Chestertown, MD Apartments For Rent
50 rentals
Use arrow keys to navigatePET FRIENDLY$1,834 - $2,809/mo
1-2 Beds
1-2 BathsFox Ridge and Lakeview Park Apartments | 601 Lakeview Dr #3-306,
Royersford, PA 19468
Use arrow keys to navigatePET FRIENDLY$2,040 - $2,965/mo1-3 Beds1-3 BathsWalnut Crossing Apartments | 350 Brooke Dr #13-1302,
Royersford, PA 19468
Use arrow keys to navigatePET FRIENDLY$2,399 - $3,199/mo2-3 Beds2 BathsBotanica Cottages Apartment Homes | 100 Hunsberger Dr #1603,
Royersford, PA 19468
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Use arrow keys to navigatePET FRIENDLY$1,870 - $2,945/mo1-3 Beds1-3 BathsChestnut Pointe Apartments | 150 Morgan Dr #11-1108,
Royersford, PA 19468
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PET FRIENDLYContact for price1-3 bd1-2 baThe Pointe at River Glen | 4107 Diamond Pl #2134113,
Royersford, PA 19468
PET FRIENDLY
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- PET FRIENDLYContact for price1-3 bd1-2 baThe Pointe at River Glen | 4107 Diamond Pl #2134113,
Royersford, PA 19468 - PET FRIENDLY
Explore by feature - Pet Friendly
- PET FRIENDLY
- PET FRIENDLY
- PET FRIENDLY
- PET FRIENDLY
- PET FRIENDLYContact for price1-3 bd1-2 baThe Pointe at River Glen | 4107 Diamond Pl #2134113,
Royersford, PA 19468 - PET FRIENDLY
Explore by feature - Pet Friendly
- PET FRIENDLY
- PET FRIENDLY
- PET FRIENDLY
- PET FRIENDLY
- PET FRIENDLYContact for price1-3 bd1-2 baThe Pointe at River Glen | 4107 Diamond Pl #2134113,
Royersford, PA 19468 - PET FRIENDLY
What Locals Say about 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 increased in Jun 2026 compared to the previous month. Rent previously peaked in Sep 2025.
| Month | Average rent |
|---|---|
| Jul 2025 | $1,500 |
| 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 |
Average Rent By Bedroom and Home Type
In June 2026, Apartments and Condos were the most affordable home type to rent compared with Townhomes and Houses.
| 1 bed | 2 beds | 3 beds | 4 beds | All | |
|---|---|---|---|---|---|
| All home types | $1,500 | $1,700 | $2,600 | $2,500 | $2,050 |
| Townhomes | — | — | $2,095 | — | $2,095 |
| Apartments and Condos | $1,500 | $1,700 | — | — | $1,520 |
| Houses | — | — | $2,600 | $2,500 | $2,600 |
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 $1,700 per month. This is about 13% lower than the national average.
- What is the average rent of a house in Chestertown, MD?The average rent of a house in Chestertown, MD is $2,600 per month. This is about 33% higher than the national average.
- What is the average rent of a townhome in Chestertown, MD?The average rent of a townhome in Chestertown, MD is $2,095 per month. This is about 7% 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 $1,400 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 5 available rental listings in Chestertown, MD.
- What are some zip codes in Chestertown, MD?
- 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.