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Apartments for Rent in Chester, MD

Average rent

$2,500
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29-D Queen Mary Ct - Photo 1 of 1

5d+ ago

Townhouse for rent in Chester

TOWNHOME - Spanish - CHESTER, MD

29-D Queen Mary Ct, Chester, MD 21619

Swimming pool | Hardwood floor | Fireplace

3 beds

2.5 baths

$2,700

House for rent

Lakeside Townhome with Modern Updates & Amenities

This beautifully updated 3-bedroom, 2.5-bath townhouse in Queens Landing offers a spacious layout with hardwood floors and a cozy fireplace. The modern kitchen features a center island and breakfast bar, while the enclosed sunroom provides stunning lake views. Enjoy community amenities such as a clubhouse, pool, and walking trails, all within easy reach of shopping and dining. A perfect blend of comfort and convenience awaits in this charming home by the water.

1812 Main St #202 - Photo 1 of 1

5d+ ago

Apartment for rent in Chester

APARTMENT - Other - CHESTER, MD

1812 Main St #202, Chester, MD 21619

In-unit laundry | Ceiling fan | Carpet

1 bed

1 bath

$1,650

Apartment for rent

Spacious Luxury Apartment with Modern Finishes

This oversized 1-bedroom, 1-bath luxury apartment features 926 sq ft of thoughtfully designed living space. Enjoy a stylish open layout with luxury vinyl flooring, a fully equipped kitchen with energy-efficient appliances, and a generous family room. The spacious bedroom offers privacy and comfort, complemented by an in-unit washer and dryer. Conveniently located near shopping and restaurants on Kent Island, this apartment seamlessly blends modern living with accessibility.

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 | Hardwood floor | Outdoor space

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

Garage parking | Swimming pool | Fitness center

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!

8013 Bridgepointe Dr - Photo 1 of 1

5d+ ago

Apartment for rent in Chester

8013 Bridgepointe Dr, Chester, MD 21619

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$2,500

Apartment for rent

Bright & Spacious Apartment with Large Deck

Experience comfortable living in this charming 2-bedroom, 2-bathroom apartment offering 1,285 sq ft of space. Features include high ceilings, new LVP flooring, and a large deck perfect for outdoor relaxation. Enjoy central heating and cooling for year-round comfort. Conveniently located near dining options, shopping, and easy access to Rt 50. Pet-friendly and equipped with modern appliances, this is an ideal home for those seeking community and convenience.

26-C Queen Anne Way - Photo 1 of 1

5d+ ago

Apartment for rent in Chester

Condo - CHESTER, MD

26-C Queen Anne Way, Chester, MD 21619

On-site laundry | Swimming pool | On-site management

2 beds

1.5 baths

$2,300

Apartment for rent

Charming Penthouse with Community Amenities Galore

This inviting 2-bedroom, 1.5-bath penthouse features Mediterranean architecture and a spacious layout. Enjoy in-unit laundry hookups, a refreshing outdoor pool, and access to a fitness room and tennis courts. With well-maintained common areas and on-street parking, this lovely apartment in the serene Queens Landing community offers the perfect balance of comfort and convenience for a vibrant lifestyle.

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 | Hardwood floor | Walk-in closets

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.

406 Channel Marker Way - Photo 1 of 1

1d ago

Condo for rent in Grasonville

CONDOS - Contemporary - GRASONVILLE, MD

406 Channel Marker Way, Grasonville, MD 21638

In-unit laundry | Garage parking | Swimming pool

5 beds

4 baths

$8,950

Condo for rent

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Age restricted

3d ago

Condo for rent in Stevensville

312 Topside Dr #223, Stevensville, MD 21666

In-unit laundry | Garage parking | On-site laundry

3 beds

3 baths

$3,750

Condo for rent

480 Main St #1000B - Photo 1 of 1

5d+ ago

Apartment for rent in Stevensville

2 beds

1 bath

$2,100

Apartment for rent

Available Apr 2

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In-Unit Laundry

460 Main St #1000A - Photo 1 of 1

5d+ ago

Apartment for rent in Stevensville

Apartment for rent

Available Apr 1

440 Main St #1000B - Photo 1 of 1

5d+ ago

Apartment for rent in Stevensville

2 beds

1 bath

$2,100

Apartment for rent

Available Apr 1

440 Main St #1000C - Photo 1 of 1

5d+ ago

Apartment for rent in Stevensville

$2600 - 3 Bedroom 1 Bathroom Apartment In Stevensville Close to Trails Schools Easy Access to Route 50. Base rent starting at $2600

440 Main St #1000C, Stevensville, MD 21666

In-unit laundry | Air conditioning | Dishwasher

3 beds

1 bath

$2,780

$2,600

Price drop

Apartment for rent

Available Apr 1

307 Irene Way - Photo 1 of 1

3d ago

House for rent in Stevensville

Kent Island Waterfront Home for Rent

307 Irene Way, Stevensville, MD 21666

In-unit laundry | Garage parking | On-site laundry

3 beds

1 bath

$2,950

House for rent

Available Apr 27

Bay Manor- Residential - Photo 1 of 1

14h ago

8.5

Very good

Bay Manor- Residential

214 Pier 1 Rd, Stevensville, MD 21666

In-unit laundry | Air conditioning | Elevator

2 beds

2 baths

$3,345

Condo for rent

107 Winchester Ave #107 - Photo 1 of 1

5d+ ago

House for rent in Grasonville

SINGLE_FAMILY - Ranch, Cottage - GRASONVILLE, MD

107 Winchester Ave #107, Grasonville, MD 21638

In-unit laundry | Air conditioning | Balcony

1 bed

1 bath

$1,850

House for rent

Find sweet deals near Chester

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

415 Bay City Rd - Photo 1 of 1

5d+ ago

Apartment for rent in Stevensville

415 Bay City Rd, Stevensville, MD 21666

Air conditioning | Garage parking | Balcony

3 beds

3 baths

$2,200

Apartment for rent

Available Apr 22

Listings within 10 miles
104 New Jersey Rd #NA - Photo 1 of 1

3d ago

House for rent in Stevensville

Live the Kent Island lifestyle without paying Annapolis prices.

104 New Jersey Rd #NA, Stevensville, MD 21666

In-unit laundry | Air conditioning | Garage parking

3 beds

2.5 baths

$3,400

House for rent

Available Jun 1

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

Garage parking | Hardwood floor | Walk-in closets

4 beds

3 baths

$4,700

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

$3,400

House for rent

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Listings within 20 miles
Obery Court - Photo 1 of 1
Income restricted

3d ago

9.7

Excellent

Our team has verified this company

Verified

Obery Court

199 Bertina A Nick Way, Annapolis, MD 21401

On-site management | Residents lounge

1–3 beds

1–2 baths

$1,046–$1,444

Apartment for rent

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126 Tred Avon Ave #NA - Photo 1 of 1

5d+ ago

Our team has verified this company

Verified

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 | Air conditioning | Garage parking

4 beds

2 baths

$3,000

House for rent

Available May 15

619 Baystone Ct - Photo 1 of 1

1h ago

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619 Baystone Ct, Cape St. Claire, MD 21409

In-unit laundry | Furnished | Air conditioning

4 beds

3.5 baths

$6,328

Apartment for rent

320 Adams St - Photo 1 of 1

1h ago

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320 Adams St, Annapolis, MD 21403

In-unit laundry | Furnished | Air conditioning

2 beds

2 baths

$5,806

Apartment for rent

Wiley Bates - Photo 1 of 1
Age restricted
Rent special

2d ago

9.9

Excellent

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Verified

Wiley Bates

1103 Smithville St, Annapolis, MD 21401

On-site laundry | Ceiling fan | Carpet

1 bed

1 bath

$1,993

Apartment for rent

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Showing 1 - 25 of 25 results
Home > Apartments in Chester
Updated: May 1, 2026

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Learn more about renting in Chester, MD

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Local insights: What it's like to live in Chester, MD

In Chester, MD, residents appreciate the quiet, suburban atmosphere and the proximity to waterfront activities, which makes outdoor enjoyment a significant part of daily life. Many highlight the convenient access to shopping, dining, and parks, creating a manageable and pleasant environment for families. However, some locals mention that public transportation options are limited, making a car necessary for commuting and errands. Overall, the area offers a laid-back lifestyle with a mix of local amenities, though it may not suit those seeking a more bustling urban experience.

Chester, MD apartment availability

Chester's rental market is relatively small, with an average of 12 listings available per month. The most common apartment sizes are 2-bedroom units, accounting for 33% of the total market, followed closely by 1-bedroom and 3-bedroom units, each making up 25% of the market. Studios are also available, but less common. Many Chester apartments offer convenient amenities, with air conditioning being a common feature, available in 75% of listings. In-unit laundry is also widely available, found in 67% of apartments, and a dishwasher is a feature in 58% of listings. These figures are based on historical data, but they should give you a sense of what to expect in the current market. Renters in Chester will need to be prepared to act quickly when a suitable apartment becomes available.

Methodology: How we got this data

Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.

Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.

Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.

Apartment rentals Chester, MD FAQ

What is the average size of an apartment in Chester, MD?

The average size of a 1 bedroom apartment rental in Chester is 926 square feet. The average size of a 2 bedroom apartment rental in Chester is 448 square feet. The average size of a 3 bedroom apartment rental in Chester is 1263 square feet.

Can I afford an apartment for rent in Chester, MD?

To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Chester average rent prices.

Looking for apartments in Chester, MD near you?

🔑Available apartment rentals25
💰Best rent deal1812 Main St #202
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos