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Callicoon Holiday Rentals

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Holiday Rentals in Callicoon

Callicoon Creek House with Pool + Hot Tub

9.4 out of 10, Exceptional, (3)
"Great communication with owner. Beautiful pool!"
Callicoon Creek House with Pool + Hot Tub

Postcard Cabins Western Catskills

2.0 star property
9.8 out of 10, Exceptional, (20)
"We love tiny cabin glamping. Beats the hassle of having to pack all our normal camping gear. We loved the quietness of this western location. A few years back we stayed ar the eastern location, when it was Getaway something, and loved both. Will be looking forward to the next time we glamp here. So peaceful and great family time."
The price is NZ$323
includes taxes & fees
6 Aug - 7 Aug
Postcard Cabins Western Catskills

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

9.0 out of 10, Wonderful, (75)
"We had an amazing stay at this property! Everything was exactly as described—clean, comfortable, and beautifully maintained. It felt like a true home away from home. The location was perfect, and all the amenities were thoughtfully provided.What really stood out was how smooth and stress-free the whole process was. Communication with the owner was excellent from start to finish—quick responses, clear instructions, and super helpful throughout. It made the entire experience even better.Highly...
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21

10.0 out of 10, Exceptional, (46)
"We had so much fun and everyone was so accommodating and kind!"
7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21

Property of Big Foot Roscoe, NY

2.0 star property
10.0 out of 10, Exceptional, (4)
"Very nice"
The price is NZ$224
includes taxes & fees
6 Aug - 7 Aug
Property of Big Foot Roscoe, NY

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

9.6 out of 10, Exceptional, (45)
"Love the hot tub, love the location Absolutely loved our stay! The place was clean, cozy, and exactly as described. Great location, easy check-in, and the host was super responsive."
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

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

10.0 out of 10, Exceptional, (4)
"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! "
The price is NZ$547
includes taxes & fees
5 Aug - 6 Aug
3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.

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

10.0 out of 10, Exceptional, (127)
"It was honestly the most peaceful getaway I've ever been to. Jason was so helpful and kind, he even gave us a list of things to do and places to see. I was even able to bring my emotional support dog with me! Me and my family will definitely be visiting again, it was a great experience"
Secluded modern log cabin with picturesque private water fall on 12 acres!

Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.

10.0 out of 10, Exceptional, (22)
"Enjoyed this place! "
The price is NZ$323
includes taxes & fees
4 Aug - 5 Aug
Luxurious Glamping Dome Oasis in the Heart of The Catskills, 1.5 HR from NYC.

Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland

2.0 star property
10.0 out of 10, Exceptional, (2)
"The property was very big and spacious. We had a large group, yet everyone had more than enough room.Looking forward to renting this place again. "
Perfect for Groups/Families! 5 Cabins, Pool, GameRoom & 30+ Beds at The Highland

Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

9.6 out of 10, Exceptional, (218)
"Thank you Liz. We adored every minute. Love your home and the trails to the river. Our kids enjoyed the tree house and rope swing cant wait to come back!!"
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

Cozy Cottage with Woodstock Scavenger Hunt

10.0 out of 10, Exceptional, (2)
"this spot was exactly what we needed for an overnight in the area. clean, easy to find, excellent communication and exactly as picturedsaving this for future needs for sure "
The price is NZ$473
includes taxes & fees
4 Aug - 5 Aug
Cozy Cottage with Woodstock Scavenger Hunt

Handcrafted Riverfront Cabin on 10 acres

10.0 out of 10, Exceptional, (164)
"Great cabin exactly as advertised. Go ahead and book it you won’t be disappointed. "
The price is NZ$561
includes taxes & fees
4 Aug - 5 Aug
Handcrafted Riverfront Cabin on 10 acres

Indoor Pool,Largest Game Lodge,Sleeps 39

10.0 out of 10, Exceptional, (52)
"A group of us stayed for two nights and the property absolutely exceeded our expectations. Leah was a great communicator and I would absolutely recommend this property for a group to get away and enjoy all of the activities it has to offer."
Indoor Pool,Largest Game Lodge,Sleeps 39

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

10.0 out of 10, Exceptional, (182)
"Very nice!"
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

Tiny House on Spectacular Riverfront Property - Private Access to Delaware River

9.6 out of 10, Exceptional, (34)
"It is perfectly located by the river. Breathe taking views"
Tiny House on Spectacular Riverfront Property - Private Access to Delaware River

Beautiful Full-Size Private Lakefront Gated Home with dock / boats

9.8 out of 10, Exceptional, (138)
"Enjoyed our stay with our kids and grandkids."
Beautiful Full-Size Private Lakefront Gated Home with dock / boats

Lake Wallenpaupack, Poconos Hilltop Haven with children’s play area and 5 kayaks

10.0 out of 10, Exceptional, (27)
"This vrbo was the most well appointed one I have ever stayed in. They had everything you could need in the kitchen and an incredible amount of toys for the children to play with. "
Lake Wallenpaupack, Poconos Hilltop Haven with children’s play area and 5 kayaks

Pocono Cabin in Masthope Mountain Community

9.2 out of 10, Wonderful, (24)
"A very nice property in a great location"
Pocono Cabin in Masthope Mountain Community

Charming 2-bedroom cottage in delightful Eldred with WiFi

10.0 out of 10, Exceptional, (1)
"This was a lovely little cottage on a shared property in a remote wooded area. The amenities (pool, fireplace, and trampoline) were great hits with my kids and the setting in the woods was stunning. The hosts were exceedingly gracious and kind. That said just note that the property is shared so you are utilizing the grounds of the host. "
Charming 2-bedroom cottage in delightful Eldred with WiFi
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

Frequently asked questions

Are there holiday rentals in Callicoon?

Yes, there are holiday rentals close to the most popular sights in Callicoon, or you can select a more secluded option if you're looking for a relaxing stay. Callicoon is known for its entertainment choices and gardens.

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

3-bedroom house in charming Forestburgh with WiFi, AC. Start your getaway now.: This holiday home rental outside of Callicoon is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, in addition to a kitchen with a stovetop and a microwave.

How many holiday rentals are there in Callicoon?

With 16 Expedia holiday rentals, you're guaranteed 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. In the wider area, you’ll find Villa Roma Driving Range and Bethel Woods.

What’s a holiday rental in Callicoon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Callicoon. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.