Callicoon Vacation Rentals

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Check prices for these dates

Tonight
Dec 29 - Dec 30
Tomorrow
Dec 30 - Dec 31
This weekend
Jan 2 - Jan 4
Next weekend
Jan 9 - Jan 11

Our top choices for Callicoon vacation rentals

Exterior
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Cabin in Roscoe

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (60)
"Was a super cozy stay! Room was spotless and everything was easily accessible!! 10/10 would stay again "
United States
Jaylene
The price is P6,403
P9,629 total
includes taxes & fees
Jan 5 - Jan 6, 2026
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
6 bedrooms
2 Lake Cabins Pool+hottub Game Room 23acs

Aparthotel in Highland Lake

2 Lake Cabins Pool+hottub Game Room 23acs
2.0 star property
The price is P10,202
P50,790 total
includes taxes & fees
Jan 5 - Jan 6, 2026
2 Lake Cabins Pool+hottub Game Room 23acs
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 Bradstan Boutique Hotel

The Bradstan Boutique Hotel

10/10 Excellent
"What a spectacular place on so many levels! Our “cabin” was as luxurious as one can get with high end everything including heated floors, jacuzzi tub, gas fireplace, and a wall of glass overlooking the snow covered woods. The breakfast included was amazingly delicious and diverse with the 2 lovely kitchen staff going above and beyond to offer me gluten free options such as a decadent chocolate brownie, muffins and French toast. Dinner at their Homestead restaurant was a treat also. To top it all off, the acres of grounds were beautiful to behold. My husband and I snowshoed around their lake which was peaceful and fun. They provided the snowshoes. This weekend vacation at the Eldred Preserve was possibly our best weekend getaway ever! And we have had many! Bravo and well done to everyone there!"
Marc 2-night trip
Posted 1 day ago
The Bradstan Boutique Hotel

Find out more about Callicoon

Search for holiday rentals in Callicoon on Expedia! You can easily find your home rentals, villas, holiday apartments in Callicoon using one of the methods below:

  • View our selection of featured holiday rentals in Callicoon
  • Use the map to find apartments and other holiday homes in the Callicoon neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Callicoon while they last

Look no further and take a look at our great range of rental properties in Callicoon!

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 20 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 Big Island 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.