Pine Hill Holiday Rentals, New York: Private House Rentals

A mountainous landscape with evergreen trees and autumn foliage.

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Our top choices for Pine Hill hotels

1. The Wheelhouse Inn

Pine Hill

Allen

฿3,030

฿3,394 total

includes taxes & fees

30 Oct - 31 Oct

A modern kitchen with a central island, a dining area with a sofa, and a large window with a view of the outdoors.

A person walking towards a yellow door with stone walls and a bench to the left.

A covered outdoor seating area with picnic tables and umbrellas, surrounded by a forest.

A reception desk with a mirror, potted plants, a welcome sign, and a bench with patterned cushions.

2. Starlite Motel

Big Indian

Sarah

฿4,201

฿4,705 total

includes taxes & fees

6 Oct - 7 Oct

A large, white, two-story house with a turret and a wrap-around porch, surrounded by lush greenery.

A modern bathroom with a glass sink, wooden vanity, and a large mirror.

A bathroom with a blue-tiled shower enclosure, a shelf with toiletries, and a handheld showerhead.

A hotel room with a bed, white curtains, and wall-mounted light fixtures.

3. Shadowcrest

Fleischmanns

David

฿4,436

฿4,880 total

includes taxes & fees

5 Oct - 6 Oct

A breakfast table with a painting of a barn, bowls of fruit, pastries, and a toaster.

A stone fireplace with a fire, two patterned armchairs, a shelf with books and a decorative owl.

A two-story house with a stone fireplace, two Adirondack chairs, and a snow-covered lawn.

A bar area with wooden paneling, a central arch, and multiple liquor bottles.

4. Shandaken Inn

Shandaken

Karina

฿4,788

฿5,362 total

includes taxes & fees

29 Oct - 30 Oct

A house with a porch and a sign that reads "Kroer Kun bed & breakfast".

A bedroom with a large bed, two bedside tables, a nightstand, a door, and a window with curtains.

A two-story house with a red and beige exterior, a covered porch, and a snow-covered roof.

A cozy living room with a wicker sofa, a round coffee table, and a piano in the background.

5. River Run Bed and Breakfast

Fleischmanns

Donna

฿5,353

฿5,889 total

includes taxes & fees

5 Oct - 6 Oct

A cozy dining area with wooden walls, large windows, and a central wood-burning stove. Tables are set with glasses and cutlery.

A bar area with wooden bar stools, a counter with bottles, and a wall with framed pictures.

A wooden deck with two lounge chairs and a small table, overlooking a forested area.

A pool area with a wooden deck, benches, and a lifebuoy.

6. Eastwind Oliverea Valley

Big Indian

Benedict

฿8,657

฿11,319 total

includes taxes & fees

2 Nov - 3 Nov

A dining area with a round wooden table and four chairs, a chandelier with lights, and a white door in the background.

A swimming pool with lounge chairs and a building in the background.

A cozy room with a fireplace, a wooden table with books and glasses, and a blue sofa.

A hotel room with two beds, a window with blinds, a door, and a lamp on each nightstand.

7. Catskill Seasons Inn

Shandaken

Severn

฿6,128

฿6,863 total

includes taxes & fees

27 Oct - 28 Oct

A rustic interior with a stone fireplace, wooden beams, and a chandelier.

A table set for two with a view of a lush green landscape and hills in the background.

A rustic interior with wooden beams, a chandelier, and a seating area with tables and chairs.

A rustic bar area with wooden stools, a wooden bar counter, and a backdrop of antlers and a welcome sign.

8. Urban Cowboy Lodge

Big Indian

Karcynn

฿4,791

฿5,366 total

includes taxes & fees

2 Nov - 3 Nov

A bar area with wooden stools, a stone wall, and a view of the outdoor seating area.

A circular fire pit with chairs around it, set on a grassy area with a wooden fence and trees in the background.

A bedroom with a large window offering a view of a forested mountain.

A cozy lounge area with a sofa, armchairs, a coffee table, and a bookshelf.

9. Hunter Lodge, a Bluebird by Lark

Hunter

Shubhangi

฿4,550

฿5,641 total

includes taxes & fees

1 Nov - 2 Nov

A snow-covered landscape with a building featuring a pond, bridge, and snow-covered trees.

A couple standing on a wooden deck overlooking a landscaped garden with a river view.

A hallway with intricate carvings on the walls and a large vase in the center.

A spacious dining area with wooden beams, large windows, and a central island with tables and chairs.

10. Emerson Resort & Spa

Mount Tremper

Ashley

฿6,296

฿7,051 total

includes taxes & fees

2 Nov - 3 Nov

A rustic room with exposed brick walls, a wooden ceiling, a sofa set, a dining table, and a chair.

A campfire with logs and rocks in a grassy field, surrounded by trees and a building with lights in the background.

A rustic cabin with a chimney, surrounded by dense trees and a gravel driveway.

A pool area with a wooden deck, benches, and umbrellas.

11. The Graham & Co.

Phoenicia

Daniel

฿5,518

฿6,181 total

includes taxes & fees

2 Nov - 3 Nov

A large, two-story house with a prominent chimney, surrounded by lush greenery and a well-maintained lawn.

A wooden deck with a table and chairs, a glass door leading to a room with a dresser and a lamp.

A bedroom with a fireplace, a wooden ceiling, and a view of the outdoors.

A modern hotel lobby with a wooden floor, a reception desk, two patterned armchairs, a chandelier, and a view of the outdoors through a glass door.

12. Hotel Mountain Brook

Tannersville

Kristen

฿8,552

฿9,236 total

includes taxes & fees

2 Nov - 3 Nov

A log cabin with a deck, outdoor seating, and a view of a forest.

A modern building with large glass doors, a staircase leading up to the entrance, and a potted plant beside the door.

A wooden covered bridge in a forested area with a paved path leading to it.

A cozy cabin interior with a stone fireplace, wooden walls, a dining area with a red and black checkered tablecloth, and a television mounted above the fireplace.

13. Hotel Vienna

Windham

Paul

฿3,540

฿4,405 total

includes taxes & fees

6 Oct - 7 Oct

A dining area with a stone fireplace, wooden beams, and large windows.

A spacious living room with a stone fireplace, wooden beams, and large windows.

A row of red buildings with a gravel driveway and a bench outside.

A hammock between trees, a red cabin, and a blue chair in a wooded area.

14. Phoenicia Lodge

Phoenicia

Thomas

฿5,825

฿6,524 total

includes taxes & fees

28 Oct - 29 Oct

A large two-story house with a snow-covered roof and a front porch.

A neatly made bed with a headboard, two bedside tables with lamps, and a window with sheer curtains.

A neatly made bed with a tufted headboard, a bedside lamp, and decorative pillows.

A two-story house with a gabled roof, a front porch with a railing, and a small front yard with yellow flowers.

15. Meadowood Inn

Arkville

Heidi

฿4,103

฿5,353 total

includes taxes & fees

6 Oct - 7 Oct

A living room with a fireplace, a television, a sofa, and a coffee table.

A spacious living room with a blue sofa, a red chair, a wooden desk, and a dining table with white chairs.

A wooden desk with a brochure, a lamp, and a mirror reflecting a bed and a ceiling fan.

An aerial view of a motel with a long, single-story building, a parking lot, and a road in the foreground.

16. Margaretville Motel

Margaretville

Dianna

฿2,857

฿3,680 total

includes taxes & fees

1 Nov - 2 Nov

A modern living room with a sofa, coffee table, and fireplace. There is a dining area with chairs and a table. The kitchen features wooden cabinets and a microwave.

A multi-story building with outdoor seating and a stone-paved patio.

A multi-story hotel with a swimming pool, balconies, and outdoor seating areas.

A cozy cabin interior with a wooden ceiling, two sofas, a coffee table, a fireplace, and a television.

17. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Ryan

฿6,004

฿7,149 total

includes taxes & fees

1 Nov - 2 Nov

A large white building with a central porch, a staircase, and a sign indicating it is 'The Hidden Inn'.

A room with two beige armchairs, a wooden table, and a lamp.

A window with a framed picture of a bathroom, a potted plant, and a view of a green landscape.

A cozy bedroom with a wooden bed, two bedside tables with lamps, a chair, and a large window with curtains.

18. The Hidden Inn

South Kortright

Dave

฿4,646

฿5,111 total

includes taxes & fees

6 Oct - 7 Oct

A wooden cabin with large windows overlooking a forested area with a waterfall.

A modern bedroom with a wooden bed, a desk, and large windows.

A wooden deck with outdoor seating, a wooden deck with a view of the interior, and a wooden deck with a view of the exterior.

A two-story wooden house with a stone retaining wall, a stone pathway, and a small garden with various plants.

19. Woodstock Way Hotel

Woodstock

Vannetta

฿11,001

฿13,635 total

includes taxes & fees

2 Nov - 3 Nov

A living room with a fireplace, green sofa, and a leopard print armchair.

A white house with a green door, black trim, and a porch with a lantern.

A hallway with a patterned floor, a potted plant, a chandelier, and a door with a decorative mirror.

A wooden deck with outdoor seating and a house in the background.

20. Twin Gables of Woodstock

Woodstock

Coleen

฿6,532

฿7,838 total

includes taxes & fees

2 Nov - 3 Nov

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Stay near popular Pine Hill attractions

Belleayre Beach

8.6/10 (7 reviews)

If a restful holiday is part of your travel plans, Belleayre Beach might be the perfect place to visit during your trip to Pine Hill. Discover the mountain views while you're in the area.

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Pine Hill Community Center

8.4/10 (5 reviews)

Enjoy an outing to Pine Hill Community Center during your stay in Pine Hill. Discover the area's mountain views and seek out the hiking trails.

See properties

Learn more about Pine Hill

Tucked in the Catskills, this charming hamlet offers hiking trails that wind through forests to spectacular mountain views. Grab a coffee at one of the Main Street cafés before exploring the nearby Belleayre Mountain's ski slopes in winter or biking paths in summer.

See all hotels in Pine Hill

Top Pine Hill Hotel Reviews

Jimmy OConnors Windham Mountain Inn

8/10 Good

"We had a wedding in the area and this place was perfect for our needs. There’s a bar to the front of the property, which was fun to hang out and play pool. The beds were comfortable and the rooms were clean."

Hotel Mountain Brook

10/10 Excellent

"Lovely and very quaint property! Love the fireplace in the room. Lots of places for sitting outside and enjoying the Catskills! Delicious breakfast which was included!"

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent

"Great stay, beautiful place"

SunView Motel

8/10 Good

"The place is clean and there is a lovely view in the morning. It has been recently renovated, maybe partially because some of the fixtures still look pretty old. Based on signage somewhere on the grounds there is WiFi but we could not find a network when we arrived and there was no information left in the room. Not a big deal since we didn’t need WiFi anyway. Our biggest problem was with the check in. Hotels.com claims we should have received an email with check-in instructions and an access code. We never got an email from the property and they did not return our call for over an hour, during which time we were on hold with hotels.com trying to arrange another hotel stay and ensure we would not be charged for this one. We eventually received a call from the property with very simple check-in instructions, which they should have emailed. Instead of leaving at a reasonable hour for a long drive followed by an early morning were delayed over an hour wondering if we’d be able to get into our room. This is otherwise a nice, clean no frills place."

The Colonial Motel

10/10 Excellent

"Second time staying and they were a good as they were the first time."

Emerson Resort & Spa

10/10 Excellent

"If you are looking for a very peaceful, serene getaway to completely reset, book this place immediately. The quiet, beautiful atmosphere makes it a true sanctuary.The hospitality here is next level. Jackie was incredibly nice and welcoming from start to finish. Jonathan went out of his way to take gorgeous birthday pictures for me the second I asked. The absolute hero of my trip was Kristine, who literally saved me when I found myself stranded in the middle of nowhere!This team protects your peace of mind, I am telling everyone about this gem, and I am definitely coming back to the Emerson!"

The Wheelhouse Inn

10/10 Excellent

"Perfect last minute accomodations. Thank you Cinthia!"

More cheap stays in Pine Hill

The Colonial Motel

37283 NY-23 Grand Gorge NY

฿2,994

฿3,293 total

5 Oct - 6 Oct

includes taxes & fees

9.6/10 Exceptional! (496 reviews)

SunView Motel

5844 Main St Tannersville NY

฿3,510

฿3,791 total

4 Oct - 5 Oct

includes taxes & fees

8.6/10 Excellent! (621 reviews)

Starlite Motel

8722 Route 28 Big Indian NY

฿4,201

฿4,705 total

6 Oct - 7 Oct

includes taxes & fees

9.2/10 Wonderful! (315 reviews)

Phoenicia Lodge

5987 New York 28 Phoenicia NY

฿5,825

฿6,524 total

28 Oct - 29 Oct

includes taxes & fees

The Vine on main

105 Main St Stamford NY

฿6,363

฿7,000 total

5 Oct - 6 Oct

includes taxes & fees

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY

฿6,004

฿7,149 total

1 Nov - 2 Nov

includes taxes & fees

9.2/10 Wonderful! (432 reviews)

Frequently asked questions

What's the best place to stay in Pine Hill?

The Wheelhouse Inn is one of the top choices for your stay based on our traveller data. This hotel offers free parking and free WiFi. Two other choices for your stay in the area are Hunter Lodge, a Bluebird by Lark and Emerson Resort & Spa. See all available top hotels, or vacation rentals in Pine Hill.

If I need to cancel my hotel reservation in Pine Hill, will I receive a refund?

Yes, the majority of room reservations are refundable provided that you cancel prior to the accommodation's cancellation deadline, which often is within 24-48 hours of your check-in date. If you have a reservation that's non-refundable, you might still have the option to cancel and be given a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Pine Hill.

What's the best dog-friendly hotel in Pine Hill?

Colonial inn is a top dog-friendly hotel, and offers a restaurant along with free WiFi for its human guests. See more pet-friendly hotel accommodations in Pine Hill.

What are some accommodation options with pools in Pine Hill?

Emerson Resort & Spa: Provides a full-service spa, a seasonal outdoor pool and a snack bar/deli. Hotel Vienna and Kaatskill Mountain Club & Condos by Vail Resorts are a couple of other choices that offer an on-site pool. View all hotels with pools in Pine Hill.

What's it like staying in Pine Hill?

Visitors can enjoy all that Pine Hill has to offer, including the breweries, mountain views and beaches. Tourists can also enjoy so much more including its restaurants. In Pine Hill, there are 16 hotels and other accommodation options to choose from. Find out more about Pine Hill.

What is there to see in Pine Hill?

Favourite places to visit include Belleayre Beach, Belleayre Mountain Ski Center and Catskill State Park. Additionally, you might want to add Pine Hill Community Center to your itinerary. Take a look at what more there is to see and do in Expedia's Pine Hill guide.

What's the seasonal weather in Pine Hill?

The hottest months are usually July and August, with an average temperature of 17°C, while the coldest months are January and February, with an average of -4°C. The snowiest months in Pine Hill are January, February, December and March, with each month seeing an average of 24 cm of snowfall.

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Book Hotels in Pine Hill on Expedia.com

Find hotels in Pine Hill, NY from ฿3,293

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Pine Hill

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Pine Hill hotels

1. The Wheelhouse Inn

2. Starlite Motel

3. Shadowcrest

4. Shandaken Inn

5. River Run Bed and Breakfast

6. Eastwind Oliverea Valley

7. Catskill Seasons Inn

8. Urban Cowboy Lodge

9. Hunter Lodge, a Bluebird by Lark

10. Emerson Resort & Spa

11. The Graham & Co.

12. Hotel Mountain Brook

13. Hotel Vienna

14. Phoenicia Lodge

15. Meadowood Inn

16. Margaretville Motel

17. Kaatskill Mountain Club & Condos by Vail Resorts

18. The Hidden Inn

19. Woodstock Way Hotel

20. Twin Gables of Woodstock

Stay near popular Pine Hill attractions

Belleayre Beach

Pine Hill Community Center

Learn more about Pine Hill

Top Pine Hill Hotel Reviews

Jimmy OConnors Windham Mountain Inn

Hotel Mountain Brook

Kaatskill Mountain Club & Condos by Vail Resorts

SunView Motel

The Colonial Motel

Emerson Resort & Spa

The Wheelhouse Inn

More cheap stays in Pine Hill

The Colonial Motel

SunView Motel

Starlite Motel

Phoenicia Lodge

The Vine on main

Kaatskill Mountain Club & Condos by Vail Resorts

Frequently asked questions

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