Callicoon is a lovely town in the county of Sullivan, New York. The township stands along the bank of the Delaware River. Being close to this body of water, there are plenty of water sports to lure the adventurous. One can enjoy kayaking, canoeing, tubing, rafting, swimming, and fishing. Bird enthusiasts can spend time eagle watching. There are back roads that are ideal for hiking, biking, or driving. The local farmers’ markets offer fresh cheese, local wine, fruits, and vegetables. Whatever season of the year you come to visit, you will have plenty of things to enjoy. If you are planning to visit Callicoon, New York, consider staying in one of these Airbnb vacation rentals below!
We handpicked these listings carefully, considering (wherever possible) Superhost status, recent guest reviews, location, accommodation type, prices, availability of dates, decor, and amenities. The image galleries get refreshed with the latest updates regularly. They were last updated on December 18, 2024.
Why Trust Trip101?
✅ Over 50,000 articles reviewed and published by our experienced team
✅ Over 50 years of combined experience researching, writing and reviewing travel articles
✅ Over 40,000 hours spent on research and fact-checking from credible sources (last year’s data)
✅ Optimizing content from data-driven insights collected directly from users on our platform
✅ Focus on authentic and up-to-date information by collaborating with local guides, global travelers and other industry experts
✅ Long-standing partnerships with credible brands like Airbnb, Booking.com, Agoda, Expedia, GetYourGuide, Viator, RVShare and more
✅ Full disclosure on any partnerships or sponsored content
Trip101’s team of writers, editors, and content managers oversees the publication of all travel content, including destination guides, accommodation recommendations, and travel tips. They have extensive experience in the travel industry and no content, written or visual, gets published without a review. Many of our team’s work has also been featured in Travel+Leisure, National Today, The Indian Express, The Telegraph (India), Robb Report, The Adventure Handbook, Tripoto, Korea Tourism Organization, and Korean Ministry of Culture, Sports and Tourism. Some of them are also members of professional organizations like the Society of American Travel Writers and the International Travel Writers and Photographers Alliance.
Each member of the team follows Trip101's methodology and strict editorial guidelines to ensure accuracy, authenticity, and relevance.
1. Paradise in the Catskills (from USD 225)
Enjoy a quiet weekend getaway with friends and family in this renovated barn that is spacious enough to accommodate eight to 10 people. The barn has eight beds and one and a half baths. The big kitchen is ideal for preparing meals while the deck at the back offers a magnificent view of the valley. There’s also a grill for those who love barbecue. A stone fireplace and the radiant heated floor make the place cozy during the winter nights. There’s also a fire pit for camping. The nine acres (3.64 hectares) of woodland directly below the property is ideal for hiking although the area can be challenging as you go downhill. You can explore the small town of Callicoon, which is just 10 minutes away.
Top guest reviews
Host:
jessi and her mom were wonderful hostsvery attentive and thoughtful hoststhey are so accommodating and so responsive to any questions we haveawesome place awesome hosts tons of wildlifejessi and her mom were so thoughtful and kindLocation:
wonderful location and a wonderful place to staythe location is very peaceful quiet and beautiful (yet close to several towns)jessi's place is really unique in a gorgeous setting and very easyand there were plenty of places to go that were close and really greatjessi's place is very cool and very uniqueCleanliness:
very clean great communicationsuper clean and so much fun to stay atrustic yet super cleanmy family and i were so pleased with how great and clean the place wasclean beautiful space ready for a awesome time well equippedRead more reviewsAmenities & Room:
the space is unique but cozy and the view is beautifulthe high ceilings and numerous amount of beds made it perfect for our group of 8the great room is cozy with a fireplace and has a great viewthe house was also stocked with a great kitchen filled with appliances cooking tools spices etcample space and excellent cooking facilities allowed for small pairings or whole group activities
Superhost
2. Charming and modern Catskills retreat (from USD 249)
This fully-renovated modern house stands on eight acres (3.24 hectares) of private land. It has two bedrooms with two beds and one bath. It faces south and has a deck of 500 sq. ft. (46.45 sq. m.) and a private hot tub. The newly renovated kitchen is equipped with modern appliances. The indoor fireplace can make the cold nights warm and cozy. The house uses the wind for a green energy source as well as organic products. You can go eagle watching as the Delaware River is home to the American Bald Eagle. Visit the Catskills Park and see the wild turkeys, deer, and different kinds of birds. Go kayaking, canoeing, tubing, rafting, and fishing and go back to a comfortable home after a day of adventure and fun.
Top guest reviews
Host:
guillaume has a lovely home and was an attentive hostguillaume was a gracious hostguillaume was the perfect hostguillaume was an amazing hostguillaume is an amazing hostLocation:
beautiful home close to a quaint town by the rivera couple of great places for breakfast / lunch very close tooamazing place in a queit area deers squirrels and birds aroundall the 5 star reviews are right - incredible location beautiful decor and the best host everthis catskills house was perfect for a quiet weekend awayCleanliness:
he is very clean and organizedeverything inside was clean & as picturedvery clean and well taken care ofclean well stocked hot tub walk to town privacyprepare at least 1 hr (wash/dry cycle) to clean before you goRead more reviewsAmenities & Room:
modern kitchen and extreme coziness made it easy to stay secluded for most of the weekendthe kitchen is modern roomy and well equipped…and fun to cook inthe kitchen was well equipped and had everything you needed to create mealsthe bedroom is a good size and the bed is very comfortable
3. Guest cottage on 65-acre property (from USD 550)
This house is made of timber that was felled on the land where it stands atop a ridge at the Seminary Hills. The 65-acre (26.30-hectares) property offers a magnificent view of the Delaware River and the town of Callicoon. The house has five bedrooms with ten beds and three baths with hot tub. It can easily accommodate ten guests at a time. There is a crib for guests with babies and enough toys to occupy the kids. A cable TV and a wireless internet are available. Croquet, badminton, and kayaks can be found in the house. There is a fire pit and offers private trails from the house. There’s also a vegetable garden for guests who love fresh veggies. This accommodation is a great destination for those who want to leave behind the stressful city life even just for a few days without going too far.
Top guest reviews
Host:
great hosts and great homereuben was a great host and he even refunded us since we overbooked the number of peoplewonderful family vacation home with incredible views and unsurpassed hospitality from our hostvery easy check-in and bill the caretaker is just nearby if you need anythingchic/rustic vibes + great home for entertaining reuben was a fantastic hostLocation:
i loved how close the property was to the town of callicoon but still felt very remotewhat a cute place came here for a nearby business trip and was recommended to stay at reuben's homeall around great place to stayreuben was very helpful in helping us book the place and gain access to itdefinitely a wonderful place for a restful stay with familyCleanliness:
the house was very clean and well maintainedthe house and guest house were as described and very cleanthe rooms are clean with comfy beds and ample of space to relax in the living roomthe place is clean and has a rustic look to it which we thoroughly enjoyedhouse is really nice and clean - and the guest house was great for the extra sleeping spaceRead more reviewsAmenities & Room:
beautiful home spectacular views comfortable in all waysstay was great -- living room was amazing view was beautifulseminary hill is a beautiful and very comfortable place with all amenities perfectly describedawesome cabin/lodge feel with a beautiful living room and second floor master bedroom study and balconythe place had more than enough comfortable beds to sleep in and was most peaceful
4. Secluded farmhouse close to town (from USD 165)
Get away from everything in the big city and spend a few days in this secluded farmhouse that stands on 140 acres (56.66 hectares) of private property. This secluded farmhouse has four bedrooms with five beds and a bath. It is ideal for families or groups of people who are looking for a few days of peace and quiet while communing with nature. The house has a kitchen, indoor fireplace, and free parking on the premises. It has a wireless internet as well. There is a pond that is fed by a spring and can be used for swimming or canoeing. For water sports lover, the Delaware River offers lots of choices, from boating to tubing, and rafting. There are hiking and biking trails that lead you to paths with breathtaking beauty. If you plan to spend a holiday at Callicoon, consider staying in this property.
Top guest reviews
Host:
danny our host was very responsive and helpfulLocation:
close to a couple of great hikes and the beautiful delaware riverRead more reviewsCleanliness:
the house was clean well equipped and the surroundings are beautiful
5. The Callicoon Cabin
Have you ever experienced living in a house with some parts of it built into the land? If you haven’t yet, consider staying in this cozy, chill, and private cabin in Callicoon. The cabin has one bedroom with a bed and a bath and is good for couples. The structure is on several acres of private land and you can enjoy as much privacy as you want. You can build bonfires or enjoy a barbecue on a charcoal grill. From the cabin, you can be on the Delaware River in just a few minutes. You can enjoy kayaking, tubing, rafting, fishing, and all other types of water sports. Drive for eight minutes to Callicoon and explore this lovely town.
Callicoon, New York, United States
14.31 km (8.9 mi) from Bethel Woods Center for the ArtsAccommodates: 3
Top guest reviews
Host:
she is a generous hostjes is a wonderful hostjess was extremely helpfuljes was great at communicating and a perfect hostjes is very communicative and is a great hostLocation:
jes's location is really perfectit is a perfect location for a couplethe location is peaceful and privatei loved the location and the house itself was so cozyit's in the countryside outside of callicoon and is a great place to get awayCleanliness:
it was clean and everything workedclean hot water and heat goodclean and comfortable with everything you needeverything was clean and in good conditioncabin is clean and comfortable relaxing television worked greatRead more reviewsAmenities & Room:
no wifi but tv goodout back is a nice patio with 2 charcoal grills some chairs and a little tablethe cabin is very comfortable and has all the amenities that ensures your stay will be carefreeotherwise we just hung out and watched tv and relaxedjes's callicoon cabin is a cozy funky space and an amazing deal
6. Master bedroom in Callicoon Creek (from USD 120)
Callicoon Creek Master Bedroom is a private room in a house with one bedroom with a bed and 1.5 baths. The place is ideal for couples who want to spend a peaceful weekend close to nature. It is 2 miles (3.22 kilometers) away from the town of Callicoon and two hours away from New York City by car. You can buy fresh fruits and vegetables from the farmers’ market. The house has a wireless internet connection, a theater system, hot tub, and a pool. There is a kitchen that guests can use, but if they prefer fine dining, there are restaurants nearby. Being close to the Delaware River, you can enjoy all kinds of water sports as well as biking and hiking. If you are looking for tranquility, stay in this accommodation.
Top guest reviews
Host:
andrea is a perfect hostandrea is a terrific host and one of the nicest cheerful people you will come across in using airbnbandrea's area knowledge and passion for sharing helpful tips made for a delightful stay and some great exploringandrea's place is just as described and she's been a very pleasant hostLocation:
andrea's place is great if you are looking for a low budget get away from the citythe neighborhood is quiet and a creek is located across the road for nice relaxing viewsgood place to sleep and shower and that's about itCleanliness:
the room was clean and comfortablethe room is clean quiet and comfortablethe room was clean and comfortable it was exactly what i neededRead more reviewsAmenities & Room:
a/c and bedroom ceiling fan were great on the hot weekend when i was therethe home is very comfortable as well with excellent wifibed is extremely comfortable
7. Callicoon Fisherman's Cabin (from USD 65)
This cute cabin is located behind a house in Callicoon. It is two hours away from the New York City’s George Washington Bridge and just outside the lovely town of Callicoon. The cabin is decorated with 1920s woodwork charms. It has one bedroom with a bed, 1.5 baths, and can accommodate one person. Wireless internet is available. The kitchen, shower, laundry facilities, and the pool area at the main house are shared with other guests. Parking space on the premises is free. Breakfast is served every morning. One can go hiking, biking, canoeing, rafting, boating, and tubing.
Top guest reviews
Host:
andrea was a fantastic hostandrea was always easy to reach and was a very good hosti could not have asked for a more gracious hostCleanliness:
fantastic spot clean rustic safeit was homey and clean and i loved having all the shelves to store things onRead more reviewsAmenities & Room:
andrea gave me extra blankets and a space heater - i was very comfortable
8. Two-bedroom house on River Road
This entire house is ideal for couples or for a family. It has two bedrooms with three beds and two baths and can accommodate three persons. It stands near the picturesque Delaware River. The place is equipped with wireless internet and has a kitchen where guests can prepare their food. The eating area overlooks the back deck of the house. There are lots of activities near the accommodation. There are several golf courses nearby. If you love skiing, there are several places where you can ski. The house is 20 minutes away from the Bethel Woods Performing Arts Center. It is 2.5 miles (4.02 kilometers) away from the town of Callicoon.
Callicoon, New York, United States
18.66 km (11.6 mi) from Bethel Woods Center for the ArtsTop guest reviews
Host:
the hosts were very responsive and accommodatingcindy was quick to respond and friendly and helpfuleveryone we met was pleasant and helpfulyou have your own access to the river which the owners maintain nicelycindy was very communicative prior to our arrival and responsive to us while there without being intrusiveLocation:
location across from the river is yummy lots of deerthe greatest thing about this house is the locationbetter take mosquitoes spray also cuz it’s close to the riverthere was also a great wine & cheese store and several other neat shopswe just stayed at the river house in callicoon and loved it the house is very quiet and privateCleanliness:
house was clean and stocked with everything we neededthe house was perfect -- very clean and in a lovely areathe house is spacious and cleansuper clean wonderful space with great river access and beautiful yardclean beautiful settingabout 20 minutes from frenchwoods festival campRead more reviewsAmenities & Room:
the beds were very comfortable and check-in was super easy
9. One-bedroom apartment in central Callicoon
Callicoon’s Knotty Pine on Delaware is an apartment that is located in the heart of the town. This accommodation has one bedroom with a bed, two sofa beds, and can accommodate three people. The structure stands along the Delaware River. It has a kitchen where guests can cook if they want. A wireless internet is also available. Guests can enjoy a complimentary breakfast at the Cafe Adella Dori. There are restaurants, antique shops, a library, and rentals for bikes, kayaks, and canoes. Guests can find fresh fruits and vegetables at the farmers’ market on Sundays. You can watch a movie at an old movie theater that was built in 1946.
16.82 km (10.5 mi) from Bethel Woods Center for the Arts
10. The Velvet Maple House
This entire house in Callicoon is ideal for a family holiday as it can accommodate six guests. It has three bedrooms with five beds and two baths. This 1910 renovated house has a kitchen, dining area, living room, porch, backyard, and private parking. It is also one of the few accommodations in the area that offers Wi-Fi. Children would love the wide space. The picturesque town of Callicoon is close by where you can shop and explore the antique stores. There are plenty of eating places as well. Treat your family to a day of swimming, boating, fishing, and canoeing on the river. There are hiking and biking trails that will take you close to nature.
Callicoon, New York, United States
16.44 km (10.3 mi) from Bethel Woods Center for the ArtsAccommodates: 6
Top guest reviews
Host:
alessandra was a great host and responded almost immediately to any questions i had about my stayher instructions were very helpful and easy to followeveryone in the town was very friendly and helpful amazing scenery in the fallit was super peaceful and alessandra was such a peaceful pleasant and helpful hostalessandra was so helpful and accommodating and the house benefits from her good tasteLocation:
cute house within a few minute walk to calicoon town centerlocation and accommodations were perfect for usand walking distance to the wonderful town of callicoonwell located comfortable and quiet even while near the main roadthis is a stylish charming old house just a short walk from downtown calicoonCleanliness:
the beds are very comfortable and the bathrooms are clean and well stocked with towels and suchit is a charming home that is clean and comfortablealessandra's house was very clean and had some nice decorative touches and period detailsit's a simple rustic older house but clean and well appointedRead more reviewsAmenities & Room:
we solved this by keeping the windows closed and used the overhead fan which was finethe house could benefit from better window and overhead fans on the second floorhouse was comfortable and provided everything necessarygreat cozy house and walkable to main street where you can grab food/drinks etceasy contact with host and good wifi
Commune with nature at Callicoon, New York
Nature lovers can bask in the Callicoon’s natural beauty and charm. The Delaware River is full of adventures. The green and rolling hills and valleys offer a picturesque view. Feast your eyes on the forests and mountains and inhale the clean and cool breeze. Watch a movie at the vintage movie theater and buy fresh produce from the farmers’ market. Spend your next holiday in peace and quiet in Callicoon New York.
History
Get Trip101 in your inbox
Unsubscribe in one click. See our Privacy Policy for more information on how we use your data
