Holiday Rentals in Preston Hollow

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Check prices for these dates

In two weeks
27 Nov - 29 Nov
In two months
8 Jan - 10 Jan
In three months
5 Feb - 7 Feb
In four months
5 Mar - 7 Mar

Our top choices for Preston Hollow holiday rentals

A two-story building with large windows and a storefront.

1. 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, (46 reviews)
"Great, highly recommend"
United States
Rebecca
The price is €110
includes taxes & fees
16 Nov - 17 Nov
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A dining area with a wooden table, two black chairs, a metal utensil holder, and two white candle holders.

2. Cozy Cabin-Catskills secluded Mountain retreat

Cozy Cabin-Catskills secluded Mountain retreat
Gilboa
9.8 out of 10, Exceptional, (11 reviews)
"Secluded yet convenient. Homey. Quaint. Loved it! Will stay again!"
United States
Amber C.
The price is €251
includes taxes & fees
17 Nov - 18 Nov
Cozy Cabin-Catskills secluded Mountain retreat
A cabin with a fire pit, picnic table, and Adirondack chairs in a forest setting.

3. 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, (346 reviews)
"Everything was perfect nice and quiet and peaceful the stay there was amazing highly recommend if you want some alone time from the world🙏"
United States
Mike
The price is €188
includes taxes & fees
14 Dec - 15 Dec
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A wooden cabin with a deck, a small porch, and a dining area with outdoor furniture.

4. Cozy Cabin in Catskills

Cozy Cabin in Catskills
Greenville
10.0 out of 10, Exceptional, (2 reviews)
"A stunning location with the sweetest hosts. I loved being there, it was so hard to leave."
United States
Anna W.
The price is €184
includes taxes & fees
30 Nov - 1 Dec
Cozy Cabin in Catskills
A two-story building with large windows and a storefront.

5. 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
8.8 out of 10, Excellent, (66 reviews)
"The pictures are not accurate. The two full and one twin bed are in one room upstairs, they are not separated as pictures would lead you to believe. Then three twins are in the living room with the couch, next to the dining room table and kitchen. The unit was dusty and not swept clean. There were dead bugs on the floor and party poppers from previous guest. I have never experienced something like this with Expedia, this was a zero star experience honestly."
United States
April
The price is €173
includes taxes & fees
16 Nov - 17 Nov
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A modern kitchen with white cabinets, stainless steel appliances, and a granite countertop.

6. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (19 reviews)
"Great property! Spacious enough for 4 adults, lovely porch, good wifi, clear instructions for check in and out and a responsive host!"
United States
Holly C.
The price is €291
includes taxes & fees
16 Nov - 17 Nov
Cozy Waterfall Oasis + Firepit
A hot tub on a wooden deck with outdoor furniture, surrounded by trees and a shed.

7. The Homestead at Carter Bridge Estate

The Homestead at Carter Bridge Estate
Freehold
10.0 out of 10, Exceptional, (3 reviews)
"This was an excellent home that we stayed in total of six adults. We went to the Gray Fox music festival and it was very close by. The property manager was very responsive and communicative. Highly recommend this house."
United States
ELIZABETH
The price is €949
includes taxes & fees
19 Nov - 20 Nov
The Homestead at Carter Bridge Estate
A rustic cabin interior with a stone wall, wooden furniture, and a cozy seating area.

8. Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.6 out of 10, Exceptional, (20 reviews)
"Cool and unique spot. Great host!"
United States
Andrew S.
The price is €103
includes taxes & fees
23 Nov - 24 Nov
Magic Forest Farm's Enchanted Cabin
A bedroom with a large bed, a TV mounted on the wall, a window with a view, and a painting on the wall.

9. Jessie's Harvest House

Jessie's Harvest House
Tannersville
8.4 out of 10, Very good, (7 reviews)
"cute little spot! very nice place to stay"
United States
David R.
The price is €179
includes taxes & fees
16 Nov - 17 Nov
Jessie's Harvest House
A white door with a window, a doorbell, and a wall-mounted light fixture.

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

Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
Roxbury
10.0 out of 10, Exceptional, (23 reviews)
"Great little cabin with nice atmosphere. It was an awesome place to spend the weekend and enjoy the Catskills. Clean, cozy, and quiet. A nice place to come back to and relax day after day."
United States
Andrea S.
The price is €163
includes taxes & fees
19 Nov - 20 Nov
Mountainscape: Peaceful and Skiing Getaway. Pet-Friendly
A forested area with a fire pit and Adirondack chairs arranged around it.

11. The Mountain Pond View Retreat in the Catskills

The Mountain Pond View Retreat in the Catskills
Gilboa
The price is €349
includes taxes & fees
1 Dec - 2 Dec
The Mountain Pond View Retreat in the Catskills
A wooden deck with two chairs and a table, surrounded by a stone wall and a flower bed.

12. Secluded Catskills cabin on a private road.

Secluded Catskills cabin on a private road.
Greenville
10.0 out of 10, Exceptional, (30 reviews)
"Great spot to relax, super clean, good communication. "
United States
Philip S.
The price is €316
includes taxes & fees
16 Nov - 17 Nov
Secluded Catskills cabin on a private road.
A living room with a leather sofa, a wooden cabinet, and two framed photographs on the wall.

13. Scribners Retreat | Sleeps 6 | Huge Patio/Jacuzzi

Scribners Retreat | Sleeps 6 | Huge Patio/Jacuzzi
Tannersville
The price is €241
includes taxes & fees
8 Dec - 9 Dec
Scribners Retreat | Sleeps 6 | Huge Patio/Jacuzzi
A wooden chair on a rocky riverbank surrounded by dense greenery.

14. Creekside Catskills Cabin

Creekside Catskills Cabin
Middleburgh
The price is €544
includes taxes & fees
16 Nov - 17 Nov
Creekside Catskills Cabin
A bedroom with a white bed, two bedside lamps, and a white wardrobe.

15. Secluded Mountain Cabin in the Woods w/ Waterfall

Secluded Mountain Cabin in the Woods w/ Waterfall
Round Top
The price is €269
includes taxes & fees
16 Nov - 17 Nov
Secluded Mountain Cabin in the Woods w/ Waterfall
A cozy cabin interior with a wooden interior, a spiral staircase, a kitchen area, and a seating area with a view.

16. Spacious Catskill Mountains ski cabin with fire pit

Spacious Catskill Mountains ski cabin with fire pit
Maplecrest
9.6 out of 10, Exceptional, (31 reviews)
"It was a great place to unwind."
United States
Alison D.
The price is €352
includes taxes & fees
16 Nov - 17 Nov
Spacious Catskill Mountains ski cabin with fire pit
A living room with a brick fireplace, leather sofa, and a flat-screen TV.

17. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain

1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain
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.
The price is €190
includes taxes & fees
9 Dec - 10 Dec
1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mountain
A house with a front porch, a white door, and a mailbox.

18. 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, (11 reviews)
"Loved the atmosphere"
United States
Mychal D.
The price is €279
includes taxes & fees
16 Nov - 17 Nov
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
A wooden deck with a table set for a meal, featuring a charcuterie board, wine glasses, and a bottle of wine.

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.
The price is €525
includes taxes & fees
16 Nov - 17 Nov
Relaxing Mountain Hideaway - Hot Tub & Outdoors
A lake with a dock, surrounded by autumn-colored trees and a clear sky.

20. Steps to Slopes | Hunter Mountain Ski In and Out

Steps to Slopes | Hunter Mountain Ski In and Out
Lanesville
8.6 out of 10, Excellent, (7 reviews)
"Had a wonderful weekend getaway here. The property is just as described, awesome communication and recs, and VERY convenient to the mountain. Would highly recommend if you are looking to relax and unwind away from the crowds that the nearby hotels have. Very conveniently located to some great restaurants and cafes. Thoroughly enjoyed ourselves! "
United States
Krista F.
The price is €262
includes taxes & fees
8 Dec - 9 Dec
Steps to Slopes | Hunter Mountain Ski In and Out
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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Find out more about Preston Hollow

Everything you need to know about Preston Hollow holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Preston Hollow holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Preston Hollow holiday 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 months, such as . For more hustle and bustle, you may prefer to visit in .

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Preston Hollow holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Preston Hollow holiday rentals we have selected for you start as low as €103 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Preston Hollow rentals

At Expedia, we put the best Preston Hollow holiday 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 holiday.

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 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?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This holiday home rental outside of Preston Hollow is located in a rural location, and offers a patio, air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

How many holiday rentals are there in Preston Hollow?

Choose from 7 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 Vroman's Nose Trailhead. Windham Vineyards and Winery and Irish Cultural Center 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.