Apartments for Rent with Specials in Chestertown, MD (10 Rentals)

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Apartments in Chestertown with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.

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Hopkins Point by OneWall
Rent Specials
$1,050 - $1,855Special Offer
1 Month Free Move in on or before 05/15/2026 and receive 1 month of free rent, on your first full month of occupancy, and 3 months of free u
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Hopkins Point by OneWall

37 Alberge LnMiddle River, MD 21220
Corporate Housing
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Woodsdale Apartments
Rent Specials
$1,295 - $2,093Special Offer
Specials Open House Thursday, April 23rd, 2026, to Sunday, April 26th 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 app
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Woodsdale Apartments

102 Waldon RdAbingdon, MD 21009
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Hartland Village Apartments
Rent Specials
$702 - $1,231Special Offer
Specials Limited Time Special- Reduced rent + up to $600 waived rent! Ask how you can get your application fee back. Call today for details
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Hartland Village Apartments

1103 Country Terrace RdEssex, MD 21221
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Kings Mill Apartments and Townhomes
Rent Specials
$835 - $1,403Special Offer
Specials Apply online or in person today for Kings Mill Apartments to get reduced rent + $600 in waived rent at move in. Ask how you can get
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Kings Mill Apartments and Townhomes

1460 Hadwick DrEssex, MD 21221
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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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Aberdeen Proving Ground on Post Housing
Rent Specials
$1,795 - $2,400Special Offer
Specials April Rent Free - Move in this month and April Rent is on us. Call the Leasing Office for details for home details. Make Aberdeen P
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Aberdeen Proving Ground on Post Housing

6283 Demby DrAberdeen Proving Ground, MD 21005
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Village Of Carrollwood
Rent Specials
$1,970 - $2,130Special Offer
Specials Year round appreciation for State, Fire Department, Law Enforcement, Military, Health, and Educational Fields in the form of a 5% D
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Village Of Carrollwood

3902 Misty View RdMiddle River, MD 21220
Student Housing
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Enclave at Box Hill
Rent Specials
$1,710 - $4,287
Total Monthly Price

Total Monthly Price

Base Rent
$1,710 - $4,287

Total Monthly Price
Varies
1 to 3 Bedroom Apartments Available Now

Enclave at Box Hill

3405 McCurley DrAbingdon, MD 21009
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Annhurst (MD)
Rent Specials
$1,320 - $1,874Special Offer
Specials Spring Forward Into Your New Home! Move in by April 30th and get $500 OFF 1st month's rent + a waived admin fee. *Valid on select h
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Annhurst (MD)

4600 Annhurst DrBelcamp, MD 21017
Corporate Housing
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  • 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.

Chestertown, MD Local Guide

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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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.

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The 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.

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Cash 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.

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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.

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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!

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Frequently Asked Questions about Rent Specials Chestertown Apartments

How much is the average rent for a Rent Specials Chestertown Apartment?

The average rent for a Rent Specials Apartment in Chestertown is $1,938.

What is the largest Rent Specials Chestertown Apartment for rent?

Today's Rent Specials apartment with the most square footage in Chestertown is a 1,780 square feet unit starting from $1,710 at Enclave at Box Hill.

What is the average size for Chestertown Rent Specials Apartments for rent?

The average size for a Rent Specials rental in Chestertown is currently at 746 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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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.

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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.