A rural landscape with a house surrounded by autumn-colored trees and rolling hills.

Callicoon Vacation Rentals

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Check prices for these dates

In two weeks
Aug 28 - Aug 30
In two months
Oct 9 - Oct 11
In three months
Nov 6 - Nov 8
In four months
Dec 4 - Dec 6

Our top choices for Callicoon vacation rentals

Terrace/patio

1. Chic Home w/ Fireplace & Beautiful Sunsets

Chic Home w/ Fireplace & Beautiful Sunsets
Callicoon
10.0 out of 10, Exceptional, (2 reviews)
"Perfect for a quiet get away. And the beds were very comfy and the sheets very nice quality, we slept so well!"
United States
Anonymous traveler
$462 nightly
The price is $518
Sep 8 - Sep 9
Total with taxes and fees
Chic Home w/ Fireplace & Beautiful Sunsets
Property grounds

2. Glamping in Vintage Airstream with modern comforts with private pond access.

Glamping in Vintage Airstream with modern comforts with private pond access.
Cochecton
9.8 out of 10, Exceptional, (19 reviews)
"Small quiet and 10 minutes from vethel woods."
United States
Dominick P.
$313 nightly
The price is $352
Aug 13 - Aug 14
Total with taxes and fees
Glamping in Vintage Airstream with modern comforts with private pond access.
Exterior

3. Roscoe Coop Clucking Crazy Hut

Roscoe Coop Clucking Crazy Hut
Roscoe
10.0 out of 10, Exceptional, (8 reviews)
"Cozy and friendly, relaxed atmosphere, gorgeous setting! "
United States
Darcy S.
$108 nightly
The price is $121
Aug 13 - Aug 14
Total with taxes and fees
Roscoe Coop Clucking Crazy Hut
Exterior

4. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.6 out of 10, Exceptional, (19 reviews)
"Great property that fit our needs for the night perfectly. The massage chair was a great added bonus! "
United States
Chris T.
$209 nightly
The price is $235
Aug 18 - Aug 19
Total with taxes and fees
Lakeview Cabin Duplex
TV

5. Hideaway!! less than a mile to the acres

Hideaway!! less than a mile to the acres
Equinunk
10.0 out of 10, Exceptional, (13 reviews)
"We enjoyed our stay. The place was quiet, cozy, and well equipped, and Charlie was responsive to our questions."
United States
Philip
$244 nightly
The price is $264
Aug 13 - Aug 14
Total with taxes and fees
Hideaway!! less than a mile to the acres
Exterior

6. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
9.2 out of 10, Wonderful, (9 reviews)
"In town for a family gathering. House was perfect for our needs. Will recommend"
United States
Tom B.
$373 nightly
The price is $419
Aug 13 - Aug 14
Total with taxes and fees
Callicoon Creek Farmhouse
Exterior

7. Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Narrowsburg
10.0 out of 10, Exceptional, (156 reviews)
"Such a beautiful place to stay and explore with my pup!"
United States
Alison H.
$352 nightly
The price is $396
Sep 8 - Sep 9
Total with taxes and fees
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Private kitchen

8. Hillbilly Haven

Hillbilly Haven
Equinunk
10.0 out of 10, Exceptional, (1 review)
"Really cool place to stay in the area, well kept, clean and my kids loved it. Best part is it’s so quiet "
United States
dominic A.
$331 nightly
The price is $360
Aug 13 - Aug 14
Total with taxes and fees
Hillbilly Haven
View from property

9. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Roscoe
9.4 out of 10, Exceptional, (173 reviews)
"Great staff, and nature friendly"
United States
Maaz
$168 nightly
The price is $184
Aug 31 - Sep 1
Total with taxes and fees
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Interior

10. Coop 002

Coop 002
Kenoza Lake
$402 nightly
The price is $437
Sep 1 - Sep 2
Total with taxes and fees
Coop 002
Property grounds

11. Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (19 reviews)
"Me and my family had the most amazing time in this home. If you are looking for a peaceful getaway book this place. We enjoyed the campfire (hosts started it for us), boardgames, sledding right in the back. We will book again it was perfect!"
United States
Christina C.
$238 nightly
The price is $268
Aug 13 - Aug 14
Total with taxes and fees
Roscoe Cottage Pet Friendly

12. Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres

Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
Callicoon Center
10.0 out of 10, Exceptional, (28 reviews)
"Dr. Norris is the best host ever. The house is beautiful. The amenities amazing. A walk around the property is a must. "
United States
Miguel A.
$274 nightly
The price is $308
Aug 18 - Aug 19
Total with taxes and fees
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
Exterior

13. Catskills Adventures

Catskills Adventures
Roscoe
9.0 out of 10, Wonderful, (12 reviews)
"Very clean easy access from freeway. "
United States
kevin
$187 nightly
The price is $210
Aug 13 - Aug 14
Total with taxes and fees
Catskills Adventures
A river with rocky banks and dense forest in the background.

14. Mountaintop Property on 8 acres

Mountaintop Property on 8 acres
Honesdale
8.2 out of 10, Very Good, (92 reviews)
"The host was good, the property was clean but definetely a little old."
United States
Michael M.
$148 nightly
The price is $160
Aug 25 - Aug 26
Total with taxes and fees
Mountaintop Property on 8 acres
Exterior

15. Woods I GO 2 Lose my Mind Roscoe

Woods I GO 2 Lose my Mind Roscoe
Roscoe
10.0 out of 10, Exceptional, (5 reviews)
"Hosts are super friendly and helpful. Property was clean and peaceful. Highly recommend!"
United States
Ashley B.
$133 nightly
The price is $149
Aug 13 - Aug 14
Total with taxes and fees
Woods I GO 2 Lose my Mind Roscoe
Property grounds

16. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (117 reviews)
"Great place"
United States
Susan S.
$330 nightly
The price is $371
Sep 9 - Sep 10
Total with taxes and fees
In the cloud ~your cozy lake house
Dining

17. NEW: Legacy Family Farmhouse near Callicoon

NEW: Legacy Family Farmhouse near Callicoon
Long Eddy
10.0 out of 10, Exceptional, (1 review)
"The property is absolutely lovely. This is by far the most beautiful, well cared for, decorated home. It has taken our breathes away and the whole family had an amazing time. The creek was quite fun and very relaxing. The house was very clean and very well equipped with everything we could possibly need. Will surely book again."
United States
Lismari G.
$676 nightly
The price is $760
Aug 27 - Aug 28
Total with taxes and fees
NEW: Legacy Family Farmhouse near Callicoon
Property grounds

18. Roscoe RV Pet Friendly

Roscoe RV Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (8 reviews)
"Debra was a wonderful host who went above and beyond to ensure we had a cozy and comfortable stay! Highly recommend staying at this property and will definitely be back!"
United States
Dawn H.
$208 nightly
The price is $234
Aug 13 - Aug 14
Total with taxes and fees
Roscoe RV Pet Friendly
Fitness facility

19. Charming 1 bedroom apartment with AC in quaint Roscoe

Charming 1 bedroom apartment with AC in quaint Roscoe
Roscoe
$121 nightly
The price is $135
Aug 18 - Aug 19
Total with taxes and fees
Charming 1 bedroom apartment with AC in quaint Roscoe
Interior

20. Suite 001 Summary:<br>Th

Suite 001 Summary:<br>Th
Kenoza Lake
10.0 out of 10, Exceptional, (1 review)
"The experience was amazing. It was a very relaxing and restful weekend. The staff was beyond accommodating and the restaurant in the property provided amazing tasting meals. The amenities all worked and were a great pleasure. I will definitely be visiting this property again. "
United States
Stefan W.
$426 nightly
The price is $465
Aug 13 - Aug 14
Total with taxes and fees
Suite 001 Summary:<br>Th
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.
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Top Callicoon Hotel Reviews

The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

10/10 Excellent
"Great stay clean room breakfast was OK"
Devone 1-night trip
Posted 4 hours ago
The Kartrite Resort & Indoor Waterpark

Find out more about Callicoon

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 $122 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.

Explore a world of travel with Expedia

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.

What are some of the best vacation home rentals that Callicoon has to offer?

Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods: Located near Callicoon, this vacation home rental is located on a lake and has a patio, a garden, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. You and your friends and family can relax into your vacation with amenities like a selection of games.

How many vacation rentals are there in Callicoon?

With 15 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 River and Delaware River are a couple of lovely local spots to get outside and enjoy nature. Other places in town to visit include Villa Roma Driving Range and Big Island.

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.