Callicoon, NY Vacation Homes from SAR 442

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Our top choices for Callicoon vacation homes

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

A house surrounded by trees and a river.

2. Callicoon Creek Farmhouse

Callicoon

Tom B.

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

3. Victorian Lake Oasis | Hot Tub | Private Lakefront

Damascus

Dave

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

4. In the cloud ~your cozy lake house

Swan Lake

Anonymous traveler

A snow-covered landscape with a building labeled "Trout Town Inn" and a covered outdoor area with trees.

5. Catskills Adventures

Roscoe

kevin

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

6. Coop 002

Kenoza Lake

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

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

Livingston Manor

Robert

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

8. FOUNDERS COTTAGE - 2 room with kitchennete

Kenoza Lake

A wooden deck with a sofa, table, and chairs, a trash can, and a heater.

9. Waterfall Retreat * Fireplace * Secluded Setting

Roscoe

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

10. Suite 001 Summary:<br>Th

Kenoza Lake

Stefan W.

A spacious living room with a stone fireplace, large windows, a green sofa, and a modern chair.

11. Fireplace * Glass Walled Retreat * Fenced Garden

Narrowsburg

"Beautiful, peaceful home. A few minor inconveniences. 1. The touch pad for entry is finicky - it takes several efforts. 2. We were not provided with the key code to open the garage, for garbage disposal. We were directed to a lock box with a key, but the door was dead bolted. It made checking out inefficient.3. The kitchen sink has a touch-less feature which wasn't working. We ended up replacing the batteries, which we needed to purchase.4. The coffee grinder doesn't work, so we used...

Robin G.

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

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

Roscoe

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

13. Equinunk

Equinunk

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

14. Luxury Catskills Sauna Retreat -Haven On The Manor

Livingston Manor

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

15. Movie Theatre, Wellness Retreat, Lakefront

Jeffersonville

A wooden deck with wicker furniture, a red barn, and a forested landscape in the background.

16. Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods

Cochecton

Scott D.

A cozy room with a stone wall, a large window, a blue cabinet, and a striped armchair.

17. River Views, Fireplace, Sunroom, Walk to Town

Narrowsburg

Audrey H.

A house with a stone chimney, surrounded by a lush garden and outdoor seating area with Adirondack chairs.

18. NEW: Modern And Sunny * Fireplace * Narrowsburg

Narrowsburg

Lisa C. K.

A modern living room with a sofa, a small round table, and a large sliding glass door leading to an outdoor deck.

19. NEW: Fabulous River Retreat in Narrowsburg

Narrowsburg

A dining area with a wooden table and chairs, a hanging light fixture, and a view of the outdoors through large windows.

20. Lakefront Home on Woodstock Way

White Lake

Nolan B.

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Learn more about Callicoon

This Delaware River town charms visitors with its historic Main Street shops and the restored Callicoon Theater showing indie films. Kayak the gentle river currents or time your visit for the farmers' market where local musicians often perform on Sundays.

See all hotels in Callicoon

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

Top reviews in Callicoon

A fountain with water jets in the center, surrounded by a circular stone border. In the background, there is a building with a balcony and arched windows.

Villa Roma Resort and Conference Center

Callicoon

10/10 Excellent

Paul

A rustic cabin with a stone foundation, surrounded by a well-maintained lawn and a variety of trees.

Roscoe Mountain Club

Roscoe

10/10 Excellent

Rebecca

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 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

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

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

Windsong Retreat 2

Bethel

10/10 Excellent

Kelly

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

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

Roscoe

10/10 Excellent

Tyrese

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

A wooden cabin with a porch and a small window, surrounded by trees.

Lake Wanoka Resort

Honesdale

10/10 Excellent

Kristin

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

Search Vacation Homes in Callicoon

Change your mind

Treat yourself

Be picky

Find vacation rentals that suit your style

Check prices for these dates

Our top choices for Callicoon vacation homes

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

2. Callicoon Creek Farmhouse

3. Victorian Lake Oasis | Hot Tub | Private Lakefront

4. In the cloud ~your cozy lake house

5. Catskills Adventures

6. Coop 002

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

8. FOUNDERS COTTAGE - 2 room with kitchennete

9. Waterfall Retreat * Fireplace * Secluded Setting

10. Suite 001 Summary:<br>Th

11. Fireplace * Glass Walled Retreat * Fenced Garden

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

13. Equinunk

14. Luxury Catskills Sauna Retreat -Haven On The Manor

15. Movie Theatre, Wellness Retreat, Lakefront

16. Cozy Catskills Farmhouse with Wood-Fired Hot Tub near Bethel Woods

17. River Views, Fireplace, Sunroom, Walk to Town

18. NEW: Modern And Sunny * Fireplace * Narrowsburg

19. NEW: Fabulous River Retreat in Narrowsburg

20. Lakefront Home on Woodstock Way

Learn more about Callicoon

Top reviews in Callicoon

Villa Roma Resort and Conference Center

10/10 Excellent