Holiday Homes in Preston Hollow

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
8 May - 10 May
In two months
19 Jun - 21 Jun
In three months
17 Jul - 19 Jul
In four months
14 Aug - 16 Aug

Our top choices for Preston Hollow holiday homes

Exterior

Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (10 reviews)
"Great place. Exactly like the pictures. "
United States
robert a.
The price is NZ$571
includes taxes & fees
28 Apr - 29 Apr
Modern Luxurious Cabin, Catskills - The Tiny Nook
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, (59 reviews)
"Great location in the center of town. Communication with the house was good."
United States
Orlando C.
The price is NZ$353
includes taxes & fees
28 Apr - 29 Apr
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
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$530
includes taxes & fees
28 Apr - 29 Apr
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Interior

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, (1 review)
"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$592
includes taxes & fees
28 Apr - 29 Apr
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Interior

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (12 reviews)
"Very clean and convenient location. Would stay again. Host was very communicative. "
United States
Shawn K.
The price is NZ$727
includes taxes & fees
28 Apr - 29 Apr
Midnight Fox
Smart TV, fireplace

Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.4 out of 10, Exceptional, (15 reviews)
"Everything was perfect!"
United States
Jen C.
The price is NZ$543
includes taxes & fees
28 Apr - 29 Apr
Cozy Waterfall Oasis + Firepit
Interior

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 NZ$878
includes taxes & fees
28 Apr - 29 Apr
West Kill Barnhouse: Ski, Work & Unwind
Interior

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter

Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
Tannersville
10.0 out of 10, Exceptional, (3 reviews)
"Excellent place, we loved the house and it had everything we needed to avoid getting out of the house since we had to go after a snowstorm. A very homey house and the hosts were very attentive and responded very quickly to our inquiries."
United States
Monica O.
The price is NZ$1,098
includes taxes & fees
29 Apr - 30 Apr
Spacious 5 BR w/Mountaintop Views-2 Min to Hunter
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$850
includes taxes & fees
28 Apr - 29 Apr
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Exterior

Cozy Country Farmhouse Along the Catskill Scenic Trail

Cozy Country Farmhouse Along the Catskill Scenic Trail
Hobart
10.0 out of 10, Exceptional, (127 reviews)
"We loved our stay. The house was clean and generously stocked."
United States
Amy W.
The price is NZ$576
includes taxes & fees
17 May - 18 May
Cozy Country Farmhouse Along the Catskill Scenic Trail
3 bedrooms, iron/ironing board, WiFi, bed sheets

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
The price is NZ$825
includes taxes & fees
28 Apr - 29 Apr
Modern Catskills Mountain Retreat with Rooftop Hot Tub on 22 Private Acres
Interior

Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly

Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
CATSKILL
9.4 out of 10, Exceptional, (3 reviews)
"Lovely short weekend in the countryside. Calm zen retreat surrounded by nature and animals."
United States
sarah j.
The price is NZ$1,247
includes taxes & fees
4 May - 5 May
Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
Interior

Modern Family Retreat in the Catskills Wilderness

Modern Family Retreat in the Catskills Wilderness
Round Top
The price is NZ$797
includes taxes & fees
28 Apr - 29 Apr
Modern Family Retreat in the Catskills Wilderness
Fridge, microwave, oven, stovetop

Modern getaway in Catskills

Modern getaway in Catskills
Cairo
10.0 out of 10, Exceptional, (13 reviews)
"The host was accommodating and the house was very nice!"
United States
Ken B.
The price is NZ$1,409
includes taxes & fees
28 Apr - 29 Apr
Modern getaway in Catskills
Interior

Close to skiing and hiking, walk to main street

Close to skiing and hiking, walk to main street
Tannersville
9.2 out of 10, Wonderful, (14 reviews)
"We had a great time staying at the property. Location is really nice, close to the mountains. Checkin was smooth and host was accommodating to some of our requests."
United States
Rushabh V.
The price is NZ$659
includes taxes & fees
28 Apr - 29 Apr
Close to skiing and hiking, walk to main street
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, (2 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$723
includes taxes & fees
28 Apr - 29 Apr
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
TV, fireplace, stereo

West Elm Lodge near Skiing • Waterfront • Groups • Breweries

West Elm Lodge near Skiing • Waterfront • Groups • Breweries
West Kill
9.8 out of 10, Exceptional, (10 reviews)
"Great home, great host and we enjoyed our time there. Will plan to stay there again next year!"
United States
dominick s.
The price is NZ$1,264
includes taxes & fees
3 May - 4 May
West Elm Lodge near Skiing • Waterfront • Groups • Breweries
3 bedrooms, iron/ironing board, WiFi, bed sheets

Cozy Family Friendly home near Hunter Mt, Katerskill Falls & hiking trails

Cozy Family Friendly home near Hunter Mt, Katerskill Falls & hiking trails
Catskill
10.0 out of 10, Exceptional, (1 review)
"Great and funny time thanks owner you very kindly "
United States
Gabdulkarim Z.
The price is NZ$777
includes taxes & fees
28 Apr - 29 Apr
Cozy Family Friendly home near Hunter Mt, Katerskill Falls & hiking trails
Fridge, microwave, oven, stovetop

Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room

Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room
Hunter
9.6 out of 10, Exceptional, (13 reviews)
"⭐️⭐️⭐️⭐️⭐️ The most important part of any stay is having a great host — and we truly did! Our host was incredibly welcoming, responsive, and thoughtful, which made the entire experience so much smoother and more enjoyable. The property itself was cozy, well-maintained, and perfectly located to explore Hunter, NY. We felt right at home from the moment we arrived and left with wonderful memories. Highly recommend this place to anyone visiting the area!"
United States
Taha
The price is NZ$1,078
includes taxes & fees
3 May - 4 May
Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room
TV, fireplace

Main Street Lodge -Quick WalkTo Lake

Main Street Lodge -Quick WalkTo Lake
Tannersville
The price is NZ$825
includes taxes & fees
28 Apr - 29 Apr
Main Street Lodge -Quick WalkTo Lake
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Preston Hollow Hotel Reviews

Hunter Lodge, a Bluebird by Lark

Hunter Lodge, a Bluebird by Lark

10/10 Excellent
"A perfect getaway for my husband and I. What a cool place with cozy nooks and friendly staff. Highly recommend. "
Megan 2-night trip
Posted 2 hours ago
Hunter Lodge, a Bluebird by Lark

Find out more about Preston Hollow

Preston Hollow Holiday Homes information

Number of reviews
315
Accommodation
450 Holiday Homes
Lowest Price
NZ$353
Highest Price
NZ$1,409