
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!


Chestertown Cove Apartments

Hopkins Point by OneWall

Total Monthly Price
Harborside Village Apartments

Seven Oaks Townhomes

Hyde Park Apartments

Total Monthly Price
Seneca Bay Apartment Homes

Woodsdale Apartments
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.

Hartland Village Apartments

Kings Mill Apartments and Townhomes

The Greens Apartments and Townhomes

Beacon Pointe Apartments and Townhomes

Chesapeake Village Apartments

The Berkleigh

Arbors Greenleigh

Fox Run Apartments

Riverside

Carriage Court Apartments
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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.

Magnolia Farms

Kingston Townhomes

Village Of Carrollwood

Windsor Valley Apartments

Perkins Place

The Waldon

Holly Oaks

Enclave at Box Hill

Foxridge Townhomes

The Willows at Cecilton
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Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Harford Commons

73 Cattail Ln

903 Woodbridge Ct

4231 Greys Run Cir

1304 2nd Rd

Edgewood Park Apartments

Merion Village, 62+ Living

Perryman Station Senior Apartments, 62+

Essex Park Apartments and Townhomes

Winston's Choice Family Townhomes

Stansbury Manor

Holly Circle Townhouses
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 | $1,105 | $802 | $1,600 |
| Chestertown 1 Bedroom Apartments | $1,502 | $765 | $2,489 |
| Chestertown 2 Bedroom Apartments | $1,781 | $950 | $2,850 |
| Chestertown 3 Bedroom Apartments | $1,983 | $1,050 | $3,555 |
| Chestertown 4 Bedroom Apartments | $2,253 | $2,009 | $2,400 |
Browse Top Apartments in Chestertown
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Chestertown, MD Local Guide
- Chestertown Neighborhoods
- Nearby Cities
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Most Pet Friendly Neighborhoods in Chestertown, MD
There are currently 13 Pet Friendly Apartments for Rent in the Chestertown, MD area. Here is today’s list of the top 1 Pet Friendly neighborhoods for Chestertown Apartments for rent:
| Neighborhood | Pet Rating | Available Units | Median Price |
|---|---|---|---|
| Coventry Farms | 3.5/4 | 1 | $1,900 |
Cheapest Pet Friendly Apartment Rentals in Chestertown , MD and nearby
The lowest priced Chestertown apartment at a property that allows pets is the Two Bedroom 2 Beds Model at Hopkins Point by OneWall in the Middle River Baltimore Crossroads neighborhood starting from $1,075. The second cheapest Chestertown Pet Friendly apartment is the One Bedroom - 629 sqft Model at Seneca Bay Apartment Homes, which is a 1 Bed starting at $1,080 in the Miramar Landing - Gibson/Taylor neighborhood. Here are the most affordable Pet Friendly Chestertown apartments.
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Hopkins Point by OneWall | Two Bedroom | $1,075 |
| Seneca Bay Apartment Homes | One Bedroom - 629 sqft | $1,080 |
| Hyde Park Apartments | Two Bedroom One Bath | $1,138 |
| Chesapeake Village Apartments | 1 Bedroom, 1 Bath | $1,247 |
| Verona at Middle River | 2BD/1BA | $1,324 |
| Arbors Greenleigh | 1 Bed/1 Bath Jr-A9-Beckley | $1,550 |
| Kingston Townhomes | 3 Bedrooms 1 Bath | $1,606 |
| Foxridge Townhomes | 3 Bedrooms 1 Bath | $1,713 |
| Riverside | The Annapolitan 2 | $1,749 |
| The Berkleigh | 1 Bed/1 Bath-A3-Magothy | $1,799 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon't Settle: How to Negotiate Your Apartment Lease and Save Money
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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 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!
Explore Chestertown, MD Rentals by Map
See the most popular apartments and homes in Chestertown, MD
Frequently Asked Questions about Pet Friendly Chestertown Apartments
How much is the average rent for a Pet Friendly Chestertown Apartment?
The average rent for a Pet Friendly Apartment in Chestertown is $1,898.
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 $1,764 at 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 697 sq ft.
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.


