Pet Friendly Apartments for Rent in Chestertown, MD (44 Rentals)

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Apartments for rent in Chestertown that love your dogs or cats as much as you do!

Understanding Amenity Fees: Know Where You Might Be Able to Save Money

What are amenity fees and are they optional? This guide breaks down everything you need to know about apartment amenity fees, including when you can opt out and how you might be able to lower your rent.

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The Berkleigh
$1,705 - $3,106
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Total Monthly Price

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$1,705 - $3,106
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Studio to 3 Bedroom Apartments Available Now

The Berkleigh

6221 Greenleigh AveBaltimore, MD 21220
Corporate Housing
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  • Utilities Included
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Arbors Greenleigh
$1,623 - $3,128
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$1,623 - $3,128
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1 to 3 Bedroom Apartments Available Now

Arbors Greenleigh

11550 Crossroads CirBaltimore, MD 21220
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  • Utilities Included

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.

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Enclave at Box Hill
$2,035 - $5,457
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Total Monthly Price

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$2,035 - $5,457
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1 to 3 Bedroom Apartments Available Now

Enclave at Box Hill

3405 McCurley DrAbingdon, MD 21009
Corporate Housing
  • Verified
  • Customer Reviewed
  • 3D Tour

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.

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Stansbury Manor
Pet Friendly
Pet Details

Stansbury Manor

1 Alder DrMiddle River, MD 21220
  • Utilities Included
Showing Results 1-44, Page 1 of 1

Chestertown, MD Local Guide

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 $727. The second cheapest Chestertown Pet Friendly apartment is the Studio 1 Bathroom Model at Hyde Park Apartments, which is a Studio starting at $999 in the Hopewell Point neighborhood. Here are the most affordable Pet Friendly Chestertown apartments.

Apartment ListingModel NamePriced From
The Greens Apartments and TownhomesStudio$727
Hyde Park ApartmentsStudio 1 Bathroom$999
Seneca Bay Apartment HomesOne Bedroom$1,050
Chesapeake Village Apartments1 Bedroom, 1 Bath$1,247
Verona at Middle River2BD/1BA$1,299
Kingston Townhomes3 Bedrooms 1 Bath$1,683
Arbors Greenleigh1 Bed/1 Bath-A8-Dover$1,723
RiversideThe Chesapeake$1,809
The Berkleigh1 Bed/1 Bath-A3-Magothy$2,006
Enclave at Box Hill1 Bed 1 Bath-A1$2,035

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.

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Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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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.

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Pet Friendly Lifestyle

Ranked #

Among cities in Maryland for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

Pet Friendly

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Chestertown, MD Rentals by Map

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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 Hopkins Point by OneWall listed at $1,050.

How much is the average rent for a Pet Friendly Chestertown Apartment?

The average rent for a Pet Friendly Apartment in Chestertown is $1,986.

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 $2,035 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

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

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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.