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Houses for Rent in Chestertown, MD

Average rent

$2,500

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104 Cedar St - Photo 1 of 1

5d+ ago

House for rent in Chestertown

SINGLE_FAMILY - Colonial - CHESTERTOWN, MD

104 Cedar St, Chestertown, MD 21620

Garage parking | Ceiling fan

3 beds

2.5 baths

$2,600

House for rent

Charming Colonial with Spacious Rooms & Garage

This lovely 3-bedroom, 2.5-bath Colonial home spans 2,612 sq ft, offering ample living space in a prime Chestertown location near the college and downtown. Features include central air, ceiling fans, and garage parking. Available from June 1st, this residence is perfect for those seeking comfort and convenience. Excellent credit is required, with no pets or smoking allowed.

Listings within 20 miles
105 Dogwood Dr - Photo 1 of 1

3d ago

House for rent in Galena

SINGLE_FAMILY - Rambler - GALENA, MD

105 Dogwood Dr, Galena, MD 21635

In-unit laundry | Storage | Garage parking

3 beds

2 baths

$2,500

House for rent

861 Clover Leaf Ct - Photo 1 of 1

5d+ ago

House for rent in Edgewood

861 Clover Leaf Ct, Edgewood, MD 21040

In-unit laundry | Outdoor space | Air conditioning

2 beds

1 bath

$1,600

House for rent

705 Bayberry Rd - Photo 1 of 1

5d+ ago

House for rent in Edgewood

SINGLE_FAMILY - Ranch - EDGEWOOD, MD

705 Bayberry Rd, Edgewood, MD 21040

In-unit laundry | Outdoor space | Hardwood floor

3 beds

1.5 baths

$2,600

House for rent

217 Haverhill Rd - Photo 1 of 1

5d+ ago

Townhouse for rent in Joppatowne

TOWNHOME - JOPPA, MD

217 Haverhill Rd, Joppatowne, MD 21085

Outdoor space

3 beds

1.5 baths

$1,850

House for rent

1046 Agate Dr #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Edgewood

1046 Agate Drive - 1

1046 Agate Dr #1, Edgewood, MD 21040

On-site laundry | Air conditioning | Hardwood floor

4 beds

2.5 baths

$2,150

House for rent

Available Jun 1

25 2nd Ave - Photo 1 of 1
New construction

5d+ ago

House for rent in Earleville

Manufactured, Single Family - EARLEVILLE, MD

25 2nd Ave, Earleville, MD 21919

Outdoor space

3 beds

2 baths

$2,495

House for rent

2816 Profitt Path - Photo 1 of 1

5d+ ago

House for rent in Edgewood

2816 Profitt Path, Edgewood, MD 21040

In-unit laundry | Hardwood floor | Dishwasher

4 beds

3 baths

$2,950

House for rent

Available May 6

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499 Berkshire Ct - Photo 1 of 1

3d ago

Townhouse for rent in Joppatowne

4 Bedrooms 2.5 Bathrooms, Joppa MD

499 Berkshire Ct, Joppatowne, MD 21085

Outdoor space | Storage | Dishwasher

4 beds

2.5 baths

$2,200

House for rent

Find sweet deals near Chestertown

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

$1,850

Joppatowne

$2,150

Edgewood

$2,200

Joppatowne

$2,100

Edgewood

2842 Beckon Dr #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Edgewood

2842 Beckon Drive - 1

2842 Beckon Dr #1, Edgewood, MD 21040

On-site laundry

4 beds

1.5 baths

$2,100

House for rent

Available May 1

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2828 Beckon Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Edgewood

TOWNHOME - Other - EDGEWOOD, MD

2828 Beckon Dr, Edgewood, MD 21040

In-unit laundry | Outdoor space | Storage

3 beds

2.5 baths

$2,300

House for rent

1501 Saint Christopher Ct - Photo 1 of 1

3d ago

Townhouse for rent in Edgewood

TOWNHOME - Colonial - EDGEWOOD, MD

1501 Saint Christopher Ct, Edgewood, MD 21040

Outdoor space | Air conditioning | Walk-in closets

4 beds

2 baths

$2,450

House for rent

231 Joppa Farm Rd - Photo 1 of 1
New construction

5d+ ago

Townhouse for rent in Joppatowne

TOWNHOME - Other - JOPPA, MD

231 Joppa Farm Rd, Joppatowne, MD 21085

Outdoor space | Garage parking | High ceilings

4 beds

3.5 baths

$3,200

House for rent

8 Lasonia Ct - Photo 1 of 1

3d ago

House for rent in Edgewood

8 Lasonia Ct/ Large 3 bedroom 2.5 bath house

8 Lasonia Ct, Edgewood, MD 21040

On-site laundry | Outdoor space | Storage

3 beds

3 baths

$2,195

House for rent

313 Winterberry Dr - Photo 1 of 1

3d ago

House for rent in Edgewood

House for rent

512 Scholar Ct - Photo 1 of 1

2d ago

Townhouse for rent in Edgewood

512 Scholar Court Edgewood, Maryland 21040

512 Scholar Ct, Edgewood, MD 21040

In-unit laundry | Outdoor space | Storage

3 beds

2.5 baths

$2,150

House for rent

Available Jul 1

1945 Graymount Way - Photo 1 of 1

5d+ ago

Townhouse for rent in Edgewood

1945 Graymount Way, Edgewood, MD 21040

In-unit laundry | Assigned parking | Air conditioning

3 beds

2 baths

$2,195

House for rent

313 Garnett Rd - Photo 1 of 1

2h ago

House for rent in Joppatowne

313 Garnett Rd, Joppatowne, MD 21085

In-unit laundry | Outdoor space | Garage parking

4 beds

3 baths

$2,695

House for rent

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962 Topview Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Edgewood

House for rent

Showing 1 - 19 of 19 results
Home > House Rentals in Chestertown
Updated: June 1, 2026

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Apartments for rent in Chestertown2 rentals

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Discover houses for rent in Chestertown, MD

🌇Available house rentals19 houses
💰Best rent deal104 Cedar St
⭐Popular amenities
🚗With garage parking
🏠With photos