What is the average rent for an apartment in Chestertown, MD?

The average rent in Chestertown, MD is $1,303 per month. By comparison, renters across the U.S. pay an average of $1,631, which means housing in Chestertown, MD is slightly less expensive than much of the country.

Where can I find rentals with flexible lease terms in Chestertown, MD?

You can find flexible rentals in Chestertown, MD by exploring short-term rentals for temporary stays or browsing furnished apartments for move-in ready options that save time and hassle.

Can I tour apartments virtually in Chestertown, MD?

Tour apartments from your couch with Matterport 3D Tours. We have 30 Chestertown apartments with virtual tours available . Walk through the apartment, view room layouts and get a feel for the space before an in-person tour.

Can I live in Chestertown, MD without a car?

Chestertown, MD has very few transit options. Residents typically rely on driving for daily needs.

What colleges and universities are in Chestertown, MD?

Students renting in Chestertown, MD have access to Washington College , CCBC Dundalk , Johns Hopkins Medicine , and CCBC Essex .

Clear

Apartments for Rent in Chestertown MD

30 Rentals

Kent Crossing Apartments

101 Morgnec Rd, Chestertown, MD 21620

1 Bed

$1,300

2 Beds

$1,600+

3 Beds

$1,900
2 Beds

$1,700

House for Rent

319 Holly Ct, Chestertown, MD 21620
2 Beds

$1,400

House for Rent

118 N Water St, Chestertown, MD 21620
3 Beds

$2,300

House for Rent

204 Duke of Kent St, Chestertown, MD 21620
More Rentals Near Chestertown, MD

We found 25 more rentals that closely match your search.
Hopkins Point by OneWall

37 Alberge Ln, Middle River, MD 21220
1 / 51

Matterport 3D Tours
1 Bed

$1,275

2 Beds

$1,250+

3 Beds

$1,930+

1 Month Free

Pets Allowed Dishwasher Refrigerator Kitchen Walk-In Closets Range
Seven Oaks Townhomes

802 Kingston Ct, Edgewood, MD 21040
1 / 41

Videos

Matterport 3D Tours
1 Bed

$1,339+

2 Beds

$1,495+

3 Beds

$1,730+

Pets Allowed Pool Dishwasher In Unit Washer & Dryer Disposal Package Service
Seneca Bay Apartment Homes

3736 White Pine Rd, Middle River, MD 21220
1 / 26

Matterport 3D Tours
1 Bed

$1,195+

2 Beds

$1,315+

Pets Allowed Fitness Center Pool Dishwasher In Unit Washer & Dryer Clubhouse Stainless Steel Appliances
Aberdeen Proving Ground on Post Housing

6283 Demby Dr, Aberdeen Proving Ground, MD 21005
1 / 50

Matterport 3D Tours
2 Beds

$1,895

3 Beds

$1,950+

4 Beds

$2,345+

Specials
Village Of Carrollwood

3901-3939 Misty View Rd, Middle River, MD 21220

3 Beds

$1,970+
Fox Run Apartments

1600 Ashby Square Dr, Edgewood, MD 21040

1 Bed

$1,377+

2 Beds

$1,514+
Carriage Court Apartments

102 Reider Ct, Edgewood, MD 21040

2 Beds

$1,300

3 Beds

$1,400+
Edgewood Park Apartments

611 Edgewood Rd, Edgewood, MD 21040

1 Bed

$1,045+

2 Beds

$1,160+
Windsor Valley Apartments

525 Meadowood Dr, Edgewood, MD 21040

1 Bed

$765+

2 Beds

$950+

3 Beds

$1,050+
1 Bed

$1,369+

2 Beds

$1,349+

3 Beds+

$1,469+

Harford Commons

2033 Armstrong St, Edgewood, MD 21040
2 Beds

$1,156

The Willows at Cecilton

203 E Main St, Cecilton, MD 21913
2 Beds

$1,400

House for Rent

5785 Downey Ave, Rock Hall, MD 21661
5 Beds

$3,600

Townhome for Rent

2809 Beckon Dr, Edgewood, MD 21040
4 Beds

$2,650

House for Rent

107 Sampson Ln, Grasonville, MD 21638
3 Beds

$2,000

House for Rent

21244 Loller Ln, Rock Hall, MD 21661
3 Beds

$2,795

Townhome for Rent

2824 Shaws Rd, Edgemere, MD 21219
4 Beds

$1,999

Townhome for Rent

2735 Beckon Dr, Edgewood, MD 21040
$1,795

Townhome for Rent

570 Jamestown Ct, Edgewood, MD 21040

3 Beds | 2.5 Baths | 1,600 sq ft
$1,200

Apartment for Rent

178 Sassafras St Unit #1, Millington, MD 21651

1 Bed | 1 Bath | 526 sq ft
$2,200

House for Rent

24906 Lambs Meadow Rd, Worton, MD 21678

3 Beds | 1.5 Baths | 1,165 sq ft
$2,150

Townhome for Rent

300 Oakway Ct, Joppa, MD 21085

4 Beds | 2.5 Baths | 1,900 sq ft
$3,800

House for Rent

6119 New St, Rock Hall, MD 21661

3 Beds | 3.5 Baths | 3,000 sq ft
$2,000

Townhome for Rent

313 Sweet Briar Ct, Joppatowne, MD 21085

3 Beds | 1.5 Baths
$3,200

House for Rent

1920 Sue Ave, Baltimore, MD 21221

3 Beds | 2.5 Baths | 3,560 sq ft
$2,200

House for Rent

2000 Cherry Rd, Edgewood, MD 21040

2 Beds | 1 Bath

Maryland Kent County Chestertown

Chestertown, MD Apartments for Rent

Located on the western banks of the Chester River, Chestertown boasts a rich history in a scenic environment. Chestertown is surrounded by farmland, exuding a rural small-town vibe. Chestertown residents enjoy a slow-paced approach to life, with plenty of time to stroll the waterfront at Wilmer Park and peruse the many shops in the Chestertown Historic District.

A bevy of annual events bring the Chestertown community together, including the Harry Potter Festival, Jazz Festival, Tea Party Festival, Porchfest, Riverfest, National Music Festival, and Taste of Chestertown. Chestertown is also home to Washington College, the first college chartered in the newly independent United States following the Revolutionary War. Big-city amenities aren’t too far away, with larger cities like Philadelphia, Baltimore, and Washington, DC just a 90-minute drive from Chestertown.

Learn more about living in Chestertown, MD

Chestertown, MD Rental Insights

: The average rent in Chestertown, MD is $1,303 per month. By comparison, renters across the U.S. pay an average of $1,631, which means housing in Chestertown, MD is slightly less expensive than much of the country.
: You can find flexible rentals in Chestertown, MD by exploring short-term rentals for temporary stays or browsing furnished apartments for move-in ready options that save time and hassle.
: Tour apartments from your couch with Matterport 3D Tours. We have 30 Chestertown apartments with virtual tours available. Walk through the apartment, view room layouts and get a feel for the space before an in-person tour.
: Chestertown, MD has very few transit options. Residents typically rely on driving for daily needs.
: Students renting in Chestertown, MD have access to Washington College, CCBC Dundalk, Johns Hopkins Medicine, and CCBC Essex.