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Houses for Rent in Chester, MD

Average rent

$3,200

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412 Cross Creek Ct - Photo 1 of 1

4d ago

House for rent in Chester

SINGLE_FAMILY - Colonial - CHESTER, MD

412 Cross Creek Ct, Chester, MD 21619

In-unit laundry | Outdoor space | Garage parking

Studio

0 baths

$3,650

$3,350

Price drop

House for rent

Impressive Brick-Front Colonial with Spacious Yard

Enjoy modern living in this stunning 4-bedroom, 2.5-bathroom brick-front Colonial, featuring high ceilings and an open concept layout. With a gorgeous screened-in porch, gas fireplace, and freshly painted interiors, this home is ready for comfort. The large fenced yard is perfect for outdoor activities, while the 2-car garage provides added convenience. Located in the serene Clayborne Woods community, this welcoming space offers ample room for family and pets, with utilities managed by tenants.

2006 Stevens Dr - Photo 1 of 1

5d+ ago

House for rent in Chester

SINGLE_FAMILY - Ranch - CHESTER, MD

2006 Stevens Dr, Chester, MD 21619

In-unit laundry | Outdoor space | Hardwood floor

3 beds

1.5 baths

$2,700

$2,500

Price drop

House for rent

Brightly Renovated Ranch Near Bay Bridge Excitement

This fully renovated 3-bedroom, 1.5-bath ranch home offers a fresh, modern vibe with an airy layout and abundant natural light. Key features include a new kitchen with updated appliances, stylish flooring, and a charming covered porch. The partially fenced backyard is perfect for outdoor entertaining. Conveniently located near Route 50 and the Bay Bridge, this home provides easy access to parks, restaurants, shopping, and waterfront fun. Enjoy coastal living at its finest!

106 Blenny Ln - Photo 1 of 1

5d+ ago

Townhouse for rent in Chester

TOWNHOME - Other - CHESTER, MD

106 Blenny Ln, Chester, MD 21619

Outdoor space | Garage parking | Swimming pool

3 beds

3 baths

$2,945

House for rent

Spacious Townhome with Scenic Pond Views

This beautifully updated 3-level townhouse offers 3 bedrooms and 3 bathrooms, spread across 1,899 sq ft of modern living space. Featuring hardwood floors, a gas fireplace, and an upgraded kitchen with quartz countertops, this home is designed for comfort and style. Enjoy outdoor living on the oversized deck overlooking serene pond views, along with access to community amenities like a pool, fitness center, and tennis courts. Perfect for those seeking vibrant Eastern Shore living!

226 Bentons Pleasure Rd - Photo 1 of 1

5d+ ago

House for rent in Chester

SINGLE_FAMILY - Contemporary - CHESTER, MD

226 Bentons Pleasure Rd, Chester, MD 21619

In-unit laundry | Garage parking | Hardwood floor

4 beds

3 baths

$4,500

House for rent

Waterfront Retreat with Stunning Sunset Views

Experience unparalleled waterfront living in this spacious contemporary home, featuring 4 bedrooms and 3 baths across 2,876 sq. ft. An open-concept kitchen and great room boast a stone fireplace and hardwood floors, while a gourmet kitchen includes granite countertops and stainless steel appliances. Enjoy stunning water views from the master suite or relax on one of three decks. With a private entrance for in-law or office space and pier access, this property is perfect for boaters and sunset lovers alike.

2605 Harrington Rd - Photo 1 of 1

5d+ ago

House for rent in Chester

SINGLE_FAMILY - Rambler - CHESTER, MD

2605 Harrington Rd, Chester, MD 21619

In-unit laundry | Outdoor space | Hardwood floor

4 beds

2.5 baths

$2,950

House for rent

Spacious Ranch Home with Fenced Backyard Retreat

This beautiful 4-bedroom ranch-style home features a bright and open kitchen with stainless steel appliances and granite countertops. Hardwood floors flow throughout the spacious layout. Energy efficiency upgrades include an insulated crawlspace and R49 attic insulation. Enjoy the serene, fenced backyard on a quiet street. Perfect for families or those seeking extra space to unwind. Available starting June 1, 2026, with rental applications available online.

Nearby rental good for pet owners

Nearby rental good for social life

Listings within 10 miles
105 King George Ct - Photo 1 of 1

5d+ ago

House for rent in Stevensville

SINGLE_FAMILY - Ranch - STEVENSVILLE, MD

105 King George Ct, Stevensville, MD 21666

Outdoor space | Garage parking | Hardwood floor

4 beds

3 baths

$4,700

House for rent

309 Talbot Rd - Photo 1 of 1

5d+ ago

House for rent in Stevensville

SINGLE_FAMILY - Colonial - STEVENSVILLE, MD

309 Talbot Rd, Stevensville, MD 21666

Garage parking | Walk-in closets | Dishwasher

Studio

0 baths

$2,900

House for rent

206 Prospect Bay Dr W - Photo 1 of 1

5d+ ago

House for rent in Grasonville

SINGLE_FAMILY - Ranch - GRASONVILLE, MD

206 Prospect Bay Dr W, Grasonville, MD 21638

In-unit laundry | Garage parking | Swimming pool

3 beds

2 baths

$3,750

House for rent

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Find sweet deals near Chester

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

Listings within 20 miles
126 Tred Avon Ave #NA - Photo 1 of 1

5d+ ago

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Single family home for lease / Tred Avon Ave. Easton, Maryland, 21601 - Premiere Property listing

126 Tred Avon Ave #NA, Easton, MD 21601

In-unit laundry | Outdoor space | Storage

4 beds

2 baths

$3,000

House for rent

Available May 15

Brices Mill Rd #NA - Photo 1 of 1

5d+ ago

House for rent in Chestertown

$2,600 - 4 Bedroom 3 Bathroom House In Chestertown

Brices Mill Rd #NA, Chestertown, MD 21620

In-unit laundry | Deck | Garage parking

4 beds

3 baths

$2,600

House for rent

Available Apr 1

402 Linden Ave - Photo 1 of 1

19h ago

House for rent in Mayo

402 Linden Ave, Mayo, MD 21037

Outdoor space | Garage parking | Balcony

Studio

0 baths

$5,000

House for rent

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662 Jupiter Hills Ct #4-4H - Photo 1 of 1

2d ago

House for rent in Cape St. Claire

APARTMENT - Other - ARNOLD, MD

662 Jupiter Hills Ct #4-4H, Cape St. Claire, MD 21012

In-unit laundry | Carpet | Walk-in closets

2 beds

2 baths

$2,400

House for rent

358 Kimwood Rd - Photo 1 of 1

2d ago

Townhouse for rent in Arnold

TOWNHOME - Colonial - ARNOLD, MD

358 Kimwood Rd, Arnold, MD 21012

3 beds

1.5 baths

$2,500

House for rent

571 Quaker Ridge Ct - Photo 1 of 1
3D tour

2d ago

Townhouse for rent in Cape St. Claire

571 quaker ridge court

571 Quaker Ridge Ct, Cape St. Claire, MD 21012

In-unit laundry | Air conditioning | Ceiling fan

2 beds

3 baths

$2,495

House for rent

119 Cloverhill Rd - Photo 1 of 1

3d ago

House for rent in Riviera Beach

Riviera Beach Single Family Home

119 Cloverhill Rd, Riviera Beach, MD 21122

In-unit laundry | Outdoor space | Storage

3 beds

2.5 baths

$3,499

House for rent

Available Apr 1

641 Tebbston Dr - Photo 1 of 1

4d ago

House for rent in Lake Shore

SINGLE_FAMILY - Ranch - PASADENA, MD

641 Tebbston Dr, Lake Shore, MD 21122

In-unit laundry | Hardwood floor | Ceiling fan

4 beds

3.5 baths

$6,000

House for rent

1424 Falcon Nest Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Arnold

CONDOS - Colonial - ARNOLD, MD

1424 Falcon Nest Ct, Arnold, MD 21012

In-unit laundry | High ceilings | Carpet

3 beds

3.5 baths

$2,800

House for rent

7810 East Rd - Photo 1 of 1

5d+ ago

House for rent in Pasadena

7810 East Rd, Pasadena, MD 21122

In-unit laundry | Air conditioning | Carpet

2 beds

2 baths

$2,500

House for rent

Available Apr 18

1442 Rehling Dr - Photo 1 of 1

5d+ ago

House for rent in Mayo

SINGLE_FAMILY - Ranch - EDGEWATER, MD

1442 Rehling Dr, Mayo, MD 21037

In-unit laundry | Outdoor space | Air conditioning

Studio

0 baths

$2,500

House for rent

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7918 Bloomfield Rd - Photo 1 of 1

5d+ ago

House for rent in Easton

SINGLE_FAMILY - EASTON, MD

7918 Bloomfield Rd, Easton, MD 21601

In-unit laundry | Storage | Garage parking

1 bed

1 bath

$2,600

House for rent

89 Southgate Ave - Photo 1 of 1

5d+ ago

Townhouse for rent in Annapolis

TOWNHOME - Contemporary - ANNAPOLIS, MD

89 Southgate Ave, Annapolis, MD 21401

In-unit laundry | Garage parking | Hardwood floor

3 beds

2.5 baths

$5,000

House for rent

605 Tebbston Dr - Photo 1 of 1

4d ago

House for rent in Lake Shore

SINGLE_FAMILY - Colonial - PASADENA, MD

605 Tebbston Dr, Lake Shore, MD 21122

In-unit laundry | Ceiling fan | Dishwasher

Studio

0 baths

$4,200

House for rent

81 Conduit St #1 - Photo 1 of 1

5d+ ago

House for rent in Annapolis

81 Conduit Street - 1

81 Conduit St #1, Annapolis, MD 21401

In-unit laundry | Storage | Air conditioning

2 beds

1.5 baths

$3,150

House for rent

Available May 1

1122 Hilltop Rd - Photo 1 of 1

21h ago

House for rent in Riviera Beach

Charming 3 BR/2 BA Single-Family Home in Orchard Beach!

1122 Hilltop Rd, Riviera Beach, MD 21226

In-unit laundry | Deck

3 beds

2 baths

$2,399

House for rent

Available May 20

1329 Washington Dr - Photo 1 of 1
3D tour

5d+ ago

House for rent in Annapolis

1329 washington drive

1329 Washington Dr, Annapolis, MD 21403

In-unit laundry | Air conditioning | Ceiling fan

2 beds

1 bath

$2,995

House for rent

Showing 1 - 25 of 25 results
Home > House Rentals in Chester
Updated: April 21, 2026

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Discover houses for rent in Chester, MD

🌇Available house rentals25 houses
💰Best rent deal2006 Stevens Dr
🍃With outdoor space
Popular amenities, ,
👚With laundry facilities
🍽With dishwasher
🚗With garage parking
🏠With photos