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Apartments for Rent in Chester, MD

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Chester, Maryland is located on the large and historic Kent Island in the Chesapeake Bay. The first settlers arrived to the island in 1631 – making it the third oldest permanent English settlement in the nation. Chester is considered a suburb of Baltimore and Washington, DC.

When you’ve found the perfect apartment for rent in Chester, be sure to visit the Chesapeake County Scenic Byway and the American Discovery Trail – they both pass through Kent Island and are just a short distance from Chester. The historic buildings along these routes include Cray House and the Christ Episcopal Church of Kent Island – the oldest continuous Episcopal congregation in the US, founded in 1631.

Chester apartments are located in Queen Anne’s County, established in 1706 and named for Queen Anne of Great Britain. Rich in history, this area is filled with museums, historic districts, and fascinating locations. Just a short trip across the Chesapeake Bay Bridge, you’ll find Annapolis and the United States Naval Academy, Sandy Point State Park, Fort Meade, the Baltimore/Washington International Thurgood Marshall Airport, Downtown Baltimore, and the sites, monuments, shops, museums, theaters, and restaurants in Washington, DC.


19 photos
  • $1,250 - $1,499
  • 1 BR - 2 BR
Chester, MD 21619 Map

5 photos
  • $1,265 - $2,265
  • 1 BR - 3 BR
Annapolis, MD 21403 Map

(877) 497-7944 Check Availability
23 photos
  • $1,075 - $2,463
  • Studio - 3 BR
Annapolis, MD 21403 Map

(443) 354-1658 Check Availability
4 photos
  • From $2,500
  • 1 BR
  • 55+
Annapolis, MD 21409 Map

5 photos
  • $1,405 - $2,405
  • Studio - 3 BR
Annapolis, MD 21401 Map

(877) 654-4866 Check Availability
3 photos
  • $675 - $760
  • 1 BR - 2 BR
Saint Michaels, MD 21663 Map

(877) 825-9979 Check Availability
10 photos
  • $675 - $760
  • 1 BR - 2 BR
St Michaels, MD 21663 Map

(443) 906-1617 Check Availability
14 photos
  • $3,390 - $6,720
  • 1 BR - 2 BR
  • 55+
Annapolis, MD 21401 Map

11 photos
  • From $1,517
  • 1 BR
  • Short-Term
Annapolis, MD 21401 Map

(443) 569-7930 Check Availability
12 photos
  • From $1,510
  • 1 BR
  • Short-Term
Annapolis, MD 21401 Map

(443) 221-6030 Check Availability
4 photos
  • From $2,500
  • 1 BR
  • 55+
Severna Park, MD 21146 Map

5 photos
  • $4,710 - $6,660
  • 1 BR - 2 BR
  • 55+
Easton, MD 21601 Map

5 photos
  • $4,170 - $5,100
  • 1 BR
  • 55+
Severna Park, MD 21146 Map

5 photos
  • $1,399 - $1,799
  • 2 BR - 3 BR
Pasadena, MD 21122 Map

(877) 397-8806 Check Availability
11 photos
  • $750 - $1,270
  • Studio - 3 BR
Glen Burnie, MD 21060 Map

(443) 422-3096 Check Availability
1 photo
  • $949 - $1,329
  • 1 BR - 3 BR
  • Verizon FiOS Available
Glen Burnie, MD 21060 Map

(443) 397-9375 Check Availability
8 photos
  • $820 - $1,150
  • Studio - 2 BR
Glen Burnie, MD 21061 Map

(443) 422-3614 Check Availability
5 photos
  • $935 - $1,335
  • 1 BR - 2 BR
Glen Burnie, MD 21061 Map

(877) 311-5332 Check Availability
5 photos
  • $980 - $2,100
  • 1 BR - 3 BR
  • Verizon FiOS Available
Glen Burnie, MD 21061 Map

(877) 415-6321 Check Availability
1 photo
  • $1,185 - $1,580
  • 1 BR - 3 BR
Crofton, MD 21114 Map

(877) 345-2459 Check Availability
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