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Holiday Homes in Preston Hollow

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Check prices for these dates

In two weeks
14 Aug - 16 Aug
In two months
25 Sept - 27 Sept
In three months
23 Oct - 25 Oct
In four months
20 Nov - 22 Nov

Our top choices for Preston Hollow holiday homes

Interior

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Durham
10.0 out of 10, Exceptional, (3 reviews)
"Was close to where we were attending a wedding and big enough to house us all!"
United States
Paul m.
The price is NZ$760
includes taxes & fees
28 July - 29 July
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Exterior

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, (62 reviews)
"Good size space in a great location. Would definitely stay here again "
United States
Michael C.
The price is NZ$380
includes taxes & fees
3 Aug - 4 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Smart TV, fireplace

Cozy Waterfall Home | Close to All Mountains/Hikes

Cozy Waterfall Home | Close to All Mountains/Hikes
East Durham
10.0 out of 10, Exceptional, (3 reviews)
"The host is very responsive and the listing is accurate about what to expect with the property."
United States
John K.
The price is NZ$583
includes taxes & fees
4 Aug - 5 Aug
Cozy Waterfall Home | Close to All Mountains/Hikes
Property grounds

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, (10 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 NZ$632
includes taxes & fees
28 July - 29 July
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Exterior

Creekside Catskills Cabin

Creekside Catskills Cabin
Middleburgh
The price is NZ$1,079
includes taxes & fees
9 Aug - 10 Aug
Creekside Catskills Cabin
Exterior

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC

Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
Windham
The price is NZ$1,061
includes taxes & fees
28 July - 29 July
Hot Tub, Fire pit, Fireplace - Large Chalet Just Minutes to Town + WMC
Exterior

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 NZ$904
includes taxes & fees
28 July - 29 July
Pines Vignette • Modern 3BR Home in Windham
Property grounds

Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills

Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills
Gilboa
The price is NZ$352
includes taxes & fees
28 July - 29 July
Starlit Geodesic Dome Haven Overlooking a Mountain River in New York’s Catskills
Smart TV, fireplace

Rabbit Run at Carter Bridge Estate

Rabbit Run at Carter Bridge Estate
East Durham
10.0 out of 10, Exceptional, (1 review)
"Brand new! Renovated house. Great set up. We had to vacuum up a bunch of dead bugs around the house, but other than that we had a great time. About 30 mins to Hudson. Kids loved the playground, hot tub, and paddle boat. "
United States
david m.
The price is NZ$1,389
includes taxes & fees
9 Aug - 10 Aug
Rabbit Run at Carter Bridge Estate
TV, fireplace

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, (7 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is NZ$1,038
includes taxes & fees
29 July - 30 July
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Outdoor spa tub

Pond House at Carter Bridge Estate

Pond House at Carter Bridge Estate
Freehold
10.0 out of 10, Exceptional, (2 reviews)
"Property was great good times "
United States
Chris F.
The price is NZ$2,200
includes taxes & fees
28 July - 29 July
Pond House at Carter Bridge Estate
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (17 reviews)
"Everything was perfect!"
United States
Jen C.
The price is NZ$605
includes taxes & fees
24 Aug - 25 Aug
Cozy Waterfall Oasis + Firepit
Coffee/tea maker, fridge, microwave, oven

2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
10.0 out of 10, Exceptional, (5 reviews)
"Janelle was very welcoming and accommodating. The house was decorated for the holidays and very clean, comfy, and cozy. There are wonderful amenities such as pool, fire pit, grilling area, if the weather allows for outdoor activities. "
United States
Lisa C.
The price is NZ$677
includes taxes & fees
28 July - 29 July
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Dining

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 NZ$968
includes taxes & fees
28 July - 29 July
2 Min Walk to Windham Town | Hot Tub | Fire Pit
Exterior

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (11 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
The price is NZ$613
includes taxes & fees
19 Aug - 20 Aug
Modern Luxurious Cabin, Catskills - The Tiny Nook
Dining

Catskills Views & Hot Tub | Hilltop Horizons

Catskills Views & Hot Tub | Hilltop Horizons
Cornwallville
10.0 out of 10, Exceptional, (2 reviews)
"the house was fantastic. Extremely clean and convenient, would certainly recommend"
United States
chris g.
The price is NZ$1,929
includes taxes & fees
28 July - 29 July
Catskills Views & Hot Tub | Hilltop Horizons
Smart TV, books, stereo, computer monitors

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!

Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
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 NZ$727
includes taxes & fees
26 Aug - 27 Aug
Upgraded! Perfect location seconds from Hunter Mtn! Incredible views! King bed!
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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Top Preston Hollow Hotel Reviews

Jimmy OConnors Windham Mountain Inn

Jimmy OConnors Windham Mountain Inn

10/10 Excellent
"What a gem of a property! The brother and sister that own and operate this place are so sweet and hospitable, and the bar and motel are quaint and charming in a cozy, woodsy way. If I’m ever in the area I would absolutely stay here again."
Amy 1-night trip
Posted 16 hours ago
Jimmy OConnors Windham Mountain Inn

Find out more about Preston Hollow

Preston Hollow Holiday Homes information

Number of reviews
144
Accommodation
471 Holiday Homes
Lowest Price
NZ$352
Highest Price
NZ$2,200