Callicoon Center Holiday Rentals, New York: Private House Rentals

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Our top choices for Callicoon Center hotels

An indoor venue with wooden beams, tables set for dining, and hanging greenery.

A large house with multiple sections, including a patio area with outdoor furniture and a stone pathway.

A wooden bridge leading to a building with a blue roof, surrounded by dense greenery.

A triangular tent-style room with a bed, a small table, and a red lamp.

1. Callicoon Hills

Callicoon Center

Vijayalakshmi

Rp2.466.576

Rp5.235.903 total

includes taxes & fees

3 Sept - 4 Sept

A rustic cabin with a stone foundation, surrounded by a well-maintained lawn and a variety of trees.

A wooden interior with a ping pong table, tables, chairs, and large windows.

A rustic lodge with a green roof, surrounded by tall pine trees and a well-maintained lawn.

A rustic interior with stone walls, wooden beams, and large windows offering a view of the outdoors.

2. Roscoe Mountain Club

Roscoe

Daniel

Rp1.716.732

Rp1.939.907 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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.

3. Days Inn by Wyndham Liberty/Monticello

Liberty

Henry

Rp1.764.641

Rp1.994.045 total

includes taxes & fees

15 Sept - 16 Sept

A four-poster bed with a white bedspread, two bedside tables with lamps, a wooden door, and a framed picture on the wall.

A compact kitchenette with a microwave, refrigerator, and a small table with a TV and remote controls.

A pathway flanked by trimmed trees leading to a building with a stone facade and multiple windows.

4. Kenoza Lake View Manor

Jeffersonville

Steven

Rp2.197.528

Rp2.557.816 total

includes taxes & fees

17 Sept - 18 Sept

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

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

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

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

5. Hampton Inn Monticello

Monticello

Yuta

Rp2.612.804

Rp2.952.468 total

includes taxes & fees

10 Sept - 11 Sept

A motel with a covered porch, outdoor seating, and flower planters.

A hotel room with a flat-screen TV mounted on the wall, a wooden dresser with drawers, a tray with toiletries, and a sign on the wall.

A hotel reception desk with a desktop computer, a window with a view of the outside, and various informational brochures.

6. Upper Delaware Inn

Hancock

Carmen

Rp2.392.470

Rp2.631.718 total

includes taxes & fees

13 Sept - 14 Sept

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 modern breakfast bar with a variety of food options, including a juice bar and coffee machines.

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

7. Best Western Monticello

Monticello

Robin

Rp2.014.299

Rp2.276.158 total

includes taxes & fees

1 Oct - 2 Oct

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

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

8. The Kartrite Resort & Indoor Waterpark

Monticello

Bradley

Rp2.871.866

Rp4.509.815 total

includes taxes & fees

7 Sept - 8 Sept

A covered outdoor area with a wooden deck and a view of a green landscape.

A neatly made bed with white linens, a wooden headboard, and two bedside lamps. A window with curtains is visible, and a small table with a chair is in the corner.

A cozy room with a wooden desk, a cushioned sofa, a flat-screen TV, and a window with curtains.

A wooden staircase with a cushioned bench at the bottom.

9. Inn at Tyler Hill

Tyler Hill

sandra

Rp3.180.612

Rp3.467.000 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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

10. Blue Hill Lodge

Claryville

Ruth

Rp1.596.783

Rp1.788.418 total

includes taxes & fees

30 Sept - 1 Oct

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

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.

11. Resorts World Catskills Casino

Monticello

James

Rp2.648.292

Rp3.436.171 total

includes taxes & fees

7 Sept - 8 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 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.

A hotel lobby with round tables, cushioned chairs, a large pillar, and a projection screen displaying a movie.

12. Villa Roma Resort and Conference Center

Callicoon

DIANE

Rp2.887.836

Rp3.618.135 total

includes taxes & fees

3 Sept - 4 Sept

A cozy living room with a fireplace, bookshelves, and comfortable seating.

A bedroom with a bed, a bedside table with a cup, a lamp, and a window.

A white building with a porch, two sets of yellow chairs, and a black door with a sign reading "The Yarra Roscoe NY".

A dining area with two wooden tables and black chairs, a round mirror, and a staircase with bookshelves.

13. The Yarra

Roscoe

Danielle

Rp4.655.138

Rp5.260.307 total

includes taxes & fees

4 Sept - 5 Sept

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

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

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

14. Super 8 by Wyndham Monticello NY

Monticello

Nicole

Rp1.421.117

Rp1.605.863 total

includes taxes & fees

6 Sept - 7 Sept

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

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

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

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

15. YO1 Longevity & Health Resorts, Catskills

Monticello

Rajvi

Rp6.015.733

Rp6.797.805 total

includes taxes & fees

13 Sept - 14 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.

An outdoor bar area with a stainless steel counter, bar stools, and a variety of bottles.

16. The Alder at Resorts World Catskills

Monticello

John

Rp2.249.052

Rp2.985.028 total

includes taxes & fees

3 Sept - 4 Sept

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

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

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

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

17. Windsong Retreat 2

Bethel

Mark

Rp4.944.438

Rp6.288.122 total

includes taxes & fees

7 Sept - 8 Sept

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

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

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

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

18. The Bradstan Boutique Hotel

Eldred

Solomon

Rp6.693.924

Rp7.830.294 total

includes taxes & fees

3 Sept - 4 Sept

A swimming pool with a deck area, lounge chairs, and a covered seating area.

A covered outdoor seating area with wooden benches and red cushions, a picnic table, and an American flag.

19. Rodeway Inn

Monticello

Danielle

Rp2.634.984

Rp2.977.533 total

includes taxes & fees

8 Sept - 9 Sept

A person sitting on a wooden floor inside a cabin, holding playing cards.

20. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Roscoe

Maaz

Rp2.288.976

Rp3.298.609 total

includes taxes & fees

3 Sept - 4 Sept

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Learn more about Callicoon Center

This tiny hamlet offers peaceful countryside escapes with hiking trails and the charming Stone Arch Bridge Historical Park. Visit the Callicoon Farmers' Market on Sundays or explore nearby Bethel Woods Centre for the Arts, site of the original Woodstock festival.

See all hotels in Callicoon Center

Top Callicoon Center Hotel Reviews

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"clean cabin"

Resorts World Catskills Casino

8/10 Good

"Room was very comfortable and clean. All staff interactions were very nice. Separate adult only pool was nice. Would stay here again."

Days Inn by Wyndham Liberty/Monticello

8/10 Good

"This hotel is nicer than it looks. Rooms are clean & beds are very comfortable. Breakfast was sufficient & coffee is available 24/7. I’d stay here again."

Windsong Retreat 2

10/10 Excellent

"We stayed here to attend a concert at Bethel woods. It is so convenient to access the venue. The thing is we didn't have any prior knowledge or referral about Windsong II before we booked. It turned out to be a lucky find. Mary the owner has done a great job. Breakfast is so good. The room we had was large and had a private bath. Its still in the infant stage having just opened in May this year, but its all ready running smoothly."

Inn at Tyler Hill

10/10 Excellent

"We’re were greeted upon by Delaney who was extremely pleasant and very helpful with local information. Our room was very comfortable and absolutely spotless. We will definitely stay here again."

The Alder at Resorts World Catskills

10/10 Excellent

"Excellent stay. Convenient location."

Kenoza Lake View Manor

8/10 Good

"Really unique, eclectic, charming hotel. It's old school and we enjoyed it. If you've stayed at the old hotels on Block Island you can relate. Convenient to a back way into Bethel Woods (15 minutes or so- country roads), and they have a shuttle as well. We met a wonderful group of fellow concert goers at breakfast. Continental breakfast. Beautiful grounds. Town is about a 10 minutes drive with dining and shopping."

Best Western Monticello

10/10 Excellent

"Todo muy bonito"

Upper Delaware Inn

10/10 Excellent

"Staff and cleanliness were absolutely amazing ! Wonderful stay !"