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Houses for Rent in Chester, MD

The average rent for houses in Chester is down 15.62% compared to last month but up 23.98% year-over-year.

All rentals

1905 Bayside Dr - Photo 1 of 1

10h ago

House for rent in Chester

Residential Lease, CHESTER, MD

1905 Bayside Dr, Chester, MD 21619

In-unit laundry | Garage parking | Ceiling fan

2 beds

2.5 baths

$2,700

Price dropped $300
215 Parks Rd - Photo 1 of 1

5d+ ago

House for rent in Chester

Residential Lease, CHESTER, MD

215 Parks Rd, Chester, MD 21619

Outdoor space

2 beds

1 bath

$2,400

Price dropped $600
215 Kingfisher Ln - Photo 1 of 1
Age restricted
New construction

5d+ ago

House for rent in Chester

Residential Lease, CHESTER, MD

215 Kingfisher Ln, Chester, MD 21619

In-unit laundry | Garage parking | Swimming pool

5 beds

4.5 baths

$4,500

1340 Queen Anne Dr - Photo 1 of 1

5d+ ago

House for rent in Chester

Residential Lease, CHESTER, MD

1340 Queen Anne Dr, Chester, MD 21619

Outdoor space | Dishwasher

3 beds

2 baths

$2,700

1030 Old Love Point Rd - Photo 1 of 1

4d ago

House for rent in Stevensville

Kent Island Life!

1030 Old Love Point Rd, Stevensville, MD 21666

In-unit laundry | Outdoor space | Garage parking

5 beds

3 baths

$3,650

804 Mason Rd - Photo 1 of 1

5d+ ago

House for rent in Stevensville

804 Mason Rd, Stevensville, MD 21666

In-unit laundry | Assigned parking | Air conditioning

3 beds

2.5 baths

$3,100

Nearby rental good for eco-living

$3,495

Hillsmere Shores

Nearby rental good for pet owners

$8,911

Annapolis

3809 Main St - Photo 1 of 1

5d+ ago

House for rent in Grasonville

Residential Lease, GRASONVILLE, MD

3809 Main St, Grasonville, MD 21638

On-site laundry | Outdoor space | Storage

2 beds

2 baths

$2,750

203 Romancoke Rd - Photo 1 of 1

5d+ ago

House for rent in Stevensville

STEVENSVILLE, MD

203 Romancoke Rd, Stevensville, MD 21666

Assigned parking | Business center

Studio

0 baths

$800

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405 Winchester Creek Rd - Photo 1 of 1

5d+ ago

House for rent in Grasonville

GRASONVILLE, MD

405 Winchester Creek Rd, Grasonville, MD 21638

Business center

Studio

0 baths

$1,250

Find sweet deals near Chester

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

$800

Stevensville

$2,350

Annapolis

$1,950

Centreville

Listings within 10 miles
109 Yewell Rd - Photo 1 of 1

5d+ ago

House for rent in Queenstown

Residential Lease, QUEENSTOWN, MD

109 Yewell Rd, Queenstown, MD 21658

Ceiling fan

4 beds

2.5 baths

$3,500

108 Wilson Rd - Photo 1 of 1

5d+ ago

House for rent in Grasonville

Residential Lease, GRASONVILLE, MD

108 Wilson Rd, Grasonville, MD 21638

In-unit laundry | Dishwasher

3 beds

2 baths

$2,700

Listings within 20 miles
432 Maryland Ave - Photo 1 of 1

5d+ ago

House for rent in Lake Shore

401 Jefferson St #NA - Photo 1 of 1

2d ago

Our team has verified this company

Verified

$4,000 - 4 Bedroom 3 Bathroom House In Annapolis With Great Amenities

401 Jefferson St #NA, Annapolis, MD 21403

In-unit laundry | Outdoor space | Storage

4 beds

3 baths

$4,000

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
102 Charles St - Photo 1 of 1

1d ago

Our team has verified this company

Verified

102 Charles St, Annapolis, MD 21401

Garden | Air conditioning | Central heat

2 beds

2 baths

$4,102

Price dropped $252
23 Pinkney St - Photo 1 of 1

15h ago

Our team has verified this company

Verified

23 Pinkney St, Annapolis, MD 21401

Garden | Assigned parking | Air conditioning

2 beds

2 baths

$8,911

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

145 King George St #1 - Photo 1 of 1

5d+ ago

Townhouse for rent in Naval Academy

145 King George Street - 1

145 King George St #1, Naval Academy, MD 21401

In-unit laundry | Dishwasher

3 beds

1.5 baths

$1,958

30 Hearthstone Ct #E - Photo 1 of 1

1d ago

House for rent in Annapolis

Residential Lease, ANNAPOLIS, MD

30 Hearthstone Ct #E, Annapolis, MD 21403

In-unit laundry | Swimming pool | Dishwasher

2 beds

2 baths

$2,350

3465 Marble Arch Dr - Photo 1 of 1

1d ago

Green Haven townhouse for rent in Pasadena

Residential Lease, PASADENA, MD

3465 Marble Arch Dr, Pasadena, MD 21122

Outdoor space | Carpet

2 beds

2 baths

$2,400

New construction

1d ago

House for rent in Easton

26542 Royal Oak Rd, Easton, MD 21601

On-site laundry | Garage parking | Fireplace

3 beds

2.5 baths

$2,500

109 S Liberty St - Photo 1 of 1

2d ago

House for rent in Centreville

109 S Liberty St Centreville

109 S Liberty St, Centreville, MD 21617

In-unit laundry | Outdoor space | Storage

3 beds

1.5 baths

$1,950

395 S Commerce St - Photo 1 of 1

10h ago

House for rent in Centreville

395 S Commerce St, Centreville, MD 21617

In-unit laundry | Outdoor space | Hardwood floor

3 beds

2 baths

$2,100

403 Bay Dale Dr - Photo 1 of 1

5d+ ago

Townhouse for rent in Arnold

403 bay dale drive

403 Bay Dale Dr, Arnold, MD 21012

On-site laundry | Outdoor space | Air conditioning

3 beds

4 baths

$2,850

851 Harbor View Ter #NA - Photo 1 of 1

5d+ ago

House for rent in Cape St. Claire

$900 - 4 Bedroom 2.5 Bathroom Waterfront House On Deep Creek Cape St Claire With Great Amenities

851 Harbor View Ter #NA, Cape St. Claire, MD 21409

On-site laundry | Outdoor space | Storage

4 beds

2.5 baths

$900

Additional fees apply. The price shown reflects base rent. Based on information provided by the property, additional fees may apply, but no required monthly charges have been confirmed. See all fees for details.
4922 Hine Dr - Photo 1 of 1

5d+ ago

House for rent in Shady Side

SHADY SIDE, MD

4922 Hine Dr, Shady Side, MD 20764

Fireplace | Furnished | Dishwasher

4 beds

3 baths

$4,500

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

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Apartments for rent in Chester13 rentals

13 rentals

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Discover houses for rent in Chester, MD

🌇Available house rentals25 houses
💰Best rent deal203 Romancoke Rd
🍃With outdoor space
⭐Popular amenities, ,
🍽With dishwasher
🚗With garage parking
🏠With photos