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Chestertown Apartments and Rentals

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We never rent or sell your email address without your consent. Rent.com will occasionally email you property listings. Privacy Policy

Rentals in Chestertown

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74 Properties
Kent Crossing Apartments 5 photos

1 Kent Crossing Apartments

$780 - $1085

Chestertown, MD 21620

Close to shopping center and downtown Chestertown...Near hospital and Washington College and Chester River...Historic Chestertown and Easy access and Rt…

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Apartment 168 units

1-3 bed 1-2 bath

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Chestertown, MD 21620

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Colonial Manor Apartments 4 photos

2 Colonial Manor Apartments

$795

Chestertown, MD 21620

Convenient to shopping center, restaurants and schools...Near hospital, Washington College and Chester River...Located in Historic Chestertown and easy …

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Apartment 54 units

2 bed 1 bath

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Chestertown, MD 21620

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Alta Chesapeake Ridge 8 photos

3 Alta Chesapeake Ridge

$883 - $1455

North East, MD 21901

Convenient access to I-95, Aberdeen Proving Ground, Baltimore, Elkton and Newark.Luxurious Clubhouse with Resort style swimming pool, newly designed bus…

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Apartment 264 units

1-3 bed 1-2 bath Cats allowed Dogs allowed

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North East, MD 21901

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Crossings at White Marsh I and II 14 photos

4 Crossings at White Marsh I and II

$960 - $1970

Perry Hall, MD 21128

Check out our NEWLY renovated apartment homes! Bring the children to our BRAND NEW PLAYGROUND and relax in our new Gazabo!

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Apartment 396 units

1-2 bed 1-2 bath Cats allowed Dogs allowed

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Perry Hall, MD 21128

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Fox Run 24 photos

5 Fox Run

$845 - $1065

Edgewood, MD 21040

Beautiful Park-like Setting...Free Unassigned Parking...New Fully-Equipped Kitchen and Baths...Extra Storage Space Off Balcony...Easy Access to I-95...

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Apartment 120 units

1-2 bed 1-2 bath Cats allowed Dogs allowed

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Edgewood, MD 21040

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Governor's Place Townhomes

6 Governor's Place Townhomes

$735 - $1050

Smyrna, DE 19977

Great Smyrna Location...Two- Story Townhouse Living...Private Entrances & Your Own Patio...

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Townhome 120 units

1-3 bed 1-2 bath

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Smyrna, DE 19977

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Harbor Point Estates 16 photos

7 Harbor Point Estates

$835 - $1125

Essex, MD 21221

Waterfront Living...Located Near the 23 and 55 Bus Line...School and Shopping Center Minutes Away...

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Apartment 650 units

2-3 bed 1-1.5 bath Cats allowed Dogs allowed

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Essex, MD 21221

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Key Landing 9 photos

8 Key Landing

$964 - $1454

Dundalk, MD 21222
(West Inverness)

Premier Waterfront Community Located on Bear Creek...Spacious Apartments in the Area...Free Utilities...ALL CREDIT CONSIDERED!!

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Apartment 504 units

1-3 bed 1-2 bath Cats allowed Dogs allowed

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Dundalk, MD 21222

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Oak Grove Apartments and Townhomes 16 photos

9 Oak Grove Apartments and Townhomes

$758 - $1009

Middle River, MD 21220

Sales Associates available 24 hours a day -- Call Now

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Apartment 348 units

1-2 bed 1 bath Cats allowed Dogs allowed

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Middle River, MD 21220

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Oakland Hills 9 photos

10 Oakland Hills

$1419 - $1589

Arnold, MD 21012

Located Adjacent to The Bay Hills Golf Course...Washer and Dryer in Every Apartment...New Oak Kitchen Cabinetry... CALL ABOUT OUR RENT SPECIALS!!!

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Apartment 137 units

1-2 bed 1 bath

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Arnold, MD 21012

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Perkins Place 17 photos

11 Perkins Place

$1070 - $1200

Belcamp, MD 21017

Private Entrances...Full size washer / dryer in every home...Owner managed, professionally maintained

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Apartment 102 units

2 bed 1-1.5 bath Cats allowed Dogs allowed

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Belcamp, MD 21017

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Silver Spring Station Luxury Apartments 25 photos

12 Silver Spring Station Luxury Apartments

$1230 - $1680

White Marsh, MD 21236

Live where happiness is included in the rent!...Truly a Lifestyle Close to Perfect, A Location Close to Everything...Just 20 Minutes to Downtown Baltimore...

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Apartment 348 units

1-3 bed 1-2 bath Cats allowed Dogs allowed

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White Marsh, MD 21236

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The Promenade at Red Apple Town Center 5 photos

13 The Promenade at Red Apple Town Center

$999 - $1999

Chester, MD 21619

Coming Summer 2013!Ideally situated just a short drive from Annapolis, Easton and Centreville, The Promenade at Red Apple Town Center offers an oasis fr…

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Apartment 100 units

1-2 bed 1-2 bath Cats allowed Dogs allowed

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Chester, MD 21619

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Woodsdale Apartments 9 photos

14 Woodsdale Apartments

$895 - $1090

Abingdon, MD 21009

Welcome to Woodsdale!

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Apartment 456 units

1-2 bed 1-1.5 bath Cats allowed

Move-in Special

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Abingdon, MD 21009

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Bay Hills Apartments 23 photos

15 Bay Hills Apartments

$1253 - $1499

Arnold, MD 21012

Excellent location near Annapolis and Washington DC! Golf course views, minutes from Severn River!Golf course views, minutes from Severn River!

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Apartment 120 units

1-2 bed 1 bath Cats allowed Dogs allowed

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Arnold, MD 21012

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Properties 1-15 of 74

Overview of Chestertown

Tucked away in the banks of the Chester River, the city of Chestertown, Md., is a great location for growing families to live, work and play. The heritage of the Chesapeake Bay is alive and well in this charming small town, attracting many Maryland residents to make Chestertown apartments for rent their new home. Full of recreational activity and seaside fare that has made the tri-state area famous, Chestertown is continually growing and thriving. According to City-Data, Chestertown saw a 10 percent increase in population from 2000 to 2010, making it a heavily sought-after community in the Chesapeake Bay area. There is nothing quite as charming as living in Maryland's upper eastern shoreline, so the city is certainly showing no signs of slowing down.

Living in Chestertown, MD

Chestertown has been part of the Mid-Atlantic since 1706, but the real excitement around this city is just now starting to take shape. According to City-Data, is extremely affordable compared to other communities surrounding Baltimore and Philadelphia. With a cost of living index that is more than 10 percent below the U.S. average, it makes sense that so many people are beginning to call Chestertown home. According to information from the 2010 U.S. Census Bureau, there are more than 5,000 residents living in the city, and that number is expected to grow as more people find out about what this quaint small town has to offer.

Chestertown Attractions and Special Events

One of the biggest community events held every Memorial Day Weekend in Chestertown is the annual Tea Party Festival. Legend has it that on the eve of the famous Boston Tea Party in 1774, Chestertown shut down their ports in solidarity with the patriots in Massachusetts, and the citizens in the area have been celebrating this occasion on Maryland's eastern shore for many years. Included among the festivities are a cocktail party, colonial parade, tea toss, colonial crafts and live musical entertainment.

Rent.com® can help you get settled in a Chestertown apartment. Look through our rental listings and find the perfect home for your needs.

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