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Search Vacation Homes in Callicoon

Compare 343 Vacation Homes in Callicoon with updated reviews, rates, and availability.

Indoor Pool + 3 Homes + Private Lodge/ Entertainment Clubhouse
10.0 out of 10, Exceptional, (42)
"My extended family has been gathering together somewhere each summer for the last 30+ years. This year we chose this property. It was a great venue for us. The big pool was the main draw as always and having the cover was wonderful in the rain. The lodges were clean and welcoming and accommodated our crowd well. There were two issues we encountered but the Leah was easy to reach and had the property manager working on them promptly. Overall excellent property."
Indoor Pool + 3 Homes + Private Lodge/ Entertainment Clubhouse
This house is a 7 bedrooms, 4 bathrooms, located in Beach Lake, PA.
9.8 out of 10, Exceptional, (28)
"Matt was so helpful and responsive. We were very impressed with the cleanliness of the house. The entire group wants to return. "
This house is a 7 bedrooms, 4 bathrooms, located in Beach Lake, PA.
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
10.0 out of 10, Exceptional, (107)
"We travelled with our one year old, and found the place well set up for traveling with a baby. The downstairs bedroom has curtains, and was dark enough for nap time. The house came equipped with a pack and play, as well as a booster seat style high chair that has a tray attachment. The backyard was great for the little one to play. The house itself was very comfortable and tastefully decorated, with many comfortable details. The kitchen was well equipped, and we appreciated the physical media...
The price is AED 1,025
AED 1,783 total
includes taxes & fees
18 Oct - 19 Oct
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Peaceful Country Sanctuary
10.0 out of 10, Exceptional, (6)
"Nice place in NY, close to Bethel Woods (site of Woodstock Festival) and surrounded by natural beauty of the Catskills. Host was very responsive."
Peaceful Country Sanctuary
Cozy Swan Lake Apt w/ Grill + Private Yard
9.6 out of 10, Exceptional, (14)
"Great private and quiet spot shared with many deer. Tastefully decorated and well equipped. Comfortable bed. Close to Bethel Woods via scenic back roads! "
Cozy Swan Lake Apt w/ Grill + Private Yard
Luxury Lakeside Paradise
9.6 out of 10, Exceptional, (4)
"Our family stayed for a number of days in Chaya's wonderful house on Swinging Bridges Lake. Everything about this house is great, and we would LOVE to come back! Thank you Chaya for being a gracious and attentive hostess!"
Luxury Lakeside Paradise
Massive Roscoe Retreat: Great for Large Groups!
Massive Roscoe Retreat: Great for Large Groups!
Pocono Mountain Waterfront Escape in Masthope
2.0 star property
10.0 out of 10, Exceptional, (4)
"It was our first time in the Poconos and we could not have had a better experience. A 10 out of 10 ( can I do more than 10?!). John and Elizabeth were incredibly gracious hosts and there was nothing that they didn't do to make sure that our experience was first class. They are the nicest people and the property is gorgeous, spacious, something for everyone and location outstanding. Look forward to visiting again in the future. Highly recommend!!"
Pocono Mountain Waterfront Escape in Masthope
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
8.6 out of 10, Excellent, (17)
"Had a nice time with a large group of people. "
Large Catskills Private Property. Sunset Estate! ❤️ 5 Star, Hottub, Island, ski
ESCAPE-REFRESH-Large Riverfront Estate-Pristine, Private, Fresh Air-90miles GWB
9.6 out of 10, Exceptional, (44)
"Lovely property with the Delaware River in the backyard. We went rafting only 5 minutes away and also the original Woodstock site is only 30 minutes away."
ESCAPE-REFRESH-Large Riverfront Estate-Pristine, Private, Fresh Air-90miles GWB
Pocono Lackawaxen Masthope Lakefront Game Room Community Pool Ski Big Bear Kayak
10.0 out of 10, Exceptional, (16)
"House was just as advertised - had a fantastic weekend. Great communication with the host who helped resolved an issues we had. "
Pocono Lackawaxen Masthope Lakefront Game Room Community Pool Ski Big Bear Kayak
Spacious Home w/ Deck, Grill & Delaware River View
9.2 out of 10, Wonderful, (39)
"Very Pleasant and relaxing!"
Spacious Home w/ Deck, Grill & Delaware River View
Riverfront Luxe in Narrowsburg
10.0 out of 10, Exceptional, (9)
"Our family was thrilled with the accommodations and location of the house. It was beautiful and clean with a wonderful view of the river. The decorations were thoughtful and artful. The kitchen had everything we needed. Narrowsburg was a fun town with great food and shopping. "
The price is AED 694
AED 1,936 total
includes taxes & fees
25 Sep - 26 Sep
Riverfront Luxe in Narrowsburg
LAKE FRONT BETHEL WOODS Luke Bryan, Santana Counting Crows
9.8 out of 10, Exceptional, (28)
"Clean, quiet, peacful. Owner was great, met us upon arrival with a pizza in the oven! Pet friendly was great. Property location was perfect, very relaxing atmosphere. Loved the dock and the juke box! Will definitely come back!"
LAKE FRONT BETHEL WOODS Luke Bryan, Santana Counting Crows
Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
10.0 out of 10, Exceptional, (6)
"This home was perfect for a group of six, and everything was adorable! The welcome notes were lovely, the table was set and waiting for us, and everything was sparkling clean. Plus, having an accessible house and bathrooms were wonderful. The house is in a very quiet area, and has a lovely deck with a view out the back. Maria was very responsive and so helpful! We will absolutely be back again."
The price is AED 668
AED 1,550 total
includes taxes & fees
22 Oct - 23 Oct
Universally Accessible Agrihood Farmhouse Hiking/Fireplace/Getaway
House w/ Hot Tub on 10 Acres near Delaware River
10.0 out of 10, Exceptional, (15)
"This property is beautiful and the house is awesome! It was the perfect place to get away from the world and just relax! Everything was exactly how the post described it, the host was amazing with responding to any questions we had leading up to and during our stay! We can’t wait to stay here again! "
House w/ Hot Tub on 10 Acres near Delaware River
The Ipê House: Chic Catskills Cabin, 60min to Belleayre Mountain Ski
The Ipê House: Chic Catskills Cabin, 60min to Belleayre Mountain Ski
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
9.6 out of 10, Exceptional, (38)
"The whole family had a great time! We would love to come back!"
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Beaverkill river front fly fishing cozy cabin hideaway.
9.8 out of 10, Exceptional, (129)
"2-night simple stay with family ranging in age from 11 to 82. Everybody had a lovely time. Everything is easy, clean and ready. Angela is wonderful and responsive, giving us the heads up on everything we needed to know. Can’t say enough good stuff. House and grounds are exactly as pictured. Riverfront is magical. Exceeded expectations!"
Beaverkill river front fly fishing cozy cabin hideaway.
Pocono Cabin in Masthope Mountain Community
9.2 out of 10, Wonderful, (24)
"This is a neat little cozy spot near the Delaware Water Gap. My friends and I had a great time enjoying the quiet and the beautiful nature that surrounds the house. There is reliable wifi and decent cell service, and there were plenty of people around so we still felt safe. We were not accustomed to certain practices however, so be prepared. In order to access the lake, you need to have amenity badges, which was not clear to us until after we arrived (we booked understanding that amenity badges...
Pocono Cabin in Masthope Mountain Community
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Other property types in Callicoon

Callicoon Creek House with Pool + Hot Tub
Callicoon Creek House with Pool + Hot Tub
Riverfront Cabin nestled between the Poconos/Catskills, Pet/Family Friendly
9.6 out of 10, Exceptional, (195)
"We really liked the house and outdoor space, especially the patio overlooking the river. The biggest drawback, and for me it is a big one, is that bed sheets are not provided. Since we were driving and had room in the car it wasn't a disaster, but hauling 4 beds' worth of sheets fills a duffel bag, and I did not enjoy having to make those beds after a 7 hour drive. I wouldn't mind stripping the beds at the end but for the cost of the accommodations and how little a house full of sheets would...
Riverfront Cabin nestled between the Poconos/Catskills, Pet/Family Friendly
Handcrafted Riverfront Cabin on 10 acres
10.0 out of 10, Exceptional, (124)
"Everything was good! Cleanness is a highlight! Wi-Fi worked perfectly for our work calls. Thanks Sean! "
The price is AED 595
AED 1,417 total
includes taxes & fees
6 Oct - 7 Oct
Handcrafted Riverfront Cabin on 10 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.