Holiday Rentals in Callicoon

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Holiday Rentals in Callicoon

Equestrian House Suites

3.0 star property
Pleasant Mount
The price is €533
includes taxes & fees
30 Nov - 1 Dec
Equestrian House Suites

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

Monticello
9.0 out of 10, Wonderful, (87)
"This is a perfect place for a large group to stay and not get bored! Lots of space inside and out. Super clean, and well maintained. The host replied to my messages super quick! Totally recommend this property!"
United States
Anonymous traveller
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Handcrafted Riverfront Cabin on 10 acres

Starlight
10.0 out of 10, Exceptional, (181)
"Enjoyed the cabin and made lots of memories and had some adventures for sure!"
United States
Tim S.
The price is €267
includes taxes & fees
30 Nov - 1 Dec
Handcrafted Riverfront Cabin on 10 acres

The East Coast's #1 Mansion sleeps between 26-36 people

Beach Lake
9.8 out of 10, Exceptional, (233)
"Great property "
United States
Vinny C.
The price is €2,758
includes taxes & fees
17 Dec - 18 Dec
The East Coast's #1 Mansion sleeps between 26-36 people

A river runs through it

East Branch
10.0 out of 10, Exceptional, (19)
"It is a unique and beautiful place. We had a great time. "
United States
andrew m.
A river runs through it

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

Beach Lake
10.0 out of 10, Exceptional, (50)
"Traveled here for my bachelorette party and was beyond impressed with everything about this property! Check in was easy, the house was clean & one of the best parts was being able to all hang out in the living room/kitchen area to cook and have meals together! "
United States
Lindsey M.
7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21

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

Lake Como
10.0 out of 10, Exceptional, (191)
"The cabin was so cute and the perfect size for our weekend get away. "
United States
elizabeth c.
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River

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

Beach Lake
9.6 out of 10, Exceptional, (230)
"Amazing cabin trip with the family! We will definitely be back to this place! "
United States
Tyler
Experience Delaware Riverfront cabin nestled in the woods, Pet/Family Friendly

Large Modern Cabin with Hot Tub Tucked in Woods

Swan Lake
9.8 out of 10, Exceptional, (70)
" % recommend beautiful place "
United States
Yulieth R.
Large Modern Cabin with Hot Tub Tucked in Woods

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.

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

Monticello
9.6 out of 10, Exceptional, (50)
"Amazing spot in the Catskills! Plenty of beds and rooms."
United States
Taurance R.
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!

Indoor Pool,Largest Game Lodge,Sleeps 39

Hancock
10.0 out of 10, Exceptional, (57)
"Amazing place for a family reunion! Plenty of space and things to do for 3 generations. Pool and pool toys provided hours of fun. Great space for groups to gather and comfy beds."
United States
Ellen B.
Indoor Pool,Largest Game Lodge,Sleeps 39

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

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

Roscoe
10.0 out of 10, Exceptional, (132)
"Our stay was fantastic! Quiet and beautiful setting was enjoyed by all. Great location for exploring the area as well. We were sorry our stay was just 3 nights. Everyone is already talking about visiting again, for longer!"
United States
Christine M.
Secluded modern log cabin with picturesque private water fall on 12 acres!

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

Cozy cottage by the river in Catskill

2.0 star property
Livingston Manor
10.0 out of 10, Exceptional, (11)
"Our stay here was great! The home was exactly as described a cozy cottage! We look forward to being back soon. "
United States
Vanessa V.
Cozy cottage by the river in Catskill

Lakefront Pocono Retreat w/ Hot Tub & Game Loft in Masthope

2.0 star property
Lackawaxen
10.0 out of 10, Exceptional, (13)
"Everything was very good for all ages. We enjoyed water activities and explored the area some. The community has large pools, a beach, a fitness center and restaurants. Some of us loved all the games upstairs. That was a big draw. The house is beautiful and spotlessly clean."
United States
Kathryn C.
Lakefront Pocono Retreat w/ Hot Tub & Game Loft in Masthope

Hideaway!! less than a mile to the acres

Equinunk
10.0 out of 10, Exceptional, (11)
"Very easy and comfortable. Great communication and beautiful area!"
United States
Emily T.
The price is €235
includes taxes & fees
27 Nov - 28 Nov
Hideaway!! less than a mile to the acres

Breathtaking 44+ Acre Country Estate

Pleasant Mount
10.0 out of 10, Exceptional, (37)
"Amazing location. Peaceful and family friendly."
United States
Gabriel A.
Breathtaking 44+ Acre Country Estate

Tiny House Cabin in Livingston Manor, NY

Livingston Manor
6.0 out of 10, (3)
"Marty was really nice. Property was as advertised, but it was out in the country, which is beautiful, but it was advertised as being in town and it’s not. "
United States
Parker B.
The price is €199
includes taxes & fees
27 Nov - 28 Nov
Tiny House Cabin in Livingston Manor, NY
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

Find out more about Callicoon

Everything you need to know about Callicoon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Callicoon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Callicoon holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Callicoon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Callicoon holiday rentals we have selected for you start as low as €142 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Callicoon rentals

At Expedia, we put the best Callicoon holiday 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 holiday.

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. 

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?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This holiday home rental outside of Callicoon is located on a lake, and has an outdoor pool, a fireplace and a BBQ 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 that you can cook with friends or family. It offers a balcony, a garden and a selection of games so that you can immerse yourself in your holiday.

How many holiday rentals are there in Callicoon?

With 19 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. Other places in town to visit include Villa Roma Driving Range and Villa Roma Go Kart Track.

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.