Cheap Houses for Rent in Chestertown, MD

5 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 for a house decreased in Jul 2026 compared to the previous month. Rent for houses peaked in Feb 2025.
MonthAverage rent
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
Jun 2026$2,600
Jul 2026$2,400
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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$1,200$1,700$2,200$2,500$2,050
Townhomes——$2,000—$2,000
Apartments and Condos$1,200$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 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 $2,400 per month. This is about 23% higher than the national average.
  • When is the average rent for a house 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 for a house 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 does the rent of a 3 bedroom house compare to a 2 bedroom house in Chestertown, MD?
    The average rent of a 3 bedroom house in Chestertown, MD is $2,044 per month. That is about $644 more than the cost of a 2 bedroom house.
  • How many houses are available to rent in Chestertown, MD?
    There are 5 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.
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