
Apartments for Rent in Chestertown, MD (100 Rentals)


Total Monthly Price
160 Twin Oaks Farm Ln, Unit Main level unit

7121 Quaker Neck Rd

425 High St

425 High St

202 High St

425 High St

509 Cannon St

9919 Augustine Herman Hwy

509 Cannon St
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.

Hopkins Point by OneWall

Total Monthly Price
Harborside Village Apartments

Seven Oaks Townhomes

ReNew Belcamp

Seneca Bay Apartment Homes

Verona at Middle River

Hyde Park Apartments

Woodsdale Apartments

Hartland Village Apartments

Kings Mill Apartments and Townhomes
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Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.

The Greens Apartments and Townhomes

Aberdeen Proving Ground on Post Housing

Beacon Pointe Apartments and Townhomes

Chesapeake Village Apartments

The Berkleigh

Arbors Greenleigh

Fox Run Apartments

Riverside

Carriage Court Apartments

Magnolia Farms
Navigating the Rental Market: Tips for First-Time Renters
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Kingston Townhomes

Village Of Carrollwood

Windsor Valley Apartments

Perkins Place

The Waldon

Holly Oaks

The Enclave at Box Hill

Foxridge Townhomes

The Willows at Cecilton

Harford Commons

Annhurst (MD)

718 Church Hill Rd

106 Johnstown Ln

112 W Main St

151 Hammer Run

44 Pocahontas Dr

82 Basin Rd

139 Wilson St

6207 Edgewood Road Unit C

73 Cattail Ln
Chestertown, MD Local Guide

How much does it cost to rent an apartment in Chestertown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestertown Studio Apartments | $1,092 | $802 | $1,600 |
| Chestertown 1 Bedroom Apartments | $1,510 | $765 | $2,529 |
| Chestertown 2 Bedroom Apartments | $1,775 | $950 | $2,800 |
| Chestertown 3 Bedroom Apartments | $1,949 | $1,050 | $3,394 |
| Chestertown 4 Bedroom Apartments | $2,247 | $1,989 | $2,400 |
Browse Top Apartments in Chestertown
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Chestertown, MD Local Guide
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Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
Read ArticleThe Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
Read ArticleCash 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.
Read ArticleHow a Move-In Inspection Can Protect Your Security Deposit
Learn How a Move-In Inspection Can Protect Your Security Deposit from the Renter University at AparmentHomeLiving.com.
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.
Pet Friendly Lifestyle
Ranked #
Among cities in Maryland for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
Pet Friendly
Remember the 3 Rules of Real Estate:Location, Location, Location!
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Frequently Asked Questions about Chestertown
What is the current price range for One Bedroom Chestertown Apartments for rent?
Today's rental pricing for One Bedroom Apartments in Chestertown ranges from $765 to $2,529 with an average monthly rent of $1,510.
What does renting a Two Bedroom Apartment in Chestertown cost?
The monthly rent prices of Two Bedroom Apartments currently available in Chestertown range from $950 to $2,800. Today's average rental price for Two Bedrooms here is $1,775.
How expensive are Chestertown Three Bedroom Apartments?
There are currently 31 Three Bedroom Apartments listings available in Chestertown on ApartmentHomeLiving.com. The pricing ranges from $1,050 to $3,394 - averaging $1,949 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

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.