
Luxury Apartments for Rent in Chester, MD (64 Rentals)
The most luxurious Apartments in Chester with high-end amenities, features, and finishes.


41 Queen Catherine Ct

190 Harrier Wy, Unit 24

Nautilus Point

Quiet Waters Landing

Brant Court

Harbour Gates Apartments

Bell Annapolis on West

The Ashberry

Westwinds Apartments
Renters Insurance 101: What It Is, What It Covers, and Why You Need It
From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

Bay Manor Apartments

Spa Cove Apartments

Annapolis Roads Apartments

Annapolis Bay

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Maris

The Reserve at Stoney Creek

Creekstone Village Apartments

The James

Avalon Annapolis

Bay Hills Apartments
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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The Penny - 55+ Active Adult Apartment Homes

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Aventon Annapolis

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Crosswinds at Annapolis Town Center

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Stone Point Apartments

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Gardens of Annapolis

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Mariner Bay at Annapolis Town Center

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North Severn Village - No Costs Utilities*

93 Great Lake Dr

147 King George St

1604 Revell Downs Dr
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.

627 Davol Rd

1513 Feral Dae Ln

142 Georgetown Rd

1663 Canonade Ct

616 Bellerive Ct

11 Cornhill St

1066 Broadview Dr

1185 Bayview Vista

1161 Green Holly Dr

921 Blue Ridge Dr
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.

843 Harbor View Terrace

307 Mainsail Dr

2106 Chesapeake Harbour Dr

957 Highpoint Dr

3359 Thomas Point Rd

888 Stonehurst Ct

3359 Arundel on the Bay Rd

118 Amanda Frances Ln

1035 Chester River Dr

937 Marine Dr
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.
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 | $2,135 | $1,391 | $2,860 |
| Chester 1 Bedroom Apartments | $2,235 | $1,252 | $4,495 |
| Chester 2 Bedroom Apartments | $2,694 | $1,409 | $6,182 |
| Chester 3 Bedroom Apartments | $2,911 | $1,915 | $6,482 |
| Chester 4 Bedroom Apartments | $2,995 | $2,995 | $2,995 |
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Chester, MD Local Guide
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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University
From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.
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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
Frequently Asked Questions about Chester
How much are Studio apartments in Chester?
There are currently 12 Studio Apartments in Chester with rent ranges from $1,391 to $2,860 with an average price of $2,135.
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 $1,252 to $4,495 with an average monthly rent of $2,235.
What does renting a Two Bedroom Apartment in Chester cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chester range from $1,409 to $6,182. Today's average rental price for Two Bedrooms here is $2,694.
How expensive are Chester Three Bedroom Apartments?
There are currently 26 Three Bedroom Apartments listings available in Chester on ApartmentHomeLiving.com. The pricing ranges from $1,915 to $6,482 - averaging $2,911 for the location.
Expert Rental Resources
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.
Articles, How-To's, and Tips

First Apartment Regrets: Real Renters Share What They'd Do Differently
Written by: Robin Stewart
Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
Written by: Robin Stewart
There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.