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Holiday Homes in Preston Hollow

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Our top choices for Preston Hollow holiday homes

1. 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 NZ$330
includes taxes & fees
3 Nov - 4 Nov
TOWNHOUSE-Slp 8 Mt View/6 BEDS. Downtown Windham. Walk to restaurants and stores

2. 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 NZ$1,892
includes taxes & fees
3 Nov - 4 Nov
The Homestead at Carter Bridge Estate

3. 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 NZ$567
includes taxes & fees
3 Nov - 4 Nov
Cozy Waterfall Oasis + Firepit

4. Creekside Catskills Cabin

Creekside Catskills Cabin
Middleburgh
The price is NZ$1,021
includes taxes & fees
3 Nov - 4 Nov
Creekside Catskills Cabin

5. 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 NZ$1,790
includes taxes & fees
3 Nov - 4 Nov
Fox Hollow at Carter Bridge Estate

6. Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to Slopes

Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to Slopes
Windham
The price is NZ$1,553
includes taxes & fees
3 Nov - 4 Nov
Luxury Windham Retreat w/ Hot Tub & Fireplace, Mins to Slopes

7. 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, (10 reviews)
"Loved the atmosphere"
United States
Mychal D.
The price is NZ$575
includes taxes & fees
3 Nov - 4 Nov
2-bedroom in Peaceful Middleburgh Vroman’s Nose View

8. 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 NZ$3,251
includes taxes & fees
3 Nov - 4 Nov
Pond House at Carter Bridge Estate

9. 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
10.0 out of 10, Exceptional, (1 review)
"My stay was very short but we maximized our time by enjoying the properties endless offerings. Lots of things to do and board games were available. Plenty of room and beds every one. View from jacuzzi was phenomenal to see the stars at night. I’d recommend definitely and will revisit during winter"
United States
Lobid C.
The price is NZ$1,277
includes taxes & fees
3 Nov - 4 Nov
Large Chalet w/ Hot Tub, Fire Pit & 2 Living Rooms + Mins to Town & WMC

10. 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 NZ$919
includes taxes & fees
9 Nov - 10 Nov
Pines Vignette • Modern 3BR Home in Windham

11. Lake Onderdonk Retreat - Lakefront + Fall Foliage

Lake Onderdonk Retreat - Lakefront + Fall Foliage
Berne
The price is NZ$1,130
includes taxes & fees
11 Nov - 12 Nov
Lake Onderdonk Retreat - Lakefront + Fall Foliage

12. Catskills Views & Hot Tub · Sleeps 12

Catskills Views & Hot Tub · Sleeps 12
Cornwallville
10.0 out of 10, Exceptional, (2 reviews)
"the house was fantastic. Extremely clean and convenient, would certainly recommend"
United States
chris g.
Catskills Views & Hot Tub · Sleeps 12

13. 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 NZ$3,198
includes taxes & fees
18 Nov - 19 Nov
Great Lodge at Carter Bridge Estate

14. 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 NZ$903
includes taxes & fees
3 Nov - 4 Nov
2 Min Walk to Windham Town | Hot Tub | Fire Pit

15. Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome
Windham
9.0 out of 10, Wonderful, (9 reviews)
"We loved ,.. place was very clean and organized "
United States
Cristina L.
The price is NZ$936
includes taxes & fees
9 Nov - 10 Nov
Windham Mountain Slope-Side Escape w/ Private Hot Tub| Pets Welcome

16. 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 NZ$1,790
includes taxes & fees
3 Nov - 4 Nov
Rabbit Run at Carter Bridge Estate

17. Gorgeous Mountains Views & Private Stream in Secluded Oasis

Gorgeous Mountains Views & Private Stream in Secluded Oasis
Gilboa
10.0 out of 10, Exceptional, (9 reviews)
"Our stay was great: attentive host, comfortable lodgings, beautiful setting."
United States
Carrie S.
The price is NZ$694
includes taxes & fees
3 Nov - 4 Nov
Gorgeous Mountains Views & Private Stream in Secluded Oasis

18. The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!
Hensonville
10.0 out of 10, Exceptional, (8 reviews)
"Fantastic property. Especially good for families or groups. So much to do right on property, almost no need to leave. Place was exactly as described."
United States
David H.
The price is NZ$1,355
includes taxes & fees
3 Nov - 4 Nov
The Hensonville Honeypot - Hottub, Movie Theatre & Mountain Bikes!

19. Field House at Carter Bridge Estate

Field House at Carter Bridge Estate
East Durham
The price is NZ$3,193
includes taxes & fees
15 Nov - 16 Nov
Field House at Carter Bridge Estate

20. Modern Family Retreat in the Catskills Wilderness

Modern Family Retreat in the Catskills Wilderness
Round Top
10.0 out of 10, Exceptional, (1 review)
The price is NZ$907
includes taxes & fees
8 Nov - 9 Nov
Modern Family Retreat in the Catskills Wilderness
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

Find out more about Preston Hollow

Preston Hollow Holiday Homes information

Number of reviews
118
Accommodation
467 Holiday Homes
Lowest Price
NZ$330
Highest Price
NZ$3,251