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Rent Specials
$1,535 - $2,095
Total Monthly Price
1 to 2 Bedroom Apartments Available NowTotal Monthly Price
Base Rent
$1,535 - $2,095
Total Monthly Price
Varies
Harborside Village Apartments
610 Towne Center DrJoppa, MD 21085
Apartments for Rent with Specials in Chestertown, MD (15 Rentals)
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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Rent Specials
$1,371 - $2,212Special Offer
Specials Open House Thursday, March 12th, 2026, to Sunday, March 15th, 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 ap
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Seven Oaks Townhomes
802 Kingston CtEdgewood, MD 21040
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Rent Specials
$1,429 - $3,069Special Offer
Discounts Enjoy $500 off move-in costs when you apply by 3/31! Offer valid for a limited time on 12+ month lease terms. Please see a Leasing
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ReNew Belcamp
1300 Liriope CtBelcamp, MD 21017
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Rent Specials
$1,324 - $1,517Special Offer
Specials Move in by 3/15/26 and receive a full free months' rent! Call for details!"
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Verona at Middle River
2 Driftwood CtEssex, MD 21221
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Rent Specials
$1,043 - $1,646Special Offer
Specials Open House Thursday, March 12th, 2026, to Sunday, March 15th, 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 ap
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Hyde Park Apartments
1114 Tace DrEssex, MD 21221
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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Rent Specials
$1,288 - $2,136Special Offer
Specials Open House Thursday, March 12th, 2026, to Sunday, March 15th, 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 ap
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Woodsdale Apartments
102 Waldon RdAbingdon, MD 21009
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Rent Specials
$802 - $1,231Special Offer
Specials Apply online or in person today to get $100 off monthly rent + $600 in waived rent at select communities.
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Hartland Village Apartments
1103 Country Terrace RdEssex, MD 21221
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Rent Specials
$909 - $1,403Special Offer
Discounts Apply online or in person today for Kings Mill Apartments to get $100 off Market Rent + $600 in waived rent at move in.
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Kings Mill Apartments and Townhomes
1460 Hadwick DrEssex, MD 21221
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Rent Specials
$852 - $1,365Special Offer
Specials Apply today in person or online to get $75-$100 off Market Rent -PLUS- take an additional $300-$600 in waived rent at move in at se
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The Greens Apartments and Townhomes
1207 Middleborough RdEssex, MD 21221
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Rent Specials
$1,795 - $2,400Special Offer
Specials Move In March - Move in by March 31st, live rent free from the 16th through the 31st. No security deposit or pet fee on select home
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Aberdeen Proving Ground on Post Housing
6283 Demby DrAberdeen Proving Ground, MD 21005
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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Rent Specials
$1,605 - $2,084Special Offer
Specials Open House Thursday, March 12th, 2026, to Sunday, March 15th, 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 ap
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Kingston Townhomes
736 W KingswayBaltimore, MD 21220
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Rent Specials
$1,970 - $2,120Special 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
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Rent Specials
$1,713 - $2,327Special Offer
Specials Open House Thursday, March 12th, 2026, to Sunday, March 15th, 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 ap
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Foxridge Townhomes
1114 Tace DrEssex, MD 21221
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Rent Specials
$1,755 - $4,140Special Offer
Specials Apply within 48 hours of your first visit for a waived application fee and reduced deposit. *Restrictions May Apply
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The Enclave at Box Hill
3405 McCurley DrAbingdon, MD 21009
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Rent Specials
$1,185 - $1,892Special Offer
Specials Step Into Spring with $500 OFF! Move in by March 31st and receive $500 OFF your new home. *Valid on select homes. Certain restricti
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Annhurst (MD)
4600 Annhurst DrBelcamp, MD 21017
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.
Showing Results 1-15, Page 1 of 1
Chestertown, MD Local Guide
High Street in w:Chestertown, Maryland by Jennifer Schmidt is licensed under Internal
How much does it cost to rent an apartment in Chestertown?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Chestertown Studio Apartments | $1,091 | $802 | $1,600 |
| Chestertown 1 Bedroom Apartments | $1,492 | $765 | $2,529 |
| Chestertown 2 Bedroom Apartments | $1,772 | $950 | $2,750 |
| Chestertown 3 Bedroom Apartments | $1,953 | $1,050 | $3,232 |
| Chestertown 4 Bedroom Apartments | $2,247 | $1,989 | $2,400 |
Note: Properties with the Total Monthly Price badge include all required fees. Hover over the badge for details.
Browse Top Apartments in Chestertown
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Chestertown, MD Local Guide
- Chestertown Neighborhoods
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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.
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 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.
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Pet Friendly Lifestyle
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Among cities in Maryland for Apartment listings with Pet Friendly Amenities.
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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 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 $2,137.
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 $1,755 at The 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 897 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.