Photo by Matthew Jay

Search Callicoon Condo Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In one month
In two months
In three months

Featured Condo Rentals in Callicoon and around

We don't have any properties that match your exact search
See all properties in Callicoon

Recommended hotels in Callicoon

Beechwood Beacon

10.0 out of 10, Exceptional, (1)
The price is €490
includes taxes & fees
28 Oct - 29 Oct
Beechwood Beacon

Villa Roma Resort and Conference Center

3.0 star property
6.6 out of 10, (376)
"Nice for family gatherings bar server was great."
The price is €188
includes taxes & fees
4 Nov - 5 Nov
Villa Roma Resort and Conference Center

Upper Delaware Inn

2.5 star property
9.6 out of 10, Exceptional, (116)
"Great stay, clean modern rooms and loved the Coffee Bar! "
The price is €118
includes taxes & fees
24 Oct - 25 Oct
Upper Delaware Inn

Wayne on Main

3.0 star property
8.6 out of 10, Excellent, (216)
"Absolutely love staying at places like this!! Clean and comfortable, old school feel… staff friendly and very personable.. absolutely would and will stay here again!!!!"
Wayne on Main

Lakewood Lodge

2.5 star property
7.8 out of 10, Good, (92)
"Nice quiet stay."
The price is €139
includes taxes & fees
12 Oct - 13 Oct
Lakewood Lodge

Equestrian House Suites

3.0 star property
Equestrian House Suites

The Alder at Resorts World Catskills

2.0 star property
8.2 out of 10, Very good, (181)
"Great place to stay "
The Alder at Resorts World Catskills

Inn at Tyler Hill

3.0 star property
10.0 out of 10, Exceptional, (118)
"This is the coolest B&B. Great host, absolutely lovely. "
Inn at Tyler Hill

Callicoon Hills

2.5 star property
9.0 out of 10, Wonderful, (140)
"Friendly staff! Unique fun and relaxing resort! Definitely planning on staying here again! "
The price is €149
includes taxes & fees
6 Nov - 7 Nov
Callicoon Hills

5 minutes from original Woodstock site.

9.8 out of 10, Exceptional, (58)
"What a wonderful house, everything was clean and comfortable. Very convenient to Bethel Woods! The host was friendly and helpful. We would definitely stay here again. "
The price is €170
includes taxes & fees
10 Oct - 11 Oct
5 minutes from original Woodstock site.

Roscoe Mountain Club

3.0 star property
9.6 out of 10, Exceptional, (65)
"Very beautiful, cozy, and comfortable rooms. Excellent on-site restaurant. We will definitely be back, not just to stay overnight, but also to play golf!"
Roscoe Mountain Club

Kenoza Lake View Manor

3.0 star property
8.8 out of 10, Excellent, (361)
"The owners were so nice and accommodating. The breakfast was certainly more than we expected. The owners were so welcoming, gracious and provided lots of great dinner restaurant options. Definitely would visit again. "
The price is €117
includes taxes & fees
9 Nov - 10 Nov
Kenoza Lake View Manor

Property of Big Foot Roscoe, NY

2.0 star property
10.0 out of 10, Exceptional, (5)
"What a fantastic place, the Kaplans are gracious and friendly. Never have I stayed in a place like this, so clean, tidy and everything is purpose built. Will be going back soon! Definitely a place that breaks away from the stale air of the motels and hotels. So happy I took the chance. "
The price is €108
includes taxes & fees
10 Oct - 11 Oct
Property of Big Foot Roscoe, NY

Hampton Inn Monticello

2.5 star property
9.4 out of 10, Exceptional, (596)
"It’s a great place to stay in Montecello"
The price is €146
includes taxes & fees
6 Nov - 7 Nov
Hampton Inn Monticello

Days Inn by Wyndham Liberty

2.0 star property
6.8 out of 10, (1006)
"Great place to stay, very quiet and clean, the staff was friendly and the breakfast station was more than outstanding "
The price is €91
includes taxes & fees
12 Oct - 13 Oct
Days Inn by Wyndham Liberty

Lake Wanoka Resort

2.5 star property
8.6 out of 10, Excellent, (463)
"Amazing place, we have been coming here for years! Love the staff and the bar, restaurant and splash pad too. Would definitely recommend."
The price is €110
includes taxes & fees
19 Oct - 20 Oct
Lake Wanoka Resort

Best Western Monticello

2.5 star property
8.0 out of 10, Very good, (1002)
"Our go to spot when in Monticello NY.the staff was wonderful, Breakfast was terrific "
The price is €110
includes taxes & fees
2 Nov - 3 Nov
Best Western Monticello

The Kartrite Resort & Indoor Waterpark

4.0 star property
8.2 out of 10, Very good, (1745)
"Great for quick fam vacay"
The Kartrite Resort & Indoor Waterpark

Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,

10.0 out of 10, Exceptional, (1)
"Taino wood was a great place for camping. Chantel and her husband Jesse are great host and are very welcoming and kind. Nice place to enjoy with your family in the nature. There were many tent sites inside their woods and we occupied the site called:Turey. We set up 3 tents (two 4-people tents and one 6-people tent). There was a firepit we used to cook food and Chantel and Jesse lend us a pot to cook. Before leaving Chantel, Jesse and a few of their friends sang indigenous songs and played...
The price is €78
includes taxes & fees
12 Oct - 13 Oct
Arcabuco - upper camp Taino Woods, 15 minutes to Bethel Woods Concerts, Casino,

Hotel Wayne

3.0 star property
7.2 out of 10, Good, (481)
"A very cozy 1930’s hotel with a very welcoming atmosphere "
Hotel Wayne
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Callicoon Hotel Reviews

Find out more about Callicoon

Find out more about Callicoon

Callicoon Condo Rentals information

Number of reviews
6,993
Accommodation
1 Condo Rentals
Lowest Price
€78
Highest Price
€490

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.

Explore a world of travel with Expedia

Explore a world of travel with Expedia