Newest Homes for Rent in Pawling, NY

/36
$4,000 Per Month
- 5 Beds
- 3.5 Baths
- 3,635 Sq Ft
- Apartment for Rent
921 W Dover Rd, Pawling, NY 12564

A One-of-a-Kind Custom Ranch on Nearly 4 Private Acres. Discover exceptional space, quality, and versatility in this expansive custom-built 5+ bedroom ranch, perfectly tucked away in a serene country setting. Designed for comfort and flexibility, this home is ideal for extended family living, multi-generational needs, or a spacious mother-daughter layout. The main floor offers true single-level

Joyce Brennan-Zolnik BHHS Hudson Valley Properties

921 W Dover Rd, Pawling, NY 12564
Explore Pawling
/31
$20,000 Per Month
- 4 Beds
- 2.5 Baths
- 3,035 Sq Ft
- House for Rent
6 Byrds Hill Rd, Pawling, NY 12564

A beautifully renovated antique colonial near Quaker Hill, available for the full summer. The layout offers plenty of room to spread out with an open kitchen and oversized center island, dining and living area with a fireplace, and a separate den for quiet downtime. The main-floor primary suite includes a private bath with both a shower and soaking tub. Three additional bedrooms and a full bath

Stephen Pener William Pitt Sothebys Int Rlty

6 Byrds Hill Rd, Pawling, NY 12564
/24
$1,800 Per Month
- 2 Beds
- 1 Bath
- 690 Sq Ft
- Apartment for Rent
25 Fairway Dr Unit 2, Pawling, NY 12564

Rare Village of Pawling 2 bedroom, second floor apartment. Open concept Living Room allows you to use the space to fit your needs. Remodeled kitchen with luxury vinyl flooring, stainless steel appliances, granite counter tops and white shaker cabinets for lots of storage. Beautiful, weathered wood backsplash adds a designer touch. Updated bathroom with tub/shower enclosure, white vanity and

Judith 'Judy' Albert

BHHS Hudson Valley Properties

25 Fairway Dr Unit 2, Pawling, NY 12564
/8
$2,000 Per Month
- 2 Beds
- 1 Bath
- 900 Sq Ft
- Apartment for Rent
10 Fenwood Dr Unit C, Pawling, NY 12564

Charming and spacious 2-bedroom, 1-bath apartment featuring high ceilings, skylights, and ceramic tile floors throughout, creating a bright and open living environment. This inviting home offers a private entry, providing added privacy and convenience. The apartment is filled with natural light thanks to the skylights and generous ceiling height, giving the living spaces an airy and comfortable

Clayton Livingston McGrath Premier Real Estate

10 Fenwood Dr Unit C, Pawling, NY 12564
/37
$30,000 Per Month
- 4 Beds
- 3.5 Baths
- 4,233 Sq Ft
- House for Rent
121 N Quaker Hill Rd, Pawling, NY 12564

$30k/month summer. Inquire for other terms. 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
/10
$1,425

Total Monthly Price
- 1 Bed
- 1 Bath
- 300 Sq Ft
- Condo for Rent
23 W Main St Unit 1A, Pawling, NY 12564

Two room studio in the historical Village of Pawling. Ground floor, private entrance. Convenient parking. Walk to Metro-North, shopping, laundry. No smoking/pets Call only

23 W Main St Unit 1A, Pawling, NY 12564

New York Dutchess County Pawling

Frequently Asked Questions

How much does it cost to rent a home in Pawling, NY?

The median rent for a home in Pawling, NY is $4,000 per month, though prices vary by neighborhood, size, and property type. As of July 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 Pawling, NY?

To comfortably afford the median rent in Pawling, NY, a household needs to earn roughly $160,000 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 $4,000 per month in Pawling, NY, renters typically need to show $12,000 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 Pawling, NY?

In Pawling, NY, the price-to-rent ratio is 10.7, 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 Trends in Pawling, NY

There are currently 7 homes available for rent in Pawling, NY. The median rent is $4,000 per month, with single-family homes renting at $4,000, townhouses at $2,975 and condos at $2,629.

Rental Home Trends

Number of Homes for Rent 7	Median Rent $4,000
Median Single Family Home Rent $4,000	Median Townhouse Rent $2,975
Median Condo Rent $2,629

How to Rent a Home

Rentals in Pawling

Homes for Rent by Bedrooms in Pawling

Rentals by Price in Pawling

Pawling Rentals under $3,000

More About Living in Pawling

Homes for Rent in Nearby Neighborhoods

Germantown Homes for Rent

Homes for Rent in Nearby Cities

Homes for Rent in Nearby Counties

Disclaimer: Certain information contained herein is derived from information provided by parties other than Homes.com. All information provided is deemed reliable, but is not guaranteed to be accurate and should be independently verified.

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