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The average monthly rent in Chestertown is down 13.81% compared to last month but up 44.47% year-over-year.
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5d+ ago
House for rent in Chestertown
2 beds
1 bath
$1,400
House for rent
5d+ ago
House for rent in Chestertown
9919 Augustine Herman Hwy, Chestertown, MD 21620
In-unit laundry | Storage | Carpet
4 beds
2 baths
$2,000
House for rent
Available Apr 15
5d+ ago
Apartment for rent in Chestertown
202 High St #E, Chestertown, MD 21620
In-unit laundry | Storage | Dishwasher
2 beds
1 bath
$2,000
Apartment for rent
Available Jun 1
5d+ ago
House for rent in Centreville
151 Hammer Run, Centreville, MD 21617
In-unit laundry | Garage parking | Swimming pool
4 beds
3 baths
$3,200
House for rent
5d+ ago
House for rent in Church Hill
1 bed
1 bath
$1,150
House for rent
3d ago
House for rent in Chester
113 Henry Stoupe Way, Chester, MD 21619
In-unit laundry | Garage parking | Swimming pool
3 beds
2 baths
$3,500
House for rent
5d+ ago
Apartment for rent in Stevensville
721 Main St #204, Stevensville, MD 21666
In-unit laundry | Dishwasher | Microwave
2 beds
1 bath
$1,850
Apartment for rent
Available Apr 1
5d+ ago
Apartment for rent in Chester
26-C Queen Anne Way, Chester, MD 21619
On-site laundry | Swimming pool | On-site management
2 beds
1 bath
$2,300
Apartment for rent
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5d+ ago
House for rent in Centreville
230 Corsica Neck Rd, Centreville, MD 21617
In-unit laundry | On-site laundry | Hardwood floor
3 beds
2 baths
$2,500
House for rent
Available Apr 1
5d+ ago
Townhouse for rent in Chester
3 beds
3 baths
$3,200
House for rent
In-Unit Laundry
Air Conditioning
Dishwasher
Assigned Parking
5d+ ago
House for rent in Earleville
44 Pocahontas Dr, Earleville, MD 21919
In-unit laundry | Hardwood floor | Fireplace
4 beds
3 baths
$2,995
$2,595
Price drop
House for rent
Available Feb 26
5d+ ago
Townhouse for rent in Middle River
3 beds
3 baths
$2,500
House for rent
5d+ ago
House for rent in Sudlersville
112 W Main St, Sudlersville, MD 21668
Garage parking | Dishwasher
3 beds
2 baths
$2,700
House for rent
5d+ ago
Condo for rent in Chester
170 Harrier Way, Chester, MD 21619
In-unit laundry | Garage parking | On-site laundry
2 beds
2 baths
$3,700
Condo for rent
5d+ ago
House for rent in Stevensville
2620 Love Point Rd, Stevensville, MD 21666
In-unit laundry | Furnished | Ceiling fan
5 beds
5 baths
$5,500
House for rent
5d+ ago
Townhouse for rent in Stevensville
120 Anthony Ln, Stevensville, MD 21666
In-unit laundry | Garage parking | Swimming pool
3 beds
2 baths
$2,975
House for rent
These rentals are 10%-30% cheaper than the local average price for similar rentals.
5d+ ago
House for rent in Centreville
3 beds
2 baths
$2,000
House for rent
5d+ ago
House for rent in Centreville
3 beds
2 baths
$2,000
House for rent
Available Dec 1
5d+ ago
Townhouse for rent in Stevensville
235 Jessica Lyn Ave, Stevensville, MD 21666
In-unit laundry | Garage parking | On-site laundry
4 beds
3 baths
$3,500
House for rent
Available Apr 15
5d+ ago
House for rent in Stevensville
714 Old Love Point Rd, Stevensville, MD 21666
In-unit laundry | Air conditioning | Garage parking
4 beds
2 baths
$3,295
House for rent
Available Feb 14
5d+ ago
214 Pier 1 Rd, Stevensville, MD 21666
In-unit laundry | Air conditioning | Balcony
Studio–2 beds
1–2 baths
$1,950–$3,450
Condo for rent
1d ago
House for rent in Edgewood
4 beds
2 baths
$2,495
House for rent
2d ago
House for rent in Annapolis
1576 Bay Head Rd, Annapolis, MD 21409
In-unit laundry | Garage parking | On-site laundry
6 beds
5 baths
$14,000
House for rent
3d ago
Townhouse for rent in Essex
1913 Newhaven Dr, Essex, MD 21221
In-unit laundry | On-site laundry | Hardwood floor
4 beds
2 baths
$3,400
House for rent
Available Apr 1
5d+ ago
House for rent in Bowleys Quarters
504 Crisfield Rd, Bowleys Quarters, MD 21220
On-site laundry | Hardwood floor | Fireplace
3 beds
2 baths
$2,900
House for rent
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47 rentals
14 rentals
7 rentals
8 rentals
4 rentals
8 rentals
23 rentals
24 rentals
5 rentals
11 rentals
12 rentals
17 rentals
8 rentals
102 rentals
3 rentals
22 rentals
8 rentals
32 rentals
19 rentals
1
Chestertown, MD, offers a relaxed atmosphere with scenic views and a vibrant arts scene, appealing to those who enjoy cultural events and outdoor activities. Residents appreciate the historic charm of the downtown area, with its local shops and eateries that foster a sense of connection. However, some locals express frustrations about limited nightlife options and a lack of public transportation, which can make it challenging for renters who rely on these amenities. Overall, the quaint surroundings are cherished, even if certain conveniences might leave something to be desired.
Chestertown's rental market is relatively small, with an average of 7 listings available per month. The most common apartment sizes are 3-bedroom units, making up 43% of the market, followed by 1-bedroom and 2-bedroom units, each accounting for 29% of the market. Studios are relatively scarce. When it comes to amenities, air conditioning is a common feature, available in 71% of listings. In-unit laundry and dishwashers are also available in about 57% of apartments, making them a desirable perk for renters. Overall, renters in Chestertown will need to be flexible with their expectations and act quickly when a suitable apartment becomes available.
Zumper’s proprietary rental data fuels our analysis. Rent and market trends, availability, neighborhood popularity, and lifestyle scores are all calculated using real-time and 2024 rental inventory and prices.
Our Lifestyle Categories ("great for eco-living," "great for social life," "great for pet owners," etc.) are determined by set criteria, against which we score each listing and its available features. At the neighborhood level, we calculate the listing count for each category to determine which lifestyles best fit each area.
Zumper, founded in 2012, is North America’s largest privately-owned rental platform, offering over 1 million listings across the U.S. and Canada. Stay informed on the latest trends and shifts in the rental market with our monthly National Rent Report, your go-to resource for key insights into the evolving rental landscape.
The average size of a 2 bedroom apartment rental in Chestertown is 789 square feet. The average size of a 3 bedroom apartment rental in Chestertown is 1097 square feet.
To help you better understand how much rent you can afford, check out Zumper's rent calculator. Our rent calculator can help you learn more about Chestertown average rent prices.
| 🔑Available apartment rentals | 25 |
|---|---|
| 💰Best rent deal | 501 Main St #4-501 |
| ✨Popular amenities | , , |
| 🍽With dishwasher | |
| 🏠With photos |