Book Holiday Homes in Callicoon

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Featured Holiday Homes in Callicoon

In the cloud ~your cozy lake house

In the cloud ~your cozy lake house

Swan Lake
The price is NZ$607 per night from 12 Nov to 13 Nov
NZ$607
12 Nov - 13 Nov
includes taxes & fees
Stay at this vacation home in Swan Lake. Enjoy free breakfast, free WiFi, and a water park. Popular attractions Woodstock Monument and Bethel Woods Center For ...
Opens in a new windowIn the cloud ~your cozy lake house
Charming 4-bedroom home with AC and WiFi close to downtown historic Honesdale

Charming 4-bedroom home with AC and WiFi close to downtown historic Honesdale

Honesdale
The price is NZ$564 per night from 6 Nov to 7 Nov
NZ$564
6 Nov - 7 Nov
includes taxes & fees
Book a stay at this family-friendly vacation home in Honesdale. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Wayne ...
Opens in a new windowCharming 4-bedroom home with AC and WiFi close to downtown historic Honesdale
Breathtaking River Front Cabin

Breathtaking River Front Cabin

2 out of 5
Damascus
Stay at this vacation home in Damascus. Enjoy laundry facilities, in-room fireplaces, and air conditioning. Popular attractions Big Island and Villa Roma Driving ...
Opens in a new windowBreathtaking River Front Cabin
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 7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity  21

7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21

Beach Lake
Stay at this vacation home in Beach Lake. Enjoy free WiFi, private pools, and breakfast (surcharge). Our guests praise the helpful staff in our reviews. Popular ...
Opens in a new window 7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21
Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!

Monticello
Book a stay at this family-friendly vacation home in Monticello. Enjoy free WiFi, private pools, and a water park. Our guests praise the property condition in ...
Opens in a new windowLakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!
Upper floor of charming 2 story house in central Hawley with WiFi

Upper floor of charming 2 story house in central Hawley with WiFi

Hawley
The price is NZ$474 per night from 6 Nov to 7 Nov
NZ$474
6 Nov - 7 Nov
includes taxes & fees
Stay at this vacation home in Hawley. Enjoy free WiFi, an in-room coffeemaker, and air conditioning. Popular attractions Lake Wallenpaupack and Ritz Company ...
Opens in a new windowUpper floor of charming 2 story house in central Hawley with WiFi
Cozy Cottage by the river in trout town .

Cozy Cottage by the river in trout town .

Livingston Manor
Stay at this vacation home in Livingston Manor. Enjoy free WiFi, a garden, and laundry facilities. Popular attractions Catskill Art Society Art Center and Catskill ...
Opens in a new windowCozy Cottage by the river in trout town .
A river runs through it

A river runs through it

East Branch
Stay at this vacation home in East Branch. Enjoy a garden, laundry facilities, and patios. Popular attraction Partridge Island is located nearby.
Opens in a new windowA river runs through it
Gorgeous 6-bdrm lake farmhouse with EV Charger

Gorgeous 6-bdrm lake farmhouse with EV Charger

Cochecton
Book a stay at this family-friendly vacation home in Lake Huntington. Enjoy a water park, a garden, and laundry facilities. Popular attractions Woodstock Monument ...
Opens in a new windowGorgeous 6-bdrm lake farmhouse with EV Charger
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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.

Callicoon Holiday Houses

Do you love last minute road trips and late-night food runs and sunrises on the beach? Do words like “schedule” and “calendar” make you shout, “Don’t box me in!”? You might be a little bit of a rebel. But you’re a rebel with a cause: having a smashing holiday. Itinerary? What’s that? Our Callicoon vacation homes are the perfect way for you to wing it.

Holiday houses in Callicoon let you live life on your own terms. You’ll have so much space, you’ll wish you had more friends and family—but you can always invite over the neighbours. You can often have luxury amenities, but with all the attractions of Callicoon in your backyard, budget holiday homes will do just fine, too. That will just leave you more dough to spend on the important things: cocktails, brunch, and local Callicoon adventures, obvs.

If your adventure buddy happens to have fur and four legs, you just might find a pet-friendly holiday house in Callicoon with your name on it.

No need to spend big bickies for a holiday beach house the size of Buckingham Palace—unless you’re really in trouble with bae. We’ve got a great selection of Callicoon vacation homes with everything you need for a seriously amazing getaway. Throw out that daily planner and hit “reject” on all those meeting invites. You’re off to a place where there are no rules.

Callicoon Holiday Homes essential information

Accommodation
386 Holiday Homes
Lowest Price
NZ$170
Highest Price
NZ$607
Popular accommodation
In the cloud ~your cozy lake house, Charming 4-bedroom home with AC and WiFi close to downtown historic Honesdale, Breathtaking River Front Cabin, 7 bedrooms, 4 bathrooms, located in Beach Lake, PA. Sleeps 16, Max capacity 21, Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!, Upper floor of charming 2 story house in central Hawley with WiFi, Cozy Cottage by the river in trout town ., A river runs through it, Gorgeous 6-bdrm lake farmhouse with EV Charger

Top trending hotels in Callicoon

Villa Roma Resort and Conference Center

Villa Roma Resort and Conference Center

3 out of 5
356 Villa Roma Rd, Callicoon, NY
Stay at this 3-star ski resort in Callicoon. Enjoy free parking, an outdoor pool, and 3 restaurants. Popular attractions Villa Roma Driving Range and Barnhardt ...
Opens in a new windowVilla Roma Resort and Conference Center
The Kartrite Resort & Indoor Waterpark

The Kartrite Resort & Indoor Waterpark

4 out of 5
555 Resorts World Drive, Monticello, NY
Fully refundableReserve now, pay when you stay
The price is NZ$427 per night from 13 Nov to 14 Nov
NZ$427
13 Nov - 14 Nov
includes taxes & fees
Stay at this 4-star family-friendly hotel in Monticello. Enjoy 5 restaurants, 2 bars/lounges, and water park access (surcharge). Our guests praise the helpful ...
Opens in a new windowThe Kartrite Resort & Indoor Waterpark
Resorts World Catskills Casino

Resorts World Catskills Casino

4.5 out of 5
888 Resorts World Drive, Monticello, NY
Fully refundableReserve now, pay when you stay
Stay at this 4.5-star luxury hotel in Monticello. Enjoy a full-service spa, 6 restaurants, and a casino. Our guests praise the helpful staff and the clean rooms ...
Opens in a new windowResorts World Catskills Casino
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Days Inn by Wyndham Liberty

Days Inn by Wyndham Liberty

2 out of 5
52 Sullivan Ave, Liberty, NY
Fully refundableReserve now, pay when you stay
The price is NZ$170 per night from 24 Nov to 25 Nov
NZ$170
24 Nov - 25 Nov
includes taxes & fees
Book a stay at this business-friendly motel in Liberty. Enjoy free breakfast, free WiFi, and free parking. Our guests praise the helpful staff and the clean ...
Opens in a new windowDays Inn by Wyndham Liberty
Don't see what you're looking for?
See all available properties in Callicoon
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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.

**Terms and Conditions apply.
^Subject to availability and chosen travel dates.