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Preston Hollow Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Preston Hollow vacation rentals

Dining

1. 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
$245 nightly
The price is $274
Sep 10 - Sep 11
Total with taxes and fees
Cozy Cabin-Catskills secluded Mountain retreat
Exterior

2. 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, (293 reviews)
"Loved my stay at the little cabin, will definitely be returning."
United States
Rosemary
$209 nightly
The price is $226
Sep 7 - Sep 8
Total with taxes and fees
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
Exterior

3. 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.
$135 nightly
The price is $146
Sep 14 - Sep 15
Total with taxes and fees
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
Smart TV, fireplace

4. 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.
$291 nightly
The price is $314
Sep 9 - Sep 10
Total with taxes and fees
Cozy Waterfall Oasis + Firepit
Property grounds

5. Luxury Catskill Mountains Dome Retreat

Luxury Catskill Mountains Dome Retreat
Gilboa
10.0 out of 10, Exceptional, (2 reviews)
"It’s a amazing place to revisit anytime here…"
United States
sumon
$160 nightly
The price is $179
Sep 7 - Sep 8
Total with taxes and fees
Luxury Catskill Mountains Dome Retreat
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, (63 reviews)
"Overall great experience. Very central location. Host lives in building, so is always available. They grow tomato's and cucumbers on the balcony that they invited us to "take as much as you want" My only discomfort with this place was the dust and dirty dishes. The people before us half-washed the things they used and the place seemed like it needed a pass with a vacuum cleaner. The floors were not very clean. In general, I greatly enjoyed my stay here."
United States
David
$237 nightly
The price is $256
Sep 7 - Sep 8
Total with taxes and fees
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Exterior

7. Creekside Catskills Cabin

Creekside Catskills Cabin
Middleburgh
$606 nightly
The price is $626
Sep 7 - Sep 8
Total with taxes and fees
Creekside Catskills Cabin
Interior

8. Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.4 out of 10, Exceptional, (30 reviews)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
$372 nightly
The price is $402
Sep 7 - Sep 8
Total with taxes and fees
Spacious Catskill Mountains ski cabin with fire pit
Exterior

9. 1 Mile From Ski Slope and Festivals - 125 Nightly Fee

1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Hunter
9.4 out of 10, Exceptional, (31 reviews)
"Everything was fantastic.We would recommend the place to everyone."
United States
Mary C.
$206 nightly
The price is $222
Sep 8 - Sep 9
Total with taxes and fees
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
Property grounds

10. 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.
$339 nightly
The price is $366
Sep 7 - Sep 8
Total with taxes and fees
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Sauna

11. Vintage camper on small farm

Vintage camper on small farm
Greenville
$155 nightly
The price is $167
Sep 7 - Sep 8
Total with taxes and fees
Vintage camper on small farm
Coffee/tea maker, fridge, microwave, oven

12. Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (20 reviews)
"Perfect little cabin for our Thanksgiving getaway! "
United States
Gabrielle G.
$181 nightly
The price is $199
Sep 13 - Sep 14
Total with taxes and fees
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Coffee/tea maker, fridge, microwave, oven

13. NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham

NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
Windham
7.6 out of 10, Good, (5 reviews)
"Excellent accommodations, close to everything you could need. My wife and I had a perfect evening "
United States
Anthony M.
$176 nightly
The price is $201
Sep 7 - Sep 8
Total with taxes and fees
NEW OUTDOOR HOT TUB! 1-Bedroom Luxury Suite + Full Kitch - Haus Windham
TV, fireplace

14. 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, (8 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
$468 nightly
The price is $505
Sep 9 - Sep 10
Total with taxes and fees
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Interior

15. Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.6 out of 10, Exceptional, (13 reviews)
"Such a cute little cabin. Great place to get some rest to break up a long drive. "
United States
Anonymous traveler
$92 nightly
The price is $100
Sep 16 - Sep 17
Total with taxes and fees
Magic Forest Farm's Enchanted Cabin
Smart TV, fireplace

16. 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.
$863 nightly
The price is $932
Sep 8 - Sep 9
Total with taxes and fees
Fox Hollow at Carter Bridge Estate
Front of property

17. Windham NY Escape

Windham NY Escape
3.0 star property
Hensonville
10.0 out of 10, Exceptional, (1 review)
"The best "
United States
Miguel
$502 nightly
The price is $542
Sep 10 - Sep 11
Total with taxes and fees
Windham NY Escape
In-room safe, bed sheets

18. MIRROR CABIN IN THE FOREST WITH HOT TUB

MIRROR CABIN IN THE FOREST WITH HOT TUB
Windham
8.0 out of 10, Very Good, (4 reviews)
"This was a unique and fun VRBO experience. The cabin was cozy and comfortable.So delightful to wake up to deer walking right by the window! Absolutely a gem of a property!"
United States
Erin J.
$225 nightly
The price is $256
Sep 7 - Sep 8
Total with taxes and fees
MIRROR CABIN IN THE FOREST WITH HOT TUB
Property grounds

19. Relaxing Mountain Hideaway - Hot Tub & Outdoors

Relaxing Mountain Hideaway - Hot Tub & Outdoors
Hensonville
10.0 out of 10, Exceptional, (3 reviews)
"Great house and great host! Very convenient location particularly to Windham Mountain. "
United States
Kyrill A.
$736 nightly
The price is $795
Sep 7 - Sep 8
Total with taxes and fees
Relaxing Mountain Hideaway - Hot Tub & Outdoors
Bar (on property)

20. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.8 out of 10, Excellent, (5 reviews)
"cute little spot! very nice place to stay"
United States
David R.
$190 nightly
The price is $201
Sep 10 - Sep 11
Total with taxes and fees
Jessie's Harvest House
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

Quality Inn & Suites Schoharie near Howe Caverns

Quality Inn & Suites Schoharie near Howe Caverns

10/10 Excellent
"Love it very comfy"
Luik 1-night trip
Posted 1 hour ago
Quality Inn & Suites Schoharie near Howe Caverns

Find out more about Preston Hollow

Everything you need to know about Preston Hollow vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Preston Hollow vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Preston Hollow vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Preston Hollow vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Preston Hollow. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Preston Hollow in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $100 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Preston Hollow rentals

At Expedia, we put the best Preston Hollow vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Preston Hollow rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Preston Hollow vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Preston Hollow. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

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?

Swim. Float. Fish. on private waterfront w/Hot Tub.Fire Pit.Views. Hiking.Games.: This vacation home rental near Preston Hollow is located on a lake and has an outdoor pool, a fireplace, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. It offers a patio, 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 Windham Country Club 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.