4

Windham, NY Homes for Rent

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  • /40

    $7,000 Per Month

    • 2 Beds
    • 2 Baths
    • 1,390 Sq Ft
    • Townhouse for Rent

    53 Windham Mount Village, Windham, NY 12496

    Seasonal Rental | Windham Mountain Village | Windham Mountain Club Enjoy next ski season in this beautifully renovated Windham Mountain Village townhouse, ideally located just steps to the slopes and lodge, with easy walk-to-lift access at the Windham Mountain Club. Thoughtfully updated in June 2025, this inviting residence lives as a 3-bedroom (legal 2-bedroom + flex room) and offers the perfect

    Regina Tortorella Coldwell Banker Village GreenW

    53 Windham Mount Village, Windham, NY 12496
  • /36

    $8,495 Per Month

    • 5 Beds
    • 4 Baths
    • 3,000 Sq Ft
    • House for Rent

    170 Maplecrest Rd, Hensonville, NY 12439

    WELCOME TO THE MID-CENTURY WINDHAM ART HOUSE WITH LUXURIOUS YEAR-ROUND HOT TUB, OUTDOOR SEASONAL SWIMMING POOL, WALL-TO-WALL FIREPLACE, CUSTOM BAR, 2.7 ACRES LAND WITH PRIVATE CREEK AND MORE! This gorgeous 5 bedroom 2.5 bath home of nearly 3,000 sq ft offers so much: NATURE and PRIVACY, beautiful lawns, a creek, huge trees; RELAX and ENTERTAINMENT, swimming pool, hot tub, fireplace, bar, grill,

    Martina Dechevska Find Real Estate LLC

    170 Maplecrest Rd, Hensonville, NY 12439
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    $2,000 Per Month

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

    121 Brainard Ridge Rd, Windham, NY 12496

    Seasonal summer or winter rental. Now is the perfect time to secure your seasonal rental in Windham. This bright and cozy 3-bedroom, 2-bath townhouse is ideally located right on the side of Windham Mountain Club, offering a peaceful setting with convenient access to everything the area has to offer. Inside, you'll find a warm and inviting space filled with natural light, a wood-burning fireplace

    Alexis Amico Dugo Realty

    121 Brainard Ridge Rd, Windham, NY 12496
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    $13,000 Per Month

    • 2 Beds
    • 2 Baths
    • 295 Sq Ft
    • Townhouse for Rent

    274 County Road 65 Unit 40, Windham, NY 12496

    Seasonal Rental, development has shuttle bus to and from Windham Mt. Club, great location. Lovely 2 bedroom, 2 baths with laundry. Open living area, stone wood burning fireplace, sliding doors to deck. Upper level has 2 bedrooms, living room has pull out couch, Unit sleeps 7 persons. Don't miss out on this lovely rental. ** AVAILABLE for entire 26/27 ski season 13000 or 3,900 per month.

    Mary Donovan Gallagher & Company

    274 County Road 65 Unit 40, Windham, NY 12496

Why Live in Windham

Windham, NY, located in the Catskills, has been a popular destination since the 1820s, with tourism booming after the opening of a ski resort in 1960. The Windham Mountain Club remains a major attraction, offering skiing, an 18-hole golf course, and horseback riding. Beyond the slopes, the area is known for hiking, mountain biking, and fishing, with The Windham Path providing a nearly 2-mile trail suitable for leisurely hikes and cycling. The town's Main Street features local restaurants, shops, and historic churches, with The Chicken Run offering live music and hearty meals. For groceries, residents often visit the Main Street Market or travel 15 miles to the nearest Hannaford supermarket. Homes in Windham range from condos and townhouses with resort amenities to private single-family chalets, often designed with timbering, stone foundations, and A-frame roofs. The Windham-Ashland-Jewett Central School District serves all grade levels on one campus, maintaining small class sizes and offering college-level courses. Community events, such as free summer concerts and the Autumn Affair Fall Fest, are organized by the Windham Chamber of Commerce. Windham is accessible via state Route 23, with Interstate 87 providing routes to Albany, 30 miles away, and New York City, 120 miles away. For medical care, residents travel 40 miles to Margaretville Hospital.

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 12423, 12413, 12477, 12414 and 12498.

Rental Home Trends in Windham, NY

Rental Home Trends

Number of Homes for Rent
4
Median Rent
$7,000
Median Single Family Home Rent
$2,500
Median Townhouse Rent
$7,500
How to Rent a Home