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Callicoon Vacation Rentals

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Check prices for these dates

Tonight
Dec 19 - Dec 20
Tomorrow
Dec 20 - Dec 21
This weekend
Dec 19 - Dec 21
Next weekend
Dec 26 - Dec 28

Our top choices for Callicoon vacation rentals

Terrace/patio
Chic Home w/ Fireplace & Beautiful Sunsets

Chic Home w/ Fireplace & Beautiful Sunsets

Chic Home w/ Fireplace & Beautiful Sunsets
Callicoon
10.0 out of 10, Exceptional, (1)
The price is ￥20,749
￥80,965 total
includes taxes & fees
Jan 13 - Jan 14, 2026
Chic Home w/ Fireplace & Beautiful Sunsets
Exterior
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Roscoe
9.6 out of 10, Exceptional, (58)
"Cabin was cozy very quiet clean peaceful it was great experience! "
United States
Sherlyn
The price is ￥16,951
￥25,489 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
Exterior
Equestrian House Suites

Equestrian House Suites

Equestrian House Suites
3.0 star property
Pleasant Mount
The price is ￥32,001
￥93,394 total
includes taxes & fees
Dec 23 - Dec 24
Equestrian House Suites
TV
Hideaway!! less than a mile to the acres

Hideaway!! less than a mile to the acres

Hideaway!! less than a mile to the acres
Equinunk
10.0 out of 10, Exceptional, (11)
"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 ￥17,495
￥40,801 total
includes taxes & fees
Dec 24 - Dec 25
Hideaway!! less than a mile to the acres
House (5 Bedrooms) | Interior
15 Mi to Ski Big Bear: Gem w/ Deck & Game Room

15 Mi to Ski Big Bear: Gem w/ Deck & Game Room

15 Mi to Ski Big Bear: Gem w/ Deck & Game Room
3.0 star property
Hawley
10.0 out of 10, Exceptional, (1)
"Excellent Vacaciones Places Instagram and Facebook recommended your Property "
United States
Ronny
The price is ￥34,212
￥83,221 total
includes taxes & fees
Dec 30 - Dec 31
15 Mi to Ski Big Bear: Gem w/ Deck & Game Room
Terrace/patio
Cozy Cottage with Woodstock Scavenger Hunt

Cozy Cottage with Woodstock Scavenger Hunt

Cozy Cottage with Woodstock Scavenger Hunt
Mongaup Valley
10.0 out of 10, Exceptional, (6)
"Great little cottage close to Bethel Woods."
United States
Erin
The price is ￥21,628
￥43,211 total
includes taxes & fees
Dec 21 - Dec 22
Cozy Cottage with Woodstock Scavenger Hunt
Smart TV
Cozy Creek House in Forestburgh

Cozy Creek House in Forestburgh

Cozy Creek House in Forestburgh
2.0 star property
Forestburgh
10.0 out of 10, Exceptional, (1)
"Awesome place! Everything you needed there, heck they even supplied laundry detergent!"
United States
Fred
The price is ￥19,746
￥60,932 total
includes taxes & fees
Dec 21 - Dec 22
Cozy Creek House in Forestburgh
Pool
NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail

NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail

NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail
Hurleyville
10.0 out of 10, Exceptional, (4)
"We really enjoyed our stay. A nice quiet location. We had breakfast, lunch, and drinks and dinner on the little front patio. We will be coming back!! "
United States
June D.
The price is ￥15,551
￥44,227 total
includes taxes & fees
Jan 4 - Jan 5, 2026
NEW! Chic Catskills Bungalow Getaway / Hiking/Rail Trail
Interior
western Catskills YURT

western Catskills YURT

western Catskills YURT
Livingston Manor
7.4 out of 10, Good, (3)
"Property was great. Owner is very polite and had a great phone conversations wi"
United States
Derek
The price is ￥27,214
￥34,951 total
includes taxes & fees
Dec 30 - Dec 31
western Catskills YURT
Dining
Mountaintop Hideaway ~ Piece of Paradise - Apt

Mountaintop Hideaway ~ Piece of Paradise - Apt

Mountaintop Hideaway ~ Piece of Paradise - Apt
Honesdale
9.2 out of 10, Wonderful, (28)
"Cannot beat the location for a quick trip to Honesdale. Fantastic views and everything we needed for a pleasant stay."
United States
Lisa P.
The price is ￥17,645
￥33,532 total
includes taxes & fees
Dec 20 - Dec 21
Mountaintop Hideaway ~ Piece of Paradise - Apt
Property grounds
8 minutes to Bethel Woods! Apt. 1 is on the First Floor and newly remodeled

8 minutes to Bethel Woods! Apt. 1 is on the First Floor and newly remodeled

8 minutes to Bethel Woods! Apt. 1 is on the First Floor and newly remodeled
Kenoza Lake
10.0 out of 10, Exceptional, (22)
"Everything was perfect with this stay. It was close to Bethel woods and Callicoon. "
United States
Lorraine G.
The price is ￥17,915
￥38,166 total
includes taxes & fees
Dec 21 - Dec 22
8 minutes to Bethel Woods! Apt. 1 is on the First Floor and newly remodeled
Property grounds
Waterfront property, perfect winter getaway, directly on the Willowemoc!

Waterfront property, perfect winter getaway, directly on the Willowemoc!

Waterfront property, perfect winter getaway, directly on the Willowemoc!
Livingston Manor
9.6 out of 10, Exceptional, (28)
"Beautiful and comfortable property sitting up against a stream. Owner was very responsive to our questions. Great place to stay and enjoy the outdoors. "
United States
David C.
The price is ￥31,102
￥63,157 total
includes taxes & fees
Jan 19 - Jan 20, 2026
Waterfront property, perfect winter getaway, directly on the Willowemoc!
Exterior detail
Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres

Handcrafted Riverfront Cabin on 10 acres
Starlight
10.0 out of 10, Exceptional, (185)
"Excellent property and great location "
United States
Eric P.
The price is ￥14,284
￥46,783 total
includes taxes & fees
Dec 21 - Dec 22
Handcrafted Riverfront Cabin on 10 acres
Exterior
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi

New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Hurleyville
10.0 out of 10, Exceptional, (7)
"The house was adorable! It had all amenities. The hosts were super responsive. Definitely would stay there again. "
United States
Chris L.
The price is ￥17,116
￥35,928 total
includes taxes & fees
Jan 12 - Jan 13, 2026
New! Romantic Agrihood Bungalow Getaway-Fireplace/WiFi
Property grounds
Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (18)
"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 ￥29,688
￥44,574 total
includes taxes & fees
Dec 21 - Dec 22
Roscoe Cottage Pet Friendly
Smart TV, books, stereo
Cozy two bedroom House

Cozy two bedroom House

Cozy two bedroom House
Liberty
10.0 out of 10, Exceptional, (3)
"Very cozy stay with nice living space"
United States
Michael G.
The price is ￥27,308
￥44,860 total
includes taxes & fees
Dec 23 - Dec 24
Cozy two bedroom House
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres

Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres

Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
Callicoon Center
10.0 out of 10, Exceptional, (27)
"Lovely property in a gorgeous, serene location. Nicely outfitted property with an Uber responsive host. Wonderful!"
United States
Joanne F.
The price is ￥17,085
￥37,741 total
includes taxes & fees
Dec 22 - Dec 23
Cozy Farm Private Cabin-30% off Spring Special - 183 beautiful acres
Interior
Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek
Hancock
8.8 out of 10, Excellent, (23)
"Our family had a lovely time on this charming home. From someone who grew up in the Catskills, this was a wonderful getaway from the usual hustle & bustle life."
United States
Liza G.
The price is ￥20,726
￥48,986 total
includes taxes & fees
Dec 21 - Dec 22
Charming 120-year-old farmhouse by the creek
House, Private Bathroom, River View (Equinunk) | Shared kitchen | Highchair
Equinunk

Equinunk

Equinunk
2.0 star property
Equinunk
The price is ￥25,830
￥53,051 total
includes taxes & fees
Dec 20 - Dec 21
Equinunk
Property grounds
The Chalet - Rustic Retreat

The Chalet - Rustic Retreat

The Chalet - Rustic Retreat
Narrowsburg
9.0 out of 10, Wonderful, (11)
"Fantastic stay. Quiet area, close to Narrowsburg, friendly neighbors. Super clean, fire pit area is very nice and we love the hot tub after a day on the river!"
United States
Jeff H.
The price is ￥24,896
￥56,200 total
includes taxes & fees
Jan 11 - Jan 12, 2026
The Chalet - Rustic Retreat
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
"I had a great experience and the staff were also great at the front desk!"
Atry 1-night trip
Posted 5 days ago
The Kartrite Resort & Indoor Waterpark

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.

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 fireplace, 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. It offers a balcony, a garden, and a selection of games so you can immerse yourself in your vacation.

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.