
Luxury Homes for Rent in Chester, MD (37 Rentals)
The most luxurious Homes in Chester with high-end amenities, features, and finishes.


190 Harrier Wy, Unit 24

93 Great Lake Dr

147 King George St

1604 Revell Downs Dr

627 Davol Rd

1513 Feral Dae Ln

142 Georgetown Rd

1663 Canonade Ct
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.

616 Bellerive Ct

11 Cornhill St

1066 Broadview Dr

1185 Bayview Vista

1161 Green Holly Dr

957 Highpoint Dr

2106 Chesapeake Harbour Dr

921 Blue Ridge Dr

843 Harbor View Terrace
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.

307 Mainsail 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

602 Victoria Dr

838 Chestnut Tree 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.

528 Bay Green Dr

923 Breakwater Dr

110 Greybull Ln

109 Yewell Rd

1323 Magnolia Ave

3563 Narragansett Ave

2008 Chesapeake Rd

1898 Pleasant Plains Rd

705 Whitehall Plains Rd
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.

3737 Thomas Point Rd
Chester, MD Local Guide

How much does it cost to rent a home in Chester?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chester 2 Bedroom Homes for Rent | $2,520 | $1,400 | $3,295 |
| Chester 3 Bedroom Homes for Rent | $3,370 | $1,595 | $7,500 |
| Chester 4 Bedroom Homes for Rent | $4,238 | $2,750 | $9,500 |
| Chester 5 Bedroom Homes for Rent | $3,800 | $3,800 | $3,800 |
| Chester 6 Bedroom Homes for Rent | $6,200 | $6,200 | $6,200 |
Browse Top Homes for Rent in Chester
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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.
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
Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 52 Apartments for Rent in Chester, MD with pricing that ranges from $1,252 to $6,482. There are also 46 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,400 to $9,500.
What is the current price range for Rental Homes in Chester?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chester ranges from $1,400 to $9,500 with an average monthly rent of $3,393.
How much are larger Three and Four Bedroom Rentals in Chester?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chester range from $1,915 to $6,482, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,595 to $7,500. Four Bedroom Single-Family rentals are also available starting from $2,750 and Four Bedroom Apartments start at $2,995.
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.