Apartments for Rent with Specials in Chestertown, MD (11 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 - $2,052Special Offer
1 Month Free Move in on or before 6/15/2026 and receive 1 month of free rent, on your first full month of occupancy, and 3 months of free ut
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Hopkins Point by OneWall

37 Alberge LnMiddle River, MD 21220
Corporate Housing
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  • Customer Reviewed
  • 3D Tour
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Hyde Park Apartments
Rent Specials
$1,003 - $1,573Special Offer
Specials Open House Thursday, June 11th 2026, to Sunday, June 14th, 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 appli
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Hyde Park Apartments

1114 Tace DrEssex, MD 21221
Cost Per Sq.Ft.
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  • Customer Reviewed
  • Utilities Included
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Kings Mill Apartments and Townhomes
Rent Specials
$785 - $1,403Special Offer
Specials Apply today and get $600 in waived rent on select apartments. Ask how you can get your application fee back. Don't miss this deal-
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Kings Mill Apartments and Townhomes

1460 Hadwick DrEssex, MD 21221
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  • Utilities Included
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The Greens Apartments and Townhomes
Rent Specials
$687 - $1,365Special Offer
Specials Big move-in savings happening now! Select apartments qualify for $400-$600 in waived rent -plus- possible application fee refunds i
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The Greens Apartments and Townhomes

1207 Middleborough RdEssex, MD 21221
Family Friendly
  • Verified
  • Customer Reviewed
  • Utilities Included

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

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Village Of Carrollwood
Rent Specials
$2,000 - $2,150Special 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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  • Customer Reviewed
  • Utilities Included
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Perkins Place
Rent Specials
$1,712 - $2,162Special Offer
Discounts Move in by June 30, 2026 and receive $750 off your first month's rent! 13-month lease required
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Perkins Place

4460 Perkins CirBelcamp, MD 21017
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  • 3D Tour
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Foxridge Townhomes
Rent Specials
$1,662 - $2,183Special Offer
Specials Open House Thursday, June 11th 2026, to Sunday, June 14th, 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 appli
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Foxridge Townhomes

1114 Tace DrEssex, MD 21221
Cost Per Sq.Ft.
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Annhurst (MD)
Rent Specials
$1,200 - $1,981Special Offer
Specials Kick Off Summer with $1,000 Off* Move in by 6/30 to qualify *Restrictions Apply
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Annhurst (MD)

4600 Annhurst DrBelcamp, MD 21017
Corporate Housing
  • Verified
  • 3D Tour
  • Smoke Free

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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The Promenade at Red Apple Town Center
Rent Specials
$1,949 - $2,590Special Offer
1 Month Free One month FREE on vacant apartment homes* $100 off market rent on select homes* *Waived application fees* *Must lease by 6/30/2
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The Promenade at Red Apple Town Center

800 Abruzzi DrChester, MD 21619
Furnished
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  • Customer Reviewed
  • Utilities Included

Chestertown, MD Local Guide

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!

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Frequently Asked Questions about Rent Specials Chestertown Apartments

What is the Cheapest Rent Specials apartment in Chestertown?

Currently the most affordable Rent Specials Apartment in Chestertown is at Hopkins Point by OneWall listed at $1,050.

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

The average rent for a Rent Specials Apartment in Chestertown is $1,813.

What is the largest Rent Specials Chestertown Apartment for rent?

Today's Rent Specials apartment with the most square footage in Chestertown is a 1,100 square feet unit starting from $2,000 at Village Of Carrollwood.

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 872 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

decorative image for How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide article

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide

Written by: Robin Stewart

Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

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Pet-Friendly Renting: Everything You Need to Know Before You Move

Written by: Christine Leonard, Esq.

For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

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Creative Ways Developers Reimagine Retail Spaces as Residential Units

Written by: Robin Stewart

Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.

decorative image for Neighborhood and Market Insights: How to Choose the Right Area to Rent   article

Neighborhood and Market Insights: How to Choose the Right Area to Rent

Written by: Robin Stewart

Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.