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

Spa

Pool

Cottage

Family friendly

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 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.

1. Callicoon Hills

Callicoon Center

Christopher

Rp2.948.136

Rp5.819.121 total

includes taxes & fees

22 Oct - 23 Oct

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

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.

2. Resorts World Catskills Casino

Monticello

Lagarian

Rp3.208.762

Rp4.076.575 total

includes taxes & fees

21 Oct - 22 Oct

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

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

A cozy room with a wood-burning stove, a rocking chair, and a fireplace.

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

3. The North Branch Inn

North Branch

Georgia

Rp5.500.038

Rp7.265.114 total

includes taxes & fees

2 Nov - 3 Nov

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

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

4. Hampton Inn Monticello

Monticello

ANN

Rp2.206.505

Rp2.493.350 total

includes taxes & fees

8 Nov - 9 Nov

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

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

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.

5. Roscoe Mountain Club

Roscoe

Donna

Rp2.092.935

Rp2.365.015 total

includes taxes & fees

28 Oct - 29 Oct

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 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.

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

6. Villa Roma Resort and Conference Center

Callicoon

DIANE

Rp2.264.191

Rp2.919.075 total

includes taxes & fees

20 Oct - 21 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 modern building with a sign reading "The Kartrite Resort & Indoor Waterpark".

7. The Kartrite Resort & Indoor Waterpark

Monticello

Danely

Rp2.917.670

Rp4.581.742 total

includes taxes & fees

22 Oct - 23 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 modern breakfast bar with a variety of food options, including a juice bar and coffee machines.

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

8. Best Western Monticello

Monticello

Eric

Rp2.046.425

Rp2.312.460 total

includes taxes & fees

25 Oct - 26 Oct

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.

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

9. Upper Delaware Inn

Hancock

Maura

Rp2.190.280

Rp2.409.308 total

includes taxes & fees

20 Oct - 21 Oct

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

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 central seating area, wooden walls, and large windows.

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

10. The Arnold House

Livingston Manor

Leyla

Rp6.311.253

Rp7.762.606 total

includes taxes & fees

22 Oct - 23 Oct

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

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.

11. Kenoza Lake View Manor

Jeffersonville

Norma

Rp2.653.574

Rp3.088.746 total

includes taxes & fees

1 Nov - 2 Nov

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

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

12. Days Inn by Wyndham Liberty/Monticello

Liberty

Eduardo

Rp1.685.525

Rp1.904.643 total

includes taxes & fees

1 Nov - 2 Nov

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

A wooden staircase with a cushioned bench at the bottom.

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 breakfast plate with scrambled eggs, bacon, and potatoes.

13. Inn at Tyler Hill

Tyler Hill

Roni

Rp2.453.835

Rp2.674.666 total

includes taxes & fees

2 Nov - 3 Nov

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

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

14. YO1 Longevity & Health Resorts, Catskills

Monticello

Suranie

Rp6.286.916

Rp7.104.213 total

includes taxes & fees

25 Oct - 26 Oct

A wooden cabin with a kitchen and a bed, surrounded by trees.

A small cabin with a door and windows, surrounded by trees and a picnic table.

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

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

Roscoe

Pallavi

Rp2.127.186

Rp3.133.091 total

includes taxes & fees

17 Nov - 18 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 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

Alison

Rp6.016.511

Rp7.069.064 total

includes taxes & fees

2 Nov - 3 Nov

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

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.

17. Windsong Retreat 2

Bethel

Joseph

Rp5.029.533

Rp6.396.342 total

includes taxes & fees

20 Oct - 21 Oct

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

A dining area with a wooden table, chairs, and a vase with flowers. There are bookshelves with books and a chandelier.

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

18. The Yarra

Roscoe

Danielle

Rp4.193.982

Rp4.739.298 total

includes taxes & fees

5 Nov - 6 Nov

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

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

19. The Alder at Resorts World Catskills

Monticello

John

Rp2.482.498

Rp3.256.037 total

includes taxes & fees

1 Nov - 2 Nov

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

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.

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

20. Kenoza Hall

Kenoza Lake

Christopher

Rp8.907.141

Rp10.696.013 total

includes taxes & fees

8 Nov - 9 Nov

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

Inn at Tyler Hill

10/10 Excellent

"Awesome B&B, clean and great service."

Resorts World Catskills Casino

10/10 Excellent

"Beautiful hotel rooms. Had a great experience."

Kenoza Lake View Manor

10/10 Excellent

"Beautiful place."

Best Western Monticello

10/10 Excellent

"Very clean with great beds."

Upper Delaware Inn

8/10 Good

"The Inn was nice and clean, plenty parking and the staff were there to take care of any issues."

The Bradstan Boutique Hotel

10/10 Excellent

"Beautiful property, kind staff and space to explore."

Villa Roma Resort and Conference Center

8/10 Good

"very nice, clean hotel, we were in town for a wedding at another venue and shuttles were offered"

Super 8 by Wyndham Monticello NY

10/10 Excellent

"Great job with the redesign. Place looks awesome."

Roscoe Mountain Club

8/10 Good

"The room was comfortable and incredibly clean. Staff at checkin were very helpful. It was disappointing that the restaurant was closed two of the three nights that we stayed."

More cheap stays in Callicoon Center

Days Inn by Wyndham Liberty/Monticello

52 Sullivan Ave Liberty NY

Rp1.685.525

Rp1.904.643 total

1 Nov - 2 Nov

includes taxes & fees

Best Western Monticello

16 Raceway Rd Monticello NY

Rp2.046.425

Rp2.312.460 total

25 Oct - 26 Oct

includes taxes & fees

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

Upper Delaware Inn

521 W Main St Hancock NY

Rp2.190.280

Rp2.409.308 total

20 Oct - 21 Oct

includes taxes & fees

9.8/10 Exceptional! (269 reviews)

Hampton Inn Monticello

29 Golden Ridge Road Monticello NY

Rp2.206.505

Rp2.493.350 total

8 Nov - 9 Nov

includes taxes & fees

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

26 Miller Hollow Rd Roscoe NY

Rp2.127.186

Rp3.133.091 total

17 Nov - 18 Nov

includes taxes & fees

9.4/10 Exceptional! (207 reviews)

The Alder at Resorts World Catskills

750 Resorts World Drive Monticello NY

Rp2.482.498

Rp3.256.037 total

1 Nov - 2 Nov

includes taxes & fees

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 LGBTQ-friendly hotel in Callicoon Center?

Callicoon Hills is a top LGBTQ-friendly hotel that features free Wi-Fi and free parking. See all available hotels listed as LGBTQ-friendly 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 Rp1.631.473

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. Resorts World Catskills Casino

3. The North Branch Inn

4. Hampton Inn Monticello

5. Roscoe Mountain Club

6. Villa Roma Resort and Conference Center

7. The Kartrite Resort & Indoor Waterpark

8. Best Western Monticello

9. Upper Delaware Inn

10. The Arnold House

11. Kenoza Lake View Manor

12. Days Inn by Wyndham Liberty/Monticello

13. Inn at Tyler Hill

14. YO1 Longevity & Health Resorts, Catskills

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

16. The Bradstan Boutique Hotel

17. Windsong Retreat 2

18. The Yarra

19. The Alder at Resorts World Catskills

20. Kenoza Hall

Learn more about Callicoon Center

Top Callicoon Center Hotel Reviews

Inn at Tyler Hill

Resorts World Catskills Casino

Kenoza Lake View Manor

Best Western Monticello

Upper Delaware Inn

The Bradstan Boutique Hotel

Villa Roma Resort and Conference Center

Super 8 by Wyndham Monticello NY

Roscoe Mountain Club

More cheap stays in Callicoon Center

Days Inn by Wyndham Liberty/Monticello

Best Western Monticello

Upper Delaware Inn

Hampton Inn Monticello

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

The Alder at Resorts World Catskills

Frequently asked questions

Explore a world of travel with Expedia

Go further with the Expedia app