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Windham, NY Homes for Rent

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  • /40

    $42,000 per month

    • 5 Beds
    • 4.5 Baths
    • 2,765 Sq Ft
    • House for Rent

    24 Windham View Rd, Windham, NY 12496

    Fantastic Winter Rental! A warm abundance of natural light greets you as you enter this beautiful 5-bedroom 4.5 bath Contemporary Home. Situated on a quiet road with outstanding views of Windham Mountain. This home offers you a perfect getaway to enjoy a memorable winter season, less than 5 minutes to the slopes! Perfect share for 2 families, plenty of sleeping, plenty of privacy!The

    Patricia Charbonneau Brainard Ridge Management

    24 Windham View Rd, Windham, NY 12496
  • /10

    $1,300 per month

    • 1 Bed
    • 1 Bath
    • 940 Sq Ft
    • Apartment for Rent

    105 Cross Rd, Windham, NY 12496

    Beautiful Apartment in Windham - Convenient Location!This charming apartment is perfectly situated in Windham, just minutes from scenic hiking trails and right off Route 23, offering easy access to Catskill, Cairo, and Hudson. Whether you're here for work or play, you'll love the peaceful surroundings and unbeatable convenience. Ideal for commuters, nature lovers, or anyone looking to enjoy

    Carlos Rodriguez Dugo Realty

    105 Cross Rd, Windham, NY 12496
  • /49

    $2,250 per month

    • 2 Beds
    • 1.5 Baths
    • 779 Sq Ft
    • Apartment for Rent

    52 County Road 65a Unit . 2, Hensonville, NY 12439

    Newly updated, Fully Furnished - Custom 1-bedroom apartment located in Hensonville, just minutes from Windham. This spacious unit is filled with natural light and features a unique loft bedroom with two beds—perfect for guests. Ideal for a long-term tenant or those seeking a weekend getaway from the city. Enjoy the peace and privacy of a quiet setting with a grassy backyard and a relaxing creek

    Caitlin Cucchiella Core Real Estate Team

    52 County Road 65a Unit . 2, Hensonville, NY 12439
  • /28

    $2,250 per month

    • 2 Beds
    • 1.5 Baths
    • 776 Sq Ft
    • Apartment for Rent

    52 Route 65a Unit . 1, Hensonville, NY 12439

    Newly updated, Fully Furnished - Custom 1-bedroom apartment w/ 2 beds located in Hensonville, just minutes from Windham. This spacious unit is filled with natural light and features a unique loft bedroom with two beds—perfect for guests. Ideal for a long-term tenant or those seeking a weekend getaway from the city. Enjoy the peace and privacy of a quiet setting with a grassy backyard and a

    Caitlin Cucchiella Core Real Estate Team

    52 Route 65a Unit . 1, Hensonville, NY 12439
  • /30

    $12,000 per month

    • 3 Beds
    • 2 Baths
    • 786 Sq Ft
    • Townhouse for Rent

    121 Brainard Ridge Rd, Windham, NY 12496

    It's never too early to secure your ski season rental. This bright and cozy 3-bedroom, 2-bath townhouse sits right on the side of Windham Mountain Club, offering easy access to the slopes. Walk to the mountain or take a quick drive into town for dining and shopping.Inside, you'll find an inviting space with plenty of natural light, a wood-burning fireplace, and a deck with beautiful mountain

    Alexis Amico Dugo Realty

    121 Brainard Ridge Rd, Windham, NY 12496
  • /24

    $2,250 per month

    • 2 Beds
    • 1.5 Baths
    • 779 Sq Ft
    • Apartment for Rent

    52 Route 65a Unit . 2, Hensonville, NY 12439

    Interested renters, submit your application through RentSpree:

    Caitlin Cucchiella Core Real Estate Team

    52 Route 65a Unit . 2, Hensonville, NY 12439
  • /55

    $65,000 per month

    • 5 Beds
    • 5.5 Baths
    • 3,643 Sq Ft
    • Townhouse for Rent

    292 South St, Windham, NY 12496

    Your 2024-2025 Windham Vacation Rental awaits! Nestled at the edge of Windham Mountain Club's North Lot, this stunning property offers unparalleled convenience and luxury for large groups and ski enthusiasts alike. Here's why this property is perfect vacation rental for the upcoming 2024-2025 ski season:Key Features & Amenities*Sleeps 12 comfortably with 1 king bed, 3 queen beds, and 2 sets of

    Regina Tortorella Coldwell Banker Village GreenW

    292 South St, Windham, NY 12496

Why Live in Windham

New Yorkers started vacationing in the mountain town of Windham as early as the 1820s, but the community in the Catskills saw tourism increase to a new level when a ski resort opened in 1960. Many visitors make the two-and-a-half-hour drive from New York City to Windham, where a Main Street of local restaurants and shops is surrounded by slopes, summits and forests that pop with red and orange leaves in the fall. The Windham Mountain Club ski resort is one of the area’s biggest draws, but local recreation extends beyond the slopes to hiking, mountain biking and fishing. While the community sees a slight dip in activity in the spring, its outdoor activities are varied enough to keep homeowners and tourists around for most of the year, says Carol Shaw, owner and broker of Shaw Country Realty and a Windham resident. In fact, she compares Windham to a popular recreation town in the mountains of Colorado. “It’s almost like an eastern Boulder.” Mountainside homes line the roads winding alongside the ski slopes. Condos and townhouses are often part of resort communities with high HOA and condo association fees, but they typically come with amenities such as swimming pools, fitness

Frequently Asked Questions

What are the most popular zip codes in Windham, NY for renters?
The most popular zip codes in Windham, NY for renters include 12496, 12439, 12450, 12413 and 12414.
How to Rent a Home