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Explore Similar Homes Within 2 Miles of Ashland, NY

  • /13

    $1,850 total monthly price

    • 2 Beds
    • 1.5 Baths
    • 1,000 Sq Ft
    • House for Rent

    172 Toles Hollow Rd, Gilboa, NY 12076

    A two bedroom cottage, with a potential small 3rd bedroom or office. Kitchen and living room are a good size. A washer and dryer will be available for use. Wood burning stove in the living room. One full bathroom and one half bathroom.The property is on 2 secluded acres with tons of privacy overlooking south mountain. Front porch, side deck, and frog pond.15-20 minutes from

    172 Toles Hollow Rd, Gilboa, NY 12076
  • /22

    $8,250 per month

    • 4 Beds
    • 3 Baths
    • House for Rent

    32 Twin Pond Rd, Jewett, NY 12444

    SPRING/SUMMER SEASONAL RENTAL, available immediately now through Labor Day. Rent for the summer or longer if desired! This newly built, custom home with resort style amenities in the heart of the Northern Catskills is your ideal summer getaway: Perfectly situated for adventures, and perfectly outfitted to go nowhere at all! An AirBNB favorite, situated on secluded 5 acres, this beautiful &

    Jessica Surbeck WINDSTAR REALTY GROUP LLC

    32 Twin Pond Rd, Jewett, NY 12444
  • /36

    $4,900 total monthly price

    • 3 Beds
    • 3 Baths
    • 2,500 Sq Ft
    • House for Rent

    1393 Ny-296, Hunter, NY 12442

    Available for the first time , fully furnished for 30 to 90 day stays march through June, all utilities included. This newly renovated mountain retreat is ideally situated between two premier ski destinations, located just five minutes from the slopes of both Hunter Mountain and Windham Mountain. The home features a thoughtful three-level layout designed to maximize the natural beauty of its

    1393 Ny-296, Hunter, NY 12442
  • /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
  • /16

    $1,450 total monthly price

    • 3 Beds
    • 1 Bath
    • 800 Sq Ft
    • Condo for Rent

    5576 Ny-23 Unit ground floor, Windham, NY 12496

    Ground floor apartment in 2 family home with covered porch, 2 to 3 bedroom, large kitchen, nice sized rooms, convenient to all, oil heat, utilities not included, cable available PLEASE USE THE SEND MESSAGE FEATURE TO EXPRESS INTEREST IN THIS LISTING

    5576 Ny-23 Unit ground floor, Windham, NY 12496
  • /23

    $10,000 per month

    • 3 Beds
    • 2.5 Baths
    • 2,600 Sq Ft
    • House for Rent

    292 Van Etten Rd, Prattsville, NY 12468

    The Seasonal Winter Rental rate is $45,000. This is a ncely appointed home with open floor plan, wood burning fireplace, large deck with fantastic views.The fully stocked gourmet kitchen is a chef's delight. House is situated on 5.5 Acres with outdoor fire pit & adirondeck chairs. Also the yard has a slight grade which is excellent for sleigh riding. Close to State land and 15 minutes to Windham

    Sheila Word Coldwell Banker Village GreenW

    292 Van Etten Rd, Prattsville, NY 12468

Why Live in Ashland

Ashland, New York, is a small community known for its natural beauty and forested landscapes, situated near Windham. The area is popular for outdoor activities such as hunting, hiking, and skiing, with Windham Mountain Club located about 5 miles away. Ashland features large custom cabins and contemporary homes on multiacre lots, including A-frame cabins and Colonial Revival homes, providing residents with a sense of seclusion and picturesque mountain views. Ashland Park serves as a community hub with a playground, picnic tables, and a dog park, hosting events like truck and tractor pulls, car shows, and concerts. Public forests such as Huntersfield State Forest offer hiking trails and spaces for hunting and trapping. Local businesses include The Vineyard at Windham, which offers New York wines, and Brandywine, a fine dining Italian restaurant. For additional shopping and dining options, residents often visit downtown Windham. Windham-Ashland-Jewett Central School serves all grade levels and offers advanced courses and vocational programs. Ashland is located along state Route 23, with Albany about 60 miles away and Albany International Airport approximately 70 miles away.

Frequently Asked Questions

What are the most popular neighborhoods in Ashland, NY for renters?
The most popular neighborhood in Ashland, NY for renters is Saugerties South.
What are the most popular zip codes in Ashland, NY for renters?
The most popular zip codes in Ashland, NY for renters include 12496, 12442, 12474, 12431 and 12477.
How to Rent a Home