Woodbourne Holiday Rentals, New York: Private House Rentals

A mountainous landscape 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 Woodbourne

Pet friendly

Pool

Apartment

Family friendly

Spa

Hot tub

Cottage

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

Next weekend

In two weeks

Our top choices for Woodbourne hotels

Reserve now, pay later

Hotel

Breakfast included

Pool

Wi-Fi included

A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

A Hampton Inn hotel with a modern facade, a clear entrance, and a welcoming gas station.

A hotel room with two beds, a nightstand with a lamp, a window with a view, and a carpeted floor.

A snack and sundries section with shelves stocked with chips, snacks, and beverages.

1. Hampton Inn Monticello

Monticello

Yuta

฿4,619

฿5,219 total

includes taxes & fees

8 Sept - 9 Sept

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.

A restaurant setting with a counter, a digital scale, and a person serving food.

A modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".

A hotel with a pool area, outdoor seating, and a view of the sunset.

2. The Kartrite Resort & Indoor Waterpark

Monticello

MAGDELIN

฿6,349

฿9,504 total

includes taxes & fees

25 Aug - 26 Aug

A modern bar area with a central island, bar stools, and overhead lighting.

A modern restaurant interior with round tables and booths, pendant lighting, and a view of the street through large windows.

An indoor swimming pool with clear water, tiled floor, and a few lounge chairs.

3. Resorts World Catskills Casino

Monticello

James

฿5,421

฿6,943 total

includes taxes & fees

14 Sept - 15 Sept

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

A hotel with a brick facade, a covered entrance, and a parking lot with cars.

A reception area with a marble counter, a wall-mounted artwork, and a ceiling with recessed lighting.

A large indoor swimming pool with a wooden deck and lounge chairs.

4. Best Western Monticello

Monticello

Shana

฿4,868

฿5,501 total

includes taxes & fees

26 Aug - 27 Aug

A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.

A hotel room with two beds, a desk, a chair, and a large painting on the wall.

A banquet hall with round tables covered in white tablecloths and chairs, a carpeted floor, and a ceiling with recessed lighting.

A spacious indoor area with multiple tables and chairs, a kitchen area with a counter, and a large window providing natural light.

5. Days Inn by Wyndham Liberty/Monticello

Liberty

Henry

฿3,249

฿3,671 total

includes taxes & fees

8 Sept - 9 Sept

An indoor swimming pool with a central column, tiled floor, and a skylight above.

A spacious dining area with long tables and chairs, high ceilings with exposed beams, and hanging pendant lights.

A reception area with a wooden reception desk, a chandelier, and a sign that reads "AWANA SPA & WELLNESS".

An outdoor seating area with red chairs and tables, a fire pit, and a bar visible through the window.

6. The Alder at Resorts World Catskills

Monticello

John

฿4,820

฿6,263 total

includes taxes & fees

1 Sept - 2 Sept

A spacious dining area with wooden floors, large windows, and a modern chandelier.

A two-story building with a symmetrical facade, a central entrance, and a gravel driveway.

A neatly arranged bedroom with a large bed, a desk, and a chair. There are windows providing natural light and a view of the outdoors.

A cozy living room with a stone fireplace, two armchairs, a round coffee table, and a blue sofa.

7. Hemlock Neversink

Neversink

Carly

฿17,906

฿20,234 total

includes taxes & fees

25 Aug - 26 Aug

A modern lobby with a wooden accent wall, a seating area with sofas and ottomans, and a 'Museum Store' sign.

A person in a swimming pool with a tiled wall in the background.

A large hotel with multiple buildings, a well-maintained lawn, and a lake nearby.

A spacious indoor area with large windows and a high ceiling, suitable for group activities like yoga.

8. YO1 Longevity & Health Resorts, Catskills

Monticello

Joanne

฿11,394

฿12,875 total

includes taxes & fees

30 Aug - 31 Aug

A motel with a prominent blue sign, a covered parking area, and a building with red and blue exterior walls.

A reception desk with a sign offering free WiFi and internet access.

A hotel room with a wooden desk, a chair, a television, and a lamp.

A hotel room with a large bed, a chair, a nightstand, and a window with blinds.

9. Village Motel

Ellenville

James

฿2,762

฿3,094 total

includes taxes & fees

25 Aug - 26 Aug

10. Super 8 by Wyndham Monticello NY

Monticello

Nicole

฿2,617

฿2,957 total

includes taxes & fees

30 Aug - 31 Aug

A restaurant interior with wooden floors, ceiling fans, and red cushioned chairs.

A covered outdoor seating area with tables and chairs, a wooden exterior, and a number '4' on the wall.

A living room with wooden flooring, a sofa, a chair, a coffee table, and a television.

A mirror reflecting a bed, a bedside lamp, and a vase with red roses on a wooden dresser.

11. Blue Hill Lodge

Claryville

Ruth

฿3,920

฿4,391 total

includes taxes & fees

26 Aug - 27 Aug

A bedroom with two beds, a TV, and a walk-in closet.

A single-story building with a front door, two windows on the ground floor, and a brick foundation.

A bathroom with a toilet, sink, and towel rack.

A row of motel rooms with numbered doors, a gravel driveway, and a clear sky.

12. Rodeway Inn

Monticello

Danielle

฿4,582

฿5,178 total

includes taxes & fees

22 Sept - 23 Sept

A fountain with water jets in the center, surrounded by a circular stone border. In the background, there is a building with a balcony and arched windows.

A grand staircase with ornate railings and a chandelier at the top.

A water park with a water play structure and people enjoying the water.

A hotel reception area with a wooden reception desk, multiple computer monitors, and a large chandelier.

13. Villa Roma Resort and Conference Center

Callicoon

DIANE

฿5,305

฿6,648 total

includes taxes & fees

7 Sept - 8 Sept

A spacious living room with a staircase, a dining area, and a decorative metal piece on the wall.

A modern kitchen with dark cabinetry, a stainless steel microwave, and an oven.

A bedroom with a bed, two bedside tables, a wall-mounted air conditioner, a framed picture, a door, and a patterned rug.

A dining room with a wooden table, six chairs, a chandelier, a grandfather clock, and a bookshelf.

14. Windsong Retreat 2

Bethel

Christine

฿9,115

฿11,592 total

includes taxes & fees

25 Aug - 26 Aug

A modern hotel room with a living area, a sofa, a coffee table, a TV, and a large window with a view.

A hallway with a black door, a potted plant, and a refrigerator in the background.

15. Days Inn by Wyndham Wurtsboro

Wurtsboro

Stu and

฿3,058

฿3,455 total

includes taxes & fees

16 Sept - 17 Sept

A spacious hotel lobby with a high ceiling, wooden beams, a large mural, and a seating area with a sofa and chairs.

A neatly made bed with white bedding and a pillow with the text "Be Our Guest." There are two bedside lamps on wooden nightstands, one on each side of the bed.

A living room with a sectional sofa, a wooden coffee table, a dining table with chairs, and a wall clock.

An outdoor patio area with tables and chairs, colorful umbrellas, and a building with stone and concrete exterior.

16. Harvest Inn

Pine Bush

Stacey

฿6,436

฿7,281 total

includes taxes & fees

25 Aug - 26 Aug

A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.

A modern building with a wooden walkway leading to a covered entrance.

A restaurant with a long dining table, multiple chairs, and a high ceiling with hanging lights.

A modern interior with a piano, bar area, and seating.

17. The Bradstan Boutique Hotel

Eldred

Solomon

฿14,790

฿17,202 total

includes taxes & fees

25 Aug - 26 Aug

A large, two-story house with a prominent front entrance, multiple windows, and a balcony.

A rectangular swimming pool with a wooden deck, surrounded by a fence and trees.

A living room with a sofa set, a coffee table with a vase, and a staircase.

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

18. Inn at Lake Joseph

Forestburgh

Daniel

฿11,908

฿13,456 total

includes taxes & fees

25 Aug - 26 Aug

A cozy indoor seating area with wooden beams, string lights, and potted plants.

A wooden building with a sign reading "The Arnold" and a garden with daffodils.

A covered outdoor dining area with wooden tables and benches, large windows, and a view of a garden.

A cozy log cabin interior with a fireplace, leather furniture, and large windows offering views of the outdoors.

19. The Arnold House

Livingston Manor

Greg

฿8,497

฿10,745 total

includes taxes & fees

26 Aug - 27 Aug

A lodge with a prominent front porch, a stone staircase leading up to the entrance, and a view of a rocky cliff in the background.

A cozy living room with a stone fireplace, wooden furniture, and a large window.

A large, modern building with a prominent entrance and multiple windows.

A spacious dining area with wooden floors, high ceilings, and large windows.

20. Minnewaska Lodge

Gardiner

Inna

฿11,918

฿14,683 total

includes taxes & fees

10 Sept - 11 Sept

View all properties

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

Stay near popular Woodbourne attractions

East Pond

Commune with nature and explore the great outdoors at East Pond during your travels in Woodbourne.

See properties

Learn more about Woodbourne

Tucked in the Catskills, this small hamlet offers peaceful fishing at Neversink Reservoir and hiking trails through scenic woodlands. Visit nearby Bethel Woods Centre for the Arts in Bethel to explore the historic 1969 Woodstock Festival site.

See all hotels in Woodbourne

Top Woodbourne Hotel Reviews

Days Inn by Wyndham Wurtsboro

8/10 Good

"Rooms were clean and safe was nice. Perfect for what you need it to be. Breakfast is nothing fancy just fruit, yogurt and bread items like waffles, muffins, and toast."

Villa Roma Resort and Conference Center

10/10 Excellent

"Great fun place to stay. Lots of activities."

Resorts World Catskills Casino

10/10 Excellent

"Great room"

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"Every thing was good"

Best Western Monticello

10/10 Excellent

"Enjoyed the balcony room in front. The rooms have been remodeled. The outside and roof needs work. Overall was a pleasant stay."

The Alder at Resorts World Catskills

10/10 Excellent

"Everything was perfect except the address 750 Resort World Drive is not recognized by my Acura GPS. Is there an alternate local or older address that would work ?"

Super 8 by Wyndham Monticello NY

10/10 Excellent

"Other than not being told about the car show that was blocking the road when we went to leave."

Blue Hill Lodge

10/10 Excellent

"This place is an absolute gem. It is a beautiful property, in a gorgeous area and next to an arts center and brewery. The rooms are clean and well-appointed. The staff is incredibly friendly and helpful. If you are in the Catskills, this is the place to stay!"

Kenoza Lake View Manor

10/10 Excellent

"3rd or 4th time we stayed. They are the most hospitable and nicest family to deal with. Our stay has been perfect every time. Place is always very clean. We can’t wait to go back again."

More cheap stays in Woodbourne