Preston Hollow Vacation Rentals
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$1,000+
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50 rentals in Preston Hollow.
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Tentrr Signature Site - Creekside Zen in Catskills
1 bedroom
1 bathroom
Sleeps 4
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Great 5 BR House !!!!
5 bedrooms
3 bathrooms
Sleeps 10
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Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
3 bedrooms
2 bathrooms
Sleeps 6
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Dancing Horse Farm - Ski Lodge and Farm 3 Miles from Windham Mountain
9 bedrooms
5 bathrooms
Sleeps 30
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Windham Log Cabin on 35 Acres
6 bedrooms
5 bathrooms
Sleeps 16
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*4 Season Nirvana*Hot Tub, WiFi, Fire Pit, Fireplace, 2 WEBERs, Wndhm Mtn Vw
4 bedrooms
2 bathrooms
Sleeps 8
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Winsome Windham - Secluded Chalet with Ski Windham Views
4 bedrooms
2 bathrooms
Sleeps 14
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Relax!! Escape the city!! Updated condo w Mtn views from deck w/ turbo internet
2 bedrooms
3 bathrooms
Sleeps 6
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Spacious Retreat with Luxurious View
5 bedrooms
5 bathrooms
Sleeps 16
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'New Home' Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
4 bedrooms
3 bathrooms
Sleeps 10
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Beautiful Home, Gorgeous View, Spacious Living
3 bedrooms
2 bathrooms
Sleeps 10
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The perfect mountain getaway nestled in the woods 2 min from downtown Windham.
4 bedrooms
3 bathrooms
Sleeps 15
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Mountain House Retreat
5 bedrooms
2 bathrooms
Sleeps 10
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Cozy Log Cabin
2 bedrooms
1 bathroom
Sleeps 6
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FAB FUN GREEN BUILT FARMHOUSE ON 17 ACRES
4 bedrooms
3 bathrooms
Sleeps 8
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'Windham Manor' on 45 Acres - 5 Mi. to Ski Resort!
12 bedrooms
10 bathrooms
Sleeps 33
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Secluded Charming Water Front Log Home
4 bedrooms
2 bathrooms
Sleeps 15
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Year-Round Relaxing Mountain Escape
5 bedrooms
4 bathrooms
Sleeps 10
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WINDHAM MAGNIFICENT HOLIDAY GETAWAY
5 bedrooms
4 bathrooms
Sleeps 18
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Spacious Mountain Escape - Minutes to Windham/Hunter
5 bedrooms
4 bathrooms
Sleeps 12
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Historic Catskill Mountain House close to Windham
7 bedrooms
3 bathrooms
Sleeps 14
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Armstrongs Elk Farm
3 bedrooms
2 bathrooms
Sleeps 6
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The Mountain House: The Perfect 4 Season Retreat
8 bedrooms
7 bathrooms
Sleeps 22
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Mountain views and seclusion in a rustic midcentury home on Catskill Creek.
2 bedrooms
1 bathroom
Sleeps 5
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Brand new 4-bedroom ski chalet with bucolic mountain, lake and meadow views.
4 bedrooms
3 bathrooms
Sleeps 10
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Lakefront Windham Area Home w/ Pool, Boat & Dock!
4 bedrooms
3 bathrooms
Sleeps 10
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Meadows, Birdsong, Peace and Quiet
2 bedrooms
1 bathroom
Sleeps 3
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The Xenia
4 bedrooms
3 bathrooms
Sleeps 16
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Rare Ski Mountain View!
5 bedrooms
6 bathrooms
Sleeps 12
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Modern Home w/ Deck, 5 Minutes to Windham Resort!
3 bedrooms
2 bathrooms
Sleeps 7
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Tentrr Signature Site - Bearkill Brook
1 bedroom
1 bathroom
Sleeps 10
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Tentrr Signature Site - Creekside Thyme
1 bedroom
1 bathroom
Sleeps 8
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Tentrr Signature Site - Renew Yourself Renew the Earth
1 bedroom
1 bathroom
Sleeps 8
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Tentrr Signature Site - Sacred Hollow
1 bedroom
1 bathroom
Sleeps 6
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The Country Place Resort Home of Zoom Flume Water park
1 bedroom
1 bathroom
Sleeps 2
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Chateau Tina Tiny Luxury Cabin Sleeps 6 Dog Friendly
1 bedroom
1 bathroom
Sleeps 6
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VILLA MARIE Luxury Cabin from our Tiny Cabin Collection Dogs ok
1 bedroom
1 bathroom
Sleeps 4
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Cozy Cabin Sleeps 2 Dog Friendly
1 bedroom
1 bathroom
Sleeps 2
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Windham Mtn Home w/Deck & BBQ: ~3 Mi to Zoom Flume
3 bedrooms
2 bathrooms
Sleeps 6
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Tentrr Signature Site - Moon Song Farm
1 bedroom
1 bathroom
Sleeps 4
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Garden Room Suite at the Van Winkle Inn
1 bedroom
1 bathroom
Sleeps 3
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Turner Suite
1 bedroom
1 bathroom
Sleeps 2
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The Peggy Madeline Suite at the Van Winkle Inn
1 bedroom
1 bathroom
Sleeps 2
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The Castle Family Suite
2 bedrooms
1 bathroom
Sleeps 6
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The Hannah Suite at the Van Winkle Inn
1 bedroom
1 bathroom
Sleeps 2
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NEW! High Peak Heaven: Cozy Log Cabin on 1 Acre!
2 bedrooms
2 bathrooms
Sleeps 5
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Catskill Mtn Home w/Deck, 1.2Mi to Zoom Flume
4 bedrooms
2 bathrooms
Sleeps 8
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NEW! Home w/Sauna & Fire Pit, 13 Mi to Windham Mtn
3 bedrooms
2 bathrooms
Sleeps 8
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Updated Catskills Mtn. Retreat w/ Panoramic Views!
3 bedrooms
3 bathrooms
Sleeps 4
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Luxury Home w/ Deck: Explore the Catskill Mtns!
4 bedrooms
2 bathrooms
Sleeps 8
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