Callicoon Holiday Rentals, New York: Private House Rentals

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

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Go beyond your typical stay in Callicoon

Pet friendly

Pool

Apartment

Family friendly

Cottage

Spa

Waterpark

Condo

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Our top choices for Callicoon hotels

Indoor pool, seasonal outdoor pool, pool umbrellas, pool loungers

1. Villa Roma Resort and Conference Center

Callicoon

DIANE

฿5,320

฿6,665 total

includes taxes & fees

27 Aug - 28 Aug

Beatles Suite | Egyptian cotton sheets, premium bedding, free WiFi, bed sheets

Supremes Suite | Egyptian cotton sheets, premium bedding, free WiFi, bed sheets

2. Inn at Tyler Hill

Tyler Hill

sandra

฿6,406

฿6,983 total

includes taxes & fees

30 Aug - 31 Aug

Superior Room, 1 King Bed | Free WiFi, individually decorated, individually furnished

3. Kenoza Lake View Manor

Jeffersonville

Steven

฿4,053

฿4,718 total

includes taxes & fees

14 Sept - 15 Sept

4. The Kartrite Resort & Indoor Waterpark

Monticello

MAGDELIN

฿5,291

฿8,308 total

includes taxes & fees

27 Aug - 28 Aug

5. Best Western Monticello

Monticello

Robin

฿4,871

฿5,504 total

includes taxes & fees

27 Aug - 28 Aug

Pet Friendly Room | Blackout curtains, iron/ironing board (on request), free WiFi

6. Upper Delaware Inn

Hancock

Christi

฿4,413

฿4,854 total

includes taxes & fees

31 Aug - 1 Sept

7. Callicoon Hills

Callicoon Center

"The room was lovely. The hotel is beautiful. We had a room in the actual building not in one of the outbuilding/cabins unfortunately because we were there just at the opening of season. The restaurant and bar were not up yet. Travel to other restaurants is good 10 to 15 minutes or longer. The pool was not open yet of course but during season, I’m sure it’s lovely and the staff was kind and very attentive."

Kathleen

฿5,346

฿10,552 total

includes taxes & fees

27 Aug - 28 Aug

Room, 2 Queen Beds, Accessible (Hearing) | In-room safe, desk, laptop workspace, blackout curtains

8. Hampton Inn Monticello

Monticello

Yuta

฿4,530

฿5,119 total

includes taxes & fees

7 Sept - 8 Sept

Deluxe Room, 1 King Bed, Non Smoking, Bathtub | Premium bedding, down duvets, iron/ironing board (on request), free WiFi

9. The North Branch Inn

North Branch

Georgia

฿9,973

฿13,174 total

includes taxes & fees

9 Sept - 10 Sept

Desk, iron/ironing board, free cots/infant beds, rollaway beds

10. Days Inn by Wyndham Liberty/Monticello

Liberty

Henry

฿3,251

฿3,673 total

includes taxes & fees

7 Sept - 8 Sept

11. Wayne on Main

Honesdale

Joannah

฿4,413

฿4,810 total

includes taxes & fees

27 Aug - 28 Aug

Couples treatment room(s), sauna, hot tub, body treatments, hydrotherapy

Standard Room, 1 King Bed, Balcony, Lake View | In-room safe, blackout curtains, iron/ironing board, free WiFi

12. Kenoza Hall

Kenoza Lake

Christopher

฿16,740

฿20,060 total

includes taxes & fees

22 Sept - 23 Sept

6 restaurants; breakfast, lunch, dinner and brunch served

13. Resorts World Catskills Casino

Monticello

James

฿5,424

฿6,947 total

includes taxes & fees

14 Sept - 15 Sept

Deluxe Single Room, Garden View | Egyptian cotton sheets, premium bedding, memory-foam beds, WiFi

14. Windsong Retreat 2

Bethel

Christine

฿9,120

฿11,598 total

includes taxes & fees

1 Sept - 2 Sept

15. The Bradstan Boutique Hotel

Eldred

Solomon

฿14,798

฿17,212 total

includes taxes & fees

27 Aug - 28 Aug

16. The Arnold House

Livingston Manor

Greg

฿9,392

฿11,758 total

includes taxes & fees

27 Aug - 28 Aug

Two bedroom suite | Pillow-top beds, desk, iron/ironing board (on request), free WiFi

17. Hotel Wayne

Honesdale

Duane

฿4,398

฿4,794 total

includes taxes & fees

27 Aug - 28 Aug

Room, 2 Queen Beds, Non Smoking | Desk, free WiFi, individually decorated, individually furnished

Desk, free WiFi, individually decorated, individually furnished

18. Super 8 by Wyndham Monticello NY

Monticello

Nicole

฿2,618

฿2,958 total

includes taxes & fees

30 Aug - 31 Aug

19. Roscoe Mountain Club

Roscoe

Daniel

฿4,089

฿4,621 total

includes taxes & fees

8 Sept - 9 Sept

Premier Suite, 1 Bedroom, Fireplace | Individually decorated

20. Lake Wanoka Resort

Honesdale

Dorothy

฿3,563

฿4,194 total

includes taxes & fees

3 Sept - 4 Sept

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Stay near popular Callicoon attractions

Villa Roma Driving Range

This pristine driving range offers a serene Catskills backdrop for perfecting your swing technique. Practice various shots while enjoying the peaceful mountain scenery of Villa Roma Golf Club.

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Big Island

Commune with nature and explore the great outdoors at Big Island during your travels in Callicoon. Amble around the area's gardens or experience its entertainment choices.

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Villa Roma Go Kart Track

You can take time to visit Villa Roma Go Kart Track during your travels to Callicoon. Amble around the area's gardens or experience its entertainment choices.

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Learn more about Callicoon

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

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

Top Callicoon Hotel Reviews

Upper Delaware Inn

10/10 Excellent

"Staff and cleanliness were absolutely amazing ! Wonderful stay !"

Resorts World Catskills Casino

10/10 Excellent

"Clean large room, great resort, good food, casino was nice. Would recommend and stay here again"

Days Inn by Wyndham Liberty/Monticello

8/10 Good

"This is an older hotel which needs some updating but offers good value. Rooms need some minor work but are comfortable. Breakfast was good and available by 6 am. Very convenient to RT 17."

Postcard Cabins Western Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent

"Very nice and very peaceful however, it was not as secluded as I thought it would be and was not really in the woods. But overall had a good experience."

Best Western Monticello

10/10 Excellent

"Convenient location off 17. Also has a great Italian restaurant next door."

Super 8 by Wyndham Monticello NY

8/10 Good

"was decent, had a crew staying there, they like it"

Kenoza Lake View Manor

8/10 Good

"We enjoyed our stay at the Kenoza Lake View Manor. It is a lovely old house and yet very quiet (didn't hear squeaky floors). It was a little bit of a challenge climbing the staircase up to the third floor, but when we got there our room was cozy. The bed was quite comfortable. The continental breakfast was nothing to write home about, but it gave us the fuel we needed before we headed off for more adventures. The best part was the Manor's convenient location to the Bethel Woods Center for the Performing Arts where we went to hear Josh Groban. All-in-all, it was a great birthday gift from my spouse."

The Hotel Belvidere

10/10 Excellent

"Quaint and charming, the Hotel Belvidere feels a bit like stepping back in time. Not modern... but cozy and comfortable. And the on-site dining (The Ridge) may be the best Italian restaurant in the area..."

The Alder at Resorts World Catskills

10/10 Excellent

"Everything was perfect except the address 750 Resort World Drive is not recognized by my Acura GPS. Is there an alternate local or older address that would work ?"

More cheap stays in Callicoon