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House vacation rentals in Pine Hill

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Top-rated house rentals in Pine Hill

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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, 116 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

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

4.95 out of 5 average rating, 198 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, 303 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 charming farmhouse is set alongside a serene pond, with lush greenery and mountains in the background. A balcony extends from the upper level, and a small dock is visible on the water. Adjacent structures contribute to the rural appeal.

Home in Arkville

4.81 out of 5 average rating, 115 reviews

Scenic farmhouse near Belleayre Mountain

Charming farmhouse overlooking the babbling Dry Brook. Entry to a large eat in kitchen that reflects natural light. Beautiful living room with hardwood floors and a stone clad fireplace. Full bathroom downstairs. The second floor offers a master suite with a balcony, large landing, walk in closet, and a full private or shared bathroom as suite has an extra bedroom. The property features a spring fed pond with a dock and pedal boat. Old logging trails that lead you up the scenic mountain.

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, 152 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, 126 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, 144 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, 109 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, 493 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, 158 reviews

Hudson Getaway w/ Hot Tub + Fireplace on 20 Acres

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, 147 reviews

4Br Mountain Brook House on 130 acres w/ trails

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, 153 reviews

Upstate Modern Scandinavian Barn in the Catskills

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, 116 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, 276 reviews

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

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, 37 reviews

Catskills Farmhouse - Modern Luxe/Old world charm

The exterior of a modern cabin is surrounded by green trees and a grassy area. A fire pit with wooden seating is positioned in front of the cabin, with a deck featuring an umbrella visible above. The cabin's entrance is adorned with a small set of steps leading up to the door.

Home in Fleischmanns

4.86 out of 5 average rating, 106 reviews

HotTub near Belleayre with free EV charging

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

Top guest favorite

A wooden deck offers views of lush greenery, featuring a mixture of tall trees and shrubs. A well-behaved dog is seen standing on the deck, and the serene landscape invites relaxation and connection with nature.

Home in Arkville

5 out of 5 average rating, 55 reviews

Mountain Escape with a Large Hot Tub and more!

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 image captures the exterior of a modern home, showcasing its wooden facade alongside natural elements. Tall trees stand near the structure, with a gravel base visible at the bottom. The design reflects a strong connection to the surrounding woodland environment.

Home in Kerhonkson

4.96 out of 5 average rating, 313 reviews

Architect's Hudson Valley Home in the Woods

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

4.86 out of 5 average rating, 49 reviews

Pine Hill Chateau - Ski Belleayre, Hunter

Private house rentals

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

4.94 out of 5 average rating, 48 reviews

Two Living Rooms + Large Kitchen

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, 72 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

An A-Frame house is showcased with a striking triangular roof and large floor-to-ceiling windows, allowing for abundant natural light. A spacious deck extends from the structure, furnished with comfortable seating and surrounded by lush greenery. Stacked firewood is neatly arranged beside the house.

Home in Margaretville

5 out of 5 average rating, 15 reviews

Luxurious A-Frame Escape in the Catskills

The image showcases a two-story blue house accented by white trim, surrounded by greenery. A spacious wooden deck surrounds the front entrance, with steps leading up to the door. Outdoor seating is visible on the deck, providing an inviting space for relaxation.

Home in Margaretville

4.89 out of 5 average rating, 28 reviews

Mountain views. AC. Firepit. Close to town.Private

An inviting living area is highlighted by a cozy seating arrangement, featuring a sofa and yellow armchairs. A modern fireplace serves as a focal point, complemented by contemporary artwork on the walls. Natural light filters through French doors, enhancing the spacious atmosphere.

Home in Fleischmanns

4.96 out of 5 average rating, 56 reviews

Modern 5 Bedroom House+VIEWS! Near SHUL/ Park

A warm living space is highlighted by neutral tones and natural light flowing through large windows. A comfortable sofa is paired with a wooden coffee table, and a TV is mounted on the wall. Green plants are placed thoughtfully around the room.

Home in Big Indian

5 out of 5 average rating, 11 reviews

Green Valley House: four-season Catskills getaway

Quick stats about house rentals in Pine Hill

Total rentals
20 properties
Nightly prices starting at
R2,286 ZAR 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