Pine Hill Holiday Rentals, New York: Private House Rentals

A mountainous landscape with evergreen trees and autumn foliage.

Change your mind
Book hotels with free cancellation
Treat yourself
Sign in to save 10% or more on thousands of hotels
Sign in
Be picky
Search almost a million properties worldwide

Go beyond your typical stay in Pine Hill

Pet friendly

Apartment

Pool

Condo

Family friendly

Cottage

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Pine Hill hotels

1. The Wheelhouse Inn

Pine Hill

Allen

฿3,020

฿3,383 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

฿4,195

฿4,698 total

includes taxes & fees

5 Oct - 6 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 room with a curved wooden ceiling, large windows with wooden frames, two upholstered armchairs, a round table, and a potted plant.

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

3. Shadowcrest

Fleischmanns

David

฿4,430

฿4,873 total

includes taxes & fees

13 Oct - 14 Oct

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

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

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

4. Shandaken Inn

Shandaken

Karina

฿6,161

฿6,900 total

includes taxes & fees

29 Oct - 30 Oct

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

A living room with a fireplace, red walls, and a patterned rug.

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

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

฿5,336

฿5,869 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

฿8,429

฿11,051 total

includes taxes & fees

4 Oct - 5 Oct

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

A pool table with balls and a cue stick, a wooden chair, and a table with chairs in the background.

7. Catskill Seasons Inn

Shandaken

Severn

฿5,906

฿6,615 total

includes taxes & fees

28 Oct - 29 Oct

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

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

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

A rustic cabin interior with a large bed, a clawfoot bathtub, a leather sofa, and a wooden coffee table.

8. Urban Cowboy Lodge

Big Indian

Karcynn

฿4,776

฿5,349 total

includes taxes & fees

2 Nov - 3 Nov

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

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

A cozy living room with a fireplace, two sofas, a coffee table, and a dining area with chairs and a table.

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

9. Margaretville Motel

Margaretville

Dianna

฿2,853

฿3,675 total

includes taxes & fees

4 Oct - 5 Oct

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

A modern living room with a large window, a blue sofa, a wooden coffee table, and a rustic wooden wall.

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

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

10. Hunter Lodge, a Bluebird by Lark

Hunter

Shubhangi

฿4,536

฿5,623 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 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.

A room with a brown leather sofa with patterned cushions, a tall floor lamp, and a white air conditioning unit mounted on the wall.

11. The Hidden Inn

South Kortright

Dave

฿4,631

฿5,094 total

includes taxes & fees

6 Oct - 7 Oct

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 well-maintained garden with a red bridge, a welcome sign, and a building with a gabled roof.

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

12. Emerson Resort & Spa

Mount Tremper

Ashley

฿6,276

฿7,029 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 hammock between trees, a red cabin, and a blue chair in a wooded area.

14. Phoenicia Lodge

Phoenicia

Thomas

฿5,806

฿6,503 total

includes taxes & fees

28 Oct - 29 Oct

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

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

A neatly made bed with patterned pillows, a painting above it, and two bedside lamps.

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

15. Meadowood Inn

Arkville

Heidi

฿4,097

฿5,345 total

includes taxes & fees

5 Oct - 6 Oct

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

A wooden-paneled bedroom with a bed, bedside tables, and a hanging light fixture.

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.

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

16. Hotel Mountain Brook

Tannersville

Kristen

฿7,853

฿8,481 total

includes taxes & fees

3 Nov - 4 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 pool area with a wooden deck, benches, and umbrellas.

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

17. The Graham & Co.

Phoenicia

Daniel

฿5,426

฿6,078 total

includes taxes & fees

3 Nov - 4 Nov

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

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

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

A large hotel with multiple floors, a parking lot, and a mountainous backdrop.

18. Kaatskill Mountain Club & Condos by Vail Resorts

Hunter

Ryan

฿5,984

฿7,126 total

includes taxes & fees

1 Nov - 2 Nov

A large building with a prominent entrance, a parking area with several vehicles, and a landscaped area with trees and shrubs.

A spacious lobby with a high ceiling, wooden beams, a reception desk, and leather seating.

A living room with two sofas, a coffee table, a fireplace, and a mirror.

A gazebo in a grassy field with mountains in the background.

19. Hanah mountain resort and country club

Margaretville

Michael

฿5,906

฿7,235 total

includes taxes & fees

4 Oct - 5 Oct

A large, multi-story house with a snow-covered roof and a prominent tower.

An indoor venue with wooden beams and a high ceiling, decorated with string lights and a chandelier. Tables are set for a formal event, with guests seated and some standing.

A room with a chessboard, a sofa, a bookshelf, and a patterned carpet.

A covered patio with wicker furniture, a table set for dining, and potted plants.

20. Margaretville Mtn Inn B&B and Village Suites

Margaretville

Glenn

฿4,866

฿5,688 total

includes taxes & fees

1 Nov - 2 Nov

View all properties

Save an average of 15% on thousands of hotels when you're signed in

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.

See properties

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

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!"

The Winwood Condominiums

10/10 Excellent

"Very happy with the condo. Staff was helpful resolving minor tv issue. It was clean with small kitchenette area."

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."

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

฿2,990

฿3,289 total

4 Oct - 5 Oct

includes taxes & fees

9.6/10 Exceptional! (496 reviews)

SunView Motel

5844 Main St Tannersville NY

฿3,499

฿3,778 total

4 Oct - 5 Oct

includes taxes & fees

8.6/10 Excellent! (621 reviews)

Starlite Motel

8722 Route 28 Big Indian NY

฿4,195

฿4,698 total

5 Oct - 6 Oct

includes taxes & fees

9.2/10 Wonderful! (315 reviews)

Phoenicia Lodge

5987 New York 28 Phoenicia NY

฿5,806

฿6,503 total

28 Oct - 29 Oct

includes taxes & fees

The Vine on main

105 Main St Stamford NY

฿6,343

฿6,977 total

5 Oct - 6 Oct

includes taxes & fees

Kaatskill Mountain Club & Condos by Vail Resorts

61 LIFTSIDE DR Hunter NY

฿5,984

฿7,126 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.

Explore a world of travel with Expedia

More ways to book

Book Hotels in Pine Hill on Expedia.com

Find hotels in Pine Hill, NY from ฿3,289

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. Margaretville Motel

10. Hunter Lodge, a Bluebird by Lark

11. The Hidden Inn

12. Emerson Resort & Spa

13. Hotel Vienna

14. Phoenicia Lodge

15. Meadowood Inn

16. Hotel Mountain Brook

17. The Graham & Co.

18. Kaatskill Mountain Club & Condos by Vail Resorts

19. Hanah mountain resort and country club

20. Margaretville Mtn Inn B&B and Village Suites

Stay near popular Pine Hill attractions

Belleayre Beach

Pine Hill Community Center

Learn more about Pine Hill

Top Pine Hill Hotel Reviews

Hotel Mountain Brook

The Winwood Condominiums

Kaatskill Mountain Club & Condos by Vail Resorts

SunView Motel

The Colonial Motel

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

Explore a world of travel with Expedia

Go further with the Expedia app