Callicoon Vacation Rentals from ￥12,222: Search Short-Term Rentals

A lush green field with a hilly landscape in the background.

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Our top choices for Callicoon vacation rentals

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

1. Bright Modern Home, Wood-Stove Nights, Big Deck

Callicoon

Anonymous traveler

￥98,139 total

includes taxes & fees

Nov 15 - Nov 16

A house surrounded by trees and a river.

2. Callicoon Creek Farmhouse

Callicoon

Tom B.

￥58,183 total

includes taxes & fees

Nov 16 - Nov 17

A cabin surrounded by a natural forest setting with a fire pit and picnic table.

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

Roscoe

I-shante

￥29,350 total

includes taxes & fees

Dec 13 - Dec 14

A kitchen with wooden cabinets, a stainless steel refrigerator, a dining table with chairs, and a window with a view of trees.

4. Original Camp Bungalow; 12 Acres; Trampoline

Roscoe

￥68,591 total

includes taxes & fees

Nov 14 - Nov 15

A wooden deck with a sofa and two chairs, surrounded by a forest with string lights.

5. Sauna, Hot Tub, Fire Pit & Creekside Deck | Niksen

Callicoon

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

6. Roscoe Cottage Pet Friendly

Roscoe

Darwin

￥35,963 total

includes taxes & fees

Nov 18 - Nov 19

A modern living room with a sofa, coffee table, and a fireplace.

7. Charming Swan Lake Retreat w/ Hot Tub & Deck

Swan Lake

Debra

￥66,933 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a large bed, a ceiling fan, and a view of a deck through a glass door.

8. Movie Theatre, Wellness Retreat, Lakefront

Jeffersonville

￥217,458 total

includes taxes & fees

Nov 16 - Nov 17

A modern building with a stone wall and a fire pit in the foreground.

9. FOUNDERS COTTAGE - 2 room with kitchennete

Kenoza Lake

￥74,747 total

includes taxes & fees

Nov 15 - Nov 16

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

10. Coop 002

Kenoza Lake

￥65,924 total

includes taxes & fees

Nov 15 - Nov 16

A spacious living room with a stone fireplace, wooden beams, and large windows.

11. Family Lodge, Hot Tub Deck, Fire Pit Nights

Roscoe

￥172,598 total

includes taxes & fees

Nov 15 - Nov 16

A deck with lounge chairs and an umbrella, overlooking a body of water and a building with a blue exterior.

12. Victorian Lake Oasis with Hot Tub & Fireplace

Damascus

Dave

￥66,271 total

includes taxes & fees

Nov 16 - Nov 17

A modern kitchen with grey cabinets, stainless steel appliances, and a wooden floor.

13. Fabulous lakeview cabin retreat

Lake Huntington

￥46,247 total

includes taxes & fees

Nov 15 - Nov 16

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

14. In the cloud ~your cozy lake house

Swan Lake

Anonymous traveler

￥50,460 total

includes taxes & fees

Nov 22 - Nov 23

A cabin with a triangular roof, a deck, and a fire pit with chairs.

15. BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit

Jeffersonville

￥95,744 total

includes taxes & fees

Nov 23 - Nov 24

A two-story house with a stone chimney, a front porch with white railings, and a well-maintained lawn.

16. Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome

Livingston Manor

Robert

￥53,849 total

includes taxes & fees

Nov 16 - Nov 17

A wooden deck with outdoor furniture, a table, and a bottle of wine.

17. Luxury Catskills Sauna Retreat -Haven On The Manor

Livingston Manor

￥118,033 total

includes taxes & fees

Nov 16 - Nov 17

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

18. Suite 001 Summary:<br>Th

Kenoza Lake

Stefan W.

￥70,422 total

includes taxes & fees

Nov 15 - Nov 16

A bedroom with a bed, a door, a window, and a lamp.

19. Equinunk

Equinunk

￥56,387 total

includes taxes & fees

Nov 16 - Nov 17

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Find vacation rentals that suit your style

Top Callicoon Hotel Reviews

A covered outdoor area with a wooden deck and a view of a green landscape.

Inn at Tyler Hill

Tyler Hill

10/10 Excellent

Nicholas

A modern kitchen area with a central island, various appliances, and a chalkboard wall with food-related drawings.

Hampton Inn Monticello

Monticello

10/10 Excellent

Paul

A motel with a covered porch, outdoor seating, and flower planters.

Upper Delaware Inn

Hancock

10/10 Excellent

Judith

A lakeside walkway with a wooden deck, surrounded by trees and a building with illuminated windows.

The Bradstan Boutique Hotel

Eldred

10/10 Excellent

Eric

An indoor venue with wooden beams, tables set for dining, and hanging greenery.

Callicoon Hills

Callicoon Center

10/10 Excellent

John

A two-story house with a front porch, a covered entryway, and a small garden area.

Windsong Retreat 2

Bethel

10/10 Excellent

Kelly

A two-story house with a stone facade and a large window.

Kenoza Lake View Manor

Jeffersonville

10/10 Excellent

America, the owner of this bed and breakfast property, and her family were all very sincere and helpful. Comfortable outdoor chairs surround an outdoor fire pit, which makes for great night time conversations. Staying in the plush king bed suite equipped with a microwave and refrigerator allowed us to keep food we travel with fresh and handy. The WiFi connection was strongest late at night or early in the mooning. During the day, as more guests use WiFi, the connection begins to slow down....

Anonymous traveler

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Roscoe

10/10 Excellent

Karina

A modern living room with two sofas, a glass coffee table, and a painting of a horse.

Best Western Monticello

Monticello

10/10 Excellent

Laurie

An indoor water park with a large water slide, a pool area, and a glass ceiling structure.

The Kartrite Resort & Indoor Waterpark

Monticello

10/10 Excellent

Upon arrival i called And spoke with Wendy about my upcoming arrival and she was very friendly and assisted me with my questions and with making sure she can get my rooms as close as possible with me having to last minute book another room. When i arrived She assisted me at the desk with a smile very pleasant and welcoming. Her service was impeccable and made me want to return and recommend. Thanks again Wendy at the front desk

destiny

A traditional living room with a fireplace, a table with candles, a clock, and a chair.

Wayne on Main

Honesdale

10/10 Excellent

The property is neat and clean because of Sue( Manager of B& B) she is very client oriented and makes your stay special. It smells delightful, pet friendly, is decorated for the holidays, always snacks available! Sue made my trips through Honesdale comfortable & pleasant ….my only comment ( neg) - I have stayed in room 4 for the past 3 years. The only available outlet ( the one adjacent to bathroom doesn’t work, the other outlets are inaccessible) is over the sink and operated by the wall...

Winifred

A dining area with a stone fireplace, wooden chairs, and tables covered with pink tablecloths.

The Hotel Belvidere

Hawley

10/10 Excellent

Jeffrey

Find out more about Callicoon

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Frequently Asked Questions

Are there vacation rentals in Callicoon?

Yes, we give you a choice of vacation rentals close to top local attractions in Callicoon, or you can choose a more secluded option if you're looking for relaxation. Callicoon is known for its entertainment choices and gardens.

What are some of the best vacation home rentals that Callicoon has to offer?

Lakefront Paradise: Views, Heated Pool, Games! Summer & Winter Fun For Everyone!: This vacation home rental near Callicoon is located on a lake and has an outdoor pool, a balcony, and a barbecue grill 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 you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and a selection of games.

How many vacation rentals are there in Callicoon?

With 15 Expedia vacation rentals, you're sure 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 vacation rental in Callicoon like?

A vacation rental is a private property where you can stay for short or long periods in Callicoon. Vacation rentals offer amenities like kitchens and laundry facilities so you'll feel just like you're staying in your own home. If you're concerned about cleanliness, vacation rentals can offer a sense of security away from public hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also get more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a popular option for a small group gathering.

Callicoon Vacation Rentals

Change your mind

Treat yourself

Be picky

Check prices for these dates

Our top choices for Callicoon vacation rentals

1. Bright Modern Home, Wood-Stove Nights, Big Deck

2. Callicoon Creek Farmhouse

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

4. Original Camp Bungalow; 12 Acres; Trampoline

5. Sauna, Hot Tub, Fire Pit & Creekside Deck | Niksen

6. Roscoe Cottage Pet Friendly

7. Charming Swan Lake Retreat w/ Hot Tub & Deck

8. Movie Theatre, Wellness Retreat, Lakefront

9. FOUNDERS COTTAGE - 2 room with kitchennete

10. Coop 002

11. Family Lodge, Hot Tub Deck, Fire Pit Nights

12. Victorian Lake Oasis with Hot Tub & Fireplace

13. Fabulous lakeview cabin retreat

14. In the cloud ~your cozy lake house

15. BirchRidge A-Frame:Catskills Retreat-Sauna-Firepit

16. Private 5-Acre Farmhouse Retreat - Bethel Woods 25 min - Sleeps 8 - Pets Welcome

17. Luxury Catskills Sauna Retreat -Haven On The Manor

18. Suite 001 Summary:<br>Th

19. Equinunk

Find vacation rentals that suit your style

Top Callicoon Hotel Reviews

Inn at Tyler Hill

10/10 Excellent

Find out more about Callicoon

Frequently Asked Questions

Are there vacation rentals in Callicoon?

What are some of the best vacation home rentals that Callicoon has to offer?

How many vacation rentals are there in Callicoon?

What’s there to see and do in Callicoon?

What’s a vacation rental in Callicoon like?