Callicoon Vacation Rentals

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Check prices for these dates

In two weeks
Nov 28 - Nov 30
In two months
Jan 9 - Jan 11
In three months
Feb 6 - Feb 8
In four months
Mar 6 - Mar 8

Vacation Rentals in Callicoon

Exterior
Equestrian House Suites

Equestrian House Suites

3.0 star property
Pleasant Mount
The price is ￥42,423
￥103,934 total
includes taxes & fees
Nov 18 - Nov 19
Equestrian House Suites
6 bedrooms, desk, iron/ironing board, free WiFi
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Monticello
9.0 out of 10, Wonderful, (86)
"Great property for a group trip. We enjoyed the house it was spacious and had everything we needed. The lake, kayaks and paddle boards were a lot of fun. I highly recommend and would stay again."
United States
Denise D.
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Exterior
Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres

Starlight
10.0 out of 10, Exceptional, (177)
"Beautiful cabin on very nice property. Great place to just relax. "
United States
Mary P.
The price is ￥12,209
￥43,904 total
includes taxes & fees
Nov 16 - Nov 17
Handcrafted Riverfront Cabin on 10 acres
Property grounds
Property of Big Foot Roscoe, NY

Property of Big Foot Roscoe, NY

2.0 star property
Roscoe
10.0 out of 10, Exceptional, (7)
"Very nice"
United States
Mike R.
Property of Big Foot Roscoe, NY
Property grounds
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, (31)
"Beautiful spot with cozy lodgings and thoughtful host. Would definitely stay again! "
United States
Taylor F.
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.
Exterior
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, (134)
"Loved the cabin, location and ability to enjoy nature!"
United States
Dave H.
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Property grounds
A river runs through it

A river runs through it

East Branch
10.0 out of 10, Exceptional, (18)
"This house was everything we were hoping for out of our trip to the Catskill Region of NY. Sitting on the banks of the river the house offered great views of the surrounding hills and water, all while staying cozy indoors with an amazing fireplace and very cool vibes. The property was well kept and the host was very friendly and accommodating to us. We will definitely be returning to stay at this house in the future."
United States
Ty M.
A river runs through it
Fridge, microwave, oven, stovetop
Secluded modern log cabin with picturesque private water fall on 12 acres!

Secluded modern log cabin with picturesque private water fall on 12 acres!

Roscoe
10.0 out of 10, Exceptional, (132)
"We thoroughly enjoyed ourselves. We took a walk to the waterfalls, went shopping, and went to Roscoe Beer Works. It was a perfect spot to escape reality fir a weekend and catch uo with best friends!!"
United States
Lara L.
Secluded modern log cabin with picturesque private water fall on 12 acres!
Property grounds
Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby

Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby

Hawley
9.4 out of 10, Exceptional, (8)
"My mom and I enjoyed our stay. The cabin is cute and well appointed. Justin responded quickly to our questions. Heating and internet worked well. We'd be happy to stay there again!"
United States
Jennifer O.
Perfect Couples’ Cabin: Fireplace, Firepit, & Wine Nearby
Fridge, microwave, oven, stovetop
Highland Group/Family Estate! 5 Private Units, Pool, Hotub, Gameroom; 40+ guests

Highland Group/Family Estate! 5 Private Units, Pool, Hotub, Gameroom; 40+ guests

2.0 star property
Monticello
8.0 out of 10, Very Good, (4)
"We had the BEST time staying here with our sorority sisters! The property is absolutely perfect for groups — so many private bedrooms that gave everyone their own space, plus the cutest houses and cabins that made it feel like a little village just for us. The dining hall was super chill and such a great hangout spot for meals and late-night laughs.We loved how close it was to everything — food, fun activities, and plenty of outdoor space to enjoy the yard. It made planning so easy since...
United States
Nancy D.
Highland Group/Family Estate! 5 Private Units, Pool, Hotub, Gameroom; 40+ guests
Interior
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Monticello
9.6 out of 10, Exceptional, (49)
"The view was beautiful and the house was spotless. They had extra amenities that we forgot so we were set for our trip! Amazing owner who is very sweet and thoughtful!"
United States
Kayla U.
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Pool
Luxury 8BR Lodge w/ Heated Indoor Pool • Game Room • Near Lake Wallenpaupack

Luxury 8BR Lodge w/ Heated Indoor Pool • Game Room • Near Lake Wallenpaupack

2.0 star property
Honesdale
Luxury 8BR Lodge w/ Heated Indoor Pool • Game Room • Near Lake Wallenpaupack
Fridge, microwave, oven, stovetop
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

Lake Como
10.0 out of 10, Exceptional, (189)
"We really enjoyed our stay! Jim and Tracy were fantastic and very nice! The cabin is so peaceful. If, you are looking for a peaceful getaway this is the place to go to! You will love it!"
United States
Alexis M.
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Exterior detail
Tiny House Cabin in Livingston Manor, NY

Tiny House Cabin in Livingston Manor, NY

Livingston Manor
6.0 out of 10, (3)
"access for an after dark arrival unsafe and dangerous for other than truck. No locks on doors, very isolated for two young females. Long walk on narrow unlit path after leaving vehicle. (75 yards) host cordial. and gracious about cancellation. confusion about which unit would be used. "
United States
Gretchen F.
The price is ￥26,849
￥34,316 total
includes taxes & fees
Nov 12 - Nov 13
Tiny House Cabin in Livingston Manor, NY
TV, DVD player
Spectacular Catskill Mountain River Front Custom Log Home

Spectacular Catskill Mountain River Front Custom Log Home

hancock
10.0 out of 10, Exceptional, (73)
"Great Location"
United States
David S.
Spectacular Catskill Mountain River Front Custom Log Home
Property grounds
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

Forestburgh
10.0 out of 10, Exceptional, (9)
"Lovely property in a serene and interesting setting. The hosts were so kind and communicative. We stayed for a night and enjoyed local sights and a concert in Bethel! "
United States
Erin
The price is ￥27,616
￥49,676 total
includes taxes & fees
Nov 12 - Nov 13
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.
Exterior
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.

Lakewood
9.6 out of 10, Exceptional, (122)
"We loved the privacy and enjoyed all the kayaks, boat and canoe. Perfect lake vacation, plan on making it a yearly trip."
United States
CINDY M.
The price is ￥34,684
￥62,288 total
includes taxes & fees
Nov 15 - Nov 16
Experience Lakefront bliss! 3 bedroom chalet near Elk Mountain Ski Area.
Outdoor pool, a heated pool
Breathtaking 44+ Acre Country Estate

Breathtaking 44+ Acre Country Estate

Pleasant Mount
10.0 out of 10, Exceptional, (36)
"Jennifer was a great host, very communicative. The property is really beautiful and the sunsets/sunrises were wonderful to watch from the porch and the fire pit! The pictures from the listing were accurate. Overall a great stay"
United States
Michael S.
Breathtaking 44+ Acre Country Estate
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)
"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 ￥17,260
￥40,578 total
includes taxes & fees
Nov 12 - Nov 13
Hideaway!! less than a mile to the acres
The Mountain View Dome | Terrace/patio
Domes at Catskills

Domes at Catskills

3.5 star property
Swan Lake
10.0 out of 10, Exceptional, (6)
"The most amazing weekend we ever had! What a beautiful place and property! We were left speechless and cannot wait to come back! Everything was top notch, the space, the design, the furniture, the kitchen, the patio and outdoor space. Very friendly staff and prompt service. Highly recommend for an excellent couple getaway. "
United States
Anonymous traveler
Domes at Catskills
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

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

10/10 Excellent
"Amazing stay! Kids had a blast"
Jillian 1-night trip
Posted 3 days ago
The Kartrite Resort & Indoor Waterpark

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:

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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?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This vacation home rental near Callicoon is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 6 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

How many vacation rentals are there in Callicoon?

With 19 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 Big Island are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Villa Roma Driving Range and Villa Roma Go Kart Track.

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.