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

Callicoon Vacation Rentals

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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, (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
$558 nightly
The price is $627
Jun 30 - Jul 1
Total with taxes and fees
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.
$193 nightly
The price is $210
Jul 5 - Jul 6
Total with taxes and fees
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.
$109 nightly
The price is $122
Jun 29 - Jun 30
Total with taxes and fees
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.
$109 nightly
The price is $122
Jun 29 - Jun 30
Total with taxes and fees
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
$184 nightly
The price is $202
Jul 28 - Jul 29
Total with taxes and fees
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.
$124 nightly
The price is $140
Jun 30 - Jul 1
Total with taxes and fees
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.
$207 nightly
The price is $233
Jun 30 - Jul 1
Total with taxes and fees
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.
$350 nightly
The price is $380
Jul 2 - Jul 3
Total with taxes and fees
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
$186 nightly
The price is $209
Jun 29 - Jun 30
Total with taxes and fees
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
$244 nightly
The price is $264
Jun 29 - Jun 30
Total with taxes and fees
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.
$165 nightly
The price is $182
Jul 1 - Jul 2
Total with taxes and fees
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
$368 nightly
The price is $414
Jun 29 - Jun 30
Total with taxes and fees
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.
$689 nightly
The price is $774
Jul 8 - Jul 9
Total with taxes and fees
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.
$338 nightly
The price is $379
Jun 29 - Jun 30
Total with taxes and fees
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.
$326 nightly
The price is $367
Jul 20 - Jul 21
Total with taxes and fees
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
$195 nightly
The price is $212
Jul 6 - Jul 7
Total with taxes and fees
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
$311 nightly
The price is $350
Jun 29 - Jun 30
Total with taxes and fees
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.
$148 nightly
The price is $160
Jun 29 - Jun 30
Total with taxes and fees
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.
$285 nightly
The price is $320
Jun 30 - Jul 1
Total with taxes and fees
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.
$192 nightly
The price is $209
Jun 30 - Jul 1
Total with taxes and fees
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.
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Top Callicoon Hotel Reviews

Best Western Monticello

Best Western Monticello

8/10 Good
"The front desk was very helpful when I called prior to arrival. The property was clean but needs some tender loving care. There were weeds out front and high grass. Breakfast was good."
Karen 1-night trip
Posted 14 hours ago
Best Western Monticello

Find out more about Callicoon

Everything you need to know about Callicoon vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Callicoon vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Callicoon vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Callicoon vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Callicoon. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Callicoon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $160 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Callicoon rentals

At Expedia, we put the best Callicoon vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Callicoon rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Callicoon vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Callicoon. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Explore a world of travel with Expedia

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.