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

Search Callicoon Cottages

  • Bundle & Save

    Get more, spend less whenever you see Bundle & Save deals

  • OneKeyCash

    Earn OneKeyCash on all your eligible bookings

  • Upfront pricing

    We are not like the others - we include taxes and fees

Check prices for these dates

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

Our top choices for Callicoon cottages

A small white house with a red door and window trim, surrounded by lush greenery and a well-maintained lawn.

1. Original Camp Bungalow; 12 Acres; Trampoline

Original Camp Bungalow; 12 Acres; Trampoline
Roscoe
$450 nightly
The price is $497
Nov 2 - Nov 3
Total with taxes and fees
Original Camp Bungalow; 12 Acres; Trampoline
A small cabin with a red roof, surrounded by dense greenery and a pond.

2. 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
$217 nightly
The price is $243
Nov 2 - Nov 3
Total with taxes and fees
Roscoe Cottage Pet Friendly
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, (31 reviews)
"This is really a beautiful place to stay, we definitely will return in summer. "
United States
Paul C.
$305 nightly
The price is $336
Nov 1 - Nov 2
Total with taxes and fees
Charming 120-year-old farmhouse by the creek
Exterior

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.
$370 nightly
The price is $408
Nov 2 - Nov 3
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.
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Callicoon Hotel Reviews

Upper Delaware Inn

Upper Delaware Inn

10/10 Excellent
"We love the coffee bar and how close we are to different restaurants."
Maura 1-night trip
Posted 14 hours ago
Upper Delaware Inn

Find out more about Callicoon

Callicoon Cottages information

Number of reviews
94
Accommodation
123 Cottages
Lowest Price
$243
Highest Price
$497

Frequently asked questions

Why book your cottage in Callicoon with Expedia?
Expedia has some terrific cottages in Callicoon, so get set for a memorable vacation on nature's doorstep. If you have a certain budget, choose how much you're willing to spend and the preferred star rating of your property. Or, use our handy filters to search for cottages with a hot tub or free WiFi. We'll help you find the right digs whatever your plans or bank balance.
How can I find cheap cottages in Callicoon?
With Expedia's useful filter tool, getting your hands on cheap cottages in Callicoon has never been simpler. To discover properties that'll make your wallet happy, narrow your search by amenities, star rating and budget.

Explore a world of travel with Expedia