Cheap Apartments for Rent in Chestertown, MD

8 rentals

Apartments For Rent Near Chestertown, MD

We found 30 more apartments matching your filters just outside Chestertown

Average Rent Trends in Chestertown, MD

Rent in Chestertown, MD varies by number of bedrooms and home type. Use these charts to quickly see how rent changes.
Average rent decreased in Jul 2026 compared to the previous month. Rent previously peaked in Sep 2025.
MonthAverage rent
Aug 2025$1,600
Sep 2025$2,400
Oct 2025$2,100
Nov 2025$2,100
Dec 2025$2,000
Jan 2026$1,575
Feb 2026$1,900
Mar 2026$2,000
Apr 2026$2,000
May 2026$1,520
Jun 2026$2,050
Jul 2026$2,000
View as a graph

Average Rent By Bedroom and Home Type

In July 2026, Apartments and Condos were the most affordable home type to rent compared with Townhomes and Houses.
1 bed2 beds3 beds4 bedsAll
All home types$1,500$1,400$2,000$2,500$2,050
Townhomes——$2,000—$2,000
Apartments and Condos$1,500$2,050——$1,500
Houses—$1,400$2,044$2,500$2,400
See more information about local market trends in Chestertown, MD

Frequently Asked Questions about Rentals in Chestertown, MD

  • What is the average rent of an apartment in Chestertown, MD?
    The average rent of an apartment in Chestertown, MD is $1,500 per month. This is about 23% lower than the national average.
  • When is the average rent cheapest in Chestertown, MD?
    In the last year, the average rent in Chestertown, MD was lowest in Jan 2025 when it was $1,400 per month.
  • When is the average rent most expensive in Chestertown, MD?
    In the last year, the average rent in Chestertown, MD was highest in Sep 2025 when it was $2,400 per month.
  • How many available rental listings are in Chestertown, MD?
    There are 10 available rental listings in Chestertown, MD.
  • What are some zip codes in Chestertown, MD?
    Chestertown, MD includes zip codes such as: 21620, 21690.
  • What are some cities near Chestertown, MD?
    Some nearby cities include: Worton, Still Pond, Rock Hall, Church Hill, Kennedyville. These cities may have more rental options to explore.
View this page in Spanish: Apartamentos baratos en renta en Chestertown, MD - 1,490 Rentas | Trulia