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Check prices for these dates

In two weeks
2 Oct - 4 Oct
In two months
13 Nov - 15 Nov
In three months
11 Dec - 13 Dec
In four months
8 Jan - 10 Jan

Our top choices for Preston Hollow holiday homes

Smart TV, fireplace

1. Cozy Waterfall Oasis + Firepit

Cozy Waterfall Oasis + Firepit
East Durham
9.6 out of 10, Exceptional, (18 reviews)
"Everything was perfect!"
United States
Jen C.
The price is £233
includes taxes & fees
21 Sept - 22 Sept
Cozy Waterfall Oasis + Firepit
Exterior

2. Creekside Catskills Cabin

Creekside Catskills Cabin
Middleburgh
The price is £465
includes taxes & fees
22 Sept - 23 Sept
Creekside Catskills Cabin
Exterior

3. Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC

Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
Windham
The price is £412
includes taxes & fees
20 Sept - 21 Sept
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC
Exterior

4. 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 £193
includes taxes & fees
20 Sept - 21 Sept
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores
Property grounds

5. 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.
The price is £269
includes taxes & fees
17 Sept - 18 Sept
Brand New 2 Bdr. Townhome Minutes from Windham Mtn
Exterior

6. 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 £393
includes taxes & fees
21 Sept - 22 Sept
Pines Vignette • Modern 3BR Home in Windham
Smart TV, fireplace

7. 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 £690
includes taxes & fees
20 Sept - 21 Sept
Rabbit Run at Carter Bridge Estate
TV, fireplace

8. 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.
The price is £427
includes taxes & fees
23 Sept - 24 Sept
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Dining

9. 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 £405
includes taxes & fees
17 Sept - 18 Sept
2 Min Walk to Windham Town | Hot Tub | Fire Pit
Coffee/tea maker, fridge, microwave, oven

10. 2-bedroom in Peaceful Middleburgh Vroman’s Nose View

2-bedroom in Peaceful Middleburgh Vroman’s Nose View
Middleburgh
9.8 out of 10, Exceptional, (8 reviews)
"Loved the atmosphere"
United States
Mychal D.
The price is £289
includes taxes & fees
17 Sept - 18 Sept
2-bedroom in Peaceful Middleburgh Vroman’s Nose View
6 bedrooms, iron/ironing board, free WiFi, bed sheets

11. 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 £1,037
includes taxes & fees
20 Sept - 21 Sept
Pond House at Carter Bridge Estate
Children’s area

12. Cozy 2-bedroom house in Haines Falls near Katterskill falls .

Cozy 2-bedroom house in Haines Falls near Katterskill falls .
Haines Falls
10.0 out of 10, Exceptional, (3 reviews)
"Friendly host accommodated all our requests. House is quaint and well-kept and well-stocked for all possible needs."
United States
Simon R.
The price is £320
includes taxes & fees
17 Sept - 18 Sept
Cozy 2-bedroom house in Haines Falls near Katterskill falls .
Dining

13. Catskills Views & Hot Tub | Hilltop Horizons

Catskills Views & Hot Tub | Hilltop Horizons
Cornwallville
10.0 out of 10, Exceptional, (2 reviews)
"the house was fantastic. Extremely clean and convenient, would certainly recommend"
United States
chris g.
The price is £798
includes taxes & fees
17 Sept - 18 Sept
Catskills Views & Hot Tub | Hilltop Horizons
8 bedrooms, desk, iron/ironing board, free WiFi

14. 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 £1,125
includes taxes & fees
20 Sept - 21 Sept
Great Lodge at Carter Bridge Estate
Property grounds

15. Catskills Escape w/ Hot Tub & Fireplace

Catskills Escape w/ Hot Tub & Fireplace
Jewett
The price is £493
includes taxes & fees
29 Sept - 30 Sept
Catskills Escape w/ Hot Tub & Fireplace
Interior

16. 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 £332
includes taxes & fees
20 Sept - 21 Sept
Midnight Fox
Property grounds

17. 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 £307
includes taxes & fees
29 Sept - 30 Sept
Gorgeous Mountains Views & Private Stream in Secluded Oasis
Exterior

18. Modern Luxurious Cabin, Catskills - The Tiny Nook

Modern Luxurious Cabin, Catskills - The Tiny Nook
Catskill
10.0 out of 10, Exceptional, (12 reviews)
"We had an excellent experience. The place was wonderful. A real place to disconnect from everything. We Highly recommend it."
United States
Saul
The price is £250
includes taxes & fees
30 Sept - 1 Oct
Modern Luxurious Cabin, Catskills - The Tiny Nook
Indoor pool, a heated pool

19. Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.

Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
Windham
10.0 out of 10, Exceptional, (1 review)
"Host had an amazing response time. Very easy to talk with via email. She had very clear and easy instructions on check in and check out. The place had lots of bedding, it was warm and inviting, had everything we needed. My daughter thought the “balcony” on the second floor which over looked the kitchen was cool! "
United States
Soonae S.
The price is £483
includes taxes & fees
17 Sept - 18 Sept
Charming 2-bedroom townhome in lovely Windham Mountain Village. Walk to skiing.
Property grounds

20. NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM

NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM
Windham
The price is £452
includes taxes & fees
17 Sept - 18 Sept
NEW OUTDOOR HOT TUB!! 5 BEDROOM/3 BATH CHALET - HAUS WINDHAM
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

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

10/10 Excellent
"Everything was so smooth, from the detailed map and heads up of possible cell service interruptions, to the check in and check out process, housekeeping request, and the ease of communication via text. It was a perfect getaway, minimal interruptions, yet easy to reach with quick responses. Although I could tell there were other guests in cabins nearby because I would see parked cars, it was so quiet that I felt like I was truly there alone! They thought of everything as far as cookware, plates, cups for cold and hot drinks, and utensils. S’mores, snacks, water, coffee, tea, and use of firepit/firewood were all complimentary. There’s a fridge but no microwave which I was not expecting but useful to know. Bring seasoning if you plan to cook. Bring mosquito repellant. It was weird not having a sink in the bathroom but it wasn’t a big deal for me. Would definitely book again!"
crystal 2-night trip
Posted less than an hour ago
Postcard Cabins Eastern Catskills, Outdoor Collection by Marriott Bonvoy

Find out more about Preston Hollow

Preston Hollow Holiday Homes information

Number of reviews
139
Accommodation
471 Holiday Homes
Lowest Price
£193
Highest Price
£1,125