
2 Bedroom Apartments for Rent in Shady Side, MD (44 Rentals)


Annapolis Bay

Avalon Annapolis

Aventon Annapolis

Maris

Nautilus Point

Bay Manor Apartments

Bell Annapolis on West

Harbour Gates Apartments
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
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Aspen at Melford Town Center

Governor's Green

Crosswinds at Annapolis Town Center

Mariner Bay at Annapolis Town Center

Annapolis Roads Apartments

Stone Point Apartments

Spa Cove Apartments

Quiet Waters Landing

Westwinds Apartments
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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.

Pin Oak Village Senior Apartments, 55+

The James

The Bowen

Gardens of Annapolis

The Woods of Marlton

Avana Heather Ridge

Madison Apartments

Victoria Park at Edgewater
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Bywater Mutual Homes

Obery Court

Bay Forest Senior Apartments

203 Victor Pkwy

1127 Lake Heron Dr

1618 Bishop Rd

12 Edgewood Green Ct

969 Windwhisper Ln

1200 Bay Highlands Dr
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Shady Side, MD Local Guide

How much does it cost to rent an apartment in Shady Side?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Shady Side Studio Apartments | $1,993 | $1,353 | $2,332 |
| Shady Side 1 Bedroom Apartments | $2,195 | $1,252 | $4,007 |
Shady Side 2 Bedroom Apartments | $2,593 | $1,229 | $3,795 |
| Shady Side 3 Bedroom Apartments | $2,771 | $1,415 | $4,368 |
| Shady Side 4 Bedroom Apartments | $2,995 | $2,995 | $2,995 |
Browse Top Apartments in Shady Side
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Shady Side, MD Local Guide
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Largest Available Shady Side and Nearby 2 Bedroom Apartments
The largest available 2 Bedroom apartment unit in Shady Side, MD is found at Conte Lubrano Apartments in the Monticello neighborhood and is 1,590 square feet priced from $1,995. Aspen at Melford Town Center in the Adnell Woods neighborhood has the second largest 2 Bedroom, which is sized at 1,479 square feet and currently listed start at $3,487. Here is today’s list of the largest available 2 Bedroom units in Shady Side:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Conte Lubrano Apartments | M | 1,590 Sq Ft | $1,995 |
| Aspen at Melford Town Center | BD5-B | 1,479 Sq Ft | $3,487 |
| Bell Annapolis on West | B2M | 1,334 Sq Ft | $2,570 |
| Mariner Bay at Annapolis Town Center | 2 bedroom/2 bath | 1,310 Sq Ft | $3,264 |
| Fairmont at South Lake | B4B-DEN | 1,221 Sq Ft | $2,745 |
| Obery Court | Two Bedroom | 1,204 Sq Ft | $1,229 |
| Bay Manor Apartments | 2 Bedroom | 1,196 Sq Ft | $2,995 |
| Annapolis Bay | 2 Bedroom, 2 Bathroom 1,177 SF 22C | 1,177 Sq Ft | $2,460 |
| The Bowen | 2 - Morning Glory | 1,167 Sq Ft | $2,852 |
| Aventon Annapolis | B6 | 1,167 Sq Ft | $2,950 |
Cheapest Available Shady Side and Nearby 2 Bedroom Apartments
As of January 02, 2026 the lowest priced 2 Bedroom apartment unit in Shady Side, MD is the Two Bedroom Model starting from $1,229 at Obery Court in the Monticello neighborhood. The second most affordable Shady Side 2 Bedroom is the 2 Bedroom, 1.5 Bathroom - Accessible (Flat) Model at Towne Courts starting at $1,382 . The average price for all 2 Bedroom apartments in Shady Side is currently $2,593. Here is today’s list of the cheapest available 2 Bedroom options in Shady Side:
| Apartment Listing | Model Name | Priced From |
|---|---|---|
| Obery Court | Two Bedroom | $1,229 |
| Towne Courts | 2 Bedroom, 1.5 Bathroom - Accessible (Flat) | $1,382 |
| Quiet Waters Landing | B2-2BD/1BA | $1,417 |
| Nautilus Point | Nautilus | B1 | $1,855 |
| The Woods of Marlton | THE MAPLE (2A 2AR) | $1,870 |
| Annapolis Roads Apartments | 2BR 2BA | $1,886 |
| Burnt Oaks | 2 bedrooms 1 bath | $1,900 |
| Westwinds Apartments | 2 Bedroom 2 Bath Deluxe | $1,920 |
| Governor's Green | 2 BDRM 1 BATH | $1,949 |
| Spa Cove Apartments | West | $1,950 |
Don't Settle: How to Negotiate Your Apartment Lease and Save Money
Discover the insider tips from an attorney and real estate agent on how to negotiate your next apartment lease. Find out what's on the table and what's not, so you can save money and get the best terms possible.
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Read ArticleQuick Rent Budget Calculator
How much rent can you afford?
The common "Rule of Thumb" is that rent should be no more than 30% of your income. How much is that? Enter your monthly income and click "Calculate My Budget" to find out.
Remember the 3 Rules of Real Estate:Location, Location, Location!
Explore Shady Side, MD Rentals by Map
See the most popular apartments and homes in Shady Side, MD
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 $1,229.
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 $2,593.
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 1,590 square feet unit starting from $1,995 at Conte Lubrano Apartments.
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 1,367 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.
Articles, How-To's, and Tips

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips
Written by: Justin Habersaat
Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!








