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The average rent in Chester, as of June 2026, is up 6.9% compared to last month but down 10.66% year-over-year.
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3d ago
Condo for rent in Chester
2 beds
2 baths
$2,100
Condo for rent
3d ago
Townhouse for rent in Chester
3 beds
2.5 baths
$2,500
House for rent
5d+ ago
Condo for rent in Chester
230 Switchgrass Way #21, Chester, MD 21619
Garage parking | On-site laundry | Balcony
3 beds
2.5 baths
$4,300
Condo for rent
5d+ ago
Townhouse for rent in Chester
400 Schooner Way, Chester, MD 21619
In-unit laundry | Garage parking | Swimming pool
3 beds
2.5 baths
$2,600
House for rent
5d+ ago
House for rent in Chester
2006 Stevens Dr, Chester, MD 21619
In-unit laundry | Hardwood floor | Outdoor space
3 beds
1.5 baths
$2,500
House for rent
2d ago
House for rent in Stevensville
812 Petinot Pl, Stevensville, MD 21666
Garage parking | Swimming pool | Ceiling fan
3 beds
2 baths
$2,795
House for rent
5d+ ago
House for rent in Grasonville
3809 Main St, Grasonville, MD 21638
On-site laundry | Storage | Dishwasher
2 beds
2 baths
$2,800
House for rent
5d+ ago
Townhouse for rent in Stevensville
341 Creekside Commons Ct, Stevensville, MD 21666
In-unit laundry | Ceiling fan | Dishwasher
2 beds
2.5 baths
$2,550
House for rent
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15h ago
214 Pier 1 Rd, Stevensville, MD 21666
In-unit laundry | Air conditioning | Balcony
Studio–1 bed
1 bath
$2,000–$2,600
Condo for rent
4d ago
House for rent in Grasonville
117 Rebel Rd, Grasonville, MD 21638
In-unit laundry | On-site laundry | Ceiling fan
3 beds
2 baths
$2,850
House for rent
On-Site Laundry
In-Unit Laundry
Swimming Pool
Outdoor Space
5d+ ago
Townhouse for rent in Grasonville
4819 Main St, Grasonville, MD 21638
Garage parking | Walk-in closets
3 beds
2.5 baths
$2,300
House for rent
5d+ ago
House for rent in Stevensville
3 beds
4 baths
$6,500
$6,000
Price drop
House for rent
4d ago
Townhouse for rent in Queenstown
215 Thompson Ave, Queenstown, MD 21658
In-unit laundry | Air conditioning | Garage parking
3 beds
2.5 baths
$2,600
House for rent
Available Aug 15
5d+ ago
House for rent in Stevensville
301 Wicomico Rd, Stevensville, MD 21666
In-unit laundry | Hardwood floor | Ceiling fan
3 beds
1 bath
$2,400
House for rent
5d+ ago
House for rent in Grasonville
108 Wilson Rd, Grasonville, MD 21638
In-unit laundry | Furnished | Dishwasher
3 beds
2 baths
$3,000
House for rent
These rentals are 10%-30% cheaper than the local average price for similar rentals.
5d+ ago
Apartment for rent in Queenstown
132APARTME Greenwood Creek Rd, Queenstown, MD 21658
In-unit laundry | Garage parking | Assigned parking
1 bed
1 bath
$2,000
Apartment for rent
5d+ ago
House for rent in Stevensville
104 New Jersey Rd #NA, Stevensville, MD 21666
In-unit laundry | Air conditioning | Garage parking
3 beds
2.5 baths
$3,600
House for rent
Available Jun 1
5d+ ago
House for rent in Stevensville
105 King George Ct, Stevensville, MD 21666
Garage parking | Hardwood floor | Walk-in closets
4 beds
3 baths
$4,400
House for rent
10m ago
Verified
1–3 beds
1–2 baths
$1,046–$1,444
Apartment for rent
2h ago
Verified
3 beds
2 baths
$8,044
$7,687
Price drop
Apartment for rent
2h ago
Verified
3 beds
1.5 baths
$7,145
Apartment for rent
4d ago
Verified
2 beds
2 baths
$5,278
Apartment for rent
5d+ ago
Verified
1 bed
1 bath
$1,993
Apartment for rent
5d+ ago
Verified
570 Bellerive Rd, Cape St. Claire, MD 21409
Air conditioning | On-site laundry | Balcony
1 bed
1 bath
$1,950
Apartment for rent
4d ago
Verified
445 Captains Cir Ste C, Annapolis, MD 21401
Air conditioning | On-site laundry | Hardwood floor
2–3 beds
1 bath
$1,453–$1,534
Apartment for rent
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76 rentals
15 rentals
9 rentals
17 rentals
6 rentals
4 rentals
5 rentals
94 rentals
7 rentals
8 rentals
64 rentals
2 rentals
3 rentals
11 rentals
6 rentals
1 rental
7 rentals
16 rentals
3 rentals
In Chester, MD, residents appreciate the quiet, suburban atmosphere and the proximity to waterfront activities, which makes outdoor enjoyment a significant part of daily life. Many highlight the convenient access to shopping, dining, and parks, creating a manageable and pleasant environment for families. However, some locals mention that public transportation options are limited, making a car necessary for commuting and errands. Overall, the area offers a laid-back lifestyle with a mix of local amenities, though it may not suit those seeking a more bustling urban experience.
Chester apartments rarely include utilities as part of the rent package. Less than 1% of total listings across all bedroom types include utilities in their rental rates.
Chester's rental market features a mix of architectural styles, with contemporary design representing the most common style at 29% of available properties. Contemporary architecture emphasizes clean lines, open floor plans, and large windows that prioritize natural light and flexible living spaces.
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 2026 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.
| 🔑Available apartment rentals | 25 |
|---|---|
| 💰Best rent deal | 214 Pier 1 Rd |
| ✨Popular amenities | , , |
| 🍽With dishwasher | |
| 🏠With photos |