Preston Hollow Holiday Rentals

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Check prices for these dates

In two weeks
6 Mar - 8 Mar
In two months
17 Apr - 19 Apr
In three months
15 May - 17 May
In four months
12 Jun - 14 Jun

Our top choices for Preston Hollow holiday rentals

View from property

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
Catskill
9.6 out of 10, Exceptional, (154 reviews)
"The cabin was very clean and cozy"
United States
Azma
The price is HK$857
HK$1,263 total
includes taxes & fees
26 Feb - 27 Feb
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Reception

cozy retreat with modern amenties

cozy retreat with modern amenties
2.0 star property
Delmar
The price is HK$1,701
HK$2,423 total
includes taxes & fees
17 Feb - 18 Feb
cozy retreat with modern amenties
Dining

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Lanesville
9.8 out of 10, Exceptional, (17 reviews)
"This was a beautiful little spot and had everything! We loved our 3 night stay."
United States
Holly
The price is HK$1,353
HK$3,724 total
includes taxes & fees
17 Feb - 18 Feb
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Property grounds

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Maplecrest
10.0 out of 10, Exceptional, (21 reviews)
"We had a wonderful stay at the cottage. Place was perfect and met all our needs. The cottage was lovely and cozy, truly home away from home. The host, Agnes, was kind and very helpful. Will definitely be back."
United States
Carmela L.
The price is HK$2,806
HK$4,373 total
includes taxes & fees
17 Feb - 18 Feb
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Property grounds

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills

Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Palenville
10.0 out of 10, Exceptional, (29 reviews)
"Best place ever!!"
United States
LaurapatOsterwald S.
The price is HK$1,583
HK$2,883 total
includes taxes & fees
17 Feb - 18 Feb
Big Medicine Ranch - Rustic Sunrise Cabin - Catskills
Dining

Unwind Windham, Chalet

Unwind Windham, Chalet
Windham
10.0 out of 10, Exceptional, (3 reviews)
"This was a gem of a property. Super clean and cozy. Fantastic amenities! The host was always responsive. We plan on renting this property again in the future. "
United States
Derrick S.
The price is HK$2,045
HK$5,218 total
includes taxes & fees
17 Feb - 18 Feb
Unwind Windham, Chalet
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
Newly Renovated AC 4 ACRES 3000sqft home with Full Game Room
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 HK$3,861
HK$6,577 total
includes taxes & fees
5 Mar - 6 Mar
Modern getaway in Catskills
Lobby

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill

Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Catskill
9.8 out of 10, Exceptional, (13 reviews)
"Very comfortable home"
United States
Holly
The price is HK$1,087
HK$2,524 total
includes taxes & fees
17 Feb - 18 Feb
Warm cozy country cottage nestled beneath the mountains, woodstove, Catskill
Exterior

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
East Jewett
10.0 out of 10, Exceptional, (13 reviews)
"What a beautiful vibe for a romantic getaway! Property was so clean and has everything we had to relax! The owners are super courteous. Would definitely come back!"
United States
Patrick F.
The price is HK$2,345
HK$4,525 total
includes taxes & fees
1 Mar - 2 Mar
Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
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 stay here year after year! It is always clean, quiet, and well stocked. It feels like home away from home. "
United States
Andrea P.
The price is HK$1,368
HK$2,683 total
includes taxes & fees
23 Feb - 24 Feb
Cozy Country Farmhouse Along the Catskill Scenic Trail
Interior

Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (10 reviews)
"We had a great time "
United States
israel R.
The price is HK$1,790
HK$3,401 total
includes taxes & fees
8 Mar - 9 Mar
Midnight Fox
Interior

COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT

COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT
Stamford
9.4 out of 10, Exceptional, (11 reviews)
"We enjoyed our stay and would book the house again"
United States
Lisa M.
The price is HK$2,830
HK$5,023 total
includes taxes & fees
19 Feb - 20 Feb
COZY COTTAGE WITH MOUNTAIN VIEW AT LAKEFRONT LOT
Terrace/patio

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Cairo
10.0 out of 10, Exceptional, (5 reviews)
"Nice location and very comfortable/homey feel. Spacious, very clean and lots of amenities, as described. Janet was readily available to answer questions and a pleasure to communicate with. Highly recommended!"
United States
Kimberley V.
The price is HK$2,181
HK$5,513 total
includes taxes & fees
25 Feb - 26 Feb
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Interior

Cozy Mountain Cabin with fireplace, views and trails, pet friendly

Cozy Mountain Cabin with fireplace, views and trails, pet friendly
Catskill
10.0 out of 10, Exceptional, (8 reviews)
"It was a quiet delightful stay within a half hour of Kingston and Saugerties. "
United States
Ellen H.
The price is HK$1,790
HK$3,368 total
includes taxes & fees
23 Feb - 24 Feb
Cozy Mountain Cabin with fireplace, views and trails, pet friendly
Fridge, microwave, oven, stovetop

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (11 reviews)
"Michael is a great host. Check-in was super easy and the cabin is pretty clean:) "
United States
Bainan X.
The price is HK$1,055
HK$1,952 total
includes taxes & fees
1 Mar - 2 Mar
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Terrace/patio

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE

THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
Hunter
10.0 out of 10, Exceptional, (111 reviews)
"The stay was fantastic!! It was a wonderful location and was so nice with the lake access. "
United States
Lydia S.
The price is HK$3,369
HK$7,707 total
includes taxes & fees
23 Feb - 24 Feb
THE LAKEFRONT CHALET - SKI, RIDE, GOLF, BIKE, HIKE
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 HK$2,814
HK$5,656 total
includes taxes & fees
23 Feb - 24 Feb
Tao Estate in Catskills : Close to Hiking & Nature & Pet Friendly
Interior

Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (20 reviews)
"The house was exactly what we were looking for! Close to the ski mountains, town and made for a really nice weekend away!"
United States
Lauren P.
The price is HK$1,400
HK$3,133 total
includes taxes & fees
17 Feb - 18 Feb
Spacious Catskill Mountains ski cabin with fire pit
Smart TV, fireplace, books

Catskill Mountain Hideaway with Amazing Hunter Mountain Views

Catskill Mountain Hideaway with Amazing Hunter Mountain Views
Hunter
10.0 out of 10, Exceptional, (13 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 HK$3,159
HK$5,750 total
includes taxes & fees
22 Feb - 23 Feb
Catskill Mountain Hideaway with Amazing Hunter Mountain Views
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

Winwood Condominiums by Windham Mountain Club

Winwood Condominiums by Windham Mountain Club

10/10 Excellent
"Great staff "
Sara 2-night trip
Posted 3 days ago
Winwood Condominiums by Windham Mountain Club

Find out more about Preston Hollow

Search for holiday rentals in Preston Hollow on Expedia! You can easily find your home rentals, villas, holiday apartments in Preston Hollow using one of the methods below:

  • View our selection of featured holiday rentals in Preston Hollow
  • Use the map to find apartments and other holiday homes in the Preston Hollow neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Preston Hollow while they last

Look no further and take a look at our great range of rental properties in Preston Hollow!

Frequently asked questions

Are there holiday rentals in Preston Hollow?

Yes, there are holiday rentals close to the most popular sights in Preston Hollow, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Preston Hollow has to offer?

⭐ Spacious Lake House Just Minutes From The Slopes ⭐: This holiday home rental outside Preston Hollow is located on a lake, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

How many holiday rentals are there in Preston Hollow?

Choose from 4 Expedia holiday rentals in Preston Hollow for a memorable holiday.

What can I see and do in Preston Hollow?

While exploring the area, visit family-friendly sights like Zoom Flume, or get outside and enjoy nature at Irish Cultural Center. Hunter Mountain and Windham Vineyards and Winery are a couple of places you'll find in the wider area.

What are holiday rentals like in Preston Hollow?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Preston Hollow. Holiday rentals provide amenities like laundry facilities and kitchens so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can offer a sense of privacy away from public hotel lifts and busy lobbies while still allowing you a great travel experience. You'll also get more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a popular choice for a small group gathering.