
Homes for Rent in Chestertown, MD (41 Rentals)


116 METCALF Rd

21217 Texas Ave

7452 Poplar Ave

6339 Quaker Neck Rd

14073 Augustine Herman Hwy

721 Sequoia Dr

1920 Waltman Rd

8 Lasonia Way

3200 Wilson Ave

137 Warbler Wy

126 Price St

311 Brick Schoolhouse Rd

613 Red Lion Branch Rd

102 Long Dr

6202 Cedar Dr

6208 Baker Cir

903 Woodbridge Ct

1827 Grempler Way

1930 Eloise Ln

1741 Judy Way

2005 Magnolia Woods Ct

1331 Acorn Ridge Ct

1325 E Spring Meadow Ct

1324 E Spring Meadow Ct

824 Sleepy Hollow Ct

313 Winterberry Dr

1907 Brookside Dr

1885 Brookside Dr

107 Winchester Ave

107 Watermans Ct

1302 Arabis Ct

2808 Sparrows Point Rd

188 Joppa Farm Rd

101 Trails Way

13126 Sylvan Ave

534 Calvert Way

5 Queen Victoria Way

2144 Firethorn Rd

1861 Sudlersville Rd

1920 Sue Ave
Chestertown, MD Local Guide

How much does it cost to rent a home in Chestertown?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Chestertown 2 Bedroom Homes for Rent | $2,005 | $1,095 | $4,300 |
Chestertown 3 Bedroom Homes for Rent | $2,080 | $1,195 | $3,200 |
Chestertown 4 Bedroom Homes for Rent | $3,328 | $2,500 | $5,795 |
Chestertown 5 Bedroom Homes for Rent | $2,250 | $2,250 | $2,250 |
Browse Top Homes for Rent in Chestertown
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Quick Rent Budget Calculator
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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 Chestertown
What type of rentals are currently available in Chestertown?
There are currently 53 Apartments for Rent in Chestertown, MD with pricing that ranges from $869 to $3,209. There are also 41 Single Family Homes for rent, Condos, and Townhome rentals currently available in Chestertown ranging from $1,095 to $5,795.
What is the current price range for Rental Homes in Chestertown?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Chestertown ranges from $1,095 to $5,795 with an average monthly rent of $2,287.
How much are larger Three and Four Bedroom Rentals in Chestertown?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Chestertown range from $1,285 to $3,209, while Three Bedroom Homes, Condos, and Townhomes for rent range from $1,195 to $3,200. Four Bedroom Single-Family rentals are also available starting from $2,500 and Four Bedroom Apartments start at $1,949.
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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

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.