14

Pine Plains, NY Houses for Rent

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  • /31

    $6,500 per month

    • 1 Bed
    • 1.5 Baths
    • 936 Sq Ft
    • House for Rent

    43 Lake Shore Dr, Pine Plains, NY 12567

    Welcome to The Lake Cottage – A Rare Seasonal Retreat on Twin Island LakeDiscover The Lake Cottage, a one-of-a-kind, fully furnished seasonal escape on the shores of Twin Island Lake. This private lakefront compound offers a tranquil and inspiring setting, making it the perfect getaway for artists, writers, creatives, or anyone in search of rest and renewal.Nestled behind lush, mature

    Agent Photo

    SHERI SCEROLER

    Four Seasons Sothebys Intl

    (518) 676-2689

    43 Lake Shore Dr, Pine Plains, NY 12567
  • /20

    $4,000 per month

    • 2 Beds
    • 3 Baths
    • House for Rent

    1495 County Rd 83, Pine Plains, NY 12567

    Fabulous, scenic and private guest house rental on a 14-acre country estate located in the peaceful Shekomeko Valley with pond and pastoral views. An open kitchen, dining, and living area with a wood stove and sliding doors that lead out to your stone patio and the stunning views. Pet is allowed with owner approval. The home is available in early June. Tenant pays heat, electric, internet,

    1495 County Rd 83, Pine Plains, NY 12567
  • /19

    $2,750 per month

    • 2 Beds
    • 1 Bath
    • 980 Sq Ft
    • House for Rent

    1684 Route 83, Pine Plains, NY 12567

    Newly renovated 1790's barn is set at the edge of the woods with a terraced view of a rising valley. Wild life roams freely through the property. Birds and butterfly flit about. Solace and privacy abounds. Free to roam the land, use a portion of the garden or sit at the water's edge, the sunlit hill or the meadow for contemplation. This home is fully furnished with the finest furniture, antiques

    CATHERINE HOWARD Corcoran Country Living

    1684 Route 83, Pine Plains, NY 12567
  • /20

    $30,000 per month

    • 5 Beds
    • 4 Baths
    • House for Rent

    28 Conklin Hill Rd, Stanfordville, NY 12581

    SUMMER RENTAL - Available July 1, 2025 - August 31, 2025 for $30,000 per month. Exquisite 1790's country house completely restored and beautifully furnished. There are period moldings, five fireplaces, five bedrooms, four baths, and a generator. Also, a 20' x 50' gunite salt water pool with pool house fully equipped with full kitchen and bath. There is a separate building near the pool with a

    28 Conklin Hill Rd, Stanfordville, NY 12581
  • /36

    $65,000 per month

    • 4 Beds
    • 4.5 Baths
    • 7,500 Sq Ft
    • House for Rent

    461 Silvernails Rd, Pine Plains, NY 12567

    Available for summer rental, Memorial Day through Labor Day. Ingadi, the Zulu word for garden, is a magical journey of the senses where the Roeliff Jansen Kill and the Shekomeko Creek merge, creating one of the most spiritually powerful and visually stunning experiences in the Hudson Valley. This is a true fantasy compound all set within 127 acres of pristine land with a total of 11 bedrooms

    Byron Anderson Compass Greater NY, LLC

    461 Silvernails Rd, Pine Plains, NY 12567
  • /20

    $3,995 per month

    • 3 Beds
    • 1 Bath
    • House for Rent

    1517 County Rd 83, Pine Plains, NY 12567

    This is your peaceful Hudson Valley retreat. Charming Picardy Farm, located on 10 quiet acres in the bucolic Shekomoko Valley is ready for immediate experiences and exploration. The sophisticated, fully furnished barn conversion includes 3 bedrooms, a stunning Great Room with dining, cathedral beamed ceiling, eat- in country kitchen, charming windowed porch and more. You enter the property off a

    1517 County Rd 83, Pine Plains, NY 12567
  • /23

    $4,000 per month

    • 2 Beds
    • 2.5 Baths
    • 2,160 Sq Ft
    • House for Rent

    1495 Route 83, Pine Plains, NY 12567

    Fabulous, scenic 2 bedroom guest home on a 14 acre country estate located in the peaceful Shekomeko Valley with a pond and pastoral views. Enjoy an open kitchen, dining, and living area with a wood stove and sliding doors that lead out to your stone patio with stunning views. The home has a separate driveway from the main estate house and plenty of privacy. A pet is allowed with the owners

    Jane Kelly Corcoran Country Living - Mill

    1495 Route 83, Pine Plains, NY 12567
  • /20

    $4,995 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    1504 County Rd 83, Pine Plains, NY 12567

    Hudson Valley private hillside retreat with south western mountain views. Quiet and special, this is located in the desirable Shekomeko Valley. This contemporary country home is on over 30 bucolic acres. Set well off the beautiful country road, the driveway leads to this renovated haven. Gorgeous vistas of countryside farms and mountains, the landscaping allows for relaxing exploration and

    1504 County Rd 83, Pine Plains, NY 12567
  • /31

    $3,995 per month

    • 3 Beds
    • 1 Bath
    • 1,500 Sq Ft
    • House for Rent

    1517 Route 83, Pine Plains, NY 12567

    This is your peaceful Hudson Valley retreat. Charming Picardy Farm, located on 10 quiet acres in the bucolic Shekomoko Valley is ready for immediate experiences and exploration. The sophisticated, fully furnished barn conversion includes 3 bedrooms, a stunning Great Room with dining, cathedral beamed ceiling, eat- in country kitchen, charming windowed porch and more. You enter the property off a

    Steve Bruman Corcoran Country Living

    1517 Route 83, Pine Plains, NY 12567
  • /20

    $4,995 per month

    • 3 Beds
    • 3 Baths
    • House for Rent

    1515 County Rd 83, Pine Plains, NY 12567

    Hudson Valley experiences await you with this bucolic setting at Picardy Farm. Once the home of one of the finest jazz musicians, composer, bandleader, actor and author, Artie Shaw, the 19th Century Greek Revival property includes The Garden House now available for lease. This 3 bedroom, 2.5 bath home is FULLY FURNISHED and ready for you to realign with nature and all that upstate New York has to

    1515 County Rd 83, Pine Plains, NY 12567
  • /34

    $4,995 per month

    • 3 Beds
    • 2.5 Baths
    • 1,600 Sq Ft
    • House for Rent

    1515 Route 83 Unit 15, Pine Plains, NY 12567

    Hudson Valley experiences await you with this bucolic setting at Picardy Farm. Once the home of one of the finest jazz musicians, composer, bandleader, actor and author, Artie Shaw, the 19th Century Greek Revival property includes The Garden House now available for lease. This 3 bedroom, 2.5 bath home is FULLY FURNISHED and ready for you to realign with nature and all that upstate New York has to

    Steve Bruman Corcoran Country Living

    1515 Route 83 Unit 15, Pine Plains, NY 12567
  • /19

    $2,750 per month

    • 2 Beds
    • 1 Bath
    • House for Rent

    1684 County Rd 83, Pine Plains, NY 12567

    Newly renovated 1790's barn is set at the edge of the woods with a terraced view of a rising valley. Wild life roams freely through the property. Birds and butterfly flit about. Solace and privacy abounds. Free to roam the land, use a portion of the garden or sit at the water's edge, the sunlit hill or the meadow for contemplation. This home is fully furnished with the finest furniture, antiques

    1684 County Rd 83, Pine Plains, NY 12567
  • /34

    $4,995 per month

    • 3 Beds
    • 2.5 Baths
    • 2,246 Sq Ft
    • House for Rent

    1504 Route 83, Pine Plains, NY 12567

    Hudson Valley private hillside retreat with south western mountain views. Quiet and special, this is located in the desirable Shekomeko Valley. This contemporary country home is on over 30 bucolic acres. Set well off the beautiful country road, the driveway leads to this renovated haven. Gorgeous vistas of countryside farms and mountains, the landscaping allows for relaxing exploration and

    Steve Bruman Corcoran Country Living

    1504 Route 83, Pine Plains, NY 12567
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