Top 10 Airbnb Vacation Rentals In Callicoon, New York - Updated 2023

airbnb Callicoon NY

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!

1. Paradise in the Catskills (from USD 230)

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.

Paradise in the Catskills
Callicoon, New York, United States
238 reviews Superhost  Wifi Available
Entire home 6 Beds 11 Guests 1 Bedroom 1 Bathrooms

Accommodates: 11

Top guest reviews
Amenities & Room:
the space is unique but cozy and the view is beautiful
the high ceilings and numerous amount of beds made it perfect for our group of 8
the great room is cozy with a fireplace and has a great view
the house was also stocked with a great kitchen filled with appliances cooking tools spices etc
ample space and excellent cooking facilities allowed for small pairings or whole group activities
very clean great communication
super clean and so much fun to stay at
rustic yet super clean
my family and i were so pleased with how great and clean the place was
clean beautiful space ready for a awesome time well equipped
jessi and her mom were wonderful hosts
very attentive and thoughtful hosts
they are so accommodating and so responsive to any questions we have
awesome place awesome hosts tons of wildlife
jessi and her mom were so thoughtful and kind
wonderful location and a wonderful place to stay
the location is very peaceful quiet and beautiful (yet close to several towns)
jessi's place is really unique in a gorgeous setting and very easy
and there were plenty of places to go that were close and really great
jessi's place is very cool and very unique
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2. Charming and modern Catskills retreat (from USD 228)

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.

Charming & Modern Catskills Retreat
74 reviews  Wifi Available
Entire cottage 2 Beds 4 Guests 2 Bedrooms 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
modern kitchen and extreme coziness made it easy to stay secluded for most of the weekend
the kitchen is modern roomy and well equipped…and fun to cook in
the kitchen was well equipped and had everything you needed to create meals
the bedroom is a good size and the bed is very comfortable
he is very clean and organized
everything inside was clean & as pictured
very clean and well taken care of
clean well stocked hot tub walk to town privacy
prepare at least 1 hr (wash/dry cycle) to clean before you go
guillaume has a lovely home and was an attentive host
guillaume was a gracious host
guillaume was the perfect host
guillaume was an amazing host
guillaume is an amazing host
beautiful home close to a quaint town by the river
a couple of great places for breakfast / lunch very close too
amazing place in a queit area deers squirrels and birds around
all the 5 star reviews are right - incredible location beautiful decor and the best host ever
this catskills house was perfect for a quiet weekend away
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3. Guest cottage on 65-acre property (from USD 527)

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.

Mountain House + Guest Cottage on 65-acre property
Callicoon, New York, United States
72 reviews  Wifi Available
Entire home 9 Beds 10 Guests 5 Bedrooms 3 Bathrooms

Accommodates: 10

Top guest reviews
Amenities & Room:
beautiful home spectacular views comfortable in all ways
stay was great -- living room was amazing view was beautiful
seminary hill is a beautiful and very comfortable place with all amenities perfectly described
awesome cabin/lodge feel with a beautiful living room and second floor master bedroom study and balcony
the place had more than enough comfortable beds to sleep in and was most peaceful
the house was very clean and well maintained
the house and guest house were as described and very clean
the rooms are clean with comfy beds and ample of space to relax in the living room
the place is clean and has a rustic look to it which we thoroughly enjoyed
house is really nice and clean - and the guest house was great for the extra sleeping space
great hosts and great home
reuben was a great host and he even refunded us since we overbooked the number of people
wonderful family vacation home with incredible views and unsurpassed hospitality from our host
very easy check-in and bill the caretaker is just nearby if you need anything
chic/rustic vibes + great home for entertaining reuben was a fantastic host
i loved how close the property was to the town of callicoon but still felt very remote
what a cute place came here for a nearby business trip and was recommended to stay at reuben's home
all around great place to stay
reuben was very helpful in helping us book the place and gain access to it
definitely a wonderful place for a restful stay with family
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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.

Secluded Farmhouse & Swimming Pond on 140 Acres.
Callicoon, New York, United States
22 reviews  Wifi Available
Entire home 6 Beds 7 Guests 5 Bedrooms 1 Bathroom

Accommodates: 7

Top guest reviews
the house was clean well equipped and the surroundings are beautiful
danny our host was very responsive and helpful
close to a couple of great hikes and the beautiful delaware river
Read more reviews

5. The Callicoon Cabin (from USD 115)

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 Hobbit House/Cabin in Farmland
Callicoon, New York, United States
91 reviews  Wifi Available
Entire home 2 Beds 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
no wifi but tv good
out back is a nice patio with 2 charcoal grills some chairs and a little table
the cabin is very comfortable and has all the amenities that ensures your stay will be carefree
otherwise we just hung out and watched tv and relaxed
jes's callicoon cabin is a cozy funky space and an amazing deal
it was clean and everything worked
clean hot water and heat good
clean and comfortable with everything you need
everything was clean and in good condition
cabin is clean and comfortable relaxing television worked great
she is a generous host
jes is a wonderful host
jess was extremely helpful
jes was great at communicating and a perfect host
jes is very communicative and is a great host
jes's location is really perfect
it is a perfect location for a couple
the location is peaceful and private
i loved the location and the house itself was so cozy
it's in the countryside outside of callicoon and is a great place to get away
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6. Master bedroom in Callicoon Creek (from USD 136)

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.

Callicoon Creek Master Bedroom
15 reviews  Wifi Available
Private room in home 1 Bed 2 Guests 1 Bedroom 1 Bathrooms

Accommodates: 2

Top guest reviews
Amenities & Room:
a/c and bedroom ceiling fan were great on the hot weekend when i was there
the home is very comfortable as well with excellent wifi
bed is extremely comfortable
the room was clean and comfortable
the room is clean quiet and comfortable
the room was clean and comfortable it was exactly what i needed
andrea is a perfect host
andrea is a terrific host and one of the nicest cheerful people you will come across in using airbnb
andrea's area knowledge and passion for sharing helpful tips made for a delightful stay and some great exploring
andrea's place is just as described and she's been a very pleasant host
andrea's place is great if you are looking for a low budget get away from the city
the neighborhood is quiet and a creek is located across the road for nice relaxing views
good place to sleep and shower and that's about it
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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.

Callicoon Fisherman's Cabin
8 reviews  Wifi Available
Entire cabin 1 Bed 1 Guest 1 Bedroom 1 Bathrooms

Accommodates: 1

Top guest reviews
Amenities & Room:
andrea gave me extra blankets and a space heater - i was very comfortable
fantastic spot clean rustic safe
it was homey and clean and i loved having all the shelves to store things on
andrea was a fantastic host
andrea was always easy to reach and was a very good host
i could not have asked for a more gracious host
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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.

River Road Callicoon Rental House
Callicoon, New York, United States
17 reviews
Entire house 3 Beds 2 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
the beds were very comfortable and check-in was super easy
house was clean and stocked with everything we needed
the house was perfect -- very clean and in a lovely area
the house is spacious and clean
super clean wonderful space with great river access and beautiful yard
clean beautiful settingabout 20 minutes from frenchwoods festival camp
the hosts were very responsive and accommodating
cindy was quick to respond and friendly and helpful
everyone we met was pleasant and helpful
you have your own access to the river which the owners maintain nicely
cindy was very communicative prior to our arrival and responsive to us while there without being intrusive
location across from the river is yummy lots of deer
the greatest thing about this house is the location
better take mosquitoes spray also cuz it’s close to the river
there was also a great wine & cheese store and several other neat shops
we just stayed at the river house in callicoon and loved it the house is very quiet and private
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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.

Callicoon's Knotty Pine on the Delaware
17 reviews
Entire apartment 1 Bed 3 Guests

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.

Catskills Large House in the heart of Callicoon
Callicoon, New York, United States
40 reviews  Wifi Available
Entire home 4 Beds 6 Guests 3 Bedrooms 1 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
we solved this by keeping the windows closed and used the overhead fan which was fine
the house could benefit from better window and overhead fans on the second floor
house was comfortable and provided everything necessary
great cozy house and walkable to main street where you can grab food/drinks etc
easy contact with host and good wifi
the beds are very comfortable and the bathrooms are clean and well stocked with towels and such
it is a charming home that is clean and comfortable
alessandra's house was very clean and had some nice decorative touches and period details
it's a simple rustic older house but clean and well appointed
alessandra was a great host and responded almost immediately to any questions i had about my stay
her instructions were very helpful and easy to follow
everyone in the town was very friendly and helpful amazing scenery in the fall
it was super peaceful and alessandra was such a peaceful pleasant and helpful host
alessandra was so helpful and accommodating and the house benefits from her good taste
cute house within a few minute walk to calicoon town center
location and accommodations were perfect for us
and walking distance to the wonderful town of callicoon
well located comfortable and quiet even while near the main road
this is a stylish charming old house just a short walk from downtown calicoon
Read more reviews

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.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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Leonora Puno loves to see places where nature abounds. She has traveled to several parts of the Philippines that glorify the beauty of nature. She loves reading about the beautiful places in other...Read more

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