Default HTG hotel image

Preston Hollow Vacation 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
4 Sep - 6 Sep
In two months
16 Oct - 18 Oct
In three months
13 Nov - 15 Nov
In four months
11 Dec - 13 Dec

Our top choices for Preston Hollow vacation rentals

Front of property

1. 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 AED 1,576
AED 1,992 total
includes taxes & fees
18 Aug - 19 Aug
Windham NY Escape
Exterior

2. 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 AED 349
AED 575 total
includes taxes & fees
23 Aug - 24 Aug
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Dining

3. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.8 out of 10, Exceptional, (11 reviews)
"Great place to get away. "
United States
Joshua
The price is AED 441
AED 1,057 total
includes taxes & fees
1 Sep - 2 Sep
Cozy Cabin-Catskills secluded Mountain retreat
Interior

4. Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms

Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Windham
10.0 out of 10, Exceptional, (1 review)
"Great spacious property, inside and out. Great host, Communicative and organized. Special place."
United States
Bryan F.
The price is AED 8,264
AED 12,384 total
includes taxes & fees
23 Aug - 24 Aug
Spacious Cabin near Hunter & Windham Mountains - 5-25-minute drive - 6 Bedrooms
Sauna

5. Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is AED 347
AED 613 total
includes taxes & fees
22 Aug - 23 Aug
Vintage camper on small farm
Exterior

6. 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 AED 477
AED 817 total
includes taxes & fees
18 Aug - 19 Aug
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
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 AED 2,442
AED 3,804 total
includes taxes & fees
18 Aug - 19 Aug
Condo in Windham Mountain Village
House (4 Bedrooms) | Interior

8. 'the Mountain House:' Windham Retreat w/ Hot Tub!

'the Mountain House:' Windham Retreat w/ Hot Tub!
3.0 star property
Windham
The price is AED 1,565
AED 2,903 total
includes taxes & fees
23 Aug - 24 Aug
'the Mountain House:' Windham Retreat w/ Hot Tub!
Interior

9. Luxe Catskills Mountain Cabin Private Pool Hot Tub, Fire Pit, Pond, Dog-friendly

Luxe Catskills Mountain Cabin Private Pool Hot Tub, Fire Pit, Pond, Dog-friendly
Cairo
10.0 out of 10, Exceptional, (13 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.
The price is AED 2,975
AED 4,570 total
includes taxes & fees
20 Aug - 21 Aug
Luxe Catskills Mountain Cabin Private Pool Hot Tub, Fire Pit, Pond, Dog-friendly
Exterior

10. 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, (274 reviews)
"Very clean, supplied burning wood, parking, WiFi, very cozy and comfortable"
United States
Enior
The price is AED 591
AED 797 total
includes taxes & fees
15 Sep - 16 Sep
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Smart TV, fireplace

11. 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 AED 468
AED 1,168 total
includes taxes & fees
18 Aug - 19 Aug
Cozy Waterfall Oasis + Firepit
Property grounds

12. Cozy Mountain Dome Escape in the Catskills

Cozy Mountain Dome Escape in the Catskills
Gilboa
10.0 out of 10, Exceptional, (4 reviews)
"We were camping with our entire family of 4 boys and their significant others and children. We stayed in the Dome for the nights creating space for the camper free family and it was lovely!"
United States
kim h.
The price is AED 444
AED 735 total
includes taxes & fees
24 Aug - 25 Aug
Cozy Mountain Dome Escape in the Catskills
Property grounds

13. 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 AED 1,319
AED 2,083 total
includes taxes & fees
18 Aug - 19 Aug
Close to skiing in Windham and Hunter, hiking, lakes, 20+restaurants
Dining

14. Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit

Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Windham
10.0 out of 10, Exceptional, (9 reviews)
"Great for two families. The main room is awesome to hang out in. The house is clean, and the owner super helpful."
United States
Michael L.
The price is AED 3,339
AED 6,613 total
includes taxes & fees
15 Sep - 16 Sep
Ski Chalet with Pool, Hot tub, Sauna, Pizza Oven, 2 Fireplaces & Outdoor Firepit
Smart TV, fireplace

15. Fox Hollow at Carter Bridge Estate

Fox Hollow at Carter Bridge Estate
East Durham
10.0 out of 10, Exceptional, (2 reviews)
"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 AED 793
AED 3,471 total
includes taxes & fees
30 Aug - 31 Aug
Fox Hollow at Carter Bridge Estate
Exterior

16. 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 AED 1,349
AED 5,737 total
includes taxes & fees
19 Aug - 20 Aug
Great Lodge at Carter Bridge Estate
Exterior

17. 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 AED 964
AED 5,254 total
includes taxes & fees
19 Aug - 20 Aug
Pond House at Carter Bridge Estate
Interior

18. Midnight Fox

Midnight Fox
Hunter
10.0 out of 10, Exceptional, (15 reviews)
"House was very clean and beds were super comfy after a day of skiing ! "
United States
Caroline I.
The price is AED 841
AED 1,651 total
includes taxes & fees
19 Aug - 20 Aug
Midnight Fox
Outdoor dining

19. 'The Mountain House:' Windham Retreat w/ Hot Tub!

'The Mountain House:' Windham Retreat w/ Hot Tub!
Windham
10.0 out of 10, Exceptional, (36 reviews)
"Great stay Very comfortable "
United States
Teresa G.
'The Mountain House:' Windham Retreat w/ Hot Tub!
Coffee/tea maker, fridge, microwave, oven

20. Mountain Paradise - Pickleball / Hot Tub / Games

Mountain Paradise - Pickleball / Hot Tub / Games
Jewett
10.0 out of 10, Exceptional, (2 reviews)
"House was huge and excellent overall! Great view of the mountains! 7 bedrooms total. Lots of space and house is updated and fresh. Beds were very comfortable with lots of spare linens and blankets provided. Hot tub was clean and hot. There were mini-split heat pumps installed in the colder spaces. TVs on every floor. Two Full Kitchens were very stocked, with the exception of pepper and cooking oil as expected. One issue in the house was low water pressure, which was worse when multilpe showers...
United States
Kim H.
Mountain Paradise - Pickleball / Hot Tub / Games
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

Wylder Hotel Windham

Wylder Hotel Windham

10/10 Excellent
"This is the second year I come to Wylder hotel with my family and I am going to make it an annual visit 😍 PS we visit in the summer ❤️ We love it here in the summer! The property is beautiful located in the heart of Windham, NY. Anything you may need is 2-5 mins walk or drive from the hotel. The pool is heated (85 degrees). The restaurant is ahhhhazing. The bakery is delicious. There are so many places around the property where you can just sit, relax, sip coffee or beer, breathe in fresh air. The views are breathtaking. If you are feeling wild you can take a dip in the river. The hotel rooms are ginormous, prob can fit 2 more beds. This hotel is super pet friendly 😍 our pup has been here twice with us now 😊 Staff is professional, kind and always helpful. I LOVE Wylder hotel ❤️ highly recommend."
Tetyana 3-night trip
Posted 6 hours ago
Wylder Hotel Windham

Frequently asked questions

Are there vacation rentals in Preston Hollow?

Yes, we give you a choice of vacation rentals close to well known local attractions in Preston Hollow, or you can go with a secluded option if you're looking for relaxation.

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

Experience The Catskill Getaway. Not your typical vacation rental: This vacation home rental near Preston Hollow is located in the mountains and has a fireplace, a patio, and a barbecue grill 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 you can cook with friends or family. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

How many vacation rentals are there in Preston Hollow?

Choose from 7 Expedia vacation rentals in Preston Hollow for a memorable vacation.

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 Vroman's Nose Trailhead. Windham Vineyards and Winery and Irish Cultural Center are a couple of places you'll find in the larger area.

What are vacation rentals like in Preston Hollow?

Vacation rentals are privately owned properties you can stay in for a couple days or more in Preston Hollow. Vacation rentals offer extras such as hot tubs, fire pits, and patios so you'll have everything you need. If you're concerned about cleanliness, vacation rentals can offer a sense of seclusion away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great option for family trips.