
Luxury Homes for Rent in Chester, MD (33 Rentals)
The most luxurious Homes in Chester with high-end amenities, features, and finishes.


137 Warbler Wy

1614 Calvert Rd

203 Anchor Ln

235 Bayberry Dr

137 Warbler Wy

124 Nighthawk 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.

31 Queen Anne Way

930 Kimberly Way

1848 Milvale Rd

3737 Thomas Point Rd

113 Bay Dr

1707-RENTAL Governor Ritchie Hwy

200 Severn Ave

151 Duke of Gloucester St

739 Warren Dr

111 Conduit St

1019 Tyler Ave

1152 Neptune 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.

312 Severn Ave

125 Rebel Rd

234 Breeding Blvd

1496 Amberwood Dr

143 King George St

120 Birch Rd

518 Bay Dale Ct

541 Bay Dale Ct
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.

318 Wood Hollow Ct

1317 Old Pine Ct

986-RENTAL Yachtsman Way

1101 Primrose Ct

1110 Commanders Way S

4 Dale Dr
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 | $2,906 | $2,195 | $4,300 |
Chester 3 Bedroom Homes for Rent | $3,339 | $1,595 | $7,500 |
Chester 4 Bedroom Homes for Rent | $5,775 | $3,200 | $10,000+ |
Chester 5 Bedroom Homes for Rent | $14,097 | $3,195 | $10,000+ |
Chester 6 Bedroom Homes for Rent | $6,500 | $6,500 | $6,500 |
Browse Top Homes for Rent in Chester
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Chester, MD Local Guide
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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.
Frequently Asked Questions about Chester
What type of rentals are currently available in Chester?
There are currently 47 Apartments for Rent in Chester, MD with pricing that ranges from $981 to $5,274. There are also 43 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chester ranging from $1,595 to $25,000.
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 $25,000 with an average monthly rent of $6,523.
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 $1,675 to $5,274, 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 $3,200 and Four Bedroom Apartments start at $2,995.
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.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.

The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.

Navigating the Rental Market: Tips for First-Time Renters
Written by: Sandy Baker
Making the decision to rent is exciting and terrifying at the same time. For many people, there are a lot of unknowns.