
Luxury Apartments for Rent in Chester, MD (51 Rentals)
The most luxurious Apartments in Chester with high-end amenities, features, and finishes.


2613 Cecil Dr

Nautilus Point

Quiet Waters Landing

Harbour Gates Apartments

Spa Cove Apartments

Annapolis Roads

Avalon Annapolis

Bell Annapolis on West
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.

Maris

Westwinds Apartments

Bay Manor Apartments

Stone Point Apartments

Creekstone Village Apartments

Aventon Annapolis

Annapolis Bay

The Reserve at Stoney Creek

Crosswinds at Annapolis Town Center

Mariner Bay at Annapolis Town Center
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.

The James

North Severn Village - No Costs Utilities*

Gardens of Annapolis

25 Dorchester Ct

962 Yachtsman Way

1406 Point O Woods Ct

969 Windwhisper Ln

1065 Cedar Ridge Ct

110 Oyster Cove Dr

11 Cornhill St
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.

1013 Van Buren St

858 Moorings Cir

633 Baystone Ct

1226 Quaker Ridge Dr

143 King George St

915 Jackson St

1200 Bay Highlands Dr

398 Kimwood Rd

7025 Chesapeake Harbour Dr E

813 Petinot Pl
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

428 Crane's Roost Ct

922 Jackson St

109 Woodmoor Rd

151 Duke of Gloucester St

18 Cornhill St

19 Boucher Pl

612 Samantha Ct

920 Old Annapolis Neck Rd

1403 Corey Ln
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 | $1,939 | $1,091 | $3,023 |
| Chester 1 Bedroom Apartments | $2,086 | $981 | $4,119 |
| Chester 2 Bedroom Apartments | $2,499 | $1,054 | $3,756 |
| Chester 3 Bedroom Apartments | $2,608 | $1,415 | $4,030 |
| Chester 4 Bedroom Apartments | $3,031 | $2,995 | $3,068 |
Browse Top Apartments in Chester
See all Apartments in ChesterExplore Chester
Chester, MD Local Guide
- Nearby Cities
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe 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.
Read ArticleQuick 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 Chester
How much are Studio apartments in Chester?
There are currently 10 Studio Apartments in Chester with rent ranges from $1,091 to $3,023 with an average price of $1,939.
What is the current price range for One Bedroom Chester Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chester ranges from $981 to $4,119 with an average monthly rent of $2,086.
What does renting a Two Bedroom Apartment in Chester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chester range from $1,054 to $3,756. Today's average rental price for Two Bedrooms here is $2,499.
How expensive are Chester Three Bedroom Apartments?
There are currently 25 Three Bedroom Apartments listings available in Chester on ApartmentHomeLiving.com. The pricing ranges from $1,415 to $4,030 - averaging $2,608 for the location.
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.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!

The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.

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.

