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Pawling, NY Homes for Rent

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  • /36

    $3,500 per month

    • 3 Beds
    • 2 Baths
    • 1,936 Sq Ft
    • House for Rent

    11 Glen Arden Dr, Pawling, NY 12564

    Welcome to a rare opportunity to live on the prestigious Quaker Hill in Pawling, NY. Set on a stunning farm estate, this beautifully preserved single-family home offers timeless charm, privacy, and peaceful countryside living — all just minutes from town conveniences.Steeped in history, the home showcases original wood floors, hand-hewn wooden beams, and detailed woodwork throughout. The

    Agent Photo

    Colleen McGrath

    McGrath Realty Inc

    (845) 640-5503

    11 Glen Arden Dr, Pawling, NY 12564
  • /21

    $3,500 per month

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

    39 Nathan Pierce Ct, Pawling, NY 12564

    Welcome to 39 Nathan Pierce Court – a beautifully updated 3-Bedroom, 2.5 Bath townhouse located in the desirable Deerfield Ponds Community. Offering 1,600 sq ft of thoughtfully designed living space, this home combines modern upgrades with everyday comfort and convenience! The kitchen features stainless steel appliances, generous cabinet space, and a bright eat-in area perfect for casual meals or

    LAUREL MASCIA BHHS Hudson Valley Properties

    39 Nathan Pierce Ct, Pawling, NY 12564
  • /43

    $3,000 per month

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Apartment for Rent

    71 E Main St Unit 302, Pawling, NY 12564

    Now Leasing: the Pawling Commons—a brand-new rental complex offering an unparalleled living experience in the heart of the Village of Pawling. This modern three-story building features 15 luxury rental apartments, thoughtfully designed for both comfort and convenience. With a mix of one studio, two one-bedroom, and twelve two-bedroom apartments, residents can choose the perfect space to suit

    Claudia Jiskra McGrath Realty Inc

    71 E Main St Unit 302, Pawling, NY 12564
  • /43

    $3,350 per month

    • 2 Beds
    • 2 Baths
    • 1,055 Sq Ft
    • Apartment for Rent

    71 E Main St Unit 301, Pawling, NY 12564

    Now Leasing: the Pawling Commons—a brand-new rental complex offering an unparalleled living experience in the heart of the Village of Pawling. This modern three-story building features 15 luxury rental apartments, thoughtfully designed for both comfort and convenience. With a mix of one studio, two one-bedroom, and twelve two-bedroom apartments, residents can choose the perfect space to suit

    Claudia Jiskra McGrath Realty Inc

    71 E Main St Unit 301, Pawling, NY 12564
  • /43

    $2,900 per month

    • 2 Beds
    • 2 Baths
    • 997 Sq Ft
    • Apartment for Rent

    71 E Main St Unit 204, Pawling, NY 12564

    Now Leasing: the Pawling Commons—a brand-new rental complex offering an unparalleled living experience in the heart of the Village of Pawling. This modern three-story building features 15 luxury rental apartments, thoughtfully designed for both comfort and convenience. With a mix of one studio, two one-bedroom, and twelve two-bedroom apartments, residents can choose the perfect space to suit

    Claudia Jiskra McGrath Realty Inc

    71 E Main St Unit 204, Pawling, NY 12564
  • /43

    $3,200 per month

    • 2 Beds
    • 2 Baths
    • 1,055 Sq Ft
    • Apartment for Rent

    71 E Main St Unit 201, Pawling, NY 12564

    Now Leasing: the Pawling Commons—a brand-new rental complex offering an unparalleled living experience in the heart of the Village of Pawling. This modern three-story building features 15 luxury rental apartments, thoughtfully designed for both comfort and convenience. With a mix of one studio, two one-bedroom, and twelve two-bedroom apartments, residents can choose the perfect space to suit

    Claudia Jiskra McGrath Realty Inc

    71 E Main St Unit 201, Pawling, NY 12564
  • /43

    $2,850 per month

    • 2 Beds
    • 2 Baths
    • 960 Sq Ft
    • Apartment for Rent

    71 E Main St Unit 102, Pawling, NY 12564

    Now Leasing: the Pawling Commons—a brand-new rental complex offering an unparalleled living experience in the heart of the Village of Pawling. This modern three-story building features 15 luxury rental apartments, thoughtfully designed for both comfort and convenience. With a mix of one studio, two one-bedroom, and twelve two-bedroom apartments, residents can choose the perfect space to suit

    Claudia Jiskra McGrath Realty Inc

    71 E Main St Unit 102, Pawling, NY 12564
  • /43

    $3,100 per month

    • 2 Beds
    • 2 Baths
    • 1,055 Sq Ft
    • Apartment for Rent

    71 E Main St Unit 101, Pawling, NY 12564

    Now Leasing: the Pawling Commons—a brand-new rental complex offering an unparalleled living experience in the heart of the Village of Pawling. This modern three-story building features 15 luxury rental apartments, thoughtfully designed for both comfort and convenience. With a mix of one studio, two one-bedroom, and twelve two-bedroom apartments, residents can choose the perfect space to suit

    Claudia Jiskra McGrath Realty Inc

    71 E Main St Unit 101, Pawling, NY 12564
  • /29

    $25,000 per month

    • 4 Beds
    • 3.5 Baths
    • 4,233 Sq Ft
    • House for Rent

    121 N Quaker Hill Rd, Pawling, NY 12564

    $20k June, July $25k, August $30k Summer 2025. 4 bedroom 3.5 designer inspired home intended to complement the splendor of its natural surroundings. Fully furnished for comfortable luxury. 3 fireplaces and awe inspiring panoramic views. Soak in a breathtaking scene spanning the great meadow, rolling hills and mountains beyond. Long driveway with mature landscape, this hideaway provides pure

    Joseph Lorino Brown Harris Stevens HV LLC

    121 N Quaker Hill Rd, Pawling, NY 12564
  • /24

    $3,800 per month

    • 3 Beds
    • 2.5 Baths
    • 2,229 Sq Ft
    • Apartment for Rent

    921 W Dover Rd, Pawling, NY 12564

    ALL INCLUSIVE RENTAL! All utilities and services are included. This 3-bedroom, 2.5 bathroom no-step main floor apartment is now available. Consisting of the whole main level of a beautiful, custom quality built ranch home and nestled on 8+ private acres, this apartment is 2200+ square feet! This modern house boasts a beautiful and open floor plan. A chef's kitchen has extensive granite counters,

    Joyce Brennan-Zolnik BHHS Hudson Valley Properties

    921 W Dover Rd, Pawling, NY 12564

Why Live in Pawling

Pawling is a rural neighborhood in Dutchess County, known for its expansive green spaces and convenient commute to New York City. Spanning 45 square miles, Pawling offers residents over 1,000 acres of protected parklands and an MTA station for a commute to the city in about an hour and a half. Housing styles include Colonial Revivals, ramblers, raised ranches, and split-levels, with upscale options in Quaker Hill and waterfront cottages in Holmes. Pawling Nature Reserve and Whaley Lake are popular recreational spots, offering hiking, swimming, kayaking, and fishing. The Dutcher Golf Course, the oldest 9-hole municipal course in the country, is another local highlight. For groceries, residents frequent Acme Markets and Hannaford along NY-22, while dining options include O’Connor’s Public House in downtown Pawling. The Pawling Farmers Market and Pawling Concert Series are longstanding community traditions, and the Decemberfest and Tree Lighting event brings neighbors together during the holidays. Education is well-regarded with Pawling Elementary, Pawling Middle, and Pawling High School, alongside the private Trinity-Pawling School. The neighborhood's proximity to major highways also allows for easy access to New Haven, Connecticut, in under two hours.

Frequently Asked Questions

What are the most popular neighborhoods in Pawling, NY for renters?
The most popular neighborhoods in Pawling, NY for renters are Patterson, Dover, Beekman, Kent and East Fishkill.
What are the most popular zip codes in Pawling, NY for renters?
The most popular zip codes in Pawling, NY for renters include 12601, 06776, 12508, 06810 and 10566.
How to Rent a Home