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

Apartment

Pool

Hot tub

Spa

Cottage

Family friendly

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Woodbourne hotels

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

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

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

1. Resorts World Catskills Casino

Monticello

michael

Rp3.186.156

Rp4.047.855 total

includes taxes & fees

21 Oct - 22 Oct

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

An indoor swimming pool with clear signage, including "NO LIFEGUARD ON DUTY" and "NO DIVING" warnings.

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

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

2. Hampton Inn Monticello

Monticello

ANN

Rp2.206.175

Rp2.492.978 total

includes taxes & fees

8 Nov - 9 Nov

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 bar area with a central island, multiple bar stools, and a large screen displaying content.

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

3. The Kartrite Resort & Indoor Waterpark

Monticello

Danely

Rp2.897.115

Rp4.549.651 total

includes taxes & fees

15 Oct - 16 Oct

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

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.

A covered patio area with stone pillars, wooden benches, and a view of a lake.

4. YO1 Longevity & Health Resorts, Catskills

Monticello

Suranie

Rp6.242.625

Rp7.054.211 total

includes taxes & fees

29 Oct - 30 Oct

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

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

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

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

5. Best Western Monticello

Monticello

Bernard

Rp2.032.008

Rp2.296.169 total

includes taxes & fees

26 Oct - 27 Oct

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".

6. The Alder at Resorts World Catskills

Monticello

John

Rp2.465.009

Rp3.233.098 total

includes taxes & fees

1 Nov - 2 Nov

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

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

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

A conference room with a long table, black chairs, and a wooden floor.

7. Days Inn by Wyndham Liberty/Monticello

Liberty

Eduardo

Rp1.674.866

Rp1.892.597 total

includes taxes & fees

1 Nov - 2 Nov

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

A spacious living area with a modern design, featuring a large sofa, a coffee table, and a bookshelf.

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

8. Hemlock Neversink

Neversink

Carly

Rp10.777.590

Rp12.178.677 total

includes taxes & fees

18 Oct - 19 Oct

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

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

A room with two black leather chairs, a round marble table with a single orange object, and two wall-mounted light fixtures.

9. Minnewaska Lodge

Gardiner

Thomas

Rp3.952.320

Rp4.868.979 total

includes taxes & fees

4 Nov - 5 Nov

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

A red barn-style building labeled as 'Claryville Art Center' with a covered outdoor seating area.

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.

10. Blue Hill Lodge

Claryville

Radmila

Rp2.147.821

Rp2.405.581 total

includes taxes & fees

19 Oct - 20 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 bar area with wooden stools, a wooden bar counter, and a backdrop of antlers and a welcome sign.

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

11. Urban Cowboy Lodge

Big Indian

Karcynn

Rp3.396.525

Rp3.804.108 total

includes taxes & fees

2 Nov - 3 Nov

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.

12. The Bradstan Boutique Hotel

Eldred

Deborah

Rp5.974.125

Rp7.019.261 total

includes taxes & fees

2 Nov - 3 Nov

Two wooden cabins with pitched roofs, each featuring a porch with a chair.

A modern indoor swimming pool with a minimalist design, featuring a clear water surface, a concrete floor, and a neutral color palette.

A wooden barn with a sloped roof, surrounded by a grassy lawn with several white chairs.

A room with wooden walls and ceiling, a large window offering a view of a green landscape, a wicker chair, a small table with a book, and a lamp on a wooden stool.

13. Inness

Accord

Silvina

Rp14.302.100

Rp16.823.852 total

includes taxes & fees

4 Nov - 5 Nov

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

A building with a green awning, stone facade, and a parking lot with marked spaces.

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

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

14. Harvest Inn

Pine Bush

Stacey

Rp3.526.479

Rp3.989.373 total

includes taxes & fees

25 Oct - 26 Oct

A hotel room with a bed, a dresser, a mirror, and a television.

A hotel room with a bed, a desk, a chair, a television, and a window with a view of greenery.

A bathroom with a white sink, a mirror, a towel rack, and a shower curtain.

15. Knights Inn Liberty

Liberty

Melissa

Rp1.434.831

Rp1.621.358 total

includes taxes & fees

15 Oct - 16 Oct

A hotel lobby with a reception desk, seating area, and a large window.

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

A lobby with a sofa, two armchairs, a coffee table, a fireplace, a television, and a clock on the wall.

A bathroom with a sink, toilet, and bathtub.

16. The Sullivan Inn

Monticello

Christopher

Rp1.755.990

Rp1.984.268 total

includes taxes & fees

15 Oct - 16 Oct

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

A multi-story building with a flat roof, multiple balconies, and a covered front porch.

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

17. Days Inn by Wyndham Wurtsboro

Wurtsboro

Danny

Rp1.951.100

Rp2.204.743 total

includes taxes & fees

22 Oct - 23 Oct

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 room with a wooden table, a black office chair, a flat-screen TV, a mirror, and a door leading to a bathroom.

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

18. Village Motel

Ellenville

Michael

Rp1.513.445

Rp1.694.951 total

includes taxes & fees

19 Oct - 20 Oct

A hotel room with two beds, a desk, a chair, a lamp, and artwork on the walls.

A hotel room with a desk, chair, television, and a minibar.

A two-story house with a gabled roof, a chimney, and an American flag.

A hotel room with a large bed, a separate bathroom with a bathtub, a desk, and a nightstand.

19. Super 8 by Wyndham Monticello NY

Monticello

Marlene

Rp1.433.611

Rp1.619.979 total

includes taxes & fees

26 Oct - 27 Oct

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

A single-story house with a front porch, a visible front door, and a small front yard with a concrete path leading to the door.

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.

20. Windsong Retreat 2

Bethel

Joseph

Rp4.994.100

Rp6.351.278 total

includes taxes & fees

15 Oct - 16 Oct

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 Liberty/Monticello

8/10 Good

"Hello The staff was friendly. The building is old but they have done a good job maintaining it. The building was clean and the area around the property was maintained . Room was clean, Comfortable, Breakfast was good."

Resorts World Catskills Casino

10/10 Excellent

"Great place to stay"

Blue Hill Lodge

10/10 Excellent

"Savanna was so welcoming and made our stay extra pleasant."

Best Western Monticello

10/10 Excellent

"Excellent property"

Super 8 by Wyndham Monticello NY

10/10 Excellent

"Renovations and improvements, along with staff members are exeptional"

YO1 Longevity & Health Resorts, Catskills

10/10 Excellent

"Definitely a place to unwind and relax"

The Alder at Resorts World Catskills

8/10 Good

"Considering this was a resort hotel, I would’ve expected spa Jacuzzi or a hot tub or a pool and at least continental breakfast and they didn’t seem to have any of that plus the staff wasn’t overly friendly either"

Minnewaska Lodge

10/10 Excellent

"We loved it here ! So conveniently located and the staff and innkeeper Maggie were so nice. We will definitely be back =)"

The Bradstan Boutique Hotel

10/10 Excellent

"Everything at the property was just perfect from welcoming staff at check in to a delicious complimentary breakfast. We had the signature suite and could not have been happier with everything about it. The property grounds were so beautiful."

More cheap stays in Woodbourne