Cheap Houses for Rent in Chestertown, MD

3 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 May 2026 compared to the previous month. Rent previously peaked in Feb 2025.
MonthAverage rent
Jun 2025$2,350
Jul 2025$2,800
Aug 2025$2,000
Sep 2025$2,400
Oct 2025$2,100
Nov 2025$2,100
Dec 2025$2,100
Jan 2026$2,000
Feb 2026$2,000
Mar 2026$2,000
Apr 2026$2,300
May 2026$1,500
View as a graph

Average Rent By Bedroom and Home Type

In May 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$1,520$2,095$2,500$1,520
Townhomes——$2,095—$2,095
Apartments and Condos$1,500$1,520——$1,520
Houses—$1,500—$2,500$2,500
See more information about local market trends in Chestertown, MD

Frequently Asked Questions about Houses for rent in Chestertown, MD

  • What is the average rent of a house in Chestertown, MD?
    The average rent of a house in Chestertown, MD is $2,500 per month. This is about 30% higher 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 $1,879 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 Feb 2025 when it was $2,800 per month.
  • How many houses are available to rent in Chestertown, MD?
    There are 1 available houses to rent 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.