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Apartments for Rent in Chester, MD

Average rent

$2,697
increased by12%

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10 Queen Elizabeth Court - Photo 1 of 1

3d ago

Condo for rent in Chester

Condo - CHESTER, MD

10 Queen Elizabeth Court, Chester, MD 21619

Swimming pool | Fitness center | Ceiling fan

1 bed

1 bath

$2,200

Condo for rent

Stunning Waterfront Condo with Luxurious Amenities

This waterfront condo offers a fantastic rental opportunity, perfect for full-time living or as a weekend retreat. Enjoy convenient access to a waterside pool, tennis courts, and a fitness center. Ideal for outdoor enthusiasts with jogging trails nearby and close to Matapeake Dog Park. This one-bedroom, one-bath residence is a special place to relax and play, just minutes from the Bay Bridge without the hassle of Route 50.

106 Hanson Court - Photo 1 of 1

5d+ ago

Townhouse for rent in Chester

106 Hanson Court, Chester, MD 21619

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

4 beds

2 baths

$2,700

House for rent

Available Dec 19

Modern Condo with Spacious Backyard & Office Retreat

This beautifully updated 4-bedroom, 2.5-bath condo offers a perfect blend of comfort and style with recent upgrades throughout. Enjoy the large backyard and expansive deck, ideal for outdoor entertaining. The bright, open-concept office features abundant windows and deck access for a refreshing work atmosphere. Conveniently located near shopping and Route 50, this home is perfect for families seeking both tranquility and accessibility.

170 Harrier Way #22 - Photo 1 of 1

5d+ ago

Condo for rent in Chester

APARTMENT - Contemporary - CHESTER, MD

170 Harrier Way #22, Chester, MD 21619

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

2 beds

2 baths

$4,250

Condo for rent

Elegant Condo with Scenic River Views & Rich Amenities

Embrace vibrant living in this stunning 2-bedroom, 2.5-bath condo featuring luxurious finishes and a well-designed office space. The chef-inspired kitchen boasts quartz countertops and gas cooking. Enjoy river views from your cozy balcony and take advantage of the community's abundant amenities, including pools, walking trails, a fitness center, and sports courts. With easy access to major routes, this gently lived-in home is the ideal sanctuary for both relaxation and recreation.

1606 Howard Road - Photo 1 of 1

5d+ ago

House for rent in Chester

SINGLE_FAMILY - Cape Cod - CHESTER, MD

1606 Howard Road, Chester, MD 21619

In-unit laundry | Furnished | Hardwood floor

3 beds

2 baths

$3,950

House for rent

Breathtaking Waterfront Retreat with Panoramic Views

Experience tranquil waterfront living in this charming 3-bedroom, 2-bath Cape Cod home situated on three-quarters of an acre. Enjoy stunning 270-degree views of Crab Alley Bay from beautifully decorated interiors, which can be furnished to your preference. With generous 1,755 sq. ft. of space, this inviting property serves as a perfect serene getaway or a cozy retreat for work relocations. The peaceful surroundings make it an ideal spot for making unforgettable memories.

214 Teal Ct Unit G #G - Photo 1 of 1

5d+ ago

Condo for rent in Chester

CONDOS - Colonial - CHESTER, MD

214 Teal Ct Unit G #G, Chester, MD 21619

In-unit laundry | Balcony | Walk-in closets

2 beds

2 baths

$2,150

Condo for rent

Waterfront Condo with Scenic Views and Modern Comforts

This lovely 2-bedroom, 2-bath condo offers stunning water views from the living and dining areas, as well as both bedrooms. Featuring stainless steel appliances, a cozy balcony, and a walk-in closet in the primary bedroom, this 1,200 sqft residence combines convenience and elegance. Recently updated carpeting and an in-unit washer & dryer add to the appeal. Enjoy nearby restaurants, shopping, and the Cross Island Trail, with the Bay Bridge just 5 minutes away.

318 Hanna Ct - Photo 1 of 1

5d+ ago

House for rent in Chester

Detached, Single Family - CHESTER, MD

318 Hanna Ct, Chester, MD 21619

In-unit laundry | Garage parking | Walk-in closets

3 beds

2 baths

$2,800

House for rent

Inviting Home with Spacious Layout & Modern Comforts

This charming 3-bedroom, 2.5-bath home features a thoughtful layout with large rooms, 9-foot ceilings, and a first-floor primary suite with a jetted tub. Enjoy modern amenities like a granite kitchen with gas stove and newer appliances. The fully fenced backyard offers privacy, while the front porch and rear deck enhance outdoor living. Recent updates include a new roof, fresh paint, and carpet, all nestled in the friendly Clayborne Woods neighborhood, close to shopping and the Bay Bridge.

1812 Main St Apt 203 #203 - Photo 1 of 1

5d+ ago

House for rent in Chester

APARTMENT - Other - CHESTER, MD

1812 Main St Apt 203 #203, Chester, MD 21619

In-unit laundry | Ceiling fan | Carpet

1 bed

1 bath

$1,630

House for rent

Modern Luxury Apartment with Spacious Layout

This oversized 1-bedroom, 1-bath apartment offers a stunning 926 sq. ft. of modern living space. Featuring sleek luxury vinyl flooring and a full-size kitchen equipped with energy-efficient appliances, it's perfect for comfortable living. The expansive family room and dining combo create a welcoming atmosphere, while the spacious bedroom feels larger than most. Centrally located near shops and restaurants, this unit is ready for immediate occupancy. No pets or smoking allowed.

210 Scarlet Ln #E3 - Photo 1 of 1

12h ago

Townhouse for rent in Stevensville

210 Scarlet Ln #E3, Stevensville, MD 21666

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

4 beds

2 baths

$3,000

House for rent

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804 Mason Road - Photo 1 of 1

5d+ ago

House for rent in Stevensville

804 Mason Road, Stevensville, MD 21666

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$2,950

House for rent

203 Romancoke Rd - Photo 1 of 1

5d+ ago

House for rent in Stevensville

Commercial/Industrial - STEVENSVILLE, MD

203 Romancoke Rd, Stevensville, MD 21666

Assigned parking | Business center

Studio

0 baths

$800

House for rent

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Outdoor Space

102 Saint Claire Pl - Photo 1 of 1

5d+ ago

House for rent in Stevensville

Commercial/Industrial - STEVENSVILLE, MD

102 Saint Claire Pl, Stevensville, MD 21666

Air conditioning | Hardwood floor | Elevator

Studio

0 baths

$5,500

House for rent

Bay Manor- Residential - Photo 1 of 1

3d ago

8.6

Very good

Bay Manor- Residential

214 Pier One Road, Stevensville, MD 21666

In-unit laundry | Air conditioning | Balcony

Studio–2 beds

1–2 baths

$1,900–$3,100

Condo for rent

107 Sampson Lane - Photo 1 of 1
New construction

5d+ ago

House for rent in Grasonville

107 Sampson Lane Grasonville, MD

107 Sampson Lane, Grasonville, MD 21638

In-unit laundry | Garage parking | Storage

4 beds

2 baths

$2,650

House for rent

Available Dec 1

710 Pathfinder Cir - Photo 1 of 1
New construction

5d+ ago

House for rent in Grasonville

Detached, Single Family - GRASONVILLE, MD

710 Pathfinder Cir, Grasonville, MD 21638

Garage parking | Walk-in closets | Outdoor space

4 beds

2 baths

$3,800

House for rent

403 Perrys Corner Rd - Photo 1 of 1

5d+ ago

House for rent in Grasonville

SINGLE_FAMILY - Rambler - GRASONVILLE, MD

403 Perrys Corner Rd, Grasonville, MD 21638

In-unit laundry | Dishwasher | Outdoor space

3 beds

2 baths

$2,500

House for rent

801 Worcester Dr - Photo 1 of 1

5d+ ago

House for rent in Stevensville

SINGLE_FAMILY - Other - STEVENSVILLE, MD

801 Worcester Dr, Stevensville, MD 21666

Garage parking | Storage | Deck

4 beds

2 baths

$2,950

House for rent

Find sweet deals near Chester

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

26692 Presquile Rd - Photo 1 of 1

5d+ ago

House for rent in Easton

SINGLE_FAMILY - National - EASTON, MD

26692 Presquile Rd, Easton, MD 21601

In-unit laundry | Furnished | Hardwood floor

3 beds

1 bath

$3,200

House for rent

Obery Court - Photo 1 of 1
Income restricted

5d+ ago

9.2

Excellent

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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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78 Old Mill Bottom Rd N - Photo 1 of 1
Age restricted

5d+ ago

Condo for rent in Annapolis

78 Old Mill Bottom Rd N, Annapolis, MD 21409

In-unit laundry | Balcony | Assigned parking

2 beds

2 baths

$1,850

Condo for rent

Available Sep 1

206F 206-F VICTOR Parkway unit: 206F #206F - Photo 1 of 1

5d+ ago

Condo for rent in Annapolis

APARTMENT - Other - ANNAPOLIS, MD

206F 206-F VICTOR Parkway unit: 206F #206F, Annapolis, MD 21403

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$1,800

Condo for rent

3541 Oak Drive - Photo 1 of 1

23h ago

Selby-on-the-Bay house for rent in Mayo

3541 Oak Drive, Mayo, MD 21037

Garage parking | On-site laundry | Hardwood floor

4 beds

2 baths

$3,500

House for rent

100 Severn Avenue - Photo 1 of 1

1d ago

Condo for rent in Annapolis

100 Severn Avenue, Annapolis, MD 21403

In-unit laundry | Furnished | Air conditioning

1 bed

1 bath

$1,550

Condo for rent

26 Monroe Road #26 - Photo 1 of 1

4d ago

Townhouse for rent in Annapolis

TOWNHOME - ANNAPOLIS, MD

26 Monroe Road #26, Annapolis, MD 21402

In-unit laundry | Outdoor space

2 beds

1 bath

$2,350

House for rent

809 Bay Ridge Avenue #3 - Photo 1 of 1

5d+ ago

House for rent in Annapolis

809 Bay Ridge Avenue #3, Annapolis, MD 21403

In-unit laundry | On-site laundry | Storage

1 bed

1 bath

$1,895

House for rent

304 Forbes Street - Photo 1 of 1

5d+ ago

Condo for rent in Annapolis

CONDOS - Colonial - ANNAPOLIS, MD

304 Forbes Street, Annapolis, MD 21401

In-unit laundry | Furnished | Assigned parking

2 beds

2 baths

$3,000

Condo for rent

Showing 1 - 25 of 25 results
Home > Apartments in Chester
Updated: December 16, 2025

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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 1251 square feet. The average size of a 2 bedroom apartment rental in Chester is 1306 square feet. The average size of a 3 bedroom apartment rental in Chester is 872 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 deal203 Romancoke Rd
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos