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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

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
The price is AED 545
AED 2,032 total
includes taxes & fees
26 Aug - 27 Aug
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.
The price is AED 826
AED 1,252 total
includes taxes & fees
7 Aug - 8 Aug
Glamping in Vintage Airstream with modern comforts with private pond access.
Outdoor pool, a heated pool

3. Private Hilltop Getaway with Hot Tub & Saltwater Heated Pool

Private Hilltop Getaway with Hot Tub & Saltwater Heated Pool
Damascus
9.8 out of 10, Exceptional, (82 reviews)
"We had an amazing time! Definitely recommend this place! "
United States
Narjes H.
The price is AED 2,204
AED 3,604 total
includes taxes & fees
7 Aug - 8 Aug
Private Hilltop Getaway with Hot Tub & Saltwater Heated Pool
Exterior

4. 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.
The price is AED 744
AED 1,642 total
includes taxes & fees
9 Aug - 10 Aug
Callicoon Creek Farmhouse
Exterior

5. 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.
The price is AED 470
AED 851 total
includes taxes & fees
11 Aug - 12 Aug
Lakeview Cabin Duplex
Interior

6. 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.
The price is AED 973
AED 1,694 total
includes taxes & fees
9 Aug - 10 Aug
Suite 001 Summary:<br>Th
Terrace/patio

7. Creekside Modern Cabin Sauna Hot Tub Niksen Den

Creekside Modern Cabin Sauna Hot Tub Niksen Den
Callicoon
Creekside Modern Cabin Sauna Hot Tub Niksen Den
Terrace/patio

8. Hare & Hollow with Hot Tub & Fenced Yard

Hare & Hollow with Hot Tub & Fenced Yard
Hankins
10.0 out of 10, Exceptional, (4 reviews)
"The host was very nice. The home was well stocked made it very easy for us."
United States
Nicole I.
The price is AED 1,516
AED 2,847 total
includes taxes & fees
12 Aug - 13 Aug
Hare & Hollow with Hot Tub & Fenced Yard
Exterior

9. 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.
The price is AED 731
AED 1,578 total
includes taxes & fees
1 Sep - 2 Sep
Peaceful woodsy retreat with stream and hiking on property / near Bethel Woods
Property grounds

10. BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit

BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Jeffersonville
10.0 out of 10, Exceptional, (1 review)
The price is AED 873
AED 1,758 total
includes taxes & fees
9 Aug - 10 Aug
BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Interior

11. Coop 002

Coop 002
Kenoza Lake
The price is AED 889
AED 1,587 total
includes taxes & fees
9 Aug - 10 Aug
Coop 002
View from property

12. 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, (168 reviews)
"Great staff, and nature friendly"
United States
Maaz
The price is AED 584
AED 804 total
includes taxes & fees
9 Aug - 10 Aug
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

13. Roscoe Coop Clucking Crazy Hut

Roscoe Coop Clucking Crazy Hut
Roscoe
10.0 out of 10, Exceptional, (7 reviews)
"Cozy and friendly, relaxed atmosphere, gorgeous setting! "
United States
Darcy S.
The price is AED 324
AED 445 total
includes taxes & fees
11 Aug - 12 Aug
Roscoe Coop Clucking Crazy Hut
Property grounds

14. 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 location"
United States
Bryan K.
The price is AED 841
AED 1,499 total
includes taxes & fees
27 Aug - 28 Aug
In the cloud ~your cozy lake house
TV

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

Hideaway!! less than a mile to the acres
Equinunk
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed our stay. The place was quiet, cozy, and well equipped, and Charlie was responsive to our questions."
United States
Philip
The price is AED 413
AED 971 total
includes taxes & fees
7 Aug - 8 Aug
Hideaway!! less than a mile to the acres

16. 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.
The price is AED 605
AED 1,143 total
includes taxes & fees
10 Aug - 11 Aug
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
Dining

17. NEW: Streamside by Callicoon: Hot Tub, Sauna & Gym

NEW: Streamside by Callicoon: Hot Tub, Sauna & Gym
Hankins
10.0 out of 10, Exceptional, (1 review)
"Beautiful place Well equiped A few small issues that the host took care of promptly.My family loved it!"
United States
Elissa M.
The price is AED 2,574
AED 4,486 total
includes taxes & fees
13 Aug - 14 Aug
NEW: Streamside by Callicoon: Hot Tub, Sauna & Gym
Property grounds

18. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (69 reviews)
"Bruce's place was exactly as advertised, very clean and perfect for our stay. I would definitely stay there again. "
United States
Leslie M. K.
The price is AED 764
AED 1,337 total
includes taxes & fees
11 Aug - 12 Aug
5 minutes from original Woodstock site.
Dining

19. 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.
The price is AED 892
AED 2,906 total
includes taxes & fees
26 Aug - 27 Aug
NEW: Legacy Family Farmhouse near Callicoon
Private kitchen

20. 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.
The price is AED 585
AED 1,322 total
includes taxes & fees
7 Aug - 8 Aug
Hillbilly Haven
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

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"A gem! A wonderful hidden place in the mountains!"
Matthew 1-night trip
Posted 6 hours ago
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

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.