
Luxury Homes for Rent in Chester, MD (35 Rentals)
The most luxurious Homes in Chester with high-end amenities, features, and finishes.


147 King George St

1210 Louis Ave

142 Georgetown Rd

812 Petinot Pl

1226 Quaker Ridge Dr

3290 Arundel on the Bay Rd

117 Rebel Rd
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.

635 Baystone Ct

1052 Cedar Ridge Ct

1195A Bayview Vista

724 Hillcrest Dr

982 Yachtsman Way

607 Ridge Dr

11 Cornhill St

522 Wood Duck Ln
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.

1066 Broadview Dr

93 Great Lake Dr

731 Pine Valley Dr

3359 Arundel on the Bay Rd

957 Highpoint Dr

838 Chestnut Tree Dr

923 Breakwater Dr

1312 Magnolia Ave
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.

57 Spa Rd

30 Cornhill St

1005 Magothy Park Ln

105 King George Ct

1006 Bayside Dr

3563 Narragansett Ave

2008 Chesapeake Rd

705 Whitehall Plains Rd
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.

3737 Thomas Point Rd

1576 Bay Head Rd

1848 Milvale 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 | $2,607 | $2,100 | $3,150 |
| Chester 3 Bedroom Homes for Rent | $3,421 | $2,300 | $7,500 |
| Chester 4 Bedroom Homes for Rent | $6,349 | $3,295 | $10,000+ |
| 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 55 Apartments for Rent in Chester, MD with pricing that ranges from $1,129 to $6,007. There are also 41 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,595 to $10,000.
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 $1,595 to $10,000 with an average monthly rent of $4,034.
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 $1,700 to $6,007, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,300 to $7,500. Four Bedroom Single-Family rentals are also available starting from $3,295 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

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.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.