5

Windham, NY Houses for Rent

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  • /29

    $5,500 Per Month

    • 3 Beds
    • 2 Baths
    • 2,000 Sq Ft
    • House for Rent

    63 N Settlement Rd, Windham, NY 12496

    WINTER SEASONAL RENTAL IN THE WINDHAM AREA! Enjoy the warmth and character of this inviting log cabin-style home, available for a seasonal rental from December through March 31st. Featuring beautiful natural wood interiors, 3 bedrooms, 2 baths, a cozy living room with a stone fireplace, and a comfortable atmosphere perfect for relaxing after a day outdoors. Step outside onto the spacious deck,

    Agent Photo

    Lisa Gambella

    Windstar Realty Group, LLC

    63 N Settlement Rd, Windham, NY 12496
  • /17

    $3,500 Per Month

    • 2 Beds
    • 1 Bath
    • 1,496 Sq Ft
    • House for Rent

    53 Mitchell Hollow Rd, Windham, NY 12496

    Winter in Windham Paradise Seasonal Rental - December 2026 through April 2027 - Look out your back window and you see the slopes peeking at you. This beautifully renovated home is ready to pamper you; there is a lovely country kitchen for cooking family meals, with the natural light pouring into the adjacent family room and living rooms which were made for entertaining. perhaps you prefer the hot

    Agent Photo

    Maureen Anshanslin

    Windstar Realty Group, LLC

    53 Mitchell Hollow Rd, 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
  • /30

    $30,000 Per Month

    • 3 Beds
    • 2 Baths
    • 1,748 Sq Ft
    • House for Rent

    281 Old Rd, Windham, NY 12496

    Beautiful Country Home! Enjoy a memorable season in this lovely 3 bedroom, 2 bath Windham home, 5 minutes from the slopes and town. This charming home offers tasteful furnishings, spacious sun filled kitchen with Viking stove, dining room with plenty of room for family and friends. Cozy up in the comfortable living room with welcoming fireplace. Primary bedroom with ensuite bath, 2 more

    Patricia Charbonneau Brainard Ridge Management

    281 Old Rd, Windham, NY 12496

Frequently Asked Questions

How much does it cost to rent a single-family home in Windham, NY?
The median rent for a single-family home in Windham, NY is $2,950 per month, though prices vary by neighborhood, size, and property type. As of September 2026, condos tend to be the most affordable option while townhouses and single-family homes 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 $128,000 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 $3,200 per month in Windham, NY, renters typically need to show $9,600 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 18.3, 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 Houses for Rent
5
Median Single Family Home Rent
$2,950
Median 3 Bedroom Single Family Home Rent
$16,200
How to Rent a Home