Callicoon Center Holiday Rentals, New York: Private House Rentals

A solitary tree in a misty field with a backdrop of a cloudy sky and dense forest.

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 Callicoon Center

Pet friendly

Apartment

Pool

Family friendly

Cottage

Waterpark

Condo

Check prices for these dates

Tonight

Tomorrow

This weekend

Next weekend

Our top choices for Callicoon Center hotels

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

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

A modern cabin with a wooden deck, large windows, and a black roof, surrounded by dense forest.

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

1. Callicoon Hills

Callicoon Center

Vijayalakshmi

฿4,603

฿9,770 total

includes taxes & fees

3 Sept - 4 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 hotel lobby with round tables, cushioned chairs, a large pillar, and a projection screen displaying a movie.

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

2. Villa Roma Resort and Conference Center

Callicoon

DIANE

฿5,397

฿6,762 total

includes taxes & fees

2 Sept - 3 Sept

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.

3. Days Inn by Wyndham Liberty/Monticello

Liberty

Henry

฿3,293

฿3,721 total

includes taxes & fees

8 Sept - 9 Sept

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

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

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.

4. Best Western Monticello

Monticello

Robin

฿3,765

฿4,254 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 bar area with a central island, multiple bar stools, and a large screen displaying content.

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.

5. The Kartrite Resort & Indoor Waterpark

Monticello

Bradley

฿5,367

฿8,429 total

includes taxes & fees

2 Sept - 3 Sept

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.

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

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

6. Hampton Inn Monticello

Monticello

Yuta

฿4,626

฿5,227 total

includes taxes & fees

10 Sept - 11 Sept

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 cozy log cabin interior with a central seating area, wooden walls, and large windows.

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

7. The Arnold House

Livingston Manor

Greg

฿11,610

฿14,280 total

includes taxes & fees

2 Sept - 3 Sept

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.

A two-story house with a stone facade and a large window.

8. Kenoza Lake View Manor

Jeffersonville

Steven

฿4,106

฿4,779 total

includes taxes & fees

2 Sept - 3 Sept

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

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

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

9. Resorts World Catskills Casino

Monticello

James

฿5,930

฿7,529 total

includes taxes & fees

10 Sept - 11 Sept

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

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.

A rustic wooden interior with leather sofas, a round wooden coffee table, and a large window offering a view of a field.

10. Roscoe Mountain Club

Roscoe

Daniel

฿3,482

฿3,935 total

includes taxes & fees

23 Sept - 24 Sept

A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.

A bar area with wooden cabinets, a counter with various bottles, and green chairs.

A bedroom with a large bed, a chair, a bedside table, and a wall-mounted lamp.

A garden with a gazebo, various flowering plants, and a pathway.

11. The North Branch Inn

North Branch

Georgia

฿10,102

฿13,344 total

includes taxes & fees

22 Sept - 23 Sept

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

A breakfast plate with scrambled eggs, bacon, and potatoes.

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.

12. Inn at Tyler Hill

Tyler Hill

sandra

฿6,489

฿7,073 total

includes taxes & fees

2 Sept - 3 Sept

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

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

A building with a covered porch, a door labeled "OFFICE," and a well-maintained lawn with a tree and potted plants.

13. Upper Delaware Inn

Hancock

Carmen

฿4,470

฿4,917 total

includes taxes & fees

2 Sept - 3 Sept

A sunroom with wooden beams, large windows, and a variety of potted plants.

A spacious dining area with multiple tables and chairs, large potted plants, and a view of the outdoors through large windows.

A large white house with a green roof, surrounded by a well-maintained lawn and a view of a lake.

A living room with a stone fireplace, two armchairs, a coffee table, and a bookshelf.

14. Kenoza Hall

Kenoza Lake

Christopher

฿15,395

฿18,558 total

includes taxes & fees

20 Sept - 21 Sept

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

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

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.

15. Windsong Retreat 2

Bethel

Mark

฿9,238

฿11,748 total

includes taxes & fees

4 Sept - 5 Sept

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 modern living room with a stone fireplace, wicker furniture, and a flat-screen TV mounted on the wall.

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

16. The Bradstan Boutique Hotel

Eldred

Solomon

฿12,510

฿14,634 total

includes taxes & fees

7 Sept - 8 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 dining area with two wooden tables and black chairs, a round mirror, and a staircase with bookshelves.

17. The Yarra

Roscoe

Danielle

฿8,687

฿9,816 total

includes taxes & fees

4 Sept - 5 Sept

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

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

Roscoe

Maaz

฿4,271

฿6,155 total

includes taxes & fees

9 Sept - 10 Sept

19. Super 8 by Wyndham Monticello NY

Monticello

Nicole

฿2,652

฿2,997 total

includes taxes & fees

3 Sept - 4 Sept

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

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

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

20. The Alder at Resorts World Catskills

Monticello

John

฿4,203

฿5,579 total

includes taxes & fees

9 Sept - 10 Sept

View all properties

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

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

The Kartrite Resort & Indoor Waterpark

10/10 Excellent

"My family and I visited for the second time. And we love it."

Best Western Monticello

10/10 Excellent

"Todo muy bonito"

Windsong Retreat 2

10/10 Excellent

"We thoroughly enjoyed our stay at Windsong 2, conveniently located close to Bethel Woods concert venue. Our room was beautifully decorated, clean and comfortable. Our host was friendly and welcoming, offering us a slice of delicious homemade German chocolate cake when we arrived in the afternoon. Breakfast was delicious and plentiful and we enjoyed conversation with the other guests and our host. We will definitely stag again!"

Resorts World Catskills Casino

8/10 Good

"Pool water was cold, room could be a little cleaner. Spa was excellent. Restaurant were great."

Inn at Tyler Hill

10/10 Excellent

"We booked our “baby moon” spontaneously, the morning of our trip, after randomly finding the Inn at Tyler Hill on Expedia. We had ZERO knowledge about what to expect, but knew we needed to get away for the weekend and relax. We did not realize that it would be an absolutely PERFECT experience. We stayed in the Elvis room and had our own separate entrance apart from the main house. Nights were quiet, and the room was spotless! We received fresh, homemade breakfast each morning and were treated like family. Delaney was an exceptional host and had a whole list of local activities that were available. Although the Inn felt like we were in the middle of nowhere, it was just a short drive to local bars and restaurants which was a perfect balance. We ate at the Wedtern Hotel, Black Walnut (get a reservation beforehand…and it IS pricey), and also drove an hour to the Lakeland Orchard which had TONS of activities. We even picked some flowers and spent the whole day there. All of these places were recommended by Delaney and were completely worth it! If we had one more day, we definitely would have used it to stay in bed because it was so comfy and cozy! They even had a fire pit at night time. We have HIGHLY recommended this spot to our friends and family and will DEFINITELY be back! 10/10 experience!"

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"The cabin was amazing and perfect for a family weekend getaway to enjoy the nature. We enjoyed the bonfire. And the beds are comfortable."

Upper Delaware Inn

10/10 Excellent

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

Super 8 by Wyndham Monticello NY

8/10 Good

"was decent, had a crew staying there, they like it"

YO1 Longevity & Health Resorts, Catskills

10/10 Excellent

"It has a beautiful, peaceful, soothing atmosphere. Very relaxing. Food was delicious. Staff was nice. Room was amazing."

More cheap stays in Callicoon Center

Days Inn by Wyndham Liberty/Monticello

52 Sullivan Ave Liberty NY

฿3,293

฿3,721 total

8 Sept - 9 Sept

includes taxes & fees

Best Western Monticello

16 Raceway Rd Monticello NY

฿3,765

฿4,254 total

1 Oct - 2 Oct

includes taxes & fees

8.2/10 Very good! (1,004 reviews)

Upper Delaware Inn

521 W Main St Hancock NY

฿4,470

฿4,917 total

2 Sept - 3 Sept

includes taxes & fees

9.8/10 Exceptional! (233 reviews)

Hampton Inn Monticello

29 Golden Ridge Road Monticello NY

฿4,626

฿5,227 total

10 Sept - 11 Sept

includes taxes & fees

The Alder at Resorts World Catskills

750 Resorts World Drive Monticello NY

฿4,203

฿5,579 total

9 Sept - 10 Sept

includes taxes & fees

8.2/10 Very good! (261 reviews)

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

26 Miller Hollow Rd Roscoe NY

฿4,271

฿6,155 total

9 Sept - 10 Sept

includes taxes & fees

9.4/10 Exceptional! (181 reviews)

Frequently asked questions

What's the best place to stay in Callicoon Center?

Based on our traveller data, Callicoon Hills is one of the top choices for your stay. This hotel offers a restaurant and free parking. Other good options for your visit to the area are The Kartrite Resort & Indoor Waterpark and Resorts World Catskills Casino. See all available top hotels, or vacation rentals in Callicoon Center.

If I need to cancel my hotel reservation in Callicoon Center, will I receive a refund?

Yes, most hotel reservations are fully refundable as long as you cancel prior to the accommodation's cancellation deadline, which in most cases is within 24 or 48 hours of your scheduled arrival. If you have a non-refundable reservation, you might be able to still cancel and get a refund within a 24-hour period of booking. Filter your search by fully refundable to find flexible hotel deals in Callicoon Center.

What's the best dog-friendly place to stay in Callicoon Center?

Callicoon Hills 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 Callicoon Center.

What are some accommodation options with pools in Callicoon Center?

Callicoon Hills is a top hotel with a seasonal outdoor pool, free WiFi and a sauna. View all hotels with pools in Callicoon Center.

How is it to stay in Callicoon Center?

Travellers to Callicoon Center will find plenty to explore and enjoy. In Callicoon Center, there are 7 hotels and other accommodation options to choose from. Find out more about Callicoon Center.

What should I do while I'm visiting Callicoon Center?

Places to visit in the wider area include Catskill Fly Fishing Center and Museum, Sullivan County Golf and Country Club and Woodstock Monument. You'll also find Bethel Woods Center For The Arts and Lake Superior State Park in the area. Take a look at what more there is to see and do in Expedia's Callicoon Center guide.

What's the weather like in Callicoon Center?

The hottest months are usually July and August, with an average temperature of 18°C, while the coldest months are January and February, with an average of -3°C. The snowiest months in Callicoon Center 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 Callicoon Center on Expedia.com

Find hotels in Callicoon Center, NY from ฿2,997

Change your mind

Treat yourself

Be picky

Go beyond your typical stay in Callicoon Center

Check prices for these dates

Filter by

Star rating

Guest rating

Our top choices for Callicoon Center hotels

1. Callicoon Hills

2. Villa Roma Resort and Conference Center

3. Days Inn by Wyndham Liberty/Monticello

4. Best Western Monticello

5. The Kartrite Resort & Indoor Waterpark

6. Hampton Inn Monticello

7. The Arnold House

8. Kenoza Lake View Manor

9. Resorts World Catskills Casino

10. Roscoe Mountain Club

11. The North Branch Inn

12. Inn at Tyler Hill

13. Upper Delaware Inn

14. Kenoza Hall

15. Windsong Retreat 2

16. The Bradstan Boutique Hotel

17. The Yarra

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

19. Super 8 by Wyndham Monticello NY

20. The Alder at Resorts World Catskills

Learn more about Callicoon Center

Top Callicoon Center Hotel Reviews

The Kartrite Resort & Indoor Waterpark

Best Western Monticello

Windsong Retreat 2

Resorts World Catskills Casino

Inn at Tyler Hill

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Upper Delaware Inn

Super 8 by Wyndham Monticello NY

YO1 Longevity & Health Resorts, Catskills

More cheap stays in Callicoon Center

Days Inn by Wyndham Liberty/Monticello

Best Western Monticello

Upper Delaware Inn

Hampton Inn Monticello

The Alder at Resorts World Catskills

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app