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Preston Hollow Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Preston Hollow vacation rentals

A wooden picnic table with benches, a hammock, and a potted plant in a room with large windows and wooden floors.

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
The price is AED 441
AED 1,045 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Cabin-Catskills secluded Mountain retreat
A two-story building with large windows and a storefront.

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 275
AED 496 total
includes taxes & fees
1 Nov - 2 Nov
Studio 3 BEDS-SLP 3. Downtown Windham. Next to the Ski Resort. Close to Hunter
A rustic cabin with a dining area set up outside, a bicycle, and a sign indicating the name 'Vangelis'.

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, (313 reviews)
"Excellent place"
United States
Yeudin
The price is AED 683
AED 897 total
includes taxes & fees
1 Nov - 2 Nov
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy
A wooden shed with a door and a small wooden platform.

4. Vintage camper on small farm

Vintage camper on small farm
Greenville
The price is AED 347
AED 613 total
includes taxes & fees
4 Oct - 5 Oct
Vintage camper on small farm
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
9.0 out of 10, Wonderful, (64 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
The price is AED 588
AED 944 total
includes taxes & fees
5 Oct - 6 Oct
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
A modern kitchen with a stainless steel refrigerator, a dining area with a table and chairs, and a living room with a sofa and a lamp.

6. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (19 reviews)
"Everything was perfect!"
United States
Jen C.
The price is AED 511
AED 1,207 total
includes taxes & fees
5 Oct - 6 Oct
Cozy Waterfall Oasis + Firepit
A two-story house with a patio area, outdoor seating, and a small tree.

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 AED 536
AED 4,174 total
includes taxes & fees
4 Oct - 5 Oct
The Homestead at Carter Bridge Estate
A natural landscape with a lake, rocky cliffs, and a bench.

8. 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 463
AED 753 total
includes taxes & fees
4 Oct - 5 Oct
Cozy Mountain Dome Escape in the Catskills
A cozy cabin interior with a wooden interior, a spiral staircase, a kitchen area, and a seating area with a view.

9. 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)
"Lovely property with responsive & attentive host. We enjoyed our cabin getaway!"
United States
Lily
The price is AED 658
AED 1,472 total
includes taxes & fees
4 Oct - 5 Oct
Spacious Catskill Mountains ski cabin with fire pit
A log cabin with a porch, a staircase, and a garage.

10. 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, (34 reviews)
"Loved how secluded it was ,the quietness the unit was exceptional clean & fresh , The grounds are expertly groomed with a ,firepit and a really nice hot tub will be back again as a 3 &4 bedroom unit is availiblealso"
United States
alain
The price is AED 477
AED 817 total
includes taxes & fees
4 Oct - 5 Oct
1 Mile From Ski Slope and Festivals - 125 Nightly Fee
A picnic setup with a wine glass, bottle, cheese, tomatoes, and grapes on a wooden table with a view of a grassy field and hills.

11. 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 AED 678
AED 2,684 total
includes taxes & fees
4 Oct - 5 Oct
Relaxing Mountain Hideaway - Hot Tub & Outdoors
A rustic cabin interior with a stone wall, wooden furniture, and a cozy seating area.

12. Magic Forest Farm's Enchanted Cabin

Magic Forest Farm's Enchanted Cabin
Coeymans Hollow
9.6 out of 10, Exceptional, (15 reviews)
"Cool and unique spot. Great host!"
United States
Andrew S.
The price is AED 324
AED 429 total
includes taxes & fees
6 Oct - 7 Oct
Magic Forest Farm's Enchanted Cabin
Two wooden Adirondack chairs on a covered patio with a wooden fence in the background.

13. 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, (11 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.
The price is AED 661
AED 1,349 total
includes taxes & fees
5 Oct - 6 Oct
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
A dark wooden cabin with a gabled roof, multiple windows, and a front porch with steps.

14. Creekside Catskills Cabin

Creekside Catskills Cabin
Middleburgh
The price is AED 1,028
AED 2,300 total
includes taxes & fees
4 Oct - 5 Oct
Creekside Catskills Cabin
A kitchen with green cabinets, a stainless steel stove, and a microwave.

15. 1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mtn

1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mtn
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 AED 575
AED 737 total
includes taxes & fees
26 Oct - 27 Oct
1BR Suite with Full Kitchen and Fireplace, 3 Min to Windham Mtn
A two-story cabin with a balcony and a chimney, surrounded by a snowy forest.

16. Pines Vignette • Modern 3BR Home in Windham

Pines Vignette • Modern 3BR Home in Windham
Windham
10.0 out of 10, Exceptional, (2 reviews)
"House is cozy and has everything you need. We enjoyed our stay."
United States
William H.
The price is AED 749
AED 1,987 total
includes taxes & fees
4 Oct - 5 Oct
Pines Vignette • Modern 3BR Home in Windham
A bar area with wooden stools, a bar counter, shelves of bottles, a television, and a sign for drink specials.

17. 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.
The price is AED 514
AED 838 total
includes taxes & fees
6 Oct - 7 Oct
Jessie's Harvest House
A covered outdoor area with a sofa, a table with a grill, and a tripod-mounted camera.

18. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gorgeous Mountains Views & Private Stream in Secluded Oasis
Gilboa
10.0 out of 10, Exceptional, (8 reviews)
"Our stay was great: attentive host, comfortable lodgings, beautiful setting."
United States
Carrie S.
The price is AED 661
AED 1,543 total
includes taxes & fees
5 Oct - 6 Oct
Gorgeous Mountains Views & Private Stream in Secluded Oasis
A swimming pool with a view of green hills and a fenced area with buildings.

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

Scribners Retreat | Sleeps 6 | Huge Patio/Jacuzzi
Tannersville
The price is AED 420
AED 980 total
includes taxes & fees
28 Oct - 29 Oct
Scribners Retreat | Sleeps 6 | Huge Patio/Jacuzzi
A dining area with a wooden table, six chairs, a chandelier, and a wall-mounted shelf.

20. 2 Min Walk to Windham Town | Hot Tub | Fire Pit

2 Min Walk to Windham Town | Hot Tub | Fire Pit
Windham
10.0 out of 10, Exceptional, (3 reviews)
"Great location, perfect layout and responsive host! Thanks for hosting - would gladly stay again. "
United States
Melissa R.
The price is AED 797
AED 2,067 total
includes taxes & fees
27 Oct - 28 Oct
2 Min Walk to Windham Town | Hot Tub | Fire Pit
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

Ramada by Wyndham Cobleskill

Ramada by Wyndham Cobleskill

8/10 Good
"The renovated rooms are really nice. The bed frame is metal and hollow. When you hit it, it sounds like a gong."
Amy 2-night trip
Posted 14 hours ago
Ramada by Wyndham Cobleskill

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?

Modern Luxurious Cabin, Catskills - The Tiny Nook: This vacation home rental near 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 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.