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Holiday Homes in Callicoon

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Featured Holiday Homes in Callicoon and around

Mountaintop Property on 8 acres
8.2 out of 10, Very good, 78 reviews
"We had an amazing weekend. The house is a bit outdated, but we were there to be outside. There is another rental connected to the A-frame. The walls are very thin, but we didn't mind at all. (We're used to the loud city). They have their own fire pit and outdoor section in the back yard. The A-Frame has the huge fire pit and seating area in the front.There's anything you need within a 10 min drive(groceries, alcohol, restaurants, etc.) Main St was super cute,we strolled around to look at the...
Mountaintop Property on 8 acres
Catskills NY Barn House
8.8 out of 10, Excellent, 11 reviews
"I booked this home for my framing crew coming from out of town. The booking, check in process was always smooth. Sara was very responsive and accommodating. The home was clean, and Sara offered fresh eggs and coffee for breakfast starters. It’s a great place to unplug from today’s world. Nestled against a mountain overlooking a brook in a quaint countryside."
The price is €320
per night
4 Jul - 5 Jul
Catskills NY Barn House
Lakefront Haven Cottage
10.0 out of 10, Exceptional, 3 reviews
"Enjoyed"
Lakefront Haven Cottage
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Beaverkill river front fly fishing cozy cabin hideaway.
9.8 out of 10, Exceptional, 121 reviews
"While planning a fly fishing trip on the Beaverkill river, we came across this rental property and it fit the bill perfectly for us. Although the weather didn't cooperate as far as the fishing goes (temps were in the mid to upper 80's), the house remained comfortable inside for sleeping at night. House was as advertised and we enjoyed sitting around the fire down by the river. We saw deer, a bald eagle and various other wildlife. The road into the place was not in great shape but we had a pickup...
Beaverkill river front fly fishing cozy cabin hideaway.
Pocono Cabin in Masthope Mountain Community near Delaware River
9.4 out of 10, Exceptional, 21 reviews
"We loved that we could be basically alone in the woods as well as 5 mins away from the pool and 10 from the beach. The boardgames were a hit as was the fire pit. Definitely would recommend!"
Pocono Cabin in Masthope Mountain Community near Delaware River
Breathtaking 44+ Acre Country Estate
10.0 out of 10, Exceptional, 23 reviews
"Gorgeous property and lovely pool. Home was spacious and comfortable. Had minor issues with check-in and hot water, both of which were resolved in a very timely manner. Adults and children had a wonderful time here."
Breathtaking 44+ Acre Country Estate
Family Friendly Cozy Cottage by Small River in the Heart of the Catskills .
9.6 out of 10, Exceptional, 88 reviews
"We enjoyed our stay here . The house is clean and well organize .Everything work well . Everything was provided no need to worry about personal needs ( shampoo ,soap , toothpastes , mouthwash, body wash )The place are quite and the ground well kept."
Family Friendly Cozy Cottage by Small River in the Heart of the Catskills .
The Ipê House: Chic Catskills Cabin, 60min to Belleayre Mountain Ski
The Ipê House: Chic Catskills Cabin, 60min to Belleayre Mountain Ski
NEW: Fabulous Riverfront w/ Sunroom, Walk to Town!
NEW: Fabulous Riverfront w/ Sunroom, Walk to Town!
Home away from home.....close to town with lots to explore
Home away from home.....close to town with lots to explore
Beautiful Full-Size Private Lakefront Gated Home with dock / boats
9.8 out of 10, Exceptional, 124 reviews
"Everything was perfect and we enjoyed our stay. Hassle free stay. Good facilities provided by host."
Beautiful Full-Size Private Lakefront Gated Home with dock / boats
Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!
9.4 out of 10, Exceptional, 14 reviews
"Peaceful setting , love the fire pit!"
Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!
Modern Retro Ranch on 20 private acres w/hot tub
10.0 out of 10, Exceptional, 22 reviews
"My group of friends and I have been planning weekend long get togethers at random vrbos and other rentals for a couple of years now and this one was a fantastic stay! The space was incredible and we had plenty of room to eat, sleep, and play. The hot tub was also incredible! The weather didn't give us a lot of options in terms of excursions but we took an hour long drive to Walden to check out the Angry Orchard cidery and it was well worth the drive. The property is also super close to the...
Modern Retro Ranch on 20 private acres w/hot tub
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
10.0 out of 10, Exceptional, 93 reviews
"Our family including the dogs had a great time and enjoyed the house and property."
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
“The Oasis” <br>Beautiful private home with In-ground pool and sauna.<br>
10.0 out of 10, Exceptional, 26 reviews
"So glad to have found Christine and Steve's Oasis. We had a wonderful experience! Communication was swift and efficient, ensuring a hassle-free check-in. The property matched the listing to a tee—spotless, cozy, and equipped with everything needed for a comfortable stay. The thoughtful welcome baskets all over the house from Christine and Steve added a personalized touch that truly set this experience apart. For the quality and convenience provided, the value was unbeatable. Highly recommend for...
“The Oasis” <br>Beautiful private home with In-ground pool and sauna.<br>
Beautiful cabin in the woods
9.6 out of 10, Exceptional, 9 reviews
"The property is great. The owner was always in communication with me. A great stay."
Beautiful cabin in the woods
5 minutes from original Woodstock site.
9.8 out of 10, Exceptional, 34 reviews
"The house was cute with all the decorations pertaining to Woodstock and the 60’s. Very well maintained home. It was extremely convenient to Bethel Woods for a visit to the museum and to the concert we were attending."
The price is €291
per night
13 Jun - 14 Jun
5 minutes from original Woodstock site.
1860's House Gildersleeve/Walker/Atkinson/Torrey
9.0 out of 10, Wonderful, 20 reviews
"This 1860 house was a great place to come back to everyday after doing the tourist thing!!"
1860's House Gildersleeve/Walker/Atkinson/Torrey
Peaceful Country Sanctuary
10.0 out of 10, Exceptional, 3 reviews
"We had a wonderful stay at Joel's place. Joel is great with communication and quickly responded to any questions. The home is very clean, beds are comfortable, great water pressure in the shower, kitchen is well equipped. We enjoyed barbecuing on the deck. Didn't get to use the fire pit as it was a bit too chilly to sit out at night. Hopefully can do that next time. We would love to come back again!"
Peaceful Country Sanctuary
Upstate getaway!Jacuzzi,pool table,Casino,Ski!!!
9.6 out of 10, Exceptional, 9 reviews
"Yes, it's in a trailer park, in the middle of nowhere. But if you choose to come here, you're choosing to come to a place where you'll have everything that you need in the location so that you don't ever have to venture out. Once you step inside, you completely forget the outside surroundings. The setup is comfy and cozy but let's face it, you're coming here for the private hot tub... and it does not disappoint!"
Upstate getaway!Jacuzzi,pool table,Casino,Ski!!!
Don't see what you're looking for?
See all available properties in Callicoon
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.

Other property types in Callicoon

Callicoon Creek House with Pool + Hot Tub
Callicoon Creek House with Pool + Hot Tub
Handcrafted Riverfront Cabin on 10 acres
10.0 out of 10, Exceptional, 108 reviews
"Sean, We had the best year of fishing in over a decade. The property is awesome, and access to the water is easy. One silly item would be more hooks on the wall to hang clothing. Also, I wasn't sure how to turn on the baseboard heater in the bedroom. I turned on the bathroom and left the door open."
The price is €371
per night
10 Jun - 11 Jun
Handcrafted Riverfront Cabin on 10 acres
Mountaintop Property on 8 acres
8.2 out of 10, Very good, 78 reviews
"We had an amazing weekend. The house is a bit outdated, but we were there to be outside. There is another rental connected to the A-frame. The walls are very thin, but we didn't mind at all. (We're used to the loud city). They have their own fire pit and outdoor section in the back yard. The A-Frame has the huge fire pit and seating area in the front.There's anything you need within a 10 min drive(groceries, alcohol, restaurants, etc.) Main St was super cute,we strolled around to look at the...
Mountaintop Property on 8 acres
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.

Callicoon Holiday Homes information

Number of reviews
641
Accommodation
301 Holiday Homes
Lowest Price
€291
Highest Price
€317

Recent Reviews in Callicoon
Expedia verified reviews