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Houses for Rent in Chester, MD

All rentals

41A Queen Catherine Ct #END - Photo 1 of 1

5d+ ago

Townhouse for rent in Chester

2 bedrooms for rent $1400 each or you can rent the whole house for 2700

41A Queen Catherine Ct #END, Chester, MD 21619

In-unit laundry | Garage parking | Air conditioning

2 beds

4 baths

$1,400

House for rent

Available Aug 1

137 Warbler Way - Photo 1 of 1
New construction

5d+ ago

House for rent in Chester

SINGLE_FAMILY - Rambler - CHESTER, MD

137 Warbler Way, Chester, MD 21619

In-unit laundry | Storage | Garage parking

2 beds

2 baths

$4,300

House for rent

1712 Main St #220E - Photo 1 of 1

5d+ ago

House for rent in Chester

Office Space, Suite 220E

1712 Main St #220E, Chester, MD 21619

Carpet | On-site management | Microwave

Studio

0 baths

$500

House for rent

Available Jul 1

1712 Main St #200 - Photo 1 of 1

5d+ ago

House for rent in Chester

Office Space, Suite 200

1712 Main St #200, Chester, MD 21619

Carpet | Elevator | Microwave

Studio

2 baths

$1,500

House for rent

Available Jul 1

1712 Main St #220A - Photo 1 of 1

5d+ ago

House for rent in Chester

Office Space, Suite 220A

1712 Main St #220A, Chester, MD 21619

Carpet | On-site management | Microwave

Studio

0 baths

$500

House for rent

Available Jul 1

307 Mainsail Dr - Photo 1 of 1
3D tour

1d ago

House for rent in Stevensville

307 Mainsail Dr, Stevensville, MD 21666

Outdoor space | Air conditioning | Ceiling fan

4 beds

3 baths

$3,295

House for rent

Available Aug 15

Nearby rental good for pet owners

$8,358

Annapolis

Nearby rental good for wfh

$4,500

Lake Shore

702 Cloverfields Dr - Photo 1 of 1

5d+ ago

House for rent in Stevensville

SINGLE_FAMILY - Other - STEVENSVILLE, MD

702 Cloverfields Dr, Stevensville, MD 21666

In-unit laundry | Outdoor space | Garage parking

4 beds

2.5 baths

$2,850

House for rent

1035 Chester River Dr - Photo 1 of 1

5d+ ago

House for rent in Grasonville

1035 Chester River Dr, Grasonville, MD 21638

In-unit laundry | Assigned parking | Dishwasher

3 beds

2 baths

$3,500

House for rent

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3809 Main St - Photo 1 of 1

4d ago

House for rent in Grasonville

SINGLE_FAMILY - National - GRASONVILLE, MD

3809 Main St, Grasonville, MD 21638

On-site laundry | Outdoor space | Storage

2 beds

2 baths

$2,695

House for rent

Find sweet deals near Chester

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

$2,850

Stevensville

$3,400

Arnold

$3,295

Cape St. Claire

Listings within 10 miles
6808 Main St - Photo 1 of 1

4d ago

House for rent in Queenstown

SINGLE_FAMILY - Rambler - QUEENSTOWN, MD

6808 Main St, Queenstown, MD 21658

Hardwood floor

3 beds

1 bath

$2,400

House for rent

215 Thompson Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Queenstown

215 Thompson Ave

215 Thompson Ave, Queenstown, MD 21658

In-unit laundry | Outdoor space | Garage parking

3 beds

2.5 baths

$2,700

House for rent

Available Aug 15

301 Wicomico Rd - Photo 1 of 1

3d ago

House for rent in Stevensville

SINGLE_FAMILY - Other - STEVENSVILLE, MD

301 Wicomico Rd, Stevensville, MD 21666

In-unit laundry | Outdoor space | Carpet

3 beds

1 bath

$2,200

House for rent

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108 Wilson Rd - Photo 1 of 1

5d+ ago

House for rent in Grasonville

SINGLE_FAMILY - Rambler - GRASONVILLE, MD

108 Wilson Rd, Grasonville, MD 21638

In-unit laundry | Furnished | Dishwasher

3 beds

2 baths

$3,000

House for rent

105 King George Ct - Photo 1 of 1

5d+ ago

House for rent in Stevensville

SINGLE_FAMILY - Rambler - STEVENSVILLE, MD

105 King George Ct, Stevensville, MD 21666

Outdoor space | Garage parking | Hardwood floor

4 beds

3 baths

$4,700

House for rent

578 Foxpaw Trl - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

578 Foxpaw Trl, Annapolis, MD 21409

Outdoor space | Assigned parking | Air conditioning

3 beds

2 baths

$4,578

House for rent

Listings within 20 miles
23 Pinkney St - Photo 1 of 1

4d ago

Our team has verified this company

Verified

23 Pinkney St, Annapolis, MD 21401

Garden | Assigned parking | Air conditioning

2 beds

2 baths

$9,130

$8,358

Price drop

House for rent

714 Glenwood St - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

714 Glenwood St, Annapolis, MD 21401

Outdoor space | Assigned parking | Air conditioning

2 beds

1 bath

$4,905

House for rent

29670 Old Creek Ln - Photo 1 of 1

5d+ ago

House for rent in Easton

SINGLE_FAMILY - Other - EASTON, MD

29670 Old Creek Ln, Easton, MD 21601

On-site laundry | Outdoor space | Storage

4 beds

2.5 baths

$3,000

House for rent

408 Stayton St - Photo 1 of 1

5d+ ago

House for rent in Easton

SINGLE_FAMILY - Colonial - EASTON, MD

408 Stayton St, Easton, MD 21601

In-unit laundry | Garage parking | Hardwood floor

3 beds

2.5 baths

$3,200

House for rent

191 Prince George St #E - Photo 1 of 1

5d+ ago

House for rent in Annapolis

SINGLE_FAMILY - Federal - ANNAPOLIS, MD

191 Prince George St #E, Annapolis, MD 21401

In-unit laundry | Outdoor space | High ceilings

1 bed

1 bath

$3,000

House for rent

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30 Cornhill St - Photo 1 of 1

5d+ ago

House for rent in Annapolis

SINGLE_FAMILY - Federal - ANNAPOLIS, MD

30 Cornhill St, Annapolis, MD 21401

In-unit laundry | Outdoor space | Storage

4 beds

3 baths

$3,950

House for rent

21 Copley Ct #21 - Photo 1 of 1

2h ago

Townhouse for rent in Annapolis

$3,200 - 3 Bedroom 2.5 Bathroom Townhouse In Annapolis

21 Copley Ct #21, Annapolis, MD 21403

In-unit laundry | Outdoor space | Storage

3 beds

2.5 baths

$3,200

House for rent

Available Aug 10

237 Asbury Rd - Photo 1 of 1
No deposit

21h ago

House for rent in Riviera Beach

237 Asbury Rd, Riviera Beach, MD 21122

In-unit laundry | Air conditioning | Concierge service

3 beds

2 baths

$2,300

House for rent

Available Jul 20

20 Washington Dr - Photo 1 of 1

1d ago

House for rent in Parole

20 Washington Dr, Parole, MD 21401

In-unit laundry | Storage

4 beds

2 baths

$3,500

House for rent

Available Jul 20

103 Douglas Ln - Photo 1 of 1

1d ago

House for rent in Saint Michaels

SINGLE_FAMILY - SAINT MICHAELS, MD

103 Douglas Ln, Saint Michaels, MD 21663

In-unit laundry | Outdoor space | Storage

4 beds

2 baths

$2,400

House for rent

Average rent

The average rent for houses in Chester, as of July 2026, is down 17.13% compared to last month but unchanged year-over-year.
$2,697

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Showing 1 - 25 of 25 results
Home > House Rentals in Chester
Updated: July 22, 2026

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Apartments for rent in Chester8 rentals

8 rentals

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Discover houses for rent in Chester, MD

🌇Available house rentals25 houses
💰Best rent deal1712 Main St #220A
🍃With outdoor space
⭐Popular amenities, ,
🍽With dishwasher
🚗With garage parking
🏠With photos