Vacation rentals in Pine Hill

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Top-rated vacation rentals in Pine Hill

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Top guest favorite
A peaceful outdoor scene features red Adirondack chairs positioned on lush green grass. The morning sun casts long shadows, illuminating the surrounding trees and the misty mountain view in the background.
Cabin in Arkville
4.92 out of 5 average rating, 128 reviews

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!

Top guest favorite
The cottage's exterior is surrounded by lush greenery, with a spacious deck featuring a dining table and chairs. An umbrella provides shade over the seating area. A wooden staircase leads from the deck to the grass. Trees create a serene backdrop.
Cottage in Phoenicia
4.97 out of 5 average rating, 263 reviews

Direct streamside with private stream access

House next door also available: airbnb.com/h/nyhawkhouse The Eagle Cottage is a 2 bdr on the Esopus creek. The cottage is 15 min. to the Ashokan reservoir and ski slopes, and 20 min. to Woodstock. Enjoy private access to the stream. This spot has some of the best fishing holes on one of the best trout streams in NY. Take a beautiful hike nearby as well! Newly furnished, large wrap around deck with stream view, full kitchen, outdoor fireplace and grill. Please note fireplace is non functioning

Top guest favorite
The A-frame cabin is surrounded by vibrant autumn foliage, showcasing hues of gold and orange. A welcoming red door stands out against the green exterior. A wooden deck extends from the cabin, providing an inviting entry point amidst the natural landscape.
Cabin in Margaretville
5 out of 5 average rating, 241 reviews

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.

Top guest favorite
A charming cottage is nestled among lush greenery, featuring a white exterior with brown shutters. The entrance is framed by well-maintained shrubs and a wooden deck extends from the front. Tall trees create a serene backdrop, enhancing the peaceful environment.
Bungalow in Big Indian
4.95 out of 5 average rating, 198 reviews

The Den @ Oliverea - Minutes to Hiking and Skiing!

Nestled into a quiet through road that goes to some of the best hiking nearby (hello Slide Mt.!) and just 10 minutes away from skiing at powder-coated Belleayre, my charming little two bedroom cottage is ready for your family or group's adventures. There is no cell service here, but fast Internet awaits the remote worker, with a modern mesh network providing indoor/outdoor coverage. Comfy beds, a stocked kitchen, a hot shower, and mountain peace await! Shandaken STR License #2022-STR-001P

Guest favorite
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
4.82 out of 5 average rating, 143 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.

Guest favorite
A serene waterfall cascades over smooth rock formations, surrounded by lush green foliage and autumn leaves. Gentle water flows create a calming sound, while amber sunlight filters through the trees, illuminating the natural landscape.
Home in Margaretville
4.83 out of 5 average rating, 108 reviews

FOUR SEASON Huge Catskills Home-Secret Waterfall

Winter wonderland halfway between Belleayre and Plattekill! SUN-DRENCHED 4000 sqf Contemporary sits on 6 wooded acres, adjacent to state lands, private HIKING trails, glorious streams and a hidden WATERFALL. Close popular WEDDING venues,SKI resorts, next to Hanah GOLF Club. Outside large stone FIRE PIT and multiple DECKS for lounging.Great Room boasts a PIANO and ROMANTIC working fireplace,tastefully decorated with a modern flair including a BRAND NEW FULL BATH on the bottom level.

Top guest favorite
The log cabin features a sloped metal roof and large windows, surrounded by trees. A spacious wooden deck with a railing offers outdoor seating options. The area is adorned with fallen leaves, enhancing the natural setting.
Cabin in Margaretville
4.94 out of 5 average rating, 213 reviews

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.

Guest favorite
A charming chalet is set against a clear blue sky, featuring a spacious wooden deck that extends along the front. Large windows are framed by the light-colored exterior, while greenery surrounds the property, enhancing the natural landscape.
Chalet in Windham
4.96 out of 5 average rating, 133 reviews

Beautiful Windham Chalet 2 minutes to the Mountain

Beautiful Chalet close to Skiing, snowboarding, sledding, snowshoeing, mountain biking, hiking, golfing, wine tasting, Windham and Hunter Mountain festivals, great restaurants, and more. Relax on the beautiful deck while taking in the mountain views or cozy up to the fire pit. Enjoy a Gorgeous modern kitchen, fireplace and wood burning stove. Many amenities including washer, dryer, dishwasher, microwave, coffeemaker, BBQ, and paper products. Free WiFi. Sleeps 11. Pet friendly.

Top guest favorite
The cottage exterior is illuminated in the evening, highlighting its wooden facade and glass double French doors. A small deck features a table with two chairs and candles, surrounded by greenery, creating a welcoming outdoor space.
Cabin in Phoenicia
4.97 out of 5 average rating, 673 reviews

Cozy Catskills Cottage on the Esopus Creek

Our beautiful cottage has cozy charm and modern amenities. Located on the Esopus Creek, near the town of Phoenicia. Enjoy the restaurants and shops nearby, or cuddle up near a warm fire after hitting the slopes. Relax to the sound of the river after a day of hiking or tubing. One queen bed and one lush futon make this a couples or family get away. Surround yourself with the peace and quiet of nature any time of year. The Catskills are calling.. License # 2022-STR-015

Top guest favorite
A versatile sleeping area features a fold-out bed dressed in soft lavender linens, accompanied by decorative cushions. A wooden dining table is positioned nearby, surrounded by two chairs. Natural light filters through sheer curtains, enhancing the cozy atmosphere.
Apartment in Shandaken
4.9 out of 5 average rating, 116 reviews

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

Natural fineness meets charming style. Follow us @alpinefourseasonlodge for connections, recommendations and the enjoy-full life. We focus on healthy living, the environment & sustainability. Every day something in nature, a bear in the bushes, picturesque autumn foliage perfect for hipsters and dudes, kids and us grownups. Enjoy the mountain views. The Lodge is surrounded by miles of forest land. Enjoy the mountain views. Parties or events are not allowed.

Top guest favorite
A cabin with a red metal roof is nestled among tall trees beside a gently flowing creek. The structure features large windows, allowing natural light to fill the interior while offering views of the surrounding greenery.
Home in Livingston Manor
4.96 out of 5 average rating, 402 reviews

Modern creekside cabin in the Catskills

Welcome to our peaceful little cabin, designed for full immersion in nature. Lounge by the creek with the firepit or hammock, gaze out XL windows, or cozy up by the fire in the living room - every detail invites you to slow down. Tucked on a quiet road just minutes from hiking trails and Willowemoc fly fishing, we’re also only a winding 15-minute drive to charming Livingston Manor, a quintessential Catskills town, and less than 2 hours from NYC.

Top guest favorite
A garden brimming with vibrant orange flowers is set in front of a dark structure. A red building is visible in the background, surrounded by lush trees, adding to the green landscape. This serene outdoor space emphasizes a natural and welcoming environment.
Bungalow in Margaretville
4.96 out of 5 average rating, 365 reviews

The Porch Upstate Super clean

We are 8 miles away from ski slopes in both directions. .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 have six goats and a mini horse named Batman.

Popular amenities for Pine Hill vacation rentals

When is the best time to visit Pine Hill?

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Frequently Asked Questions

  • 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.

  • How much does it cost to stay in bed and breakfast rentals in Pine Hill?

    Experience the best of Pine Hill with our bed and breakfast rentals, starting at about $190 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there pet-friendly vacation rentals in Pine Hill?

    Four-legged friends are welcome in Pine Hill. Choose from more than 40 vacation rentals for guests traveling with pets.

  • 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.

  • Do house rentals in Pine Hill have air conditioning?

    Absolutely! We offer over 10 house rentals with air conditioning 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.

  • Do house rentals in Pine Hill have wifi?

    Absolutely! We offer over 20 house rentals with wifi in Pine Hill. Enjoy a tailored experience with all the comforts you desire.

  • Do bed and breakfast rentals in Pine Hill have free parking?

    Absolutely! We offer over 10 bed and breakfast rentals with free parking in Pine Hill. Enjoy a tailored experience with all the comforts you desire.

Quick stats about vacation rentals in Pine Hill

  • Total vacation rentals

    Explore 70 vacation rentals in Pine Hill

  • Nightly prices starting at

    Pine Hill vacation rentals start at € 78 per night before taxes and fees

  • Verified guest reviews

    Over 4,510 verified reviews to help you choose

  • Family-friendly vacation rentals

    50 properties offer extra space & kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 40 rentals that welcome pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

  • Wi-Fi availability

    60 of Pine Hill vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Pine Hill rentals

  • 4.9 Average rating

    Pine Hill stays are highly rated by guests—averaging 4.9 out of 5!

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