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

Callicoon Vacation 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
Jul 10 - Jul 12
In two months
Aug 21 - Aug 23
In three months
Sep 18 - Sep 20
In four months
Oct 16 - Oct 18

Our top choices for Callicoon vacation rentals

Terrace/patio

Chic Home w/ Fireplace & Beautiful Sunsets

Chic Home w/ Fireplace & Beautiful Sunsets
Callicoon
10.0 out of 10, Exceptional, (1 review)
The price is ￥32,380
￥101,569 total
includes taxes & fees
Jun 30 - Jul 1
Chic Home w/ Fireplace & Beautiful Sunsets
Fridge, microwave, stovetop, coffee/tea maker

Charming RIVER FRONT camper RV with AC by Lackawaxen River

Charming RIVER FRONT camper RV with AC by Lackawaxen River
Hawley
10.0 out of 10, Exceptional, (4 reviews)
"Excellent trip and everything was great and very accommodating! Our three children (ages 8,5, and 3) enjoyed the river and the available toys, and our dog enjoyed the views too! We would definitely recommend staying here!"
United States
C K.
The price is ￥24,261
￥33,742 total
includes taxes & fees
Jul 5 - Jul 6
Charming RIVER FRONT camper RV with AC by Lackawaxen River
Property grounds

Giant Bell Tent on Working Ranch

Giant Bell Tent on Working Ranch
Parksville
9.8 out of 10, Exceptional, (6 reviews)
"Very friendly easy great trip"
United States
Vaughn B.
The price is ￥14,395
￥19,760 total
includes taxes & fees
Jun 29 - Jun 30
Giant Bell Tent on Working Ranch
Property grounds

Peaceful Woods Glamping Tent

Peaceful Woods Glamping Tent
Parksville
9.6 out of 10, Exceptional, (8 reviews)
"Tent was perfect and rose was a great host!"
United States
Veronica M.
The price is ￥14,395
￥19,760 total
includes taxes & fees
Jun 29 - Jun 30
Peaceful Woods Glamping Tent
1 bedroom, desk, laptop workspace, bed sheets

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, (153 reviews)
"Excellent facility and staff were very attentive."
United States
Luis
The price is ￥23,291
￥32,738 total
includes taxes & fees
Jul 29 - Jul 30
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

Roscoe Coop Clucking Crazy Hut

Roscoe Coop Clucking Crazy Hut
Roscoe
10.0 out of 10, Exceptional, (7 reviews)
"Cozy and friendly, relaxed atmosphere, gorgeous setting! "
United States
Darcy S.
The price is ￥16,740
￥22,411 total
includes taxes & fees
Jul 9 - Jul 10
Roscoe Coop Clucking Crazy Hut
Exterior

Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.8 out of 10, Exceptional, (13 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 ￥20,703
￥37,639 total
includes taxes & fees
Jun 30 - Jul 1
Lakeview Cabin Duplex
Exterior detail

Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres
Starlight
10.0 out of 10, Exceptional, (210 reviews)
"Great little cabin in a great location. "
United States
Michael M.
The price is ￥33,781
￥72,010 total
includes taxes & fees
Jul 22 - Jul 23
Handcrafted Riverfront Cabin on 10 acres
Exterior

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 ￥21,835
￥33,825 total
includes taxes & fees
Jun 29 - Jun 30
Catskills Adventures
TV

Hideaway!! less than a mile to the acres

Hideaway!! less than a mile to the acres
Equinunk
10.0 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay. The place was quiet, cozy, and well equipped, and Charlie was responsive to our questions."
United States
Philip
The price is ￥18,196
￥42,779 total
includes taxes & fees
Jun 29 - Jun 30
Hideaway!! less than a mile to the acres
Interior

Cozy Camper at Roscoe Wildlife Retreat

Cozy Camper at Roscoe Wildlife Retreat
Roscoe
9.4 out of 10, Exceptional, (3 reviews)
"The mobile home was roomy and comfortable, in the woods a minute or two from Rt 17 (easy to find), with the added beneft of free roaming chickens (outdoors, of course!) and helpful hosts. It's an hour from Binghamton, and much more reasonable than hotels in Binghamton during graduation! "
United States
Debra G.
The price is ￥20,218
￥29,356 total
includes taxes & fees
Jul 1 - Jul 2
Cozy Camper at Roscoe Wildlife Retreat
Property grounds

Waterfront property, perfect winter getaway, directly on the Willowemoc!

Waterfront property, perfect winter getaway, directly on the Willowemoc!
Livingston Manor
9.6 out of 10, Exceptional, (34 reviews)
"My wife and I have been coming to this cabin for many years for our annual fly fishing trip to the Catskills. The property is marvelous, the location can't be beat and the host, Alison, is excellent. We plan to continue to do so as long as the property is available."
United States
Wayne
The price is ￥32,348
￥66,910 total
includes taxes & fees
Jun 29 - Jun 30
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Property grounds

Tranquil 5-bedroom house

Tranquil 5-bedroom house
Monticello
10.0 out of 10, Exceptional, (3 reviews)
"This house was a home run for our week-long stay. It was clean, comfortable, and exactly as described in the listing. The check-in process was seamless and communication with the host was great. Five stars all around, we would definitely stay here again!"
United States
Uri J.
The price is ￥72,346
￥144,911 total
includes taxes & fees
Jul 1 - Jul 2
Tranquil 5-bedroom house
Property grounds

5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (63 reviews)
"Bruce's place was exactly as advertised, very clean and perfect for our stay. I would definitely stay there again. "
United States
Leslie M. K.
The price is ￥35,664
￥61,345 total
includes taxes & fees
Jun 29 - Jun 30
5 minutes from original Woodstock site.
Smart TV, fireplace, DVD player, books

Roscoe Cabin Pet Friendly

Roscoe Cabin Pet Friendly
Roscoe
9.4 out of 10, Exceptional, (23 reviews)
"Excellent property and hosts. Wish we had more time there."
United States
Harsha M.
The price is ￥40,112
￥61,627 total
includes taxes & fees
Jul 1 - Jul 2
Roscoe Cabin Pet Friendly
View from property

Honesdale Escape ~ A Place to Remember.

Honesdale Escape ~ A Place to Remember.
Honesdale
8.4 out of 10, Very Good, (51 reviews)
"Great time, host was super helpful! Awesome weekend with a great comfortable place to have for homebase."
United States
Charles
The price is ￥18,196
￥34,698 total
includes taxes & fees
Jul 6 - Jul 7
Honesdale Escape ~ A Place to Remember.
Interior

Explore Livingston Manor-Hiking-Relaxing-Firepit-Dining

Explore Livingston Manor-Hiking-Relaxing-Firepit-Dining
Livingston Manor
10.0 out of 10, Exceptional, (6 reviews)
"We really enjoyed our stay at this little cottage. Nice and clean, very relaxing, warm and inviting. No issues at all, enjoyable few days of peace and quiet… "
United States
Anonymous traveler
The price is ￥24,455
￥56,769 total
includes taxes & fees
Jun 30 - Jul 1
Explore Livingston Manor-Hiking-Relaxing-Firepit-Dining

Mountaintop Property on 8 acres

Mountaintop Property on 8 acres
Honesdale
8.2 out of 10, Very Good, (88 reviews)
"The host was good, the property was clean but definetely a little old."
United States
Michael M.
The price is ￥10,917
￥25,907 total
includes taxes & fees
Jun 29 - Jun 30
Mountaintop Property on 8 acres

Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres

Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
Callicoon Center
10.0 out of 10, Exceptional, (27 reviews)
"Dr. Norris is the best host ever. The house is beautiful. The amenities amazing. A walk around the property is a must. "
United States
Miguel A.
The price is ￥24,746
￥47,825 total
includes taxes & fees
Jun 29 - Jun 30
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
Dining

Mountaintop Hideaway ~ Piece of Paradise - Apt

Mountaintop Hideaway ~ Piece of Paradise - Apt
Honesdale
9.2 out of 10, Wonderful, (29 reviews)
"Out stay was terrific all was enjoyable"
United States
Vincent W.
The price is ￥17,468
￥33,733 total
includes taxes & fees
Jun 30 - Jul 1
Mountaintop Hideaway ~ Piece of Paradise - Apt
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

Resorts World Catskills Casino

Resorts World Catskills Casino

10/10 Excellent
"Meadow at check in was wonderful!!! Food was great at resort both day and night! The room was clean and great, only thing, they could use an upgrade on the rug."
Keith 1-night trip
Posted 3 hours ago
Resorts World Catskills Casino

Find out more about Callicoon

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

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

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

Frequently asked questions

Are there vacation rentals in Callicoon?

Yes, we give you a choice of vacation rentals close to top local attractions in Callicoon, or you can choose a more secluded option if you're looking for relaxation. Callicoon is known for its entertainment choices and gardens.

What are some of the best vacation home rentals that Callicoon has to offer?

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods: This vacation home near Callicoon is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Callicoon?

With 14 Expedia vacation rentals, you're sure to find just the right place for your Callicoon stay.

What’s there to see and do in Callicoon?

Upper Delaware River and Delaware River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Big Island and Villa Roma Driving Range.

What’s a vacation rental in Callicoon like?

A vacation rental is a private property where you can stay for short or long periods in Callicoon. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.