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.

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Pool

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

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

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

1. Callicoon Hills

Callicoon Center

Christopher

฿5,481

฿10,819 total

includes taxes & fees

22 Oct - 23 Oct

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

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

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

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

2. Hampton Inn Monticello

Monticello

ANN

฿4,102

฿4,636 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 rustic lodge with a green roof, surrounded by tall pine trees and a well-maintained lawn.

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

3. Roscoe Mountain Club

Roscoe

Donna

฿3,891

฿4,397 total

includes taxes & fees

22 Oct - 23 Oct

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

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

4. The North Branch Inn

North Branch

Georgia

฿10,225

฿13,507 total

includes taxes & fees

1 Nov - 2 Nov

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.

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

5. Resorts World Catskills Casino

Monticello

Lagarian

฿5,966

฿7,579 total

includes taxes & fees

21 Oct - 22 Oct

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 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.

6. Best Western Monticello

Monticello

Bernard

฿3,805

฿4,299 total

includes taxes & fees

25 Oct - 26 Oct

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

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

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.

7. Upper Delaware Inn

Hancock

Maura

฿4,072

฿4,479 total

includes taxes & fees

18 Oct - 19 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 bar area with a central island, multiple bar stools, and a large screen displaying content.

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

8. The Kartrite Resort & Indoor Waterpark

Monticello

Danely

฿5,424

฿8,519 total

includes taxes & fees

18 Oct - 19 Oct

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.

9. Days Inn by Wyndham Liberty/Monticello

Liberty

Eduardo

฿3,145

฿3,554 total

includes taxes & fees

1 Nov - 2 Nov

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

10. Villa Roma Resort and Conference Center

Callicoon

DIANE

฿4,763

฿6,055 total

includes taxes & fees

18 Oct - 19 Oct

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

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

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

11. Kenoza Lake View Manor

Jeffersonville

Emily

฿4,933

฿5,742 total

includes taxes & fees

1 Nov - 2 Nov

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 breakfast plate with scrambled eggs, bacon, and potatoes.

12. Inn at Tyler Hill

Tyler Hill

Kimberly

฿4,562

฿4,973 total

includes taxes & fees

2 Nov - 3 Nov

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

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

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

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

13. The Yarra

Roscoe

Danielle

฿7,797

฿8,811 total

includes taxes & fees

5 Nov - 6 Nov

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

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.

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

14. The Arnold House

Livingston Manor

Leyla

฿11,734

฿14,432 total

includes taxes & fees

22 Oct - 23 Oct

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

15. The Bradstan Boutique Hotel

Eldred

Michelle

฿11,186

฿13,143 total

includes taxes & fees

9 Nov - 10 Nov

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

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

A bedroom with a wooden headboard, a window with a view of green foliage, a bed with white linens, and a tray with breakfast items.

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

Roscoe

Pallavi

฿3,955

฿5,825 total

includes taxes & fees

16 Nov - 17 Nov

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.

17. Windsong Retreat 2

Bethel

Joseph

฿9,351

฿11,892 total

includes taxes & fees

17 Oct - 18 Oct

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

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

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

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

18. The Alder at Resorts World Catskills

Monticello

John

฿4,615

฿6,053 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 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.

19. YO1 Longevity & Health Resorts, Catskills

Monticello

Suranie

฿11,688

฿13,208 total

includes taxes & fees

25 Oct - 26 Oct

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.

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

20. Blue Hill Lodge

Claryville

Radmila

฿4,021

฿4,504 total

includes taxes & fees

18 Oct - 19 Oct

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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

Upper Delaware Inn

10/10 Excellent

"This was the cleanest, most well kept small mom and pop motel we’ve ever stayed at. Staff was super friendly, the room was exceptionally clean and refurbished! We will definitely stay here again!"

Super 8 by Wyndham Monticello NY

10/10 Excellent

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

The Bradstan Boutique Hotel

10/10 Excellent

"Beautiful place to escape for a few days. We paddle boated and hiked the nature Trail"

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Everything was a great experience! Had all the supplies needed to help enjoy ourselves. Great hospitality & greeting of a happy birthday sign and card, super thoughtful!"

Inn at Tyler Hill

10/10 Excellent

"It was a wonderful place to stay. Breakfast was fabulous."

Callicoon Hills

8/10 Good

"This is a lovely property. It was midweek, so there were very few guests and fewer staff on hand. The cafe was closed, but the events manager made us a cup of coffee. The restaurant and bar are only open on weekends, so I could plan around midweek stays. The check in manager upgraded our room since or original room was tiny."

Blue Hill Lodge

10/10 Excellent

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

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"

More cheap stays in Callicoon Center

Days Inn by Wyndham Liberty/Monticello

52 Sullivan Ave Liberty NY

฿3,145

฿3,554 total

1 Nov - 2 Nov

includes taxes & fees

Best Western Monticello

16 Raceway Rd Monticello NY

฿3,805

฿4,299 total

25 Oct - 26 Oct

includes taxes & fees

Upper Delaware Inn

521 W Main St Hancock NY

฿4,072

฿4,479 total

18 Oct - 19 Oct

includes taxes & fees

9.8/10 Exceptional! (266 reviews)

Hampton Inn Monticello

29 Golden Ridge Road Monticello NY

฿4,102

฿4,636 total

8 Nov - 9 Nov

includes taxes & fees

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

26 Miller Hollow Rd Roscoe NY

฿3,955

฿5,825 total

16 Nov - 17 Nov

includes taxes & fees

9.4/10 Exceptional! (207 reviews)

The Alder at Resorts World Catskills

750 Resorts World Drive Monticello NY

฿4,615

฿6,053 total

2 Nov - 3 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.

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Book Hotels in Callicoon Center on Expedia.com

Find hotels in Callicoon Center, NY from ฿3,033

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. Hampton Inn Monticello

3. Roscoe Mountain Club

4. The North Branch Inn

5. Resorts World Catskills Casino

6. Best Western Monticello

7. Upper Delaware Inn

8. The Kartrite Resort & Indoor Waterpark

9. Days Inn by Wyndham Liberty/Monticello

10. Villa Roma Resort and Conference Center

11. Kenoza Lake View Manor

12. Inn at Tyler Hill

13. The Yarra

14. The Arnold House

15. The Bradstan Boutique Hotel

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

17. Windsong Retreat 2

18. The Alder at Resorts World Catskills

19. YO1 Longevity & Health Resorts, Catskills

20. Blue Hill Lodge

Learn more about Callicoon Center

Top Callicoon Center Hotel Reviews

Upper Delaware Inn

Super 8 by Wyndham Monticello NY

The Bradstan Boutique Hotel

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Inn at Tyler Hill

Callicoon Hills

Blue Hill Lodge

YO1 Longevity & Health Resorts, Catskills

The Alder at Resorts World Catskills

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

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