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Check prices for these dates

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

Our top choices for Callicoon holiday rentals

A wooden deck with a table and chairs, surrounded by a forest.

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 traveller
The price is £469
includes taxes & fees
18 Nov - 19 Nov
Bright Modern Home, Wood-Stove Nights, Big Deck
A gazebo with white chairs and a fire pit by 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.
The price is £259
includes taxes & fees
18 Nov - 19 Nov
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, (222 reviews)
"Amazing get away from the hustle and bustle of the city!! Enjoyed every bit of it! Thanks to Amanda and Hannah!"
United States
I-shante
The price is £139
includes taxes & fees
13 Dec - 14 Dec
Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy
An outdoor seating area with four white chairs around a fire pit.

4. Original Camp Bungalow; 12 Acres; Trampoline

Original Camp Bungalow; 12 Acres; Trampoline
Roscoe
The price is £314
includes taxes & fees
18 Nov - 19 Nov
Original Camp Bungalow; 12 Acres; Trampoline
A cabin with a deck, outdoor seating, and a grill.

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

Sauna, Hot Tub, Fire Pit & Creekside Deck | Niksen
Callicoon
The price is £404
includes taxes & fees
19 Nov - 20 Nov
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
The price is £180
includes taxes & fees
16 Nov - 17 Nov
Roscoe Cottage Pet Friendly
A modern kitchen with white brick backsplash, light blue cabinets, and a wooden countertop. There are shelves with dishes and plants, and a dishwasher is visible.

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
The price is £317
includes taxes & fees
16 Nov - 17 Nov
Charming Swan Lake Retreat w/ Hot Tub & Deck
A covered outdoor seating area with tables and chairs, surrounded by trees.

8. Movie Theatre, Wellness Retreat, Lakefront

Movie Theatre, Wellness Retreat, Lakefront
Jeffersonville
The price is £1,001
includes taxes & fees
1 Dec - 2 Dec
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
The price is £359
includes taxes & fees
2 Dec - 3 Dec
FOUNDERS COTTAGE - 2 room with kitchennete
A poolside area with lounge chairs and umbrellas, surrounded by trees.

10. Coop 002

Coop 002
Kenoza Lake
The price is £316
includes taxes & fees
15 Nov - 16 Nov
Coop 002
A two-story wooden house with a balcony, a deck, and a stone fire pit.

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

Family Lodge, Hot Tub Deck, Fire Pit Nights
Roscoe
The price is £816
includes taxes & fees
15 Nov - 16 Nov
Family Lodge, Hot Tub Deck, Fire Pit Nights
A wooden deck with outdoor seating, a fire pit, and a view of the lake.

12. Victorian Lake Oasis with Hot Tub & Fireplace

Victorian Lake Oasis with Hot Tub & Fireplace
Damascus
10.0 out of 10, Exceptional, (11 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
The price is £322
includes taxes & fees
16 Nov - 17 Nov
Victorian Lake Oasis with Hot Tub & Fireplace
A residential driveway with a stone wall, a mailbox, and a street sign.

13. Fabulous lakeview cabin retreat

Fabulous lakeview cabin retreat
Lake Huntington
The price is £222
includes taxes & fees
16 Nov - 17 Nov
Fabulous lakeview cabin retreat
A blue house by a calm river surrounded by lush greenery.

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 traveller
The price is £243
includes taxes & fees
19 Nov - 20 Nov
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)
The price is £459
includes taxes & fees
23 Nov - 24 Nov
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
The price is £263
includes taxes & fees
16 Nov - 17 Nov
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome
A wooden deck with a bench, surrounded by trees and a view of a body of water.

17. Luxury Catskills Sauna Retreat -Haven On The Manor

Luxury Catskills Sauna Retreat -Haven On The Manor
Livingston Manor
The price is £565
includes taxes & fees
15 Nov - 16 Nov
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.
The price is £338
includes taxes & fees
15 Nov - 16 Nov
Suite 001 Summary:<br>Th
A sunroom with a wooden table, two chairs, a sofa, and a view of a green landscape.

19. Equinunk

Equinunk
3.0 star property
Equinunk
The price is £266
includes taxes & fees
15 Nov - 16 Nov
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

A wonderful stay at Tyler Hill close to Bethel for the Woodstock Festival Museum at Bethel Woods. Delanie looked after us perfectly and we couldn't have been happier with the stay. We stayed in the Rolling Stones room which is in the main house, very comfortable and plenty of space. Would definitely recommend.
United Kingdom
Peter
Reviewed October 27, 2025
Inn at Tyler Hill

Find out more about Callicoon

Everything you need to know about Callicoon holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Callicoon holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Callicoon holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Callicoon holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Callicoon holiday rentals we have selected for you start as low as £119 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Callicoon rentals

At Expedia, we put the best Callicoon holiday 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 holiday.

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 holiday rentals in Callicoon?

Yes, there are holiday rentals close to the most popular sights in Callicoon, or you can select a more secluded option if you're looking for a relaxing stay. Callicoon is known for its entertainment choices and gardens.

What are some of the best holiday rentals that Callicoon has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This holiday home rental outside of Callicoon is located on a lake, and has an outdoor pool, a balcony and a BBQ 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 that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many holiday rentals are there in Callicoon?

With 15 Expedia holiday rentals, you're guaranteed 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 holiday rental in Callicoon like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Callicoon. Holiday rentals offer extras such as patios, hot tubs and fire pits so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can provide a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive choice for a family trip or a small group gathering.