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Houses for Rent in Pawling, NY

Average rent

$3,275

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15 Kirby Hill Road - Photo 1 of 1

5d+ ago

House for rent in Pawling

SINGLE_FAMILY - Colonial - Pawling, NY

15 Kirby Hill Road, Pawling, NY 12564

In-unit laundry | Outdoor space | Swimming pool

4 beds

3 baths

$7,500

House for rent

Elegant Colonial Estate with Pool on Vast Grounds

Experience luxurious living in this stunning 3,942 sq. ft. colonial farmhouse, nestled on nearly 250 acres. This prestigious Quaker Hill rental features four bedrooms, a grand foyer with fireplaces, a beautifully appointed kitchen, and an inviting outdoor space with an in-ground pool, fire pit, and tennis court access. Enjoy the charm of nearby Pawling with boutique shops and dining, while benefiting from year-round amenities ideal for both relaxation and recreation.

112 Charles Colman Boulevard - Photo 1 of 1

5d+ ago

House for rent in Pawling

Colonial,Farmhouse, Single Family Residence - Pawling, NY

112 Charles Colman Boulevard, Pawling, NY 12564

In-unit laundry | Storage | Carpet

3 beds

1 bath

$2,950

House for rent

Charming C1900 Colonial with Gorgeous Outdoor Space

This delightful farmhouse colonial features period wood floors and a dreamy updated kitchen with quartz counters. The spacious living room offers abundant light and access to a large paver patio, perfect for entertaining amidst landscaped gardens. Upstairs, three bright bedrooms and a luxurious bathroom await, while the finished attic provides flexible space for modern needs. A covered front porch and a fully fenced yard complete this country oasis, offering a blend of character and convenience.

49 Pembroke Road #NA - Photo 1 of 1

5d+ ago

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$3,950 - 3 Bedroom 2.5 Bathroom House In New Fairfield (0.5 miles to town center / Starbucks and Dunkin Donuts)

49 Pembroke Road #NA, New Fairfield, CT 06812

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$3,950

The price shown is for a 12-month lease and includes base rent plus any required monthly fees listed by the property.

House for rent

Available Nov 15

235 Haviland Drive - Photo 1 of 1

19h ago

House for rent in Patterson

235 Haviland Drive, Patterson, NY 12563

Outdoor space

2 beds

1 bath

$2,300

House for rent

233 Haviland Drive - Photo 1 of 1

19h ago

House for rent in Patterson

233 Haviland Drive, Patterson, NY 12563

Outdoor space | Hardwood floor | Dishwasher

3 beds

2 baths

$4,300

House for rent

15 Riverview Road - Photo 1 of 1

5d+ ago

House for rent in Gaylordsville

Single Family Rental, Colonial - New Milford, CT

15 Riverview Road, Gaylordsville, CT 06755

In-unit laundry | Garage parking | High ceilings

3 beds

2 baths

$3,300

The price shown is for a 12-month lease. Fees may apply.

House for rent

Nearby rental good for eco-living

$3,300

Bethel

Nearby rental good for pet owners

$1,448

Danbury

8 Glenview Drive - Photo 1 of 1

5d+ ago

House for rent in Sherman

Single Family Rental, Colonial - Sherman, CT

8 Glenview Drive, Sherman, CT 06784

In-unit laundry | Storage | Garage parking

4 beds

2 baths

$4,000

The price shown is for a 12-month lease. Fees may apply.

House for rent

8 Cedar Point Dr - Photo 1 of 1

5d+ ago

House for rent in Sherman

Single Family Rental, Contemporary - Sherman, CT

8 Cedar Point Dr, Sherman, CT 06784

In-unit laundry | Outdoor space | Air conditioning

2 beds

3 baths

$7,000

The price shown is for a 12-month lease. Fees may apply.

House for rent

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5d+ ago

House for rent in New Fairfield

157 Ball Pond Rd #C, New Fairfield, CT 06812

In-unit laundry | Dishwasher

2 beds

1 bath

$2,995

The price shown is for a 12-month lease. Fees may apply.

House for rent

1531 New York Highway 22 - Photo 1 of 1

5d+ ago

House for rent in Wingdale

SINGLE_FAMILY - Bungalow - Wingdale, NY

1531 New York Highway 22, Wingdale, NY 12594

In-unit laundry | Outdoor space

2 beds

1 bath

$2,200

House for rent

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Find sweet deals near Pawling

These rentals are 10%-30% cheaper than the local average price for similar rentals.

$2,950

Pawling

$2,600

Danbury

$3,300

Brookfield

58 Big Trail - Photo 1 of 1

5d+ ago

House for rent in Sherman

Single Family Rental, Ranch - Sherman, CT

58 Big Trail, Sherman, CT 06784

In-unit laundry | Storage | Garage parking

4 beds

3 baths

$4,500

The price shown is for a 12-month lease. Fees may apply.

House for rent

5d+ ago

House for rent in Sherman

Raised Ranch, Single Family Rental - Sherman, CT

17 Pinewood Shores, Sherman, CT 06784

In-unit laundry | Outdoor space | Garage parking

3 beds

2 baths

$3,600

The price shown is for a 12-month lease. Fees may apply.

House for rent

24 Crescent Dr - Photo 1 of 1

5d+ ago

House for rent in Holmes

SINGLE_FAMILY - Ranch - Holmes, NY

24 Crescent Dr, Holmes, NY 12531

In-unit laundry | Outdoor space | Fireplace

2 beds

2 baths

$3,400

$3,275

Price drop

House for rent

24 Dodd Road - Photo 1 of 1

2d ago

House for rent in New Milford

House for rent full property

24 Dodd Road, New Milford, CT 06776

Outdoor space | Assigned parking | Air conditioning

3 beds

2 baths

$3,500

The price shown is for a 12-month lease. Fees may apply.

House for rent

Available Dec 11

19 Cedar Lane - Photo 1 of 1

5d+ ago

House for rent in Wingdale

SINGLE_FAMILY - Ranch - Wingdale, NY

19 Cedar Lane, Wingdale, NY 12594

Outdoor space | Dishwasher

3 beds

1 bath

$3,500

House for rent

10 Wells Woods Lane #NA - Photo 1 of 1

5d+ ago

Townhouse for rent in Brewster

$2,500 - 2 Bedroom 2.5 Bathroom House In Brewster With Great Amenities

10 Wells Woods Lane #NA, Brewster, NY 10509

In-unit laundry | Outdoor space | Storage

2 beds

2 baths

$2,500

House for rent

Available Jan 1

156 Triangle Street - Photo 1 of 1

5d+ ago

House for rent in Danbury

Single Family Rental, Colonial - Danbury, CT

156 Triangle Street, Danbury, CT 06810

In-unit laundry | Outdoor space | Hardwood floor

6 beds

3 baths

$5,500

The price shown is for a 12-month lease. Fees may apply.

House for rent

113 Park Avenue #20 - Photo 1 of 1

5d+ ago

Townhouse for rent in Danbury

Townhouse, Residential Rental - Danbury, CT

113 Park Avenue #20, Danbury, CT 06810

In-unit laundry | Outdoor space | Dishwasher

2 beds

1 bath

$2,750

The price shown is for a 12-month lease. Fees may apply.

House for rent

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32 Pleasant Street - Photo 1 of 1

5d+ ago

House for rent in Bethel

Townhouse,Half Duplex, Multi-family Rental - Bethel, CT

32 Pleasant Street, Bethel, CT 06801

3 beds

1 bath

$2,800

The price shown is for a 12-month lease. Fees may apply.

House for rent

5 Howes Court - Photo 1 of 1

5d+ ago

House for rent in Ridgefield

Single Family Rental, Colonial - Ridgefield, CT

5 Howes Court, Ridgefield, CT 06877

In-unit laundry | Storage | Garage parking

3 beds

2 baths

$5,000

The price shown is for a 12-month lease. Fees may apply.

House for rent

15 Bates Place #5 - Photo 1 of 1

5d+ ago

Townhouse for rent in Danbury

Metro Court - 5

15 Bates Place #5, Danbury, CT 06810

In-unit laundry | Garage parking | Air conditioning

3 beds

2 baths

$2,950

The price shown is for a 12-month lease. Fees may apply.

House for rent

Available Jan 1

22 Brookside Trail - Photo 1 of 1

5d+ ago

House for rent in New Milford

SINGLE_FAMILY - Ranch - Call Listing Agent, CT

22 Brookside Trail, New Milford, CT 06776

In-unit laundry | Outdoor space | Fireplace

3 beds

2 baths

$4,700

The price shown is for a 12-month lease. Fees may apply.

House for rent

14 Stuart Drive - Photo 1 of 1

5d+ ago

House for rent in Danbury

Single Family Rental, Ranch - Danbury, CT

14 Stuart Drive, Danbury, CT 06811

In-unit laundry | Outdoor space | Storage

4 beds

3 baths

$2,900

The price shown is for a 12-month lease. Fees may apply.

House for rent

33 Sycamore Road - Photo 1 of 1

5d+ ago

House for rent in Mahopac

SINGLE_FAMILY - Colonial - Mahopac, NY

33 Sycamore Road, Mahopac, NY 10541

In-unit laundry | Outdoor space | High ceilings

3 beds

2 baths

$4,295

House for rent

21 Tinkertown Road - Photo 1 of 1

5d+ ago

House for rent in Dover Plains

SINGLE_FAMILY - Ranch - Dover Plains, NY

21 Tinkertown Road, Dover Plains, NY 12522

In-unit laundry | Outdoor space | Storage

3 beds

1 bath

$3,000

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Pawling
Updated: December 13, 2025

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Discover houses for rent in Pawling, NY

🌇Available house rentals25 houses
💰Best rent deal1531 New York Highway 22
🍃With outdoor space
⭐Popular amenities, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
🏠With photos