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

Search Callicoon Cottages

Check prices for these dates

In two weeks
Oct 9 - Oct 11
In two months
Nov 20 - Nov 22
In three months
Dec 18 - Dec 20
In four months
Jan 15 - Jan 17

Our top choices for Callicoon cottages

A small cabin with a red roof, surrounded by dense greenery and a pond.

1. Roscoe Cottage Pet Friendly

Roscoe Cottage Pet Friendly
Roscoe
9.8 out of 10, Exceptional, (20 reviews)
"The cottage is very adorable and a great place if your looking to get away from the city life"
United States
Darwin
$213 nightly
The price is $239
Sep 28 - Sep 29
Total with taxes and fees
Roscoe Cottage Pet Friendly
A wooden deck with a glass table and chairs, surrounded by lush greenery and trees.

2. Cozy Cottage with Woodstock Scavenger Hunt

Cozy Cottage with Woodstock Scavenger Hunt
Mongaup Valley
10.0 out of 10, Exceptional, (6 reviews)
"Great little cottage close to Bethel Woods."
United States
Erin
$239 nightly
The price is $269
Sep 30 - Oct 1
Total with taxes and fees
Cozy Cottage with Woodstock Scavenger Hunt
A wooden deck with a grill and a gas canister, overlooking a river and forested area.

3. Charming 120-year-old farmhouse by the creek

Charming 120-year-old farmhouse by the creek
Hancock
9.0 out of 10, Wonderful, (28 reviews)
"This is really a beautiful place to stay, we definitely will return in summer. "
United States
Paul C.
$273 nightly
The price is $301
Sep 28 - Sep 29
Total with taxes and fees
Charming 120-year-old farmhouse by the creek

4. Cozy Cottage w/ Hot Tub! — Family Friendly

Cozy Cottage w/ Hot Tub! — Family Friendly
Mongaup Valley
10.0 out of 10, Exceptional, (10 reviews)
"we had gr8 time with our family even though it rained enjoyed brook fire pit hot tub tramperlin a great place to go with family very freindly host good communication than you alex !!!!"
United States
yisroel k.
$344 nightly
The price is $379
Oct 20 - Oct 21
Total with taxes and fees
Cozy Cottage w/ Hot Tub! — Family Friendly
A covered patio with wicker furniture, a fire pit, and a view of a grassy area.

5. Lakefront | Sport Courts | HotTub | GameRoom

Lakefront | Sport Courts | HotTub | GameRoom
Highland Lake
10.0 out of 10, Exceptional, (33 reviews)
"We had a wonderful time and definitely would recommend!"
United States
Phillip C.
$806 nightly
The price is $901
Oct 5 - Oct 6
Total with taxes and fees
Lakefront | Sport Courts | HotTub | GameRoom
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

Inn at Tyler Hill

Inn at Tyler Hill

10/10 Excellent
"Beautiful Inn, gorgeous property, incredibly comfortable bed, delicious breakfast, everyone was so nice and helpful, highly recommend!!"
Lynne Ruth 1-night trip
Posted 9 hours ago
Inn at Tyler Hill

Find out more about Callicoon

Callicoon Cottages information

Number of reviews
91
Accommodation
116 Cottages
Lowest Price
$239
Highest Price
$901

Frequently asked questions

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