Callicoon Holiday Rentals from AU$226: Search Short-Term Rentals

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Our top choices for Callicoon holiday rentals

A wooden deck with Adirondack chairs and a small table, overlooking a garden.

1. Chic Home w/ Fireplace & Beautiful Sunsets

Callicoon

Anonymous traveller

includes taxes & fees

16 Sept - 17 Sept

A camper van parked at night with a campfire in front, surrounded by wooden furniture and trees.

2. Glamping in Vintage Airstream with modern comforts with private pond access.

Cochecton

Carrie W.

includes taxes & fees

14 Sept - 15 Sept

A house surrounded by trees and a river.

3. Callicoon Creek Farmhouse

Callicoon

Tom B.

includes taxes & fees

13 Sept - 14 Sept

4. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Roscoe

Maaz

includes taxes & fees

16 Sept - 17 Sept

A house with a dock by a lake, surrounded by trees and a clear sky.

5. Lakeview Cabin Duplex

Lake Huntington

melissa m.

includes taxes & fees

15 Sept - 16 Sept

A small wooden cabin with a sloped roof, a door, and two hammock-style seating areas.

6. Roscoe Coop Clucking Crazy Hut

Roscoe

"Mike & Debbie are wonderful hosts, very social but don't push past what you're comfortable with. There little camp is neat, clean, beautiful set up. They provide towels, shampoo & body wash! My kind of camping. There is a bit of a hill to get to the cabins but they also have an accessible cottage for someone may need it. Their 2 pups, Luna & Roxy, will great you & check on you throughout the day. You'll love your stay!"

Marybeth

includes taxes & fees

14 Sept - 15 Sept

7. Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres

Callicoon Center

Miguel A.

includes taxes & fees

16 Sept - 17 Sept

A circular outdoor seating area with wooden chairs and a central table, surrounded by a stone-paved circle.

8. In the cloud ~your cozy lake house

Swan Lake

Anonymous traveller

includes taxes & fees

15 Sept - 16 Sept

A modern interior with a staircase, a seating area, and a view through large windows.

9. Coop 002

Kenoza Lake

includes taxes & fees

13 Sept - 14 Sept

A modern kitchen with grey cabinets, a stainless steel refrigerator, a built-in microwave, and a gas stove.

10. Cozy 2-bedroom cabin in serene Lake Huntington with AC

Lake Huntington

includes taxes & fees

14 Sept - 15 Sept

A compact kitchen with a sink, a stove, and cabinets.

11. Cozy Camper at Roscoe Wildlife Retreat

Roscoe

Debra G.

includes taxes & fees

15 Sept - 16 Sept

A modern interior with a wooden staircase, a seating area with a bench, and a view through large glass doors to an outdoor patio.

12. Suite 001 Summary:<br>Th

Kenoza Lake

Stefan W.

includes taxes & fees

13 Sept - 14 Sept

A fire pit with logs, surrounded by rocks and gravel, with two red chairs and a tree stump nearby.

13. Roscoe Cottage Pet Friendly

Roscoe

Darwin

includes taxes & fees

14 Sept - 15 Sept

A wooden deck with a metal railing overlooking a river and forested area.

14. Waterfront property, perfect winter getaway, directly on the Willowemoc!

Livingston Manor

Marsha D.

includes taxes & fees

14 Sept - 15 Sept

A restaurant interior with a dining table set for two, featuring a plate of food, a glass of water, and a martini glass.

15. Mountaintop Hideaway ~ Piece of Paradise - Apt

Honesdale

Olympia B.

includes taxes & fees

14 Sept - 15 Sept

A spacious living room with a high ceiling, wooden beams, a fireplace, a television, and a cozy seating area.

16. Roscoe Cabin Pet Friendly

Roscoe

Harsha M.

includes taxes & fees

13 Sept - 14 Sept

A wooden cabin with a sloped roof, a central door, and two hanging hammocks.

17. Property of Big Foot Roscoe, NY

Roscoe

Jeremy H.

includes taxes & fees

13 Sept - 14 Sept

A spacious living area with a wooden dining table, a sofa, and a kitchen with a built-in microwave and refrigerator.

18. NEW: Legacy Family Farmhouse near Callicoon

Long Eddy

Lismari G.

includes taxes & fees

30 Sept - 1 Oct

A living room with a wooden floor, a sofa, a dining table with chairs, and a door leading outside.

19. 5 minutes from original Woodstock site.

Mongaup Valley

Claire M.

includes taxes & fees

13 Sept - 14 Sept

A small wooden cabin with a sloped roof, a single door, and a hammock hanging inside.

20. Woods I GO 2 Lose my Mind Roscoe

Roscoe

Ashley B.

includes taxes & fees

13 Sept - 14 Sept

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Top Callicoon Hotel Reviews

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Great experience!"

Lake Wanoka Resort

8/10 Good

"I had a very pleasant stay at Lake Wanoka. One should note that this “resort” is more like camp with some nice cabins/efficiencies and spots for RV’s. Not at all luxe. Which is more than fine. I prefer low-key. It was plenty clean and the folks working and visiting there were very nice. It’s also not on a lake. There is a cute little pond to splash around in next to the kids’ splash pad but you’ll have to drive to get to the lake. Otherwise the cabin was nice enough and the environment was plenty pretty for a short stay."

Days Inn by Wyndham Liberty/Monticello

8/10 Good

"Convenient location for our trip. Quiet. Clean room, comfortable beds. Was startled by need for "deposit" as the room was already paid for. Was not aware of deposit until checking in. Side entry way door had worn curled outside carpet which could be a tripping hazzard to guests. Was nice enough that I would stay there again."

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, 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 favourite 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 depend 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 AU$226 per night. Entering your travel dates in the search wizard might find you 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.

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Check prices for these dates

Our top choices for Callicoon holiday rentals

1. Chic Home w/ Fireplace & Beautiful Sunsets

2. Glamping in Vintage Airstream with modern comforts with private pond access.

3. Callicoon Creek Farmhouse

4. Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

5. Lakeview Cabin Duplex

6. Roscoe Coop Clucking Crazy Hut

7. Cozy Farm Private Artistic Eclectic Cabin - 183 beautiful acres

8. In the cloud ~your cozy lake house

9. Coop 002

10. Cozy 2-bedroom cabin in serene Lake Huntington with AC

11. Cozy Camper at Roscoe Wildlife Retreat

12. Suite 001 Summary:<br>Th

13. Roscoe Cottage Pet Friendly

14. Waterfront property, perfect winter getaway, directly on the Willowemoc!

15. Mountaintop Hideaway ~ Piece of Paradise - Apt

16. Roscoe Cabin Pet Friendly

17. Property of Big Foot Roscoe, NY

18. NEW: Legacy Family Farmhouse near Callicoon

19. 5 minutes from original Woodstock site.

20. Woods I GO 2 Lose my Mind Roscoe

Find holiday rentals that suit your style

Top Callicoon Hotel Reviews

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Inn at Tyler Hill

Upper Delaware Inn

The Hotel Belvidere

Lake Wanoka Resort

The Alder at Resorts World Catskills

Days Inn by Wyndham Liberty/Monticello

Kenoza Lake View Manor

Villa Roma Resort and Conference Center

Find out more about Callicoon

Frequently asked questions

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