Preston Hollow Holiday Rentals

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Check prices for these dates

In two weeks
2 Jan - 4 Jan
In two months
13 Feb - 15 Feb
In three months
13 Mar - 15 Mar
In four months
10 Apr - 12 Apr

Our top choices for Preston Hollow holiday rentals

Interior
Charming 2-bedroom farm house in Preston-Potter Hollow

Holiday Home in Preston-Potter Hollow

Charming 2-bedroom farm house in Preston-Potter Hollow
2.0 star property
The price is HK$1,945
HK$2,798 total
includes taxes & fees
24 Dec - 25 Dec
Charming 2-bedroom farm house in Preston-Potter Hollow
Exterior
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Cabin in Catskill

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.0 star property
9.6 out of 10, Exceptional, (110)
"The hospitality and making sure our stay was enjoyable most of all our needs during the time being. "
United States
Yessica
The price is HK$1,004
HK$1,420 total
includes taxes & fees
6 Jan - 7 Jan 2026
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Dining
Cozy Cabin-Catskills secluded Mountain retreat

Cabin in Gilboa

Cozy Cabin-Catskills secluded Mountain retreat
2.0 star property
10.0 out of 10, Exceptional, (3)
"Great place to get away. "
United States
Joshua
The price is HK$918
HK$2,118 total
includes taxes & fees
21 Dec - 22 Dec
Cozy Cabin-Catskills secluded Mountain retreat
Exterior
Tiny Home w/ Hot Tub and Sunset View!

Holiday Home in Selkirk

Tiny Home w/ Hot Tub and Sunset View!
10.0 out of 10, Exceptional, (2)
"Very nice place. Was in a quiet area and hosts were great."
United States
Brian H.
The price is HK$778
HK$1,092 total
includes taxes & fees
5 Jan - 6 Jan 2026
Tiny Home w/ Hot Tub and Sunset View!
Lobby
Experience Peace in this Cozy country cottage nestled beneath the mountains

Cottage in Catskill

Experience Peace in this Cozy country cottage nestled beneath the mountains
9.8 out of 10, Exceptional, (9)
"The cottage was comfortable and spotless. My family thoroughly enjoyed their stay at the cottage, and they loved the setting. "
United States
Patricia C.
The price is HK$1,159
HK$2,597 total
includes taxes & fees
21 Dec - 22 Dec
Experience Peace in this Cozy country cottage nestled beneath the mountains
Bar (on property)
Jessie's Harvest House Suite

Chalet in Tannersville

Jessie's Harvest House Suite
10.0 out of 10, Exceptional, (3)
"Perfect, clean space for a quick overnight. Very close proximity to all that the area has to offer."
United States
Matthew M.
The price is HK$731
HK$1,347 total
includes taxes & fees
22 Dec - 23 Dec
Jessie's Harvest House Suite
Exterior
Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake

Cabin in East Jewett

Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
10.0 out of 10, Exceptional, (12)
"We absolutely loved our stay here. The hot tub and sauna were wonderful and we enjoyed the game room downstairs. Host was very helpful and quick to respond. We can’t wait for our next trip!"
United States
Robin W.
The price is HK$2,723
HK$4,958 total
includes taxes & fees
4 Jan - 5 Jan 2026
Creekside Couple's Retreat w Hot Tub, Sauna and Game Room, 2 minutes from lake
Exterior
Modern Luxurious Cabin, Catskills - The Tiny Nook

Holiday Home in Catskill

Modern Luxurious Cabin, Catskills - The Tiny Nook
10.0 out of 10, Exceptional, (7)
"Great place. Exactly like the pictures. "
United States
robert a.
The price is HK$1,245
HK$2,655 total
includes taxes & fees
8 Jan - 9 Jan 2026
Modern Luxurious Cabin, Catskills - The Tiny Nook
Reception
cozy retreat with modern amenties

Chalet in Delmar

cozy retreat with modern amenties
2.0 star property
The price is HK$1,693
HK$2,412 total
includes taxes & fees
1 Jan - 2 Jan 2026
cozy retreat with modern amenties
Exterior
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Apartment in Windham

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
9.2 out of 10, Wonderful, (41)
"Great place for an incredible price. We would definitely stay here again."
United States
Jason
The price is HK$735
HK$1,214 total
includes taxes & fees
21 Dec - 22 Dec
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Dining
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna

Cabin in Lanesville

Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
9.8 out of 10, Exceptional, (17)
"Simply perfect! This house was clean, fully stocked of all necessities and optimally located for hiking, town hoping, art seeing and brewery bouncing. Would love to come back in the winter for its proximity to Hunter Mountain. Highly recommend!"
United States
Sarah P.
The price is HK$1,322
HK$3,481 total
includes taxes & fees
11 Jan - 12 Jan 2026
Catskill Kaaterskill Cabin Hot Tub FirePit Sauna
Smart TV, fireplace
Cozy Waterfall Oasis + Firepit

Holiday Home in East Durham

Cozy Waterfall Oasis + Firepit
9.4 out of 10, Exceptional, (13)
"Good place with close proximity to Greyfox"
United States
Joseph M.
The price is HK$1,145
HK$2,959 total
includes taxes & fees
8 Jan - 9 Jan 2026
Cozy Waterfall Oasis + Firepit
Interior
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit

Holiday Home in Durham

Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
4.0 star property
10.0 out of 10, Exceptional, (2)
"Was close to where we were attending a wedding and big enough to house us all!"
United States
Paul m.
The price is HK$1,906
HK$4,328 total
includes taxes & fees
5 Jan - 6 Jan 2026
Mountain retreat/Hot Tub/Ski/Hike/Water Park/WIFI/Fire Pit
Terrace/patio
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski

Cabin in Cairo

Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
10.0 out of 10, Exceptional, (4)
"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$2,762
HK$6,059 total
includes taxes & fees
4 Jan - 5 Jan 2026
Amenity-Rich Fun Cabin~HotTub*GameRm*20-min to Ski
Fridge, microwave, oven, stovetop
Modern getaway in Catskills

Holiday Home in Cairo

Modern getaway in Catskills
10.0 out of 10, Exceptional, (12)
"The host was accommodating and the house was very nice!"
United States
Ken B.
The price is HK$4,280
HK$7,329 total
includes taxes & fees
7 Jan - 8 Jan 2026
Modern getaway in Catskills
Exterior
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite

Holiday Home in Halcott Center

Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
2.0 star property
10.0 out of 10, Exceptional, (1)
"Perfectly done! Kids loved it!!!!"
United States
Jasmina
The price is HK$975
HK$3,439 total
includes taxes & fees
7 Jan - 8 Jan 2026
Large Cook's Kitchen; 15 min to Belleayre Ski Center; 1st Fl Bedroom w/ Ensuite
Property grounds
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants

Cottage in Maplecrest

Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
10.0 out of 10, Exceptional, (20)
"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$2,793
HK$4,336 total
includes taxes & fees
22 Dec - 23 Dec
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Smart TV, fireplace
Fox Hollow at Carter Bridge Estate

Holiday Home in East Durham

Fox Hollow at Carter Bridge Estate
10.0 out of 10, Exceptional, (2)
"The unit was extremely clean,nice, everything we needed for a great time it was well stocked with all you needed close to town. Getting in touch with checking in was as easy as it could be. I would definitely visi again. Than you"
United States
Matthew E.
The price is HK$1,681
HK$5,798 total
includes taxes & fees
12 Jan - 13 Jan 2026
Fox Hollow at Carter Bridge Estate
Interior
Spacious Catskill Mountains ski cabin with fire pit

Cabin in Maplecrest

Spacious Catskill Mountains ski cabin with fire pit
9.8 out of 10, Exceptional, (19)
"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$1,394
HK$3,110 total
includes taxes & fees
23 Dec - 24 Dec
Spacious Catskill Mountains ski cabin with fire pit
Property grounds
Hickory Hill House: a country retreat, lovely gardens, trails, boats & tennis.

Holiday Home in Rensselaerville

Hickory Hill House: a country retreat, lovely gardens, trails, boats & tennis.
10.0 out of 10, Exceptional, (1)
"Beautiful, large, old home, filled with hundreds of antiques, and a story for every one of them, I'm sure. You'd run out of time before you saw all of them. Really comfy beds, lots of bedrooms (some had private sitting rooms) and bathrooms. Nearly private driveway that winds through beautiful mountain scenery. We were there in winter and still saw tons of wild life..the birds! so many. Huge, old kitchen with some comfy chairs an eat in table and breathtaking views. A private bedroom wing, BUT...
United States
Linda d.
The price is HK$3,004
HK$6,110 total
includes taxes & fees
21 Dec - 22 Dec
Hickory Hill House: a country retreat, lovely gardens, trails, boats & tennis.
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

Eastwind Windham

Eastwind Windham

10/10 Excellent
"Staffs are very nice. Specialty the manager.😘thank you for beautiful stay.. "
Tun Chin 3-night trip
Posted 3 days ago
Eastwind Windham

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
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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?

Catskill Mountain Getaway - minutes to Hunter, Windham and Belleayre Skiing : This holiday home rental outside of Preston Hollow is located in the mountains, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a garden, a selection of games and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Preston Hollow?

Choose from 5 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.