
Pet Friendly Apartments for Rent in Chestertown, MD (43 Rentals)
Apartments for rent in Chestertown that love your dogs or cats as much as you do!


116 METCALF Rd

7452 Poplar Ave

Chestertown Cove Apartments

Seven Oaks Townhomes
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ReNew Belcamp

Seneca Bay Apartment Homes

Verona at Middle River

Kings Mill Apartments and Townhomes

Woodsdale Apartments

The Greens Apartments and Townhomes

Hartland Village Apartments

Hyde Park Apartments
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Aberdeen Proving Ground on Post Housing

Beacon Pointe Apartments and Townhomes

Hopkins Point by OneWall

The Berkleigh

Arbors Greenleigh

Fox Run Apartments

Village Of Carrollwood

Riverside
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Carriage Court Apartments

Perkins Place

The Waldon

Holly Oaks

Foxridge Townhomes

The Enclave at Box Hill

Perryman Station Senior Apartments, 62+

Kingston Townhomes

Harford Commons
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Harborside Village Apartments

Winston's Choice Family Townhomes

645 Nollmeyer Rd

903 Woodbridge Ct

107 Watermans Ct

2939 Shaws Rd

Edgewood Park Apartments

Merion Village, 62+ Living
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Essex Park Apartments and Townhomes

Stansbury Manor
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 | $1,317 | $899 | $1,699 |
Chestertown 1 Bedroom Apartments | $1,569 | $1,020 | $2,140 |
Chestertown 2 Bedroom Apartments | $1,760 | $1,105 | $2,900 |
Chestertown 3 Bedroom Apartments | $2,018 | $1,285 | $2,950 |
Chestertown 4 Bedroom Apartments | $2,204 | $1,969 | $2,400 |
Browse Top Apartments in Chestertown
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Chestertown, MD Local Guide
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Cheapest Pet Friendly Apartment Rentals in Chestertown , MD and nearby
The lowest priced Chestertown apartment at a property that allows pets is the Studio Studio Model at The Greens Apartments and Townhomes in the Hopewell Point neighborhood starting from $940. The second cheapest Chestertown Pet Friendly apartment is the One Bedroom One Bath Model at Hyde Park Apartments, which is a 1 Bed starting at $1,046 in the Hopewell Point neighborhood. Here are the most affordable Pet Friendly Chestertown apartments.
Apartment Listing | Model Name | Priced From |
---|---|---|
The Greens Apartments and Townhomes | Studio | $940 |
Hyde Park Apartments | One Bedroom One Bath | $1,046 |
Seneca Bay Apartment Homes | Two Bedroom - 806 sqft | $1,105 |
Perryman Station Senior Apartments, 62+ | 2 bedroom | $1,297 |
Woodsdale Apartments | 1 Bedrooms 1 Bath | $1,323 |
Verona at Middle River | Sicily | $1,324 |
Arbors Greenleigh | 1 Bed/1 Bath Jr-A9-Beckley | $1,550 |
The Berkleigh | Studio-S2-Bird | $1,599 |
Riverside | 1 Bedroom - A | $1,839 |
The Enclave at Box Hill | 1 Bed/1 Bath-B | $1,997 |
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.
Remember the 3 Rules of Real Estate:Location, Location, Location!
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See the most popular apartments and homes in Chestertown, MD
Getting Around Chestertown, MD
Walk Score®
47 / 100
Car-Dependent
Most errands require a car
Bike Score®
55 / 100
Bikeable
Some bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Pet Friendly Chestertown Apartments
What is the Cheapest Pet Friendly apartment in Chestertown?
Currently the most affordable Pet Friendly Apartment in Chestertown is at Seneca Bay Apartment Homes listed at $1,055.
How much is the average rent for a Pet Friendly Chestertown Apartment?
The average rent for a Pet Friendly Apartment in Chestertown is $1,921.
What is the largest Pet Friendly Chestertown Apartment for rent?
Today's Pet Friendly apartment with the most square footage in Chestertown is a 1,780 square feet unit starting from $1,997 at The Enclave at Box Hill.
What is the average size for Chestertown Pet Friendly Apartments for rent?
The average size for a Pet Friendly rental in Chestertown is currently at 695 sq ft.
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 Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
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Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
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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.