Bearsville Holiday Rentals, New York: Private House Rentals

A river winding through a forested valley with 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 Bearsville

Pet friendly

Apartment

Pool

Condo

Cottage

Family friendly

Waterpark

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Bearsville hotels

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

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

A modern living room with a grey sofa, a small round table, and a hanging light fixture.

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

1. Woodstock Way Hotel

Woodstock

Vannetta

8.491.512 ₫

10.523.988 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

A modern bedroom with a large bed, a bedside table with a lamp, a view of greenery outside, and a checkered rug.

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

2. Twin Gables of Woodstock

Woodstock

Coleen

5.041.478 ₫

6.049.773 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A modern house with a wooden deck, a fire pit, and a covered outdoor seating area.

A modern bedroom with a bed, a small desk, and a kitchenette area.

A wooden sign with the text "Mitchell Manor" hanging from a building.

A modern kitchen with a wooden island, black cabinets, and a built-in refrigerator. There are hanging plants, a coffee machine, and shelves with dishes and utensils.

3. The Herwood Inn

Woodstock

Diana

7.603.796 ₫

8.516.252 ₫ total

includes taxes & fees

22 Oct - 23 Oct

A white house with a porch, surrounded by lush greenery and two green Adirondack chairs.

A bedroom with a large bed, a fireplace, a TV, and a painting on the wall.

A picnic setup with a table, food, drinks, and binoculars by a stream.

A spacious living room with a fireplace, two sofas, a coffee table, and a TV mounted above the fireplace.

4. The Woodstock Inn on the Millstream

Woodstock

Carolyn

5.951.023 ₫

6.665.146 ₫ total

includes taxes & fees

13 Oct - 14 Oct

An outdoor patio with a fire pit, seating, and a building in the background.

A modern hotel room with a grey sofa, an orange armchair, a small wooden table, and a large window with sheer curtains.

A modern cafe with a wooden counter, bar stools, and a menu board above the counter.

A Courtyard by Marriott hotel with a modern facade, large windows, and a well-maintained entrance area.

5. Courtyard by Marriott Kingston

Kingston

Ana

3.291.254 ₫

3.686.204 ₫ total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with two beds, a desk, and a large window.

A modern building with multiple windows and a landscaped area with decorative pumpkins and a tree.

A stone building with multiple windows and a door, situated on a street corner.

An outdoor patio with a round table and orange chairs, a black metal fence, and string lights.

6. Holiday Inn Express & Suites Kingston-Ulster by IHG

Lake Katrine

Cindy

3.378.310 ₫

3.783.709 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A spacious lobby with a fireplace, comfortable seating, and large windows.

A multi-story hotel with a well-lit entrance, a flag, and a sign indicating it is a Marriott Residence Inn.

A breakfast buffet setup with a variety of food items, including bread, cereal, and fruits, in a modern hotel dining area with striped chairs and a large window.

An indoor swimming pool with lounge chairs and a view of the outside.

7. Residence Inn by Marriott Kingston

Kingston

Lamisa

3.716.141 ₫

4.162.079 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A balcony with a table featuring a bottle, glasses, and binoculars, overlooking a river, greenery, and a house.

A historic hotel with a prominent tower and a brick facade.

A dining area with a brick fireplace, wooden beams, and a chandelier.

8. Diamond Mills Resort

Saugerties

6.906.825 ₫

8.385.225 ₫ total

includes taxes & fees

5 Oct - 6 Oct

A spacious living area with a fireplace, a dining table with chairs, and a television mounted on the wall.

An indoor swimming pool with clear water, a 5 feet deep sign, and a tiled floor.

A spacious living area with a sofa, armchairs, and a coffee table. There is a dining area with chairs and a table, and a stone fireplace.

A Hampton Inn hotel with a modern facade, multiple entry points, and a well-lit entrance.

9. Hampton Inn Kingston

Kingston

stephen

3.580.489 ₫

4.010.146 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A serene garden with a stone pathway, a small bridge, and a bench.

A hallway with a framed portrait on the wall, a door to the right, and a window on the left.

A room with a large tapestry, two wicker chairs, a small table, and a globe lamp.

A dining area with a wooden table, chairs, a chandelier, and a view of the outdoors through large windows.

10. Morning Glory B n B Woodstock NY

Woodstock

Lucian

5.691.153 ₫

6.374.091 ₫ total

includes taxes & fees

2 Nov - 3 Nov

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

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

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.

11. Emerson Resort & Spa

Mount Tremper

Ashley

4.859.569 ₫

5.442.717 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A spacious living area with a high ceiling, wooden beams, and large windows. There are multiple seating arrangements including a sofa, chairs, and a dining table.

A modern house with a sloped roof, large windows, and a well-maintained lawn.

A modern house with a large garage and a vintage camper parked in the driveway.

A bed with white linens and a woven pillow, a window with a view of trees and a wooden structure, and a wall-mounted light fixture.

12. AutoCamp Catskills

Saugerties

Raquel

3.401.698 ₫

4.828.592 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A restaurant with orange seating, white tablecloths, and potted plants.

A room with a red accent wall, a large potted plant, and a small stool.

A cozy living room with a wood-burning stove, wicker furniture, and a bookshelf.

A living room with a red patterned rug, a blue armchair, a yellow sofa, and a black coffee table.

13. Hotel Kinsley

Stockade District

Daile

6.162.817 ₫

8.024.994 ₫ total

includes taxes & fees

2 Nov - 3 Nov

A large, multi-story hotel with a symmetrical facade, multiple balconies with flower boxes, and a central entrance with a fountain.

A staircase with ornate black railings and a large chandelier.

A spa area with a large rock centerpiece, multiple seating areas, and a skylight ceiling.

A swimming pool with a person in the water, surrounded by outdoor furniture and a building with a balcony.

14. Mirbeau Inn & Spa

Rhinebeck Village

Maria

10.997.698 ₫

12.441.276 ₫ total

includes taxes & fees

1 Nov - 2 Nov

A bedroom with a bed, a dresser, a mirror, and a window with blinds.

15. Howland House

Mount Tremper

Alexandra

7.662.007 ₫

8.581.447 ₫ total

includes taxes & fees

12 Oct - 13 Oct

A historic white building with a porch, American flags, and a sign for Beekman Arms Inn.

A covered outdoor dining area with tables set for two, featuring white tablecloths and black metal chairs.

A covered outdoor dining area with tables set for a meal, surrounded by columns and large windows.

A bar area with a variety of liquor bottles, a menu board, and a rustic wooden backdrop.

16. Beekman Arms and Delamater Inn

Rhinebeck Village

Mariya

3.488.755 ₫

3.946.656 ₫ total

includes taxes & fees

14 Oct - 15 Oct

An indoor swimming pool with a brick border, surrounded by lounge chairs and tables.

A hotel room with two beds, a TV, a dresser, and a door leading to another room.

A restaurant with a bar area, wooden booths, and a coffee machine.

A Howard Johnson Inn with a beige facade, red trim, and a clear blue sky with clouds.

17. Howard Johnson by Wyndham Saugerties

Saugerties

Richard

2.876.761 ₫

3.221.971 ₫ 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.

18. Hotel Mountain Brook

Tannersville

Kristen

6.080.958 ₫

6.567.435 ₫ total

includes taxes & fees

3 Nov - 4 Nov

A swimming pool with a glass ceiling, indoor seating, and a brick wall.

A restaurant with booths, tables, and a bar area.

A hotel room with a sofa, ottoman, desk, chair, television, and a mirror.

19. Kingston Regency Inn

Kingston

Stephen

3.274.362 ₫

4.023.690 ₫ total

includes taxes & fees

2 Nov - 3 Nov

View all properties

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

Learn more about Bearsville

Venture to Bearsville Theater and Overlook Mountain Trailhead—just two of the sights around Bearsville.

See all hotels in Bearsville

Top Bearsville Hotel Reviews

Beekman Arms and Delamater Inn

10/10 Excellent

"Large spacious very clean room . Comfortable bed. Staff was very accommodating. Breakfast was above your average continental breakfast with many choices. Located in a center of town with plenty of places in walking distance."

Urban Cowboy Lodge

8/10 Good

"The room was clean but a little smaller than we anticipated. Was hard to tell online. We did a tour of other available rooms would definitely choose differently next time. The property was amazing. We stayed during the week so it was so nice and quiet. We had the Japanese soaking tub which was great! We brought our dog and we were able to take her with us everywhere on the property. You’d never know that it was a pet friendly place as it is kept very clean. My ONLY negative comment would be that there is no where to get a meal that isn’t ridiculous expensive. I understand the limited menus in the area but everything was ridiculous expensive and very bougie food. Next time we would definitely pack some more snacks and food. Otherwise the place I awesome and worth the stay. We loved the robes! Wore them to our sauna appointment and then went and did a cold plunge in the river. So tranquil! We did not hook up the the WiFi so we stayed off grid for the three days we were there and that was just incredible. The staff were all super friendly and accommodating. What a fantastic place! Can’t wait to go back!"

AutoCamp Catskills

10/10 Excellent

"Absolutely loved our stay! The area is beautiful, the property is amazing and so well-maintained, and the friendly staff. This was our first time staying in a premium Airstream for both me and my hubby, and we were honestly amazed very clean too! Such a fun, unique, and awesome experience."

Residence Inn by Marriott Kingston

10/10 Excellent

"Great hotel - good sized rooms with comfy bed and a great shower, easy access to on site laundry facilities and a “market” in the lobby. What’s not to love for a weary traveller?"

Kingston Regency Inn

10/10 Excellent

"Great room for the price."

New Paltz Way Hotel

8/10 Good

"The views and room design were beautiful, and we enjoyed the sauna and steam rooms. However, we expected the small indoor pool to feel more like a hot tub. The water was too cool for us to relax comfortably, although a staff member said the temperature was normal. Service also varied: the woman on the first day wasn’t very welcoming when we asked for coffee, while the man the next morning was warm and friendly. The New Paltz area is lovely for walks and a short getaway, but we would only consider staying again at a lower rate."

Howard Johnson by Wyndham Saugerties

8/10 Good

"The bed was very comfortable. The"

Courtyard by Marriott Kingston

10/10 Excellent

"Awesome hotel. Staff is amazing and room was so comfortable."

Kaatskill Mountain Club & Condos by Vail Resorts

10/10 Excellent

"Great stay, beautiful place"

More cheap stays in Bearsville

Super 8 by Wyndham Kingston

487 Washington Ave Kingston NY

2.186.806 ₫

2.449.222 ₫ total

25 Oct - 26 Oct

includes taxes & fees

6.2/10 (1,001 reviews)

Howard Johnson by Wyndham Saugerties

2764 Route 32 Saugerties NY

2.876.761 ₫

3.221.971 ₫ total

2 Nov - 3 Nov

includes taxes & fees

7.6/10 Good! (1,001 reviews)

Hampton Inn Kingston

1307 Ulster Ave Kingston NY

3.580.489 ₫

4.010.146 ₫ total

2 Nov - 3 Nov

includes taxes & fees

Kingston Regency Inn

503 Washington Avenue Kingston NY

3.274.362 ₫

4.023.690 ₫ total

2 Nov - 3 Nov

includes taxes & fees

6/10 (67 reviews)

St. Charles Hotel

16 Park Place Hudson NY

3.898.050 ₫

4.404.797 ₫ total

5 Oct - 6 Oct

includes taxes & fees

6.6/10 (987 reviews)

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

282 Cairo Junction Rd Catskill NY

4.183.907 ₫

5.641.259 ₫ total

2 Nov - 3 Nov

includes taxes & fees

Hotels in Bearsville with star rating

Frequently asked questions

What's the seasonal weather in Bearsville?

The hottest months are usually July and August, with an average temperature of 20°C, while the coldest months are January and February, with an average of -2°C. The snowiest months in Bearsville are January, February, March and April, with each month seeing an average of 17 cm of snowfall.

Explore a world of travel with Expedia

Book Hotels in Bearsville on Expedia.com

Find hotels in Bearsville, NY from 2.449.222 ₫

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Bearsville

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Bearsville hotels

1. Woodstock Way Hotel

2. Twin Gables of Woodstock

3. The Herwood Inn

4. The Woodstock Inn on the Millstream

5. Courtyard by Marriott Kingston

6. Holiday Inn Express & Suites Kingston-Ulster by IHG

7. Residence Inn by Marriott Kingston

8. Diamond Mills Resort

9. Hampton Inn Kingston

10. Morning Glory B n B Woodstock NY

11. Emerson Resort & Spa

12. AutoCamp Catskills

13. Hotel Kinsley

14. Mirbeau Inn & Spa

15. Howland House

16. Beekman Arms and Delamater Inn

17. Howard Johnson by Wyndham Saugerties

18. Hotel Mountain Brook

19. Kingston Regency Inn

Learn more about Bearsville

Top Bearsville Hotel Reviews

Beekman Arms and Delamater Inn

Urban Cowboy Lodge

AutoCamp Catskills

Residence Inn by Marriott Kingston

Kingston Regency Inn

New Paltz Way Hotel

Howard Johnson by Wyndham Saugerties

Courtyard by Marriott Kingston

Kaatskill Mountain Club & Condos by Vail Resorts

More cheap stays in Bearsville

Super 8 by Wyndham Kingston

Howard Johnson by Wyndham Saugerties

Hampton Inn Kingston

Kingston Regency Inn

St. Charles Hotel

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Hotels in Bearsville with star rating

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app