Default HTG hotel image

Preston Hollow Holiday Rentals

  • 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
21 Aug - 23 Aug
In two months
2 Oct - 4 Oct
In three months
30 Oct - 1 Nov
In four months
27 Nov - 29 Nov

Our top choices for Preston Hollow holiday rentals

Exterior

1. Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
2.5 star property
Catskill
9.6 out of 10, Exceptional, (265 reviews)
"Very clean, supplied burning wood, parking, WiFi, very cozy and comfortable"
United States
Enior
The price is HK$1,396
HK$1,846 total
includes taxes & fees
2 Sept - 3 Sept
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Front of property

2. Windham NY Escape

Windham NY Escape
3.0 star property
Hensonville
10.0 out of 10, Exceptional, (1 review)
"The best "
United States
Miguel
The price is HK$3,364
HK$4,253 total
includes taxes & fees
14 Aug - 15 Aug
Windham NY Escape
Dining

3. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.6 out of 10, Exceptional, (9 reviews)
"Great place to get away. "
United States
Joshua
The price is HK$941
HK$2,249 total
includes taxes & fees
16 Aug - 17 Aug
Cozy Cabin-Catskills secluded Mountain retreat
Exterior

4. Creekside Catskills Cabin

Creekside Catskills Cabin
Middleburgh
The price is HK$2,196
HK$4,912 total
includes taxes & fees
4 Aug - 5 Aug
Creekside Catskills Cabin
Property grounds

5. 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, (23 reviews)
"Good location at Catskills area. Family friendly, large back yard that has access to the nearby creek."
United States
Yichen
The price is HK$2,815
HK$4,387 total
includes taxes & fees
4 Aug - 5 Aug
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Smart TV, fireplace

6. 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 HK$1,111
HK$2,555 total
includes taxes & fees
1 Sept - 2 Sept
Cozy Waterfall Oasis + Firepit
Smart TV, fireplace

7. Condo in Windham Mountain Village

Condo in Windham Mountain Village
Windham
10.0 out of 10, Exceptional, (16 reviews)
"Location is great"
United States
Jennifer M.
The price is HK$2,980
HK$5,302 total
includes taxes & fees
4 Aug - 5 Aug
Condo in Windham Mountain Village
Exterior

8. Catskills Windham Hunter Mountain Cabin Getaway

Catskills Windham Hunter Mountain Cabin Getaway
Maplecrest
9.0 out of 10, Wonderful, (29 reviews)
"We loved the location, king sized beds in each room and 4 bathrooms. Everything was clean, the kitchen had everything we needed to cook and feed the 11 of us comfortably. The hot tub was a huge hit!"
United States
Barbara G.
The price is HK$2,110
HK$5,929 total
includes taxes & fees
30 Aug - 31 Aug
Catskills Windham Hunter Mountain Cabin Getaway
Smart TV, fireplace, DVD player, books

9. Beautiful Windham Chalet 2 minutes to Town and the Mountain

Beautiful Windham Chalet 2 minutes to Town and the Mountain
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Very easy to check in and check out. Very excellent instructions and welcoming atmosphere. "
United States
John K.
The price is HK$3,917
HK$6,289 total
includes taxes & fees
5 Aug - 6 Aug
Beautiful Windham Chalet 2 minutes to Town and the Mountain
Interior

10. Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.8 out of 10, Exceptional, (27 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is HK$1,673
HK$3,517 total
includes taxes & fees
4 Aug - 5 Aug
Spacious Catskill Mountains ski cabin with fire pit
Interior

11. Great Lodge at Carter Bridge Estate

Great Lodge at Carter Bridge Estate
East Durham
10.0 out of 10, Exceptional, (2 reviews)
"My family and I spent a weekend here to celebrate my birthday which was soon after my dad passed away. A much needed peaceful and bonding few days in this beautiful home. From start to finish our stay was wonderful. Jarrett was communicative throughout if I had any questions. The accomodations were excellent and such a grand living space where no one felt crowded. My husband and I were actually inspired to buy a new mattress after the blissful sleep we had! Deer and turkeys roaming, quiet...
United States
Sabrina C.
The price is HK$4,523
HK$14,057 total
includes taxes & fees
17 Aug - 18 Aug
Great Lodge at Carter Bridge Estate
Smart TV, fireplace

12. 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 HK$1,694
HK$6,691 total
includes taxes & fees
6 Aug - 7 Aug
Rabbit Run at Carter Bridge Estate
Outdoor pool

13. Bear House Catskills: Private Pool, Pond, Hot Tub, Fire Pit, Dog-Friendly

Bear House Catskills: Private Pool, Pond, Hot Tub, Fire Pit, Dog-Friendly
Cairo
10.0 out of 10, Exceptional, (12 reviews)
"A great house, perfect base for activities in the Catskills! Well stocked with kitchen tools, upgraded bathrooms, comfortable beds and games!"
United States
Andy F.
Bear House Catskills: Private Pool, Pond, Hot Tub, Fire Pit, Dog-Friendly
Coffee/tea maker, fridge, microwave, oven

14. 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 HK$1,765
HK$3,074 total
includes taxes & fees
12 Aug - 13 Aug
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Outdoor spa tub

15. 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 HK$2,126
HK$11,096 total
includes taxes & fees
10 Aug - 11 Aug
Pond House at Carter Bridge Estate
Exterior

16. 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 HK$1,019
HK$1,719 total
includes taxes & fees
6 Aug - 7 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Exterior

17. Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter

Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Windham
9.2 out of 10, Wonderful, (45 reviews)
"Perfect stay cozy and convenient "
United States
Ahmad O.
The price is HK$671
HK$1,148 total
includes taxes & fees
4 Aug - 5 Aug
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Property grounds

18. Boutique Glamping Dome in the Catskill Mountains

Boutique Glamping Dome in the Catskill Mountains
Gilboa
10.0 out of 10, Exceptional, (1 review)
The price is HK$906
HK$1,498 total
includes taxes & fees
4 Aug - 5 Aug
Boutique Glamping Dome in the Catskill Mountains
Dining

19. Hot Tub • Pool Table • Fire Pit • Game Room •Views - Holiday Home

Hot Tub • Pool Table • Fire Pit • Game Room •Views - Holiday Home
East Jewett
10.0 out of 10, Exceptional, (7 reviews)
"My family and I had a wonderful experience at this property. The house was clean, nicely decorated and had everything you need to feel at home! Jeff, the host , was so helpful and accommodating. We will definitely be back!"
United States
Beth C.
The price is HK$2,837
HK$6,401 total
includes taxes & fees
1 Sept - 2 Sept
Hot Tub • Pool Table • Fire Pit • Game Room •Views - Holiday Home
Sauna

20. 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, (73 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 HK$2,823
HK$5,082 total
includes taxes & fees
8 Aug - 9 Aug
Mountain house with Scandinavian BBQ hut and Hot tub
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
"When you reach a certain age, it is very helpful to have more light. Hallway lighting was dim Could use more light in the room. Bathroom had adequate lighting. We came in July- wow, room would probably have been much darker in winter"
Kathleen 3-night trip
Posted 14 hours ago
Hunter Lodge, a Bluebird by Lark

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?

Catskill Mountain Retreat -- private, beautiful views, hot tub, game rm, firepit: This holiday home rental outside of Preston Hollow is located in a rural location, 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 library and 1 hot tub so that you can immerse yourself in your holiday.

How many holiday rentals are there in Preston Hollow?

Choose from 6 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 Elm Ridge Wild Forest. Durham Center Museum 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.