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
9 Oct - 11 Oct
In two months
20 Nov - 22 Nov
In three months
18 Dec - 20 Dec
In four months
15 Jan - 17 Jan

Our top choices for Callicoon vacation rentals

Terrace/patio

1. Bright Modern Home * Wood-Stove Nights * Big Deck

Bright Modern Home * Wood-Stove Nights * Big Deck
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 416
AED 1,912 total
includes taxes & fees
23 Sep - 24 Sep
Bright Modern Home * Wood-Stove Nights * Big Deck
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, (21 reviews)
"Second time staying here for a concert, so easy!!"
United States
Carrie W.
The price is AED 631
AED 1,044 total
includes taxes & fees
23 Sep - 24 Sep
Glamping in Vintage Airstream with modern comforts with private pond access.
Exterior

3. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
9.4 out of 10, Exceptional, (11 reviews)
"In town for a family gathering. House was perfect for our needs. Will recommend"
United States
Tom B.
The price is AED 459
AED 1,241 total
includes taxes & fees
23 Sep - 24 Sep
Callicoon Creek Farmhouse
Interior

4. Property of Big Foot Roscoe, NY

Property of Big Foot Roscoe, NY
Roscoe
9.8 out of 10, Exceptional, (9 reviews)
"Quiet place with fantastic hosts!"
United States
Jeremy H.
The price is AED 324
AED 445 total
includes taxes & fees
23 Sep - 24 Sep
Property of Big Foot Roscoe, NY
Property amenity

5. 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, (192 reviews)
"Place was very quiet and it has a beautiful view"
United States
Leandro
The price is AED 474
AED 683 total
includes taxes & fees
23 Sep - 24 Sep
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

6. Lakeview Cabin Duplex

Lakeview Cabin Duplex
Lake Huntington
9.8 out of 10, Exceptional, (22 reviews)
"Great stay!"
United States
melissa m.
The price is AED 470
AED 855 total
includes taxes & fees
24 Sep - 25 Sep
Lakeview Cabin Duplex
Property grounds

7. 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 992
AED 1,924 total
includes taxes & fees
23 Sep - 24 Sep
BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Interior

8. 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
24 Sep - 25 Sep
Suite 001 Summary:<br>Th
Private kitchen

9. Cozy 2-bedroom cabin in serene Lake Huntington with AC

Cozy 2-bedroom cabin in serene Lake Huntington with AC
Lake Huntington
10.0 out of 10, Exceptional, (1 review)
"Clean newly renovated cabins where you wake to a beautiful view of the lake and access to boats for the lake. Big deck. Really comfortable."
United States
S C.
The price is AED 559
AED 950 total
includes taxes & fees
23 Sep - 24 Sep
Cozy 2-bedroom cabin in serene Lake Huntington with AC
Property grounds

10. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (118 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveler
The price is AED 651
AED 1,269 total
includes taxes & fees
24 Sep - 25 Sep
In the cloud ~your cozy lake house
Property grounds

11. FOUNDERS COTTAGE - 2 room with kitchennete

FOUNDERS COTTAGE - 2 room with kitchennete
Kenoza Lake
The price is AED 1,058
AED 1,814 total
includes taxes & fees
23 Sep - 24 Sep
FOUNDERS COTTAGE - 2 room with kitchennete
Indoor spa tub

12. 1930's Vintage Cabin · Hot Tub · Kohler Cabin

1930's Vintage Cabin · Hot Tub · Kohler Cabin
Jeffersonville
9.6 out of 10, Exceptional, (5 reviews)
"The Kohler Cabin was an absolute pleasure! The amenities were pristine and the area is wonderful! Plenty of space, with fun games, great kitchen, super hip record player. More than just a stay, it was an experience. Would definitely go back!"
United States
MichaelW
The price is AED 913
AED 1,941 total
includes taxes & fees
4 Oct - 5 Oct
1930's Vintage Cabin · Hot Tub · Kohler Cabin
Interior

13. Coop 002

Coop 002
Kenoza Lake
The price is AED 889
AED 1,599 total
includes taxes & fees
23 Sep - 24 Sep
Coop 002
Property grounds

14. Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (20 reviews)
"The cottage is very adorable and a great place if your looking to get away from the city life"
United States
Darwin
The price is AED 585
AED 906 total
includes taxes & fees
23 Sep - 24 Sep
Roscoe Cottage Pet Friendly
Fireplace, books, music library, stereo

15. Waterfront Lake House Retreat with Kayaks and Bikes

Waterfront Lake House Retreat with Kayaks and Bikes
Lake Huntington
10.0 out of 10, Exceptional, (3 reviews)
"Wonderful place to get away unplug and relax. The property was exactly as pictured, super clean, and so comfortable. The host provided everything we could need and the lake was perfect! Highly recommend! We had 6 adults comfortably stay for a long weekend."
United States
Greta V.
The price is AED 1,102
AED 3,067 total
includes taxes & fees
1 Oct - 2 Oct
Waterfront Lake House Retreat with Kayaks and Bikes
Smart TV

16. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (75 reviews)
"The house was really nice. Decorated in line with the area. Plus, Bruce was a great host."
United States
Robert
The price is AED 628
AED 1,156 total
includes taxes & fees
23 Sep - 24 Sep
5 minutes from original Woodstock site.

17. 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, (29 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 466
AED 934 total
includes taxes & fees
29 Sep - 30 Sep
Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres
Exterior

18. Luxury Catskills Creekside Cabin | Pool, Sauna & Fire Pit Retreat

Luxury Catskills Creekside Cabin | Pool, Sauna & Fire Pit Retreat
Roscoe
The price is AED 1,461
AED 1,896 total
includes taxes & fees
23 Sep - 24 Sep
Luxury Catskills Creekside Cabin | Pool, Sauna & Fire Pit Retreat
Interior

19. Cozy Camper at Roscoe Wildlife Retreat

Cozy Camper at Roscoe Wildlife Retreat
Roscoe
9.6 out of 10, Exceptional, (9 reviews)
"Great place to stay. Very clean. Owners were friendly and accommodating. There's chickens roaming, I bet they'd give you a couple eggs if you ask. Super nice people. I would definitely stay again"
United States
James
The price is AED 459
AED 667 total
includes taxes & fees
23 Sep - 24 Sep
Cozy Camper at Roscoe Wildlife Retreat
Property grounds

20. Roscoe RV Pet Friendly

Roscoe RV Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (9 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.
The price is AED 569
AED 792 total
includes taxes & fees
23 Sep - 24 Sep
Roscoe RV Pet Friendly
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
"la comida es muy limitada no tienen variedad"
Dahiana 1-night trip
Posted 2 hours ago
The Kartrite Resort & Indoor Waterpark

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?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This vacation home rental near Callicoon is located on a lake and has an outdoor pool, a balcony, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

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 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 Villa Roma Go Kart Track.

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.