A rural landscape with a house surrounded by autumn-colored trees and rolling hills.

Holiday Homes in Callicoon

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Check prices for these dates

In two weeks
13 Nov - 15 Nov
In two months
25 Dec - 27 Dec
In three months
22 Jan - 24 Jan
In four months
19 Feb - 21 Feb

Our top choices for Callicoon holiday homes

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 traveller
The price is €504
includes taxes & fees
9 Nov - 10 Nov
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.
The price is €307
includes taxes & fees
28 Oct - 29 Oct
Callicoon Creek Farmhouse
A deck with lounge chairs and an umbrella, overlooking a body of water and a building with a blue exterior.

3. Victorian Lake Oasis | Hot Tub | Private Lakefront

Victorian Lake Oasis | Hot Tub | Private Lakefront
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
The price is €397
includes taxes & fees
28 Oct - 29 Oct
Victorian Lake Oasis | Hot Tub | Private Lakefront
A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

4. In the cloud ~your cozy lake house

In the cloud ~your cozy lake house
Swan Lake
9.6 out of 10, Exceptional, (120 reviews)
"We had a wonderful one night stay!"
United States
Anonymous traveller
The price is €314
includes taxes & fees
28 Oct - 29 Oct
In the cloud ~your cozy lake house
A two-story house with a stone chimney, a front porch with white railings, and a well-maintained lawn.

5. 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 €283
includes taxes & fees
9 Nov - 10 Nov
Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome
A snow-covered landscape with a building labeled "Trout Town Inn" and a covered outdoor area with trees.

6. Catskills Adventures

Catskills Adventures
Roscoe
9.0 out of 10, Wonderful, (12 reviews)
"Very clean easy access from freeway. "
United States
kevin
The price is €191
includes taxes & fees
9 Nov - 10 Nov
Catskills Adventures
A wooden deck with a sofa, table, and chairs, a trash can, and a heater.

7. Waterfall Retreat * Fireplace * Secluded Setting

Waterfall Retreat * Fireplace * Secluded Setting
Roscoe
The price is €570
includes taxes & fees
9 Nov - 10 Nov
Waterfall Retreat * Fireplace * Secluded Setting
A modern interior with a staircase, a seating area, and a view through large windows.

8. Coop 002

Coop 002
Kenoza Lake
Coop 002
A spacious living room with a stone fireplace, large windows, a green sofa, and a modern chair.

9. Fireplace * Glass Walled Retreat * Fenced Garden

Fireplace * Glass Walled Retreat * Fenced Garden
Narrowsburg
8.0 out of 10, Very good, (1 review)
"Beautiful, peaceful home. A few minor inconveniences. 1. The touch pad for entry is finicky - it takes several efforts. 2. We were not provided with the key code to open the garage, for garbage disposal. We were directed to a lock box with a key, but the door was dead bolted. It made checking out inefficient.3. The kitchen sink has a touch-less feature which wasn't working. We ended up replacing the batteries, which we needed to purchase.4. The coffee grinder doesn't work, so we used...
United States
Robin G.
Fireplace * Glass Walled Retreat * Fenced Garden
A modern interior with a wooden staircase, a seating area with a bench, and a view through large glass doors to an outdoor patio.

10. 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.
Suite 001 Summary:<br>Th
A wooden deck with wicker furniture, a red barn, and a forested landscape in the background.

11. Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods

Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
Cochecton
10.0 out of 10, Exceptional, (9 reviews)
"This is a great property to stay at. Beautiful views and very comfortable accommodations. It is very close to Bethel Woods and had everything 3 Spartan Racers could want."
United States
Scott D.
The price is €439
includes taxes & fees
4 Nov - 5 Nov
Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods
A modern building with a stone wall and a fire pit in the foreground.

12. FOUNDERS COTTAGE - 2 room with kitchennete

FOUNDERS COTTAGE - 2 room with kitchennete
Kenoza Lake
The price is €448
includes taxes & fees
2 Nov - 3 Nov
FOUNDERS COTTAGE - 2 room with kitchennete
A spacious living room with a white sofa, a glass coffee table, and a fireplace.

13. Charming Waterfront Retreat with Wood burning Stove, Fire pit & Kayaks

Charming Waterfront Retreat with Wood burning Stove, Fire pit & Kayaks
Lake Huntington
10.0 out of 10, Exceptional, (5 reviews)
Charming Waterfront Retreat with Wood burning Stove, Fire pit & Kayaks
A spacious living room with a stone fireplace, wooden beams, and large windows.

14. Family Lodge * Hot Tub Deck * Fire Pit Nights

Family Lodge * Hot Tub Deck * Fire Pit Nights
Roscoe
The price is €943
includes taxes & fees
28 Oct - 29 Oct
Family Lodge * Hot Tub Deck * Fire Pit Nights
A cozy room with a stone wall, a large window, a blue cabinet, and a striped armchair.

15. River Views * Fireplace * Sunroom * Walk to Town

River Views * Fireplace * Sunroom * Walk to Town
Narrowsburg
10.0 out of 10, Exceptional, (9 reviews)
"This property was beautiful, comfortable, and clean. It has everything you need, but not so much it is overwhelming or cluttered. If I go back up again, I would definitely book this again."
United States
Audrey H.
The price is €542
includes taxes & fees
28 Oct - 29 Oct
River Views * Fireplace * Sunroom * Walk to Town
A wooden deck with outdoor furniture, a table, and a bottle of wine.

16. Luxury Catskills Sauna Retreat -Haven On The Manor

Luxury Catskills Sauna Retreat -Haven On The Manor
Livingston Manor
The price is €678
includes taxes & fees
28 Oct - 29 Oct
Luxury Catskills Sauna Retreat -Haven On The Manor
A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

17. 5 minutes from original Woodstock site.

5 minutes from original Woodstock site.
Mongaup Valley
9.8 out of 10, Exceptional, (77 reviews)
"Great place"
United States
Anonymous traveller
The price is €289
includes taxes & fees
28 Oct - 29 Oct
5 minutes from original Woodstock site.
A rustic cabin with a metal roof, surrounded by a lush green lawn and a flowing stream.

18. 🏞️ Creekside Catskills Escape | Pool, Hot Tub, Sauna & Fire Pit 🔥

🏞️ Creekside Catskills Escape | Pool, Hot Tub, Sauna & Fire Pit 🔥
Roscoe
10.0 out of 10, Exceptional, (4 reviews)
"We had a wonderful stay! We enjoyed the pool and sauna, but what we loved most was the beautiful property—open and spacious, yet very private, peaceful, and quiet. It was the perfect place to relax, unwind, and escape the craziness of everyday life. We would definitely stay again!"
United States
Anna J.
The price is €406
includes taxes & fees
28 Oct - 29 Oct
🏞️ Creekside Catskills Escape | Pool, Hot Tub, Sauna & Fire Pit 🔥
A bedroom with a large bed, a ceiling fan, and a view of a deck through a glass door.

19. Movie Theatre * Wellness Retreat * Lakefront

Movie Theatre * Wellness Retreat * Lakefront
Jeffersonville
The price is €1,139
includes taxes & fees
9 Nov - 10 Nov
Movie Theatre * Wellness Retreat * Lakefront
A bedroom with a bed, a door, a window, and a lamp.

20. Equinunk

Equinunk
3.0 star property
Equinunk
The price is €353
includes taxes & fees
17 Nov - 18 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

The Bradstan Boutique Hotel

The Bradstan Boutique Hotel

10/10 Excellent
"I loved our stay here. I would definitely come back."
Sharice 2-night trip
Posted 3 hours ago
The Bradstan Boutique Hotel

Find out more about Callicoon

Callicoon Holiday Homes information

Number of reviews
267
Accommodation
344 Holiday Homes
Lowest Price
€191
Highest Price
€1,139