Zumper

2 Bedroom Apartments for Rent in Chester, MD

Average rent

$2,100
increased by31%

Track prices

Rent calculator

What can I afford?

All rentals

1540 Postal Road #210 - Photo 1 of 1

4d ago

2 Beds condo for rent in Chester

SENIOR APTS 62+ VILLAGE AT CHESTER, CHESTER, MD

1540 Postal Road #210, Chester, MD 21619

In-unit laundry | Air conditioning | Storage

2 beds

1 bath

$1,900

Condo for rent

Available Jan 15

Description

Property Id: 2256460 Senior Apts 62+ At Village At Chester. All Apts Are Two Br, One Ba. All Appliances Included. Pets Allowed. Storage Space Comes With Lease. One Year Lease. Electric And Cable Are Tenants Bills. Close To All Your Needs. Available 01/15/2026. Call Today To Answer Any Questions You Have. Blythe Larrimore Osm 410-279-7817

804 Mason Road - Photo 1 of 1

5d+ ago

2 Beds house for rent in Stevensville

804 Mason Road, Stevensville, MD 21666

In-unit laundry | Air conditioning | Assigned parking

2 beds

2 baths

$2,950

House for rent

Description

Welcome to your next home in Stevensville, MD! This charming property offers an inviting atmosphere and is conveniently located near essential amenities, making it ideal for your lifestyle. Just a short drive away, you’ll find a fantastic restaurant to enjoy local cuisine, as well as Stepping Stone Children's Center, which is only 4 minutes from your door. For outdoor enthusiasts, Terrapin Nature Park and Old Love Point Park are within walking distance, perfect for leisurely strolls or family outings. This rental features central heating and cooling, ensuring your comfort

214 Teal Ct Unit G #G - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Chester

CONDOS - Colonial - CHESTER, MD

214 Teal Ct Unit G #G, Chester, MD 21619

In-unit laundry | Balcony | Walk-in closets

2 beds

2 baths

$2,150

Condo for rent

Description

Property Status: Active Water Views! 2-bedroom 2-bathroom 1,200 sqft condo ready for a new tenant. Primary bedroom has connecting full bathroom and walk in closet. Living room, dining room & all bedrooms have water views. Stainless steel appliances, balcony with water views and full-size washer & dryer. All carpeting has been updated. Walking distance to local restaurants and close proximity to shopping and the Kent Island Cross Island Trail. Approximately 5 minutes to the Bay Bridge. Tenant pays all utilities/ Landlord pays condo fee. Office Phone: (401) 263-8686 Copyrigh

965 Chester River Drive - Photo 1 of 1

5d+ ago

2 Beds house for rent in Grasonville

SINGLE_FAMILY - Rambler - GRASONVILLE, MD

965 Chester River Drive, Grasonville, MD 21638

In-unit laundry | Garage parking | Fireplace

2 beds

2 baths

$2,400

House for rent

Description

Property Status: Active Move-in-ready ONE-LEVEL rancher in coveted water-oriented Chester River Beach. Private, level lot with tree deck off kitchen & fire pit. Attached garage, spacious floor-plan, two generous sized bedrooms, two full baths. Primary bedroom is the combination of 2-bedrooms, with ample space for use! Level backyard, eat-in-kitchen & cozy fireplace in living room. Chester River Beach offers water access for residents only with boat ramp, kayak launch & scenic community area. Less than 10 minutes from Bay Bridge. Link for application: https apply link 1iXCT

Bay Manor Apartments and Shops - Photo 1 of 1

16h ago

8.6

Very good

Bay Manor Apartments and Shops

214 Pier 1 Rd, Stevensville, MD 21666

In-unit laundry | Air conditioning | Central heat

2 beds

2 baths

$3,100

Condo for rent

Top amenities
Elevator
Hardwood Floor
In-Unit Laundry
Microwave
Package Service
Storage
2620 Love Point Rd - Photo 1 of 1

5d+ ago

2 Beds apartment for rent in Stevensville

SINGLE_FAMILY - Contemporary - STEVENSVILLE, MD

2620 Love Point Rd, Stevensville, MD 21666

In-unit laundry | Furnished | Ceiling fan

2 beds

1 bath

$2,800

Apartment for rent

Description

Property Status: Active Gorgeous waterfront lower-level 2BR apartment with separate entrance on a lake (access to Bay) with amazing 180 views. This hard to find rental (either 6 month or 12 month lease) comes FULLY FURNISHED and includes ALL UTILITIES ($500+ value)! You will have use of the outside of the property and can take a kayak out on the water, fish or soak in the beauty of this amazing serene place. Enjoy not having to move furniture or kitchen/bathroom items as this rental includes it all. Wonderful location just minutes from Annapolis, cross island trail, beache

Nearby rental good for eco-living

Nearby rental good for pet owners

Listings within 20 miles
Obery Court - Photo 1 of 1
Income restricted

4d ago

9.2

Excellent

Our team has verified this company

Verified

Obery Court

199 Bertina A Nick Way, Annapolis, MD 21401

On-site management | Residents lounge

2 beds

2 baths

$1,252

Apartment for rent

Top amenities
On-Site Management

Call

78 Old Mill Bottom Rd N - Photo 1 of 1
Age restricted

5d+ ago

2 Beds condo for rent in Annapolis

78 Old Mill Bottom Rd N, Annapolis, MD 21409

In-unit laundry | Balcony | Assigned parking

2 beds

2 baths

$1,850

Condo for rent

Available Sep 1

Description

Welcome to The Element at Mill Creek, a newly built 55+ community offering modern living just minutes from downtown Annapolis and the Chesapeake Bay. This 2-bedroom, 2-bathroom condo features 1,210 sq ft of stylish, open-concept living space with abundant natural light.✨ Inside the Home:Spacious living/dining area with direct access to a private balconySleek kitchen with stainless steel appliances, quartz countertops, and ample cabinetryPrimary suite with walk-in closet and en-suite bathIn-unit full-size washer &; dryerSecure second-floor location with elevator access🏡 Com

The best of Zumper, delivered

Be the first to hear about new listings matching your search.

Email
By clicking submit, I accept Zumper's Terms and Conditions, Privacy Policy, and Community Values.
206F 206-F VICTOR Parkway unit: 206F #206F - Photo 1 of 1

5d+ ago

2 Beds Annapolis condo for rent in Annapolis

APARTMENT - Other - ANNAPOLIS, MD

206F 206-F VICTOR Parkway unit: 206F #206F, Annapolis, MD 21403

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$1,800

Condo for rent

Description

Property Status: Active Welcome to this 2 bedroom 2 bathroom condo located in the community of Fairwinds of Annapolis. Conveniently located to shopping, grocery stores, restaurants, Quiet Waters park and so much more. Open floor plan with breakfast bar, dining room area, and large family room with sliders out to the back private balcony. Community pool, playground and tennis courts. Pets on a case by case basis AND NO SMOKING. Readily available! Apply here - https apply link d1862TY Office Phone: (443) 871-2160 Copyright © 2025 Bright MLS. All rights reserved. All informat

313 North Street #9 - Photo 1 of 1

2h ago

2 Beds apartment for rent in Easton

Easton, MD 313 North Street, UNIT: 9

313 North Street #9, Easton, MD 21601

In-unit laundry | On-site laundry | Hardwood floor

2 beds

1 bath

$1,850

Apartment for rent

Available Dec 13

Description

Property Id: 1762943 Come celebrate the New Year in this beautiful 2 BR, 1BA Apartment before it's gone! In the heart of Easton, MD and close to shopping, dining, etc. This unit is ready to go and available for immediate move in. Hardwoods throughout, with separate Kitchen, living room, dining room, and laundry room. Also, included is your very own 15' x 24' porch for entertaining guests or just relaxing with your favorite beverage. New Refrigerator and Washer/Dryer. PLEASE: SERIOUS INQUIRIES ONLY. Application and Background check required.

Advertisement

Find sweet deals near Chester

These rentals are 10%-30% cheaper than the local average price for similar rentals.

7-B HERITAGE Court unit: 120 #120 - Photo 1 of 1

9h ago

2 Beds Annapolis townhouse for rent in Annapolis

CONDOS - Federal - ANNAPOLIS, MD

7-B HERITAGE Court unit: 120 #120, Annapolis, MD 21401

In-unit laundry | Central heat | Dishwasher

2 beds

1 bath

$2,200

House for rent

Description

Property Status: Active Welcome to **7-b Heritage Court**, a beautifully updated townhome tucked away in one of Annapolis' most convenient and desirable locations. This light-filled home offers the perfect blend of comfort, style, and accessibility-just minutes from Downtown Annapolis, the Naval Academy, major commuter routes, shopping, dining, and the waterfront. Step inside to an inviting main level featuring **fresh paint**, **new flooring**, and a bright, open layout ideal for both everyday living and entertaining. The kitchen offers ample cabinetry, great counter spac

12 Heritage Court - Photo 1 of 1

9h ago

2 Beds Annapolis townhouse for rent in Annapolis

12 Heritage Court, Annapolis, MD 21401

In-unit laundry | Central heat | Dishwasher

2 beds

1 bath

$2,200

House for rent

Description

Property Status: Active Welcome to **12 Heritage Court**, a beautifully updated townhome tucked away in one of Annapolis' most convenient and desirable locations. This light-filled home offers the perfect blend of comfort, style, and accessibility-just minutes from Downtown Annapolis, the Naval Academy, major commuter routes, shopping, dining, and the waterfront. Step inside to an inviting main level featuring **fresh paint**, **new flooring**, and a bright, open layout ideal for both everyday living and entertaining. The kitchen offers ample cabinetry, great counter space

3501 Wedgewood Court #J - Photo 1 of 1

1d ago

2 Beds Green Haven condo for rent in Pasadena

CONDOS - Colonial - PASADENA, MD

3501 Wedgewood Court #J, Pasadena, MD 21122

2 beds

2 baths

$2,000

Condo for rent

Description

Property Status: Active Welcome to this beautifully renovated 2-bedroom, 2-bath penthouse condo in Chesterfield! Every inch has been updated from top to bottom, offering a fresh, modern feel throughout. Enjoy spacious rooms, an open layout, and plenty of natural light. The community is well-maintained and conveniently located near shopping, dining, and major routes. Water is included, making this an easy and affordable place to call home. Available now and ready for new tenants! Office Phone: (443) 955-0968 Copyright © 2025 Bright MLS. All rights reserved. All information

2d ago

2 Beds house for rent in Saint Michaels

SINGLE_FAMILY - Bungalow - SAINT MICHAELS, MD

207 Dodson Avenue, Saint Michaels, MD 21663

In-unit laundry | Garage parking | On-site laundry

2 beds

2 baths

$2,500

House for rent

Description

Property Status: Active Fabulous 1910 Bungalow with welcoming front porch that has been renovated throughout. All main level living with beautiful primary suite offers room for king bed and ample closet space. Primary tiled bath offers luxury walk-in shower with sliding glass doors. Corner guest room with pocket door leading into guest bathroom. Living room has vaulted ceiling with skylight and opens to spacious dining room with great closet space and sliding glass doors to large side yard. The open eat-in kitchen offers painted maple cabinets, stainless steel appliances,

1345 Ellicott Avenue - Photo 1 of 1

5d+ ago

2 Beds Deale house for rent in Deale

SINGLE_FAMILY - Bungalow, Cottage, Ranch - CHURCHTON, MD

1345 Ellicott Avenue, Deale, MD 20733

In-unit laundry | Ceiling fan | Fireplace

2 beds

2 baths

$3,450

House for rent

Description

Property Status: Active Looking for a luxury waterfront rental Welcome to 1345 Ellicott Ave, tucked at the quiet end of the road in Churchton, offering a peaceful, private setting with wide Bay views and a strong connection to nature. This fully renovated home delivers a calm, retreat-like feel with wildlife, open sky, and water visible from multiple rooms, and the interior was rebuilt with high-end finishes including two spacious bedrooms, two full baths with porcelain tile and heated floors, a brand-new kitchen with granite counters, gas cooking, upgraded appliances, rev

302 Hilltop Lane - Photo 1 of 1

5d+ ago

2 Beds Annapolis condo for rent in Annapolis

302 Hilltop Lane, Annapolis, MD 21403

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$2,050

Condo for rent

Description

This beautifully updated 2-bedroom, 2-bathroom garden-style condo offers modern finishes and a prime location just minutes from the heart of Annapolis. Inside, you’ll find a spacious dining area with wood floors that extend into the living room, a stylish kitchen with tile flooring, granite countertops, and stainless steel appliances, plus luxury vinyl plank flooring in the bedrooms. The primary suite features a walk-in closet and en suite bathroom, while the unit also includes a laundry closet with washer, dryer, and extra storage space. Relax on your private balcony or e

45 Heritage Court - Photo 1 of 1

5d+ ago

2 Beds Annapolis townhouse for rent in Annapolis

CONDOS - Other - ANNAPOLIS, MD

45 Heritage Court, Annapolis, MD 21401

In-unit laundry | Assigned parking | Ceiling fan

2 beds

1 bath

$2,150

House for rent

Description

Property Status: Active Hilltop Village - 2 bedroom, 1.5 Bath End Unit Townhome in conveniently located area of Annapolis. Features new luxury vinyl flooring in the Kitchen and new carpet in upper level, updated Kitchen, new stack Washer/Dryer waiting to be delivered. Rent Includes 1 assigned parking spot, water/sewer and community-maintained lawn. No Pets, No Smoking. Vacant and avail immediately. Requires 650+ credit score, verifiable income and positive landlord/tenant history. Certified funds for Sec Deposit and 1st months' rent. Application on RentSpree. Very popular

419 Harwood Place - Photo 1 of 1

5d+ ago

2 Beds Annapolis condo for rent in Annapolis

Condo - ANNAPOLIS, MD

419 Harwood Place, Annapolis, MD 21401

In-unit laundry | Hardwood floor | Carpet

2 beds

1 bath

$1,800

Condo for rent

Description

Property Status: Active NO PETS NO SMOKING !! Very nice town house within walking distance of Naval Academy, West Annapolis and downtown. Cozy patio. Off street parking. Wont last long .Rent Includes water/sewer fee and condo fee. Washer Dryer in unit.! Office Phone: (888) 536-0216 Copyright © 2025 Long & Foster Real Estate. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

Advertisement
43 Silopanna Road #B - Photo 1 of 1

5d+ ago

2 Beds Annapolis house for rent in Annapolis

SINGLE_FAMILY - Bungalow - ANNAPOLIS, MD

43 Silopanna Road #B, Annapolis, MD 21403

In-unit laundry | Dishwasher

2 beds

1 bath

$1,850

House for rent

Description

Property Status: Active Spacious rear unit of home with separate entrance (Unit B) situated on private, treed lot. 2 bedroom, 1 bath, eat in kitchen, living area, washer/dryer. Close to downtown Annapolis and near Spa Creek. Office Phone: (301) 261-6700 Copyright © 2025 Bright MLS. All rights reserved. All information provided by the listing agent/broker is deemed reliable but is not guaranteed and should be independently verified.

7002 Channel Village Court #101 - Photo 1 of 1

5d+ ago

2 Beds condo for rent in Annapolis

APARTMENT - Contemporary - ANNAPOLIS, MD

7002 Channel Village Court #101, Annapolis, MD 21403

In-unit laundry | Balcony | Swimming pool

2 beds

2 baths

$2,500

Condo for rent

Description

Property Status: Active Welcome to Chesapeake Harbour! This beautifully updated Marina VIEW 2-bedroom, 2-bath condo offers the perfect mix of comfort, style, and easy living in one of Annapolis's most sought-after waterfront communities. Inside, you'll find a fresh and modern vibe with a little fresh paint accented with ceiling fans throughout, new bamboo flooring, and a delightfully unique wooden fireplace mantel adding a cozy, custom touch to the living space. The open layout flows effortlessly from the living room to the dining area and kitchen, making it great for ente

5d+ ago

2 Beds Arnold townhouse for rent in Arnold

1178 White Coral Court, Arnold, MD 21012

In-unit laundry | Dishwasher | Outdoor space

2 beds

2 baths

$2,600

House for rent

Description

Property Status: Active Beautifully updated townhome is ready for you to move in! This home is located within walking distance to blue ribbon Broadneck Elementary School and Ulmstead Gardens community park. Owner is in the process of having a new deck built for mornings with your coffee or evenings with a fun cocktail. This is the first time this property has been offered for rent. The home is super clean with beautiful luxury vinyl plank floors and fresh paint. This is truly a wonderful place to call home! Sorry no pets. Lease application and credit check can be found und

2015 Governor Thomas Bladen Way #104 - Photo 1 of 1

5d+ ago

2 Beds Parole condo for rent in Parole

CONDOS - Other - ANNAPOLIS, MD

2015 Governor Thomas Bladen Way #104, Parole, MD 21401

On-site laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,450

Condo for rent

Description

Property Status: Active Amazing Annapolis location! Rarely available in Tidewater Colony, beautiful 2 bedroom 2 bath 1st level end unit condo with lovely hardwood floors throughout. The open-concept includes a kitchen that overlooks the living room, two tier upgraded countertops, nice dining space and stainless steel appliances. The spacious light filled living room centers around a cozy gas fireplace, perfect for the winter season. The most unique feature of this home, is sliding glass doors opening to your very own private fenced yard - all maintained by the community. T

615 Admiral Drive #306 - Photo 1 of 1

5d+ ago

2 Beds Parole condo for rent in Parole

CONDOS - Other - ANNAPOLIS, MD

615 Admiral Drive #306, Parole, MD 21401

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,650

$2,550

Price drop

Condo for rent

Description

Property Status: Active Welcome to this beautifully renovated 2-bedroom, 2-bath condo updated and ready for its new tenant. This unit offers a luxurious lifestyle with brand-new quartz countertops, new cabinetry, new appliances, luxury vinyl plank flooring, updated bathrooms, and fresh paint throughout! Located just a short drive from both downtown Annapolis and the Annapolis Mall, you'll have easy access to shopping, dining, and entertainment. Community amenities include a clubhouse, swimming pool, party room, tennis courts, playground, and gym everything you need for com

2004 Peggy Stewart Way #204 - Photo 1 of 1

5d+ ago

2 Beds Parole condo for rent in Parole

APARTMENT - Colonial - ANNAPOLIS, MD

2004 Peggy Stewart Way #204, Parole, MD 21401

In-unit laundry | Swimming pool | Fitness center

2 beds

2 baths

$2,600

$2,450

Price drop

Condo for rent

Description

Property Status: Active Welcome to this beautifully renovated 2-bedroom, 2-bath condo updated and ready for its new tenant. This unit offers a luxurious lifestyle with brand-new quartz countertops, new cabinetry, new appliances, luxury vinyl plank flooring, completely updated bathrooms, and fresh paint throughout! Located just a short walk from both downtown Annapolis and the Annapolis Mall, you'll have easy access to shopping, dining, and entertainment. Community amenities include a clubhouse, swimming pool, party room, tennis courts, playground, and gym everything you ne

1200 Bay Highlands Drive - Photo 1 of 1
3D tour

5d+ ago

2 Beds house for rent in Annapolis

1200 bay highlands drive

1200 Bay Highlands Drive, Annapolis, MD 21403

Air conditioning | Garage parking | On-site laundry

2 beds

2 baths

$3,195

House for rent

Available Jan 1

Description

Fantastic two-bedroom, two-bathroom single-family home with a detached two-car garage, located in the desirable Bay Highlands community of Annapolis. The main level features a beautiful kitchen with granite countertops, stainless steel appliances, and a breakfast bar, opening to a bright dining area and a spacious living room with access to a back deck overlooking the neighborhood. The deck also leads down to the driveway and the two-car garage. There are two bedrooms and one full bathroom on the main level, including a large primary suite with skylights and direct deck ac

Showing 1 - 25 of 25 results
Home > Apartments in Chester
Updated: December 6, 2025

Are you a rental professional?

Try our tenant screening, or post rental listings to Zumper, Craigslist Chester, and more.

Looking for 2 bedroom apartments in Chester, MD near you?

🔑Available apartment rentals25
💰Best rent deal1540 Postal Road #210
Popular amenities, ,
🧦In-unit laundry
🍽With dishwasher
🏠With photos

For more in depth rent prices, check out our Chester, MD rent data, which covers average and median rents in Chester, MD.

To know how much rent you can afford in Chester, MD, use our rent affordability calculator.

If you're looking for a specific type of apartment near Chester, MD, use our helpful filters to find an apartment you will love!