Callicoon Vacation Rentals

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Check prices for these dates

In two weeks
Nov 27 - Nov 29
In two months
Jan 8 - Jan 10
In three months
Feb 5 - Feb 7
In four months
Mar 5 - Mar 7

Our top choices for Callicoon vacation rentals

A wooden deck with Adirondack chairs and a small table, overlooking a garden.

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
$550 nightly
The price is $614
Nov 15 - Nov 16
Total with taxes and fees
Bright Modern Home, Wood-Stove Nights, Big Deck
A house surrounded by trees and a river.

2. Callicoon Creek Farmhouse

Callicoon Creek Farmhouse
Callicoon
9.4 out of 10, Exceptional, (14 reviews)
"In town for a family gathering. House was perfect for our needs. Will recommend"
United States
Tom B.
$310 nightly
The price is $349
Nov 11 - Nov 12
Total with taxes and fees
Callicoon Creek Farmhouse
A cabin surrounded by a natural forest setting with a fire pit and picnic table.

3. 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, (221 reviews)
"Amazing"
United States
Iyana
$167 nightly
The price is $184
Dec 10 - Dec 11
Total with taxes and fees
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table with chairs, and a window with a view of trees.

4. Original Camp Bungalow; 12 Acres; Trampoline

Original Camp Bungalow; 12 Acres; Trampoline
Roscoe
$389 nightly
The price is $429
Nov 11 - Nov 12
Total with taxes and fees
Original Camp Bungalow; 12 Acres; Trampoline
A wooden deck with a sofa and two chairs, surrounded by a forest with string lights.

5. Sauna, Hot Tub, Fire Pit & Creekside Deck | Niksen

Sauna, Hot Tub, Fire Pit & Creekside Deck | Niksen
Callicoon
$421 nightly
The price is $466
Nov 11 - Nov 12
Total with taxes and fees
Sauna, Hot Tub, Fire Pit & Creekside Deck | Niksen
A fire pit with logs, surrounded by rocks and gravel, with two red chairs and a tree stump nearby.

6. Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (21 reviews)
"The cottage is very adorable and a great place if your looking to get away from the city life"
United States
Darwin
$228 nightly
The price is $257
Nov 17 - Nov 18
Total with taxes and fees
Roscoe Cottage Pet Friendly
A modern living room with a sofa, coffee table, and a fireplace.

7. Charming Swan Lake Retreat w/ Hot Tub & Deck

Charming Swan Lake Retreat w/ Hot Tub & Deck
3.0 star property
Swan Lake
9.4 out of 10, Exceptional, (3 reviews)
"We had a wonderful stay. The house was in the perfect location for shows at Bethel Woods Arts Center. The apartment was adorable, with everything we could need. the backyard with the hot tub, deck, and fire pit was excellent. Very peaceful, and many deer coming by to say hello!"
United States
Debra
$371 nightly
The price is $419
Nov 11 - Nov 12
Total with taxes and fees
Charming Swan Lake Retreat w/ Hot Tub & Deck
A bedroom with a large bed, a ceiling fan, and a view of a deck through a glass door.

8. Movie Theatre, Wellness Retreat, Lakefront

Movie Theatre, Wellness Retreat, Lakefront
Jeffersonville
$1,165 nightly
The price is $1,300
Nov 11 - Nov 12
Total with taxes and fees
Movie Theatre, Wellness Retreat, Lakefront
A modern building with a stone wall and a fire pit in the foreground.

9. FOUNDERS COTTAGE - 2 room with kitchennete

FOUNDERS COTTAGE - 2 room with kitchennete
Kenoza Lake
$429 nightly
The price is $469
Nov 11 - Nov 12
Total with taxes and fees
FOUNDERS COTTAGE - 2 room with kitchennete
A wooden deck with a table and chairs, two umbrellas, and a hot tub in the background.

10. Coop 002

Coop 002
Kenoza Lake
$379 nightly
The price is $413
Nov 11 - Nov 12
Total with taxes and fees
Coop 002
A spacious living room with a stone fireplace, wooden beams, and large windows.

11. Family Lodge, Hot Tub Deck, Fire Pit Nights

Family Lodge, Hot Tub Deck, Fire Pit Nights
Roscoe
$967 nightly
The price is $1,080
Nov 11 - Nov 12
Total with taxes and fees
Family Lodge, Hot Tub Deck, Fire Pit Nights
A deck with lounge chairs and an umbrella, overlooking a body of water and a building with a blue exterior.

12. Victorian Lake Oasis with Hot Tub & Fireplace

Victorian Lake Oasis with Hot Tub & Fireplace
Damascus
9.8 out of 10, Exceptional, (10 reviews)
"I was working in the area with two other coworkers and this house was perfect. It had everything we needed and was walking distance to great restaurants. I would definitely stay again if in the area. "
United States
Dave
$368 nightly
The price is $415
Nov 16 - Nov 17
Total with taxes and fees
Victorian Lake Oasis with Hot Tub & Fireplace
A modern kitchen with grey cabinets, stainless steel appliances, and a wooden floor.

13. Fabulous lakeview cabin retreat

Fabulous lakeview cabin retreat
Lake Huntington
$257 nightly
The price is $289
Nov 11 - Nov 12
Total with taxes and fees
Fabulous lakeview cabin retreat
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

14. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (122 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveler
$280 nightly
The price is $316
Nov 22 - Nov 23
Total with taxes and fees
In the cloud ~your cozy lake house
A cabin with a triangular roof, a deck, and a fire pit with chairs.

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

BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
Jeffersonville
10.0 out of 10, Exceptional, (1 review)
$463 nightly
The price is $521
Nov 12 - Nov 13
Total with taxes and fees
BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit
A two-story house with a stone chimney, a front porch with white railings, and a well-maintained lawn.

16. Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome

Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome
Livingston Manor
10.0 out of 10, Exceptional, (12 reviews)
"We enjoyed ourselves greatly! Very Nice Property, and Chalet Style Home with everything you need. We highly recommend staying here. And Mr. Pope was a great host."
United States
Robert
$278 nightly
The price is $313
Nov 11 - Nov 12
Total with taxes and fees
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome
A wooden deck with outdoor furniture, a table, and a bottle of wine.

17. Luxury Catskills Sauna Retreat -Haven On The Manor

Luxury Catskills Sauna Retreat -Haven On The Manor
Livingston Manor
$635 nightly
The price is $725
Nov 11 - Nov 12
Total with taxes and fees
Luxury Catskills Sauna Retreat -Haven On The Manor
A modern interior with a wooden staircase, a seating area with a bench, and a view through large glass doors to an outdoor patio.

18. 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.
$404 nightly
The price is $441
Nov 11 - Nov 12
Total with taxes and fees
Suite 001 Summary:<br>Th
A bedroom with a bed, a door, a window, and a lamp.

19. Equinunk

Equinunk
3.0 star property
Equinunk
$335 nightly
The price is $351
Nov 11 - Nov 12
Total with taxes and fees
Equinunk
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

A covered outdoor area with a wooden deck and a view of a green landscape.
Inn at Tyler Hill

Inn at Tyler Hill

Inn at Tyler Hill
Tyler Hill

10/10 Excellent

We had a great time here! The property was beautiful and the room was perfect. I highly recommend staying here, the delicious breakfast was also a big plus. We will definitely be looking to stay here again soon
United States
Nicholas
Reviewed November 8, 2026
Inn at Tyler Hill

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 $155 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.

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 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.

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