Cheap Rentals in Chappaqua, NY

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ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
Bright one-bedroom accessory apartment in Chappaqua. Open floor plan gives a spacious feel. Sliding glass door opens to large deck running the length of the unit. Enjoy beautiful vistas in this priva

$2,100/mo

1 bed1 bath832 sq ft

85 Paulding Dr, Chappaqua, NY 10514

Available 10/01 • Parking • Car-dependent

NEW 16 HRS AGO

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
Two-bedroom, one-level unit with private entrance and short walk to train, restaurants, and shopping in the Village of Chappaqua, NY. Private laundry in the unit. Two large bedrooms. Private parking i

$2,800/mo

2 beds1 bath1,000 sq ft

205 N Greeley Ave Unit A, Chappaqua, NY 10514

Available 10/01 • Parking • Dishwasher

3D WALKTHROUGH

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
This spacious townhouse is waiting for you to come home! This well-appointed one-bedroom, one-bathroom home will pleasantly surprise you. As you enter the house, a large living area will greet you wit

$2,900/mo

1 bed1 bath900 sq ft

150 N Bedford Rd Unit 5A, Chappaqua, NY 10514

Laundry in unit • Parking • A/C

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
This is a rare and unique short-term rental opportunity at a below market rate of $4,050/month from November 2, 2025 - June 30, 2026. This one-time opportunity to lease a 2 bed/2 bath cottage in Chapp

$4,050/mo

2 beds2 baths1,100 sq ft

7 Valley View Rd Unit 1, Chappaqua, NY 10514

Available 11/02 • Laundry in unit • Parking

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
Move right in to this freshly painted home with a beautifully renovated eat-in kitchen and new flooring. High ceilings add to the open feel, offering 2 bedrooms, 1 full bath, plus a versatile den/offi

$4,400/mo

2 beds1 bath1,100 sq ft

547 King St Unit B, Chappaqua, NY 10514

Parking • Dishwasher • Somewhat walkable

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
Multi-level home featuring large rms and open plan kitch/dining area. Bdrm's are located upstairs and are well sized with beautiful crown molding and large closets. Large, flat backyard perfect for pl

$4,500/mo

3 beds1.5 baths2,200 sq ft

52 Orchard Ridge Rd, Chappaqua, NY 10514

Pets welcome • Parking • A/C

Property at 25 Maple Ave, Chappaqua, NY, 10514, 3 beds, 2 baths, [object Object]

$5,400/mo

3 beds2 baths1,600 sq ft

25 Maple Ave, Chappaqua, NY 10514

Property at 44 Brook Farm Close, Chappaqua, NY, 10514, 2 beds, 2.5 baths, [object Object]

$5,500/mo

2 beds2.5 baths1,495 sq ft

44 Brook Farm Close, Chappaqua, NY 10514

Property at 50 Bischoff Ave, Chappaqua, NY, 10514, 3 beds, 2.5 baths, [object Object]

$6,100/mo

3 beds2.5 baths1,550 sq ft

50 Bischoff Ave, Chappaqua, NY 10514

Property at 235 Douglas Rd, Chappaqua, NY, 10514, 3 beds, 2 baths, [object Object]

$6,250/mo

3 beds2 baths1,912 sq ft

235 Douglas Rd, Chappaqua, NY 10514

Property at 306 Quaker Rd, Chappaqua, NY, 10514, 4 beds, 4 baths, [object Object]

$9,500/mo

4 beds4 baths3,000 sq ft

306 Quaker Rd, Chappaqua, NY 10514

Property at 105 Hardscrabble Lake Dr, Chappaqua, NY, 10514, 5 beds, 5.5 baths, [object Object]

$11,000/mo

5 beds5.5 baths5,356 sq ft

105 Hardscrabble Lake Dr, Chappaqua, NY 10514

End of results (Download All)

Here are some rentals close to your search

NEW 28 HRS AGO

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
Situated on the Hudson River in Westchester County, Ossining is a spirited town with a rich history, stunning natural beauty, and charming homes in a range of architectural stylings. From the bustling

1 bd: $1,700

2 bd: $2,995

Audubon Living LLC

| 38 1/2 Wolden Rd, Ossining, NY 10562

3 units match • Pets welcome • Dishwasher

$1,750/mo

1 bed1 bath501 sq ft

37 W Main St Apt 11, Mt Kisco, NY 10549

Available 10/01 • Very walkable

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
Discover luxury living in Bedford Hills, NY with this spacious 1-bedroom apartment featuring a balcony, and one parking spot included in rent. Located close to MetroNorth for easy commuting, this pet-

$1,770/mo

1 bed1 bath755 sq ft

37 Rome Ave, Bedford Hills, NY 10507

Pets welcome • Parking • Car-dependent

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
1 Month Broker Fee ***1 person only*** 1 car only No pets No laundry Freshly painted 1 bed/1 bath apartment. Brand new flooring just installed. Full kitchen and good size living room. The bedroom can

$1,825/mo

1 bed1 bath— sq ft

11 Summit Rd Unit 2, Katonah, NY 10536

Available 10/01 • Parking • Car-dependent

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
Welcome to London Terrace! Located at 50-52 Croton Avenue, in Ossining, NY. The complex has 1 and 2 Bedroom Rentals. Assigned parking is available for a monthly fee.

$1,975+/mo

1 bed1 bath— sq ft

London Terrace

| 50 Croton Ave, Ossining, NY 10562

Dishwasher • Very walkable • Some transit

NEW 28 HRS AGO

ABOUT THIS HOME
Cheap Rentals in Chappaqua, NY
Tucked in a peaceful tree-lined neighborhood in Ossining, New York, Cortlandt Living is the inviting community you seek. Our spacious one, two, three, and four bedroom apartments and townhomes come wi

Studio: $2,000

1 bd: $2,399 • 2 bd: $2,850

Cortlandt Living

| 24 Claremont Gdns, Ossining, NY 10562

4 units match • Pets welcome • Dishwasher

Property at 70 Croton Ave Unit 1C, Ossining, NY, 10562, 1 bed, 1 bath, [object Object]

$2,095/mo

1 bed1 bath— sq ft

70 Croton Ave Unit 1C, Ossining, NY 10562

Property at 10 Forest Ave, Ossining, NY, 10562, 1 bed, 1 bath, [object Object]

$2,100/mo

1 bed1 bath950 sq ft

10 Forest Ave, Ossining, NY 10562

Property at 119 Carpenter Ave, Mount Kisco, NY, 10549, 1 bed, 1 bath, [object Object]

$2,100/mo

1 bed1 bath800 sq ft

119 Carpenter Ave, Mount Kisco, NY 10549

Property at 280 West St, Mt Kisco, NY, 10549, 1 bed, 1 bath, [object Object]

$2,150/mo

1 bed1 bath720 sq ft

280 West St, Mt Kisco, NY 10549

Property at 125 Main St Unit 2B, Ossining, NY, 10562, 1 bed, 1 bath, [object Object]

$2,250/mo

1 bed1 bath600 sq ft

125 Main St Unit 2B, Ossining, NY 10562

Property at Waterview - 42 Cedar Ln, Ossining, NY, 10562, 1-2 bed, 1 bath, [object Object]

$2,299+/mo

1-2 bed1 bath750-1,000 sq ft

Waterview

| 42 Cedar Ln, Ossining, NY 10562

Property at The Gardens at Mt Kisco - 260 West St, Mount Kisco, NY, 10549, 1 bed, 1 bath, [object Object]

$2,350/mo

1 bed1 bath700 sq ft

The Gardens at Mt Kisco

| 260 West St, Mount Kisco, NY 10549

Property at 378 Elwood Ave Unit 2, Hawthorne, NY, 10532, 2 beds, 1 bath, [object Object]

$2,350/mo

2 beds1 bath720 sq ft

378 Elwood Ave Unit 2, Hawthorne, NY 10532

Property at 199 Babbitt Rd, Bedford Hills, NY, 10507, 1 bed, 1 bath, [object Object]

$2,450/mo

1 bed1 bath700 sq ft

199 Babbitt Rd, Bedford Hills, NY 10507

Property at Everbend - 1202 Crescent Dr, Tarrytown, NY, 10591, 1-2 bed, 1-2 bath, [object Object]

$2,495+/mo

1-2 bed1-2 bath658-1,064 sq ft

Everbend

| 1202 Crescent Dr, Tarrytown, NY 10591

Property at Sherwood Apartments LLC - 7 Sherwood Ave, Ossining, NY, 10562, 1-2 bed, 1-1.5 bath, [object Object]

$2,499+/mo

1-2 bed1-1.5 bath700-1,100 sq ft

Sherwood Apartments LLC

| 7 Sherwood Ave, Ossining, NY 10562

Property at 25 Valley Rd, Thornwood, NY, 10594, 1 bed, 1 bath, [object Object]

$2,500/mo

1 bed1 bath700 sq ft

25 Valley Rd, Thornwood, NY 10594

Property at 62 S Washington St, Tarrytown, NY, 10591, 1 bed, 1 bath, [object Object]

$2,500/mo

1 bed1 bath600 sq ft

62 S Washington St, Tarrytown, NY 10591

Property at 49 Main St Unit 1R, Tarrytown, NY, 10591, 1 bed, 1 bath, [object Object]

$2,500/mo

1 bed1 bath800 sq ft

49 Main St Unit 1R, Tarrytown, NY 10591

Based on information submitted to the MLS GRID as of Sun Sep 21 2025. All data is obtained from various sources and may not have been verified by broker or MLS GRID. Supplied Open House Information is subject to change without notice. All information should be independently reviewed and verified for accuracy. Properties may or may not be listed by the office/agent presenting the information.

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