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Windham, NY Homes for Rent

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  • /6

    $1,600 Per Month

    • 2 Beds
    • 1 Bath
    • 1,024 Sq Ft
    • Apartment for Rent

    60 Bell Hill Rd Unit Upper, Windham, NY 12496

    Spacious, fully furnished second-floor apartment with covered entry. 2 bedrooms, 1 bath. Open plan living area with kitchen and dining and nice light. Secluded location, yet only minutes to town, slopes and golf courses. Rent Includes all utilities: electric, heat, hot water, cable, and WIFI. Extra nice features include washer/dryer, off-street parking and access to yard.

    Agent Photo

    Jessica Surbeck

    Windstar Realty Group, LLC

    60 Bell Hill Rd Unit Upper, Windham, NY 12496
  • /8

    $1,700 Per Month

    • 2 Beds
    • 1 Bath
    • Condo for Rent

    128 South St Unit 2B, Windham, NY 12496

    Property Id: 1494611 **IMAGES ARE FOR OUR 1 BED UNIT - LAYOUT WILL BE SLIGHTLY DIFFERENT WITH LARGER KITCHEN - on 2nd floor** Located in the heart of Windham, NY - Apartment for rent - 2 bed/1 bath, central air and heat with private washer and dryer in unit. Garbage, water, and sewer included. If interested, please send an email we will send you a video walkthrough of the unit. In

    128 South St Unit 2B, Windham, NY 12496
  • /12

    $2,600 Per Month

    • 2 Beds
    • 2 Baths
    • 1,008 Sq Ft
    • Condo for Rent

    24 Quads Way, Windham, NY 12496

    This newly updated ski season rental is the perfect base for your winter adventures! Minutes from Windham Mountain, the unit is available December 1- March 31, Fully furnished and outfitted, the condo offers 2 full baths and 2 bedrooms with room for 5. Enjoy hearty breakfasts in the eat-in kitchen and cozy evenings around the wood burning fireplace. The outdoor deck features a propane grill for

    Agent Photo

    Jessica Surbeck

    Windstar Realty Group, LLC

    24 Quads Way, Windham, NY 12496
  • /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
  • /12

    $2,400 Per Month

    • 3 Beds
    • 1.5 Baths
    • 1,457 Sq Ft
    • House for Rent

    28 Sutton Hollow Rd, Windham, NY 12496

    Welcome home to this beautiful and spacious 3-bedroom, 2-bathroom rental offering the perfect blend of comfort and convenience. The home features a welcoming layout with plenty of room to relax, entertain, and make the space your own. Enjoy the added convenience of ample off-street parking, making it easy for multiple vehicles and guests. A wonderful opportunity for anyone looking for a

    Carlos Rodriguez Dugo Realty

    28 Sutton Hollow Rd, Windham, NY 12496
  • /3

    $2,100 Per Month

    • 2 Beds
    • 2 Baths
    • 1,163 Sq Ft
    • Condo for Rent

    5359 State Route 231, Windham, NY 12496

    Experience easy mountain living in Windham! This charming 2-bedroom, 2-bath condo features a welcoming living room, dedicated dining space, and the convenience of in-unit laundry. Includes assigned parking and is just moments from Windham Mountain—perfect for those seeking relaxation and recreation.

    Simran Bajaj BH&G R E Realty Connect

    5359 State Route 231, 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

How much does it cost to rent a home in Windham, NY?
The median rent for a home in Windham, NY is $2,400 per month, though prices vary by neighborhood, size, and property type. As of September 2026, condos tend to be the most affordable option while single-family homes and townhouses are currently more expensive.
How much do you need to make to afford rent in Windham, NY?
To comfortably afford the median rent in Windham, NY, a household needs to earn roughly $96,000 per year. This is based on the common guideline that households should spend no more than 30% of gross income on housing. Most landlords require monthly household income of at least 3x the monthly rent, and with a median rent of $2,400 per month in Windham, NY, renters typically need to show $7,200 per month in gross income to qualify. Actual affordability will vary depending on household debts, other living expenses, and overall budget.
Is it more affordable to rent or buy in Windham, NY?
In Windham, NY, the price-to-rent ratio is 24.6, which generally favors renting. This ratio divides the median home price by the annual median rent: below 15 typically favors buying, 15 to 20 is balanced, and above 20 typically favors renting. Your finances, how long you plan to stay, and costs like mortgage rates, taxes, and maintenance all factor into the decision.

Rental Home Trends

Number of Homes for Rent
8
Median Rent
$2,400
Median Single Family Home Rent
$2,275
Median Townhouse Rent
$3,200
Median Condo Rent
$1,700
How to Rent a Home