

The exterior of a charming blue house features large windows surrounded by lush greenery. A small guest cottage is visible nearby, set in a well-maintained yard with a grassy area and trees. A distinctive sculpture rests on a rock in the foreground.

Home in Shandaken

4.96 out of 5 average rating, 202 reviews

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 #2024-STR-AO-105.

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, 310 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.

4.96 out of 5 average rating, 165 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, 130 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.

Top guest favorite

A bright living area is observed, featuring cozy seating arrangements with a mix of chairs and a sofa. A television is mounted on the wall, while sliding glass doors provide views of the surrounding nature. A gas fireplace adds warmth, and a decorative rug enhances the space.

Home in Kingston

4.99 out of 5 average rating, 105 reviews

Hillside Views in Hudson Valley

Escape to this modern, cozy retreat where nature surrounds you. Fall asleep to owls, crickets, and frogs. Just 2 mins from Rosendale and a short drive to Kingston, New Paltz, and Stone Ridge, with restaurants and trails nearby. Enjoy a gas fireplace, a reading nook with treetop views, and a large deck that feels like you’re in the trees. The private outdoor space includes a fire pit, all on a serene 3-acre lot offering total peace and quiet. Your perfect Hudson Valley escape awaits!

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, 124 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.

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, 188 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.

The exterior of the house is viewed from the backyard, showcasing a spacious deck with a red umbrella. Lush green grass surrounds the area, with tall trees providing shade. The backdrop features rolling hills, creating a serene outdoor environment.

Home in Big Indian

4.91 out of 5 average rating, 134 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. - Next door to our other property, the Birch Creek Cottage.

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, 117 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.

Vacation rentals for every style

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Popular amenities for Pine Hill house rentals

Free parking on premises

Air conditioning

House rentals with a pool

Top guest favorite

Home in New Paltz

4.98 out of 5 average rating, 503 reviews

midcentury mod * HOT TUB * walk out trail 2 mohonk

A tranquil brook flows through a rocky gorge, surrounded by lush trees and rugged stone formations. The scene showcases the natural landscape, leading toward a wooden deck with a canopy, providing a peaceful retreat in a serene setting.

Home in Rhinebeck

4.88 out of 5 average rating, 156 reviews

4Br Mountain Brook House on 130 acres w/ trails

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, 122 reviews

Hawk View

Top guest favorite

An aerial view captures The Evergreen retreat set on three acres, showcasing a spacious yard surrounded by trees. A heated pool is visible beside a patio area with a dining table, while a fire pit is centrally located, enhancing the outdoor experience.

Home in Saugerties

4.99 out of 5 average rating, 101 reviews

Woodstock Retreat- Heated Pool/Hot Tub/FirePit

Top guest favorite

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, 153 reviews

Upstate Modern Scandinavian Barn in the Catskills

An in-ground pool is situated amidst a lush green landscape, surrounded by tall grass and shrubs. The house, a charming two-story structure, is visible in the background, framed by gentle hills under a pastel sky. Outdoor seating and umbrellas are arranged nearby.

Home in Grahamsville

4.89 out of 5 average rating, 103 reviews

Spacious Catskills Farmhouse w/ In-Ground Pool!

An outdoor patio area is showcased, featuring a sparkling pool surrounded by a faux stone deck. Comfortable wooden lounge chairs and a coffee table are positioned near the pool, with a hot tub visible in the background. Lush green hills stretch into the distance under a clear blue sky.

Home in Catskill

4.91 out of 5 average rating, 126 reviews

Pool*Hot Tub*Pirate Ship*Fire Pit*Luxury Farmhouse

An inviting in-ground saline pool is surrounded by lush greenery and trees. Sun loungers are placed nearby on a spacious patio, providing a serene outdoor space for relaxation. The pool area is framed by a well-maintained lawn and natural landscaping.

Home in Cottekill

4.95 out of 5 average rating, 280 reviews

Peace & Privacy - High Falls (hot tub & salt pool)

Weekly house rentals

A charming A-frame chalet is set on a green hillside, featuring large windows that frame surrounding nature. A covered deck extends from the front, with a wooden railing and outdoor seating, inviting guests to relax and enjoy the serene landscape.

Home in Margaretville

5 out of 5 average rating, 4 reviews

Cozy Catskills A-frame hideaway

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, 26 reviews

Creekside. Near Belleayre skiing & lake, shopping

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

4.95 out of 5 average rating, 56 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, 86 reviews

Peaceful streamside in nature near skiing & hike

Home in Fleischmanns

5 out of 5 average rating, 4 reviews

Mansion of the Mountains! + POOL

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, 99 reviews

Alpine House: Renovated Rustic+Modern Getaway near Belleayre Mountain

Top guest favorite

A modern house is seen, constructed with a combination of stone and wood materials. Large picture windows are positioned throughout, allowing natural light to flow in. A landscaped rocky path leads to the entrance, surrounded by greenery and trees.

Home in Rhinebeck

5 out of 5 average rating, 226 reviews

Eagle Rock House

Top guest favorite

A spacious interior features exposed wooden beams and light-colored flooring. Large windows allow natural light to illuminate the room, highlighting comfortable seating areas and a dining table. A staircase is visible, leading to the upper level, enhancing the open and airy design.

Home in Germantown

4.95 out of 5 average rating, 435 reviews

Rustic Swedish Barn/Featured in Airbnb Magazine

Private house rentals

A cozy living area features a black leather sofa facing a modern fireplace, framed by a wood-paneled wall. Two comfortable chairs are positioned for relaxation, and large windows allow natural light to fill the space. A decorative sign hangs above the fireplace, adding character.

Home in Margaretville

4.98 out of 5 average rating, 61 reviews

Apple Hill: Sweet cottage with hot tub and views

An open-concept living area showcases wooden ceilings and bright natural light from large windows. A comfortable sofa and armchair are placed around a low coffee table. A staircase leads to the upper level, and a Smart TV sits on a console in the corner.

Home in Fleischmanns

4.82 out of 5 average rating, 78 reviews

Serene Mountain Lodge w Stunning Views

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

4.85 out of 5 average rating, 39 reviews

Catskills Farmhouse - Modern Luxe/Old world charm

An open kitchen features a large, monolithic cooking island crafted from concrete, equipped with a gas cooktop and a prep-sink. Large windows provide ample natural light and views of the surroundings. Exposed wooden beams accentuate the rustic charm of the space.

Home in Bloomville

5 out of 5 average rating, 6 reviews

Inez's Farm House

Top guest favorite

An A-Frame house is showcased with a striking triangular roof and large floor-to-ceiling windows. The spacious deck is equipped with seating and surrounded by lush greenery, creating a serene outdoor environment. Natural light floods the exterior, complementing the forest backdrop.

Home in Margaretville

5 out of 5 average rating, 21 reviews

Luxurious A-Frame Escape in the Catskills

A large hot tub is positioned beneath a wooden shelter, surrounded by lush greenery. Adirondack chairs are placed nearby, providing a comfortable seating area. The bubbling water of the hot tub invites relaxation, set against a backdrop of tall trees and vibrant foliage.

Home in Arkville

4.98 out of 5 average rating, 64 reviews

Mountain Escape with a Large Hot Tub and more!

Top guest favorite

Home in East Jewett

4.98 out of 5 average rating, 59 reviews

Creekside Couple's Retreat w/Hot tub, Sauna & More

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

4.86 out of 5 average rating, 50 reviews

Pine Hill Chateau - Ski Belleayre, Hunter

Quick stats about house rentals in Pine Hill

Total rentals
20 properties
Nightly prices starting at
G$29,253 GYD 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