137+ Vacation Rentals Near Windham Vineyards and Winery |
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Cruise Vacations - Vacation Rentals in Windham Vineyards and Winery

Property Image From $1,879
         

10.0 (164 Reviews)
Cabin
Dancing Horse Farm in Windham: Spectacular 9 Bedroom Home, 30 Acres, Ski Lodge
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $361
         

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10.0 (4 Reviews)
Ski Chalet
Beautiful Windham Chalet 2 minutes to the Mountain
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $427
         

10.0 (27 Reviews)
House
200 m² House ∙ 4 bedrooms ∙ 8 guests
  • 2152 ft² House
  • Air Conditioner
  • Parking
  • Pool

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Property Image From $150
         

9.4 (127 Reviews)
Hotel
Cave Mountain Motel
  • Air Conditioner
  • Parking
  • TV

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Property Image From $450
         

9.6 (57 Reviews)
House
Retreat mountain home
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,632
         

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10.0 (1 Review)
House
Holly Lodge - Ski Windham Hunter Catskills
  • Air Conditioner
  • Pet Friendly
  • View

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Property Image From $235
         

10.0 (2 Reviews)
House
162 m² House ∙ 3 bedrooms ∙ 6 guests
  • 1743 ft² House
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,861
         

New
Cabin
5 Min to Skiing | Hot Tub | Fire Pit | Pool Table
  • Child Friendly

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Property Image From $305
         

10.0 (37 Reviews)
House
Red Fox T.H. & Spa hot tub - mini golf tee off & outside living room & firepit
  • Air Conditioner
  • Parking
  • TV

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Property Image From $413
         

10.0 (1 Review)
House
Cozy, Modern Cabin Retreat 8 min to Windham mtn
  • Parking
  • Pet Friendly
  • View

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Property Image From $312
         

10.0 (1 Review)
Apartment
130 m² Apartment ∙ 4 bedrooms ∙ 8 guests
  • 1399 ft² Apartment
  • Parking
  • Pet Friendly
  • TV

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Property Image From $514
         

10.0 (35 Reviews)
House
'The Mountain House:' Windham Retreat w/Hot Tub!
  • Air Conditioner
  • Parking
  • TV

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Property Image From $186
         

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10.0 (1 Review)
Apartment
Windham Ridge Chalet
  • Air Conditioner
  • Parking
  • View

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Property Image From $387
         

10.0 (154 Reviews)
House
Charming Mountain Retreat Lg Mod/Kit on Stream/Fire-pit/Hot Tub
  • Air Conditioner
  • Parking
  • TV

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Property Image From $189
         

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8.7 (3 Reviews)
House
Catskills Townhome about 2 Mi to Windham Mountain Club
  • Parking
  • Pet Friendly
  • Accessibility

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Property Image From $196
         

10.0 (68 Reviews)
Cabin
Cutest Cabin in Windham walking trail to MTN views corn hole mini golf BBQ grill
  • Air Conditioner
  • Parking
  • TV

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Property Image From $268
         

7.0 (1 Review)
Villa
The Cabins at Walnut Grove-minutes from Hunter and Windham
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $504
         

10.0 (25 Reviews)
House
"New Home" Idyllic Mt Views ,Pond & Horse farm views 2 min to Town
  • Air Conditioner
  • Parking
  • TV

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Property Image From $4,930
         

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New
House
Windham Manor on 45 Acres - 5 Mi to Ski Resort!
  • Parking
  • Accessibility
  • Security/Safety

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Property Image From $1,611
         

10.0 (16 Reviews)
House
Serene Catskills Escape: Hot Tub, Pond & Game Room
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $1,722
         

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New
Villa
Custom Windham Mtn Villa with Pool, Theater and Views!
  • Parking
  • Pool
  • Private Pool

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Property Image From $1,448
         

10.0 (12 Reviews)
Cabin
Just 6 minutes from Windham Mountain
  • Air Conditioner
  • Parking
  • TV

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Property Image From $431
         

10.0 (11 Reviews)
House
Magical Home Located in Windham and Catskills
  • Air Conditioner
  • Parking
  • Pet Friendly

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Property Image From $281
         

10.0 (9 Reviews)
Cabin
Newly Built 1200sq ft Guest House 4min to Ski & Hiking
  • Air Conditioner
  • Parking
  • TV

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Weather in Windham Vineyards and Winery

View the weather forecast for Windham Vineyards and Winery before booking your Windham Vineyards and Winery Vacation Rentals to confirm your best time to go.

December - February
High 60°F       Low 26°F
March - May
High 77°F       Low 40°F
June - August
High 91°F       Low 64°F
September - November
High 84°F       Low 38°F

Top Attractions Around Windham Vineyards and Winery, NY

Cruisevacations offers a large selection of top attractions around Windham Vineyards and Winery. Research things to do on your vacation before you visit Windham Vineyards and Winery.


Hunter Mountain Windham Mountain Resort Catskill Mountains Belleayre Mountain Howe Caverns Kaaterskill Falls Bard College Plattekill Mountain Copperhood Retreat & Spa Saugerties Lighthouse Olana State Historic Site Hudson Valley Mall Windham Country Club Zoom Flume Emerson Place Kaleidoscope Belleayre Beach at Pine Hill Lake Bethel Woods Museum Opus 40 Canada Falls The Clermont Mansion