
2 Bedroom Apartments for Rent in Chester, MD (50 Rentals)


Avalon Annapolis

Annapolis Bay

Bay Hills Apartments
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

Maris

Westwinds Apartments

Aventon Annapolis

Beacon Pointe Apartments and Townhomes

Harbour Gates Apartments

Creekstone Village Apartments

Bay Manor Apartments

The Villages at Marley Station Apartments

Spa Cove Apartments

Crosswinds at Annapolis Town Center

Annapolis Roads
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.

Quiet Waters Landing

Stone Point Apartments

Americana Southdale

The Reserve at Stoney Creek

Brant Court

The James

Riverwoods at Saint Michaels

The Promenade at Easton

Gardens of Annapolis
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Mariner Bay at Annapolis Town Center

Madison Apartments

Victoria Park at Edgewater

Chatham Village Apartments

Bywater Mutual Homes

Conte Lubrano Apartments
The Art of the Rental Viewing: What to look for during a property tour
Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

Bay Forest Senior Apartments

78 Old Mill Bottom Rd N

1424 Greendale Ct

107 Watermans Ct

1138 Cove Rd

1134 Cove Rd

123 Quiet Waters Pl
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

The Village at Slippery Hill Senior Apartments
Chester, MD Local Guide

How much does it cost to rent an apartment in Chester?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chester Studio Apartments | $1,977 | $1,190 | $2,332 |
Chester 1 Bedroom Apartments | $2,145 | $666 | $3,960 |
Chester 2 Bedroom Apartments | $2,554 | $1,054 | $3,899 |
Chester 3 Bedroom Apartments | $2,615 | $1,675 | $4,218 |
Chester 4 Bedroom Apartments | $2,995 | $2,995 | $2,995 |
Browse Top Apartments in Chester
See all Apartments in ChesterExplore Chester
Chester, MD Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Largest Available Chester and Nearby 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Chester, MD is found at Conte Lubrano Apartments in the Monticello neighborhood and is 1,590 square feet priced from $2,195. Aventon Annapolis has the second largest 2 Bedroom, which is sized at 1,418 square feet and currently listed start at $3,409. Here is today’s list of the largest available 2 Bedroom units in Chester:
Apartment Listing | Model Name | Square Footage | Priced From |
---|---|---|---|
Conte Lubrano Apartments | M | 1,590 Sq Ft | $2,195 |
Aventon Annapolis | B11 Den | 1,418 Sq Ft | $3,409 |
Creekstone Village Apartments | B5_DC | 1,330 Sq Ft | $2,772 |
Mariner Bay at Annapolis Town Center | 2 bedroom/2 bath | 1,310 Sq Ft | $3,635 |
Maris | B7 | 1,288 Sq Ft | $2,882 |
Stone Point Apartments | Cape May (w/loft) | 1,274 Sq Ft | $2,568 |
Obery Court | Two Bedroom | 1,204 Sq Ft | $1,943 |
Bay Manor Apartments | 2 Bedroom | 1,196 Sq Ft | $3,400 |
Annapolis Bay | 2 Bedroom, 2 Bathroom 1,177 SF 22C | 1,177 Sq Ft | $2,542 |
The James | B2C | 1,120 Sq Ft | $2,775 |
Cheapest Available Chester and Nearby 2 Bedroom Apartments
As of September 08, 2025 the lowest priced 2 Bedroom apartment unit in Chester, MD is the B1 - Two Bedroom Townhome Model starting from $699 at The Village at Slippery Hill II . The second most affordable Chester 2 Bedroom is the two bedroom Model at Mulberry Estates starting at $1,054 in the Chesapeake by Del Webb neighborhood. The average price for all 2 Bedroom apartments in Chester is currently $2,554. Here is today’s list of the cheapest available 2 Bedroom options in Chester:
Apartment Listing | Model Name | Priced From |
---|---|---|
The Village at Slippery Hill II | B1 - Two Bedroom Townhome | $699 |
Mulberry Estates | two bedroom | $1,054 |
Towne Courts | 2 Bedroom, 1.5 Bathroom - Accessible (Flat) | $1,382 |
The Villages at Marley Station Apartments | B1 | $1,499 |
Beacon Pointe Apartments and Townhomes | B1-2BD/1BA | $1,559 |
Americana Southdale | 2 Bedroom | $1,719 |
Quiet Waters Landing | B2-2BD/1BA | $1,773 |
Nautilus Point | Rise | B2 | $1,775 |
Spa Cove Apartments | Chesapeake | $1,905 |
Annapolis Roads | 2BR 2BA | $1,911 |
Quick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Chester, MD Rentals by Map
See the most popular apartments and homes in Chester, MD
Getting Around Chester, MD
Walk Score®
40 / 100
Car-Dependent
Most errands require a car
Bike Score®
65 / 100
Bikeable
Some bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about 2 Bedroom Chester Apartments
What is the Cheapest apartment in Chester with 2 Bedroom?
Currently the most affordable 2 Bedroom in Chester is at The Village at Slippery Hill II listed at $699.
How much is the average rent for a 2 Bedroom Chester Apartment?
The average rent for a 2 Bedroom Apartment in Chester is $2,554.
What is the largest available 2 Bedroom Chester Apartment for rent?
Today's apartment with the most square footage in Chester is a 1,590 square feet unit starting from $2,195 at Conte Lubrano Apartments.
What is the average size for Chester 2 Bedroom Apartments for rent?
The average size for a 2 Bedroom rental in Chester is currently 865 sq ft.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.