Photo by Matthew Jay

Callicoon Vacation Rentals

Vacation Rentals in Callicoon

Callicoon Creek House with Pool + Hot Tub
Outdoor pool
Callicoon Creek House with Pool + Hot Tub
Callicoon Creek House with Pool + Hot Tub
Handcrafted Riverfront Cabin on 10 acres
Exterior
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 $178
$405 total
includes taxes & fees
10 Jun - 11 Jun
Handcrafted Riverfront Cabin on 10 acres
Mountaintop Property on 8 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 The house is a bit outdated, but we were there to be outside.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
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free
Modern Cozy Waterfront Cottage with Fireplace
Interior
Modern Cozy Waterfront Cottage with Fireplace
10.0 out of 10, Exceptional, 13 reviews
"We stayed to do some fly fishing on the local rivers and this place accommodated our stay perfectly. Looking forward to booking it again in the future."
The price is $195
$342 total
includes taxes & fees
21 Jun - 22 Jun
Modern Cozy Waterfront Cottage with Fireplace
The Lookout ★ Lake ★ Masthope ★ Firepit ★ Shuffleboard
Aerial view
The Lookout ★ Lake ★ Masthope ★ Firepit ★ Shuffleboard
10.0 out of 10, Exceptional, 9 reviews
"We had a fantastic time on our mountain house vacation. The house was beautiful….clean, comfortable furnishings, huge kitchen, and even a bottle of champagne included! CJ was a wonderful host. Very attentive and responsive. We had some questions about the heat and the lock code and he was right there for us, responding very quickly through text. We will definitely be renting this house again in the future. Thank you CJ!"
The Lookout ★ Lake ★ Masthope ★ Firepit ★ Shuffleboard
Breathtaking 44+ Acre Country Estate
Fridge, microwave, oven, stovetop
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
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Property grounds
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
10.0 out of 10, Exceptional, 15 reviews
"Super stylish and clean home with a great hot tub. Communication with the hosts was easy and clear, and they offered lots of local recs which were appreciated. I definitely recommend staying here with one small caveat: the property is on a small lot without much tree cover, so it felt less private when neighbors were out and about. Thanks again for the stay!"
Charming Cottage with Jacuzzi, Fire Pit and Access to Nearby Lakes!
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Fridge, microwave, oven, stovetop
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
10.0 out of 10, Exceptional, 156 reviews
"Clean, quiet, comfy place. If you like nature this is for you! Got the best rest ever there. Owners are gems. Got to meet their fur family! Highly recommended if you want peace n quiet. Beautiful area"
Charming Country Cottage Located On Cute Farm, Minutes From The Delaware River
Private Indoor Pool - Hot Tub - 2 Fishing Ponds - 33 Acres
Indoor pool, a heated pool
Private Indoor Pool - Hot Tub - 2 Fishing Ponds - 33 Acres
9.6 out of 10, Exceptional, 24 reviews
"Our stay was absolutely amazing! I would definitely be back and recommend to anyone. Its the perfect getaway! So happy we chose to stay here. Communication with owner and contact person at property was very professional and prompt."
Private Indoor Pool - Hot Tub - 2 Fishing Ponds - 33 Acres
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Fridge, microwave, oven, stovetop
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
10.0 out of 10, Exceptional, 34 reviews
"Thanks so much for a great stay. This is such a wonderful place for large groups! Nice hikes in the area too, which we took advantage of. Kitchen and bar area was especially good for cooking and eating for 30+ people!"
5 Star Secluded Private Estate -Hot Tub, Pool+Ski >Southwoods Mountain Vacation!
Lucky Lane Cottage
Property grounds
Lucky Lane Cottage
10.0 out of 10, Exceptional, 8 reviews
"Adorable cottage, very clean and comfortable. Fully equipped kitchen including coffee, tea and even a dozen fresh eggs! Would definitely stay here again."
The price is $160
$275 total
includes taxes & fees
4 Jun - 5 Jun
Lucky Lane Cottage
Pocono Cabin in Masthope Mountain Community near Delaware River
Exterior
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
Beautiful Full-Size Private Lakefront Gated Home with dock / boats
View from property
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
Serene Waterfront Log Cabin on 1 Wooded Acre with NEW REDUCED RATES FOR 2024!
Exterior
Serene Waterfront Log Cabin on 1 Wooded Acre with NEW REDUCED RATES FOR 2024!
9.8 out of 10, Exceptional, 157 reviews
"This cabin was just what we needed for a girl's weekend. The area is beautiful with more to do than meets the eye. The owners are pleasant and responsive."
Serene Waterfront Log Cabin on 1 Wooded Acre with NEW REDUCED RATES FOR 2024!
Indoor Pool + 3 Homes + Private Lodge/ Entertainment Clubhouse
Property grounds
Indoor Pool + 3 Homes + Private Lodge/ Entertainment Clubhouse
10.0 out of 10, Exceptional, 39 reviews
"We had the BEST experience!! Leah was extremely helpful!! It has great amenities if ur looking to stay and enjoy each others company without having to entertain anybody. There’s a great playroom with tons of toys for the babies and toddlers , loads of activities for teens and adults and a great pool to swim or just sunbathe!!! Would definitely consider going again!! The only issue we had were the mattress es, it’s not so comfortable…."
Indoor Pool + 3 Homes + Private Lodge/ Entertainment Clubhouse
Riverfront Cabin nestled between the Poconos/Catskills, Pet/Family Friendly
Terrace/patio
Riverfront Cabin nestled between the Poconos/Catskills, Pet/Family Friendly
9.6 out of 10, Exceptional, 188 reviews
"Was a ways getting in but very quiet and nice being out in the woods ! Good communication with owner , a bit disappointed the river not as close as it seemed in pictures .Would stay again !!"
Riverfront Cabin nestled between the Poconos/Catskills, Pet/Family Friendly
Family Friendly Cozy Cottage by Small River in the Heart of the Catskills .
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 .
Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!
Property grounds
Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!
9.4 out of 10, Exceptional, 13 reviews
"The house and surrounding property is beautiful and very well maintained. Easy to access with ample parking."
Kayak/Canoe/Fish & Relax right from the backyard of this Riverfront 3 B/R home!
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 types of properties in Callicoon you may be interested in

Villa Roma Resort and Conference Center
Indoor pool, seasonal outdoor pool, pool umbrellas, sun loungers
Villa Roma Resort and Conference Center
3.0 star property
6.6 out of 10, 284 reviews
"Quiet, good family setting "
The price is $224
$254 total
includes taxes & fees
4 Jun - 5 Jun
Villa Roma Resort and Conference Center
The Kartrite Resort & Indoor Waterpark
Waterslide
The Kartrite Resort & Indoor Waterpark
4.0 star property
8.0 out of 10, Very Good, 1,023 reviews
"Resort was overall beautiful my family enjoyed they stay. Hotel manager at front desk was extremely rude and inconsiderate. Very short staffed."
The price is $184
$272 total
includes taxes & fees
6 Jun - 7 Jun
The Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino
Exterior
Resorts World Catskills Casino
4.5 star property
8.6 out of 10, Excellent, 1,004 reviews
"From the greeting at the Concierge Desk when i checked in.... it wemt all UPHILL!!! Seriously, everyone at the Resort Casino Hotel were so lovely and accomodating. Reservations for dinner, parking was open and easy and breakfast before leaving was so relaxing. It was an experience i would definitely want to REPEAT because of the staff. The people working there MAKE THIS PLACE GREAT"
The price is $199
$261 total
includes taxes & fees
10 Jun - 11 Jun
Resorts World Catskills Casino
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.

Everything you need to know about Callicoon vacation rentals

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

Callicoon vacation 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 low season months. For more hustle and bustle, you may prefer to visit Callicoon in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as CNY1,159 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Callicoon rentals

At Expedia, we put the best Callicoon vacation 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 vacation.

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 vacation rentals in Callicoon?

Yes, we give you a choice of vacation rentals close to top local attractions in Callicoon, or you can choose a more secluded option if you're looking for relaxation. Callicoon is known for its entertainment choices and gardens.

How many vacation rentals are there in Callicoon?

With 16 Expedia vacation rentals, you're sure to find just the right place for your Callicoon stay.

What’s there to see and do in Callicoon?

Upper Delaware Scenic and Recreational Area and Upper Delaware River are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Big Island and Bethel Woods.

What’s a vacation rental in Callicoon like?

A vacation rental is a private property where you can stay for short or long periods in Callicoon. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.

Recent reviews of Callicoon properties
Expedia 亿客行 verified reviews

YO1 Longevity & Health Resorts, Catskills

YO1 Longevity & Health Resorts, Catskills

5/5 Excellent
"Nice"
A verified traveler stayed at YO1 Longevity & Health Resorts, Catskills
Posted 17 hours ago
YO1 Longevity & Health Resorts, Catskills