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

Callicoon Center Holiday Rentals

  • 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

Check prices for these dates

In two weeks
6 Nov - 8 Nov
In two months
18 Dec - 20 Dec
In three months
15 Jan - 17 Jan
In four months
12 Feb - 14 Feb

Our top choices for Callicoon Center holiday rentals

A modern, enclosed room with a large window displaying a forest scene.

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

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Roscoe
9.4 out of 10, Exceptional, (210 reviews)
"Such a beautiful cabin, I will call it as glamping. Location was perfect. I would love to go one more time"
United States
Pallavi
The price is HK$926
HK$1,363 total
includes taxes & fees
2 Nov - 3 Nov
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
A wooden cabin with a sloped roof, a central door, and two hanging hammocks.

2. Property of Big Foot Roscoe, NY

Property of Big Foot Roscoe, NY
Roscoe
9.8 out of 10, Exceptional, (10 reviews)
"Quiet place with fantastic hosts!"
United States
Jeremy H.
The price is HK$790
HK$1,062 total
includes taxes & fees
27 Oct - 28 Oct
Property of Big Foot Roscoe, NY
A wooden play structure with a slide in a backyard.

3. Charming 1 bedroom apartment with AC in quaint Roscoe

Charming 1 bedroom apartment with AC in quaint Roscoe
Roscoe
7.0 out of 10, Good, (2 reviews)
"Nice venue and owner is very nice and lives in the house that is attached. He needs to make some adjustments. We hope this is helpful to him. Most important, he absolutely needs to dump the mattress that is on the bed. It is not supportive. It's way too soft and I woke up each morning with a very hurting back. Other things: need to get a non slip mat for the shower. Needs to leave written instructions with the wifi code. Needs to add tissue boxes. Needs to add an extension cord so that you can...
United States
Lawrence
The price is HK$494
HK$949 total
includes taxes & fees
25 Oct - 26 Oct
Charming 1 bedroom apartment with AC in quaint Roscoe
A snow-covered landscape with a building labeled "Trout Town Inn" and a covered outdoor area with trees.

4. Catskills Adventures

Catskills Adventures
Roscoe
9.0 out of 10, Wonderful, (12 reviews)
"Very clean easy access from freeway. "
United States
kevin
The price is HK$1,058
HK$1,639 total
includes taxes & fees
30 Oct - 31 Oct
Catskills Adventures
A cabin with a wooden deck and a staircase leading to a second-story balcony.

5. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Narrowsburg
10.0 out of 10, Exceptional, (167 reviews)
"Such a beautiful place to stay and explore with my pup!"
United States
Alison H.
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
A two-story house with a stone chimney, a front porch with white railings, and a well-maintained lawn.

6. Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome

Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome
Livingston Manor
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed ourselves greatly! Very Nice Property, and Chalet Style Home with everything you need. We highly recommend staying here. And Mr. Pope was a great host."
United States
Robert
The price is HK$1,263
HK$2,602 total
includes taxes & fees
2 Nov - 3 Nov
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome
The dining table seats eight, so there's room for everyone at mealtime.

7. The Roscoe Rise - Hot Tub Sauna Fire Pit MCM Cabin

The Roscoe Rise - Hot Tub Sauna Fire Pit MCM Cabin
Roscoe
The price is HK$1,312
HK$3,871 total
includes taxes & fees
1 Nov - 2 Nov
The Roscoe Rise - Hot Tub Sauna Fire Pit MCM Cabin
A small wooden cabin with a sloped roof, a door, and two hammock-style seating areas.

8. Roscoe Coop Clucking Crazy Hut

Roscoe Coop Clucking Crazy Hut
Roscoe
10.0 out of 10, Exceptional, (11 reviews)
"Mike & Debbie are wonderful hosts, very social but don't push past what you're comfortable with. There little camp is neat, clean, beautiful set up. They provide towels, shampoo & body wash! My kind of camping. There is a bit of a hill to get to the cabins but they also have an accessible cottage for someone may need it. Their 2 pups, Luna & Roxy, will great you & check on you throughout the day. You'll love your stay!"
United States
Marybeth
The price is HK$748
HK$1,015 total
includes taxes & fees
27 Oct - 28 Oct
Roscoe Coop Clucking Crazy Hut
A wooden deck with a sofa, table, and chairs, a trash can, and a heater.

9. Waterfall Retreat * Fireplace * Secluded Setting

Waterfall Retreat * Fireplace * Secluded Setting
Roscoe
The price is HK$1,173
HK$5,191 total
includes taxes & fees
28 Oct - 29 Oct
Waterfall Retreat * Fireplace * Secluded Setting
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

10. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (120 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveller
The price is HK$1,398
HK$2,735 total
includes taxes & fees
26 Oct - 27 Oct
In the cloud ~your cozy lake house
A wooden deck with Adirondack chairs and a small table, overlooking a garden.

11. Bright Modern Home * Wood-Stove Nights * Big Deck

Bright Modern Home * Wood-Stove Nights * Big Deck
Callicoon
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for a quiet get away. And the beds were very comfy and the sheets very nice quality, we slept so well!"
United States
Anonymous traveller
The price is HK$1,190
HK$4,651 total
includes taxes & fees
26 Oct - 27 Oct
Bright Modern Home * Wood-Stove Nights * Big Deck
A fire pit with logs, surrounded by rocks and gravel, with two red chairs and a tree stump nearby.

12. Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (20 reviews)
"The cottage is very adorable and a great place if your looking to get away from the city life"
United States
Darwin
The price is HK$1,234
HK$1,916 total
includes taxes & fees
26 Oct - 27 Oct
Roscoe Cottage Pet Friendly
A house surrounded by trees and a river.

13. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
9.4 out of 10, Exceptional, (14 reviews)
"In town for a family gathering. House was perfect for our needs. Will recommend"
United States
Tom B.
The price is HK$980
HK$2,732 total
includes taxes & fees
28 Oct - 29 Oct
Callicoon Creek Farmhouse
A spacious living room with a stone fireplace, wooden beams, and large windows.

14. Family Lodge * Hot Tub Deck * Fire Pit Nights

Family Lodge * Hot Tub Deck * Fire Pit Nights
Roscoe
The price is HK$2,545
HK$8,802 total
includes taxes & fees
9 Nov - 10 Nov
Family Lodge * Hot Tub Deck * Fire Pit Nights
A room with a large glass dome window, a small round table with chairs, a bed, and a teddy bear.

15. Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.

Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
Parksville
9.8 out of 10, Exceptional, (48 reviews)
"Angel was a fantastic host, the Dome was comfy, and the area was lovely."
United States
Richard F.
The price is HK$776
HK$1,506 total
includes taxes & fees
27 Oct - 28 Oct
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
A small wooden cabin with a sloped roof, a single door, and a hammock hanging inside.

16. Woods I GO 2 Lose my Mind Roscoe

Woods I GO 2 Lose my Mind Roscoe
Roscoe
10.0 out of 10, Exceptional, (6 reviews)
"Hosts are super friendly and helpful. Property was clean and peaceful. Highly recommend!"
United States
Ashley B.
The price is HK$847
HK$1,171 total
includes taxes & fees
25 Oct - 26 Oct
Woods I GO 2 Lose my Mind Roscoe
A modern kitchen with a large island, bar stools, wooden accents, and stainless steel appliances.

17. Cozy Wood Stove * Chef’s Kitchen * Private Stream

Cozy Wood Stove * Chef’s Kitchen * Private Stream
Roscoe
9.4 out of 10, Exceptional, (3 reviews)
"Great house, location, and pool! Really enjoyed our stay."
United States
Beth D.
The price is HK$1,630
HK$6,641 total
includes taxes & fees
17 Nov - 18 Nov
Cozy Wood Stove * Chef’s Kitchen * Private Stream
A spacious room with a spiral staircase, a wooden bench, a table with a lamp, and a view of the outdoors through a glass door.

18. Tiny Home * Big Mountain View’s * Cozy Fireplace

Tiny Home * Big Mountain View’s * Cozy Fireplace
Parksville
10.0 out of 10, Exceptional, (1 review)
"Great spot, incredible view, beautiful little house. Key pad to door was glitchy and outside shower had no water."
United States
Anonymous traveller
The price is HK$897
HK$3,464 total
includes taxes & fees
9 Nov - 10 Nov
Tiny Home * Big Mountain View’s * Cozy Fireplace
A forested area with a gravel path, a pile of firewood, and a small pond.

19. Roscoe RV Pet Friendly

Roscoe RV Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (9 reviews)
"Debra was a wonderful host who went above and beyond to ensure we had a cozy and comfortable stay! Highly recommend staying at this property and will definitely be back!"
United States
Dawn H.
The price is HK$1,299
HK$1,812 total
includes taxes & fees
27 Oct - 28 Oct
Roscoe RV Pet Friendly
A house with a dock by a lake, surrounded by trees and a clear sky.

20. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.6 out of 10, Exceptional, (26 reviews)
"Great stay!"
United States
melissa m.
The price is HK$1,003
HK$1,824 total
includes taxes & fees
28 Oct - 29 Oct
Lakeview Cabin Duplex
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Callicoon Center Hotel Reviews

Blue Hill Lodge

Blue Hill Lodge

8/10 Good
"Bar was closed on a Thursday, despite website stating open Thursday thru Sunday."
Chris 1-night trip
Posted 22 hours ago
Blue Hill Lodge

Find out more about Callicoon Center

Search for holiday rentals in Callicoon Center on Expedia! You can easily find your home rentals, villas, holiday apartments in Callicoon Center using one of the methods below:

  • View our selection of featured holiday rentals in Callicoon Center
  • Use the map to find apartments and other holiday homes in the Callicoon Center neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Callicoon Center while they last

Look no further and take a look at our great range of rental properties in Callicoon Center!

Frequently asked questions

Are there holiday rentals in Callicoon Center?

Yes, there are holiday rentals close to the most popular sights in Callicoon Center, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Callicoon Center has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This holiday home rental outside of Callicoon Center is located on a lake, and has an outdoor pool, a balcony and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals will I find in Callicoon Center?

Expedia has 4 holiday rentals for your stay in Callicoon Center.

What can I see and do in Callicoon Center?

While you're exploring the area, Woodstock Monument and Lake Superior State Park are a couple of picturesque spots to get outside and enjoy nature. Catskill Fly Fishing Center and Museum and Sullivan County Golf and Country Club are a couple of places you'll find in the wider area.

What are holiday rentals like in Callicoon Center?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Callicoon Center. Holiday rentals offer amenities such as WiFi and washers and dryers so your stay will be comfortable. If you're concerned about cleanliness, holiday rentals can offer a sense of security away from shared hotel lifts and lobbies packed with people while still allowing you the enjoyment of travel. You'll also get more space in a holiday rental than in a standard hotel, which makes a holiday rental an attractive option for a family getaway.