2 Bedroom Apartments for Rent in Shady Side, MD (48 Rentals)

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Maris
Rent Specials
$2,896 - $3,041
Total Monthly Price

Total Monthly Price

Base Rent
$1,853 - $4,785

Total Monthly Price
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2 Bedroom Apartments Available Jun 2

Maris

2445 Holly AveAnnapolis, MD 21401
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Stone Point Apartments
Rent Specials
$2,849 - $3,102
Total Monthly Price

Total Monthly Price

Base Rent
$2,138 - $4,752

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Stone Point Apartments

116 Stone Point DrAnnapolis, MD 21401
Student Housing
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Aventon Annapolis
Rent Specials
$3,006 - $3,106
Total Monthly Price

Total Monthly Price

Base Rent
$2,240 - $5,213

Total Monthly Price
Varies
2 Bedroom Apartments Available Now

Aventon Annapolis

2553 Riva RdAnnapolis, MD 21401
Luxury
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Bayshore Landing
$2,114 - $2,666
Total Monthly Price

Total Monthly Price

Base Rent
$1,736 - $2,666

Total Monthly Price
$1,736 - $2,666
2 Bedroom Apartments Available Now

Bayshore Landing

988 Spa RdAnnapolis, MD 21403
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Renting with Roommates: Realistic Expectations for Shared Lease

Sharing a lease? Learn how to set clear expectations with your roommates on routines, bills, and cleaning to ensure a successful and peaceful shared living arrangement.

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Alvista Bowie
Rent Specials
$1,910 - $2,826
Total Monthly Price

Total Monthly Price

Base Rent
$2,010 - $4,914

Total Monthly Price
Varies
2 Bedroom Apartments Available May 23

Alvista Bowie

3631 Elder Oaks BlvdBowie, MD 20716
Pet Friendly
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Roommate Matching: Finding the Right Fit and Avoiding Pitfalls

When searching for a roommate, follow this list of essential steps and set clear expectations to create a solid foundation for a harmonious living situation.

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Gardens of Annapolis
Rent Specials
$2,893 - $3,700
Total Monthly Price

Total Monthly Price

Base Rent
$2,562 - $3,700

Total Monthly Price
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2 Bedroom Apartments Available Now

Gardens of Annapolis

931 Edgewood RdAnnapolis, MD 21403
Senior Living
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Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

Renting Smart: Lease Basics Every Renter Needs

Demystify Your Rental Lease. Learn the basics about renting, deposits, and tenant/landlord responsibilities. Rent smart and avoid surprises. | Renter University at ApartmentHomeLiving.com

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Muddy Creek Road
2 Bedroom Apartments

Muddy Creek Road

5504-5514 Muddy Creek RdWest River, MD 20778
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Towne Courts
2 Bedroom Apartments

Towne Courts

100 Francis Noel WayAnnapolis, MD 21401
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Madison Apartments
2 Bedroom Apartments

Madison Apartments

1000 Madison StAnnapolis, MD 21403
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North Forest
2 Bedroom Apartments

North Forest

1827 Crofton PkyCrofton, MD 21114
Corporate Housing

The Art of the Rental Viewing: What to look for during a property tour

Touring a rental? This guide helps you know exactly what to look for, from safety features to hidden flaws, so you can confidently sign your lease or keep searching.

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The Penny
2 Bedroom Apartments

The Penny

1900 Towne Centre BlvdAnnapolis, MD 21401
Senior Living

Shady Side, MD Local Guide

Largest Available Shady Side and Nearby 2 Bedroom Apartments

The largest available 2 Bedroom apartment unit in Shady Side, MD is found at Mariner Bay at Annapolis Town Center in the Monticello neighborhood and is 1,306 square feet priced from $3,745. Riva Trace Community of Annapolis has the second largest 2 Bedroom, which is sized at 1,285 square feet and currently listed start at $2,200. Here is today’s list of the largest available 2 Bedroom units in Shady Side:

Apartment ListingModel NameSquare FootagePriced From
Mariner Bay at Annapolis Town Center2 bedroom/2 bath1,306 Sq Ft$3,745
Riva Trace Community of Annapolis2 Bed 2 Bath1,285 Sq Ft$2,200
Stone Point ApartmentsCape May (w/loft)1,274 Sq Ft$2,864
Fairmont at South LakeB4B-DEN1,221 Sq Ft$2,842
Aspen at Melford Town CenterBD21,216 Sq Ft$3,247
Obery CourtTwo Bedroom1,204 Sq Ft$1,400
Bay Manor Apartments2 Bedroom1,196 Sq Ft$2,995
The Bowen2 - Morning Glory1,167 Sq Ft$2,852
Aventon AnnapolisB61,167 Sq Ft$3,205
Avalon AnnapolisB3 - Design Collection II - Apt 11231,148 Sq Ft$2,795

Cheapest Available Shady Side and Nearby 2 Bedroom Apartments

As of May 16, 2026 the lowest priced 2 Bedroom apartment unit in Shady Side, MD is the Two Bedroom Model starting from $1,400 at Obery Court in the Monticello neighborhood. The second most affordable Shady Side 2 Bedroom is the THE MAPLE (2A 2AR) Model at The Woods of Marlton starting at $1,616 in the Putters Choice neighborhood. The average price for all 2 Bedroom apartments in Shady Side is currently $2,654. Here is today’s list of the cheapest available 2 Bedroom options in Shady Side:

Apartment ListingModel NamePriced From
Obery CourtTwo Bedroom$1,400
The Woods of MarltonTHE MAPLE (2A 2AR)$1,616
Quiet Waters LandingB2-2BD/1BA$1,767
Nautilus PointNautilus | B1 | Reno$1,913
Alvista Bowie2 Bed/2 Bath-B3$1,938
Pin Oak Village Senior Apartments, 55+Two Bedroom Two Bath$1,973
Burnt Oaks2 Bedroom 2 Bath$2,020
Governor's Green2 BDRM 1 BATH$2,049
Spa Cove ApartmentsChesapeake$2,052
Bayshore LandingKayak$2,114

Real Estate and Rental Term Glossary | ApartmentHomeLiving.com Renter University

From the letter A all the way to the letter Z, the Real Estate and Rental Term Glossary from the content team at ApartmentHomeLiving.com provides our visitors and shoppers with a little clarity and helpful guidance in navigating the real estate world through definitions and explainers for the top subjects and terms that someone may come across during the leasing, buying, or selling process.

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Frequently Asked Questions about 2 Bedroom Shady Side Apartments

What is the Cheapest apartment in Shady Side with 2 Bedroom?

Currently the most affordable 2 Bedroom in Shady Side is at Obery Court listed at $1,400.

How much is the average rent for a 2 Bedroom Shady Side Apartment?

The average rent for a 2 Bedroom Apartment in Shady Side is $2,654.

What is the largest available 2 Bedroom Shady Side Apartment for rent?

Today's apartment with the most square footage in Shady Side is a 1,306 square feet unit starting from $3,745 at Mariner Bay at Annapolis Town Center.

What is the average size for Shady Side 2 Bedroom Apartments for rent?

The average size for a 2 Bedroom rental in Shady Side is currently 1,800 sq ft.

Expert Rental Resources

The rental experts at ApartmentHomeLiving.com provide you with top advice, tools, and tips for understanding the leasing process and finding the perfect rental. Here are a few helpful rental and leasing articles from our experts to guide you on your search.

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