A rural landscape with a house surrounded by autumn-colored trees and rolling hills.

Search Condos in Callicoon

  • 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
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20
No exact matches found, but these alternatives could be just right

Recommended hotels in Callicoon

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.

1. Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center
3.0 star property
Callicoon
6.6 out of 10, (446 reviews)
"Great stay. Would visit again"
United States
DIANE
The price is ￥25,869
￥32,412 total
includes taxes & fees
Aug 26 - Aug 27
Villa Roma Resort and Conference Center
A wooden deck with Adirondack chairs and a small table, overlooking a garden.

2. Chic Home w/ Fireplace & Beautiful Sunsets

Chic Home w/ Fireplace & Beautiful Sunsets
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 traveler
The price is ￥19,600
￥82,684 total
includes taxes & fees
Sep 15 - Sep 16
Chic Home w/ Fireplace & Beautiful Sunsets
A forested area with a dirt path.

3. Kenoza Lake View Manor

Kenoza Lake View Manor
3.0 star property
Jeffersonville
8.8 out of 10, Excellent, (427 reviews)
"3rd or 4th time we stayed. They are the most hospitable and nicest family to deal with. Our stay has been perfect every time. Place is always very clean. We can’t wait to go back again."
United States
Steven
The price is ￥19,710
￥22,941 total
includes taxes & fees
Sep 15 - Sep 16
Kenoza Lake View Manor
A rustic cabin with a stone foundation, surrounded by a well-maintained lawn and a variety of trees.

4. Roscoe Mountain Club

Roscoe Mountain Club
3.0 star property
Roscoe
9.6 out of 10, Exceptional, (92 reviews)
"Very pleasant staff and great property to visit for the weekend. "
United States
Daniel
The price is ￥19,759
￥22,327 total
includes taxes & fees
Sep 8 - Sep 9
Roscoe Mountain Club
An indoor venue with wooden beams, tables set for dining, and hanging greenery.

5. Callicoon Hills

Callicoon Hills
2.5 star property
Callicoon Center
9.0 out of 10, Wonderful, (159 reviews)
"The room was lovely. The hotel is beautiful. We had a room in the actual building not in one of the outbuilding/cabins unfortunately because we were there just at the opening of season. The restaurant and bar were not up yet. Travel to other restaurants is good 10 to 15 minutes or longer. The pool was not open yet of course but during season, I’m sure it’s lovely and the staff was kind and very attentive."
United States
Kathleen
The price is ￥25,995
￥51,311 total
includes taxes & fees
Sep 10 - Sep 11
Callicoon Hills
A modern lobby with a curved sofa, a reception desk, and a flat-screen TV.

6. Days Inn by Wyndham Liberty/Monticello

Days Inn by Wyndham Liberty/Monticello
2.0 star property
Liberty
6.8 out of 10, (1,015 reviews)
"The price was good and the hotel was just what I needed clean near where I wanted to be"
United States
Henry
The price is ￥15,808
￥17,863 total
includes taxes & fees
Sep 10 - Sep 11
Days Inn by Wyndham Liberty/Monticello
A covered outdoor area with a wooden deck and a view of a green landscape.

7. Inn at Tyler Hill

Inn at Tyler Hill
3.0 star property
Tyler Hill
10.0 out of 10, Exceptional, (183 reviews)
"Great stay-highly recommend."
United States
sandra
The price is ￥31,151
￥33,955 total
includes taxes & fees
Aug 30 - Aug 31
Inn at Tyler Hill
A covered porch with outdoor seating, surrounded by lush greenery and a stone pathway.

8. The North Branch Inn

The North Branch Inn
4.0 star property
North Branch
9.8 out of 10, Exceptional, (43 reviews)
"Charming historic inn with very comfortable rooms and a welcoming atmosphere. "
United States
gloria
The price is ￥48,496
￥64,060 total
includes taxes & fees
Sep 9 - Sep 10
The North Branch Inn
A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

9. Hampton Inn Monticello

Hampton Inn Monticello
2.5 star property
Monticello
9.4 out of 10, Exceptional, (682 reviews)
"nice helpful staff clean property"
United States
Yuta
The price is ￥22,047
￥24,914 total
includes taxes & fees
Sep 7 - Sep 8
Hampton Inn Monticello
A modern living room with two sofas, a glass coffee table, and a painting of a horse.

10. Best Western Monticello

Best Western Monticello
2.5 star property
Monticello
8.2 out of 10, Very Good, (1,015 reviews)
"Great friendly staff"
Canada
Robin
The price is ￥23,704
￥26,786 total
includes taxes & fees
Aug 27 - Aug 28
Best Western Monticello
A motel with a covered porch, outdoor seating, and flower planters.

11. Upper Delaware Inn

Upper Delaware Inn
2.5 star property
Hancock
9.8 out of 10, Exceptional, (232 reviews)
"Very friendly staff, clean rooms, great location to town, love it every time that I visit!"
United States
Christi
The price is ￥19,957
￥21,952 total
includes taxes & fees
Aug 26 - Aug 27
Upper Delaware Inn
A spacious living room with a staircase, a dining area, and a decorative metal piece on the wall.

12. Windsong Retreat 2

Windsong Retreat 2
3.0 star property
Bethel
9.4 out of 10, Exceptional, (32 reviews)
"The host Mary was warm, welcoming and inviting. The beds were super comfy and the room was beautiful. Very close to Bethel Woods if you’re going to see a concert. Mary is an excellent Baker and would definitely recommend staying here if in the area."
United States
Christine
The price is ￥42,573
￥54,394 total
includes taxes & fees
Sep 4 - Sep 5
Windsong Retreat 2
A stone building with red-framed windows and doors, outdoor flower planters, and a hanging flower basket.

13. Lakewood Lodge

Lakewood Lodge
2.5 star property
Lakewood
8.0 out of 10, Very Good, (103 reviews)
"I stayed in a third floor room with a brand new bathroom, the room itself could use a little updating, but it was clean and perfectly fine. It’s a great value and it comes with a delicious for breakfast. Everyone that works there is super nice and there’s a restaurant and bar in the first floor."
United States
Bruce
The price is ￥19,233
￥20,964 total
includes taxes & fees
Aug 26 - Aug 27
Lakewood Lodge
A hotel with a red sign reading "ROOM" and a covered outdoor seating area with metal railings.

14. Hotel Wayne

Hotel Wayne
3.0 star property
Honesdale
7.2 out of 10, Good, (544 reviews)
"Service was slow but OK."
United States
Duane
The price is ￥21,387
￥23,312 total
includes taxes & fees
Aug 26 - Aug 27
Hotel Wayne
A house with a dock by a lake, surrounded by trees and a clear sky.

15. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.8 out of 10, Exceptional, (21 reviews)
"Great property that fit our needs for the night perfectly. The massage chair was a great added bonus! "
United States
Chris T.
The price is ￥20,346
￥37,333 total
includes taxes & fees
Sep 23 - Sep 24
Lakeview Cabin Duplex
A small wooden cabin with a sloped roof, a door, and two hammock-style seating areas.

16. Roscoe Coop Clucking Crazy Hut

Roscoe Coop Clucking Crazy Hut
Roscoe
10.0 out of 10, Exceptional, (8 reviews)
"Cozy and friendly, relaxed atmosphere, gorgeous setting! "
United States
Darcy S.
The price is ￥14,019
￥19,275 total
includes taxes & fees
Aug 27 - Aug 28
Roscoe Coop Clucking Crazy Hut
A house surrounded by trees and a river.

17. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
9.2 out of 10, Wonderful, (9 reviews)
"In town for a family gathering. House was perfect for our needs. Will recommend"
United States
Tom B.
The price is ￥24,341
￥62,031 total
includes taxes & fees
Aug 26 - Aug 27
Callicoon Creek Farmhouse
A modern living room with a sofa, coffee table, and a ceiling fan.

18. Hideaway!! less than a mile to the acres

Hideaway!! less than a mile to the acres
Equinunk
10.0 out of 10, Exceptional, (14 reviews)
"Very nice and clean. Really enjoyed it."
United States
Howard
Hideaway!! less than a mile to the acres
A modern hotel with a prominent glass facade and a distinctive logo on the building.

19. Resorts World Catskills Casino

Resorts World Catskills Casino
4.5 star property
Monticello
8.8 out of 10, Excellent, (1,213 reviews)
"Helpfully staff and clean and comfortable rooms"
United States
James
The price is ￥26,376
￥33,780 total
includes taxes & fees
Sep 14 - Sep 15
Resorts World Catskills Casino
A cabin with a wooden deck and a staircase leading to a second-story balcony.

20. 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, (158 reviews)
"Such a beautiful place to stay and explore with my pup!"
United States
Alison H.
The price is ￥24,198
￥59,728 total
includes taxes & fees
Sep 1 - Sep 2
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
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 Hotel Reviews

Super 8 by Wyndham Monticello NY

Super 8 by Wyndham Monticello NY

8/10 Good
"was decent, had a crew staying there, they like it"
Jose 1-night trip
Posted 18 hours ago
Super 8 by Wyndham Monticello NY

Find out more about Callicoon

Callicoon Condo Rentals information

Number of reviews
4,745
Accommodation
1 Condo Rentals
Lowest Price
￥14,384
Highest Price
￥97,544

Frequently asked questions

Why book your condo in Callicoon with Expedia?
Expedia will help you find your ideal condo in Callicoon. Looking for a high-end stay? Use our handy filters to search for properties that have a 5-star rating. If you're on a budget, choose how much you want to spend and then browse our fabulous options. We'll help you find the right stay whatever your escape looks like.
How can I find cheap condos in Callicoon?
Expedia can help you easily locate cheap condos in Callicoon. To find the perfect stay in just a few clicks, use our convenient filter tool to tailor your search results by amenities, star rating and budget.