A lush green valley with rolling hills and scattered trees.

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Gilboa holiday homes

A covered outdoor area with a sofa, a table with a grill, and a tripod-mounted camera.

1. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gorgeous Mountains Views & Private Stream in Secluded Oasis
Gilboa
10.0 out of 10, Exceptional, (8 reviews)
"Our stay was great: attentive host, comfortable lodgings, beautiful setting."
United States
Carrie S.
The price is £317
includes taxes & fees
5 Oct - 6 Oct
Gorgeous Mountains Views & Private Stream in Secluded Oasis
A wooden cabin with an open interior, a chimney, and a small porch area with lights.

2. Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!

Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!
Stamford
The price is £528
includes taxes & fees
21 Oct - 22 Oct
Catskill Forest A-Frame: Wood Fired Hot Tub, Sauna, Stars!
A two-story building with large windows and a storefront.

3. TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Windham
9.0 out of 10, Wonderful, (64 reviews)
"Overall great experience. Very central location. Host lives in building, so is always available. They grow tomato's and cucumbers on the balcony that they invited us to "take as much as you want" My only discomfort with this place was the dust and dirty dishes. The people before us half-washed the things they used and the place seemed like it needed a pass with a vacuum cleaner. The floors were not very clean. In general, I greatly enjoyed my stay here."
United States
David
The price is £196
includes taxes & fees
5 Oct - 6 Oct
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A spacious living area with a wooden dining table, a sofa, a fireplace, and a view of the outdoors.

4. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.6 out of 10, Exceptional, (8 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is £396
includes taxes & fees
27 Oct - 28 Oct
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
A house with a fire pit and outdoor seating.

5. The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Hensonville
10.0 out of 10, Exceptional, (8 reviews)
"House had everything, very clean, host very responsive, located close to everything. Great family vacation!"
United States
Jaylyn B.
The price is £571
includes taxes & fees
14 Oct - 15 Oct
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Two wooden Adirondack chairs on a covered patio with a wooden fence in the background.

6. Brand New 2 Bdr. Townhome Minutes from Windham Mtn

Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Hensonville
10.0 out of 10, Exceptional, (11 reviews)
"This is a very cute, very clean condo near Windham. Perfect for our family of 4. Would definitely stay again. "
United States
Kimberly K.
The price is £274
includes taxes & fees
5 Oct - 6 Oct
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
A rustic wooden interior with a sofa, a dining table, and a TV mounted on the wall.

7. West Kill Barnhouse: Ski, Work & Unwind

West Kill Barnhouse: Ski, Work & Unwind
West Kill
10.0 out of 10, Exceptional, (18 reviews)
"Great stay"
United States
Vijay S.
The price is £304
includes taxes & fees
5 Oct - 6 Oct
West Kill Barnhouse: Ski, Work & Unwind
A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.

8. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is £401
includes taxes & fees
7 Oct - 8 Oct
Pines Vignette • Modern 3BR Home in Windham
A dining area with a wooden table, six chairs, a chandelier, and a wall-mounted shelf.

9. 2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Great location, perfect layout and responsive host! Thanks for hosting - would gladly stay again. "
United States
Melissa R.
The price is £410
includes taxes & fees
27 Oct - 28 Oct
2 Min Walk to Windham Town | Hot Tub | Fire Pit
A modern outdoor living area with a wooden table and chairs, a sofa, and a large sliding glass door leading to a bedroom with a bed and a mounted TV.

10. Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres

Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
Denver
2.0 out of 10, (1 review)
"Property was double booked through a different platform. Another guest was there when we arrived. Host was completely unresponsive at all stages. Because the property is remote, this caused more than a slight inconvenience in terms of locating other lodging more than an hour away."
United States
Jeffrey
The price is £530
includes taxes & fees
6 Oct - 7 Oct
Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
A modern kitchen with a central island, bar stools, and a dining area.

11. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
9.8 out of 10, Exceptional, (9 reviews)
"Loved the atmosphere"
United States
Mychal D.
The price is £295
includes taxes & fees
2 Oct - 3 Oct
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Interior

12. Escape the City for Catskills, Minutes to Skiing. Entire house, sleeps 10!

Escape the City for Catskills, Minutes to Skiing. Entire house, sleeps 10!
West Kill
10.0 out of 10, Exceptional, (2 reviews)
"If you've lived in an old house before, then you know what to expect. It was good for our needs during our short stay. The house is spacious and there is lots of light. The beds were comfortable and the water pressure was awesome. There is an a/c in every upstairs bedroom."
United States
Alexandra I.
The price is £411
includes taxes & fees
12 Oct - 13 Oct
Escape the City for Catskills, Minutes to Skiing. Entire house, sleeps 10!
A spacious living area with a large window, a ceiling fan, and a dining table set for four.

13. Catskill Mountain Hideaway with Amazing Hunter Mountain Views

Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"Very clean and comfy place to stay. Communication with owner is quick and easy. Highly recommendations "
United States
ching yi t.
The price is £577
includes taxes & fees
21 Oct - 22 Oct
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
A spacious kitchen with wooden cabinets, a stone fireplace, and large windows.

14. Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is £338
includes taxes & fees
21 Oct - 22 Oct
Midnight Fox
A bedroom with a bed, wooden dresser, ceiling fan, framed pictures, and a view into the kitchen.

15. Catskills Escape w/ Hot Tub & Fireplace

Catskills Escape w/ Hot Tub & Fireplace
Jewett
The price is £482
includes taxes & fees
5 Oct - 6 Oct
Catskills Escape w/ Hot Tub & Fireplace
A wooden interior with a central fireplace, benches, and a window offering a forest view.

16. Mountain house with Scandinavian BBQ hut and Hot tub

Mountain house with Scandinavian BBQ hut and Hot tub
Jewett
10.0 out of 10, Exceptional, (76 reviews)
"Beautiful home, comfortable bedding, great amenities, great communication with host, overall lovely property. We loved the jacuzzi, bbq hut & she shed. "
United States
Despina M.
The price is £526
includes taxes & fees
5 Oct - 6 Oct
Mountain house with Scandinavian BBQ hut and Hot tub
A cozy living room with a wooden ceiling, a sofa, a red chair, a fireplace, and a ceiling fan.

17. Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!

Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
Hunter
9.8 out of 10, Exceptional, (18 reviews)
"Nice home, spacious, and conveniently located minutes from Hunter. I would stay here again. "
United States
Jim D.
The price is £328
includes taxes & fees
4 Oct - 5 Oct
Check our Reviews! Spectacular Views! King bed! Upgraded Baths n Kitchen!
A modern kitchen with a stainless steel refrigerator, a dining area with a table and chairs, and a living room with a sofa and a lamp.

18. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (19 reviews)
"Everything was perfect!"
United States
Jen C.
The price is £248
includes taxes & fees
5 Oct - 6 Oct
Cozy Waterfall Oasis + Firepit
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.
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