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Explore Similar Homes Within 10 Miles of Chestertown, NY

  • 4155 Lake Shore Dr Unit SI ID1376008P, Diamond Point, NY 12824
    4155 Lake Shore Dr Unit SI ID1376008P, Diamond Point, NY 12824
    4155 Lake Shore Dr Unit SI ID1376008P, Diamond Point, NY 12824
    /30

    $12,823 per month

    • 4 Beds
    • 4 Baths
    • Condo for Rent

    4155 Lake Shore Dr Unit SI ID1376008P, Diamond Point, NY 12824

    The advertised rate of $12,823/month is the lowest available price, based on a 1 month(s) stay with a move-in date of April 11, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    4155 Lake Shore Dr Unit SI ID1376008P, Diamond Point, NY 12824
  • 7457 State Route 8, Brant Lake, NY 12815
    7457 State Route 8, Brant Lake, NY 12815
    7457 State Route 8, Brant Lake, NY 12815
    /17

    $8,000 per month

    • 4 Beds
    • 4.5 Baths
    • 2,719 Sq Ft
    • House for Rent

    7457 State Route 8, Brant Lake, NY 12815

    Welcome to beautiful Brant Lake and your private lakeside retreat at 7457 State Route 8, Brant Lake, NY 12815. This direct lakefront rental offers the perfect Adirondack escape, blending comfort, privacy, and breathtaking views. Enjoy your own private dock for swimming, boating, or soaking in the peaceful surroundings from sunrise to sunset. Inside, the home features a well-equipped kitchen and

    Julia Pucciarelli Gallo Realty ADK Inc

    7457 State Route 8, Brant Lake, NY 12815
  • 4168 Lake Shore Dr Unit SI ID1376009P, Diamond Point, NY 12824
    4168 Lake Shore Dr Unit SI ID1376009P, Diamond Point, NY 12824
    4168 Lake Shore Dr Unit SI ID1376009P, Diamond Point, NY 12824
    /20

    $21,500 per month

    • 5 Beds
    • 4 Baths
    • Condo for Rent

    4168 Lake Shore Dr Unit SI ID1376009P, Diamond Point, NY 12824

    The advertised rate of $21,501/month is the lowest available price, based on a 30 day(s) stay with a move-in date of March 29, 2026.Rates vary depending on the duration of stay, season, and other parameters. For exact pricing and additional pricing components, please visit our website and enter your desired move-in and move-out dates. The rate is applicable when billed upfront; it can be

    4168 Lake Shore Dr Unit SI ID1376009P, Diamond Point, NY 12824
  • 32 Gooseneck Rd, Brant Lake, NY 12815
    32 Gooseneck Rd, Brant Lake, NY 12815
    32 Gooseneck Rd, Brant Lake, NY 12815
    /7

    $2,250 per month

    • 3 Beds
    • 1 Bath
    • 1,100 Sq Ft
    • House for Rent

    32 Gooseneck Rd, Brant Lake, NY 12815

    Weekly Vacation Rental Available weeks of:6/27-7/4, 8/8-8/15 & 8/29-9/5.Escape to a gorgeous, pristine vacation getaway on Brant Lake, NY with this rare one-week lakefront rental featuring over 300 feet of private shoreline and a large sandy beach--perfect for swimming, relaxing, and family fun. This charming 3 bedroom, 1 bath ranch style cabin comfortably sleeps 6 guests and offers

    Julie Ann Gold Roohan Realty

    32 Gooseneck Rd, Brant Lake, NY 12815
  • 11 Keyes St, Warrensburg, NY 12885
    11 Keyes St, Warrensburg, NY 12885
    11 Keyes St, Warrensburg, NY 12885
    /20

    $1,800 per month

    • 3 Beds
    • 1 Bath
    • 1,156 Sq Ft
    • House for Rent

    11 Keyes St, Warrensburg, NY 12885

    Welcome home to this charming property on a quiet street in Warrensburg! Nestled in a peaceful neighborhood close to the beautiful Adirondack Park, this home offers the perfect blend of comfort and convenience, Just minutes from Queensbury, Glens Falls, and Lake George, you'll enjoy easy access to shopping, dining, and year-round outdoor activities. A wonderful place to call home for families

    Peggy King Roohan Realty

    11 Keyes St, Warrensburg, NY 12885
  • 29 Sunrise Ln, Bolton Landing, NY 12814
    29 Sunrise Ln, Bolton Landing, NY 12814
    29 Sunrise Ln, Bolton Landing, NY 12814
    /24

    $10,000 per month

    • 3 Beds
    • 2 Baths
    • 1,344 Sq Ft
    • House for Rent

    29 Sunrise Ln, Bolton Landing, NY 12814

    The ultimate rental opportunity!! This Bolton Landing home has the most amazing panoramic views of Lake George, The Sagamore Hotel, and Dome Island. This 3/2 home is fully furnished .Five minutes to Bolton Landing Village. Enjoy the beach, marinas, some great restaurants and quaint shops. Less than 30 minutes to Gore Mt. Experience the 'Queen of the Adirondacks and all its glory. This prime

    Cindy Anthis Hunt ERA

    29 Sunrise Ln, Bolton Landing, NY 12814
New York Warren County Chestertown

Homes for Rent in Chestertown, NY

Why Live in Chestertown

Chestertown, NY, a small Adirondack town, is known for its strong community spirit and outdoor recreational opportunities. Celebrating its 225th anniversary in July 2024, the town hosts events like car shows and festivals, showcasing its vibrant local culture. Residents enjoy four seasons of activities, from swimming and fishing in natural lakes to skiing and snowmobiling at nearby mountain resorts. Main Street is a hub of activity, featuring eateries such as the Bullhouse Kitchen and Bar, which offers Latin American-influenced comfort food, and the Main Street Ice Cream Parlor, serving breakfast and lunch. Cultural attractions include the Carol Theater and Birds of a Feather Studio and Gallery. Chestertown's historic district is walkable and bikeable, with easy access to Interstate 87, connecting to Albany and New York City. The town is safer than the national average, providing peace of mind for families. Homes range from historic houses to newer builds, with many purchased as vacation homes, though year-round residency is growing. Flooding can affect properties along routes 8 and 9, particularly near Chester Creek. Outdoor enthusiasts can explore nearby Gore Mountain and Pharaoh Lake Wilderness Area, offering skiing, hiking, and water activities. The Chester Challenge encourages hiking on local trails, promoting physical fitness. Chestertown's community organizations and events, such as Woof Stock and the Krazy Downhill Derby, further enrich the town's appeal, making it a unique place to live or visit.

Learn more about living in Chestertown

Frequently Asked Questions

What are the most popular zip codes in Chestertown, NY for renters?
The most popular zip codes in Chestertown, NY for renters is 12845.
How to Rent a Home

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