
2 Bedroom Apartments for Rent in Shady Side, MD (50 Rentals)


Annapolis Bay

Total Monthly Price
Aspen at Melford Town Center

Avalon Annapolis

Total Monthly Price
Maris

Nautilus Point

Total Monthly Price
Stone Point Apartments

Total Monthly Price
Aventon Annapolis

Quiet Waters Landing

Bay Manor Apartments
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.

The Penny

Governor's Green

Bell Annapolis on West

Harbour Gates Apartments

Total Monthly Price
Alvista Bowie

Total Monthly Price
Bayshore Landing

Westwinds Apartments

Total Monthly Price
Crosswinds at Annapolis Town Center

Total Monthly Price
Mariner Bay at Annapolis Town Center

Annapolis Roads Apartments
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.

Spa Cove Apartments

Total Monthly Price
Avana Heather Ridge

The Bowen

The James

The Woods of Marlton

Total Monthly Price
Gardens of Annapolis

Burnt Oaks

Pin Oak Village Senior Apartments, 55+

Bywater Mutual Homes

Conte Lubrano Apartments
Navigating the Rental Market: Tips for First-Time Renters
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Obery Court

Bay Forest Senior Apartments

5242 Sands Rd

208 Victor Pkwy

4100 3rd St

1227 Gemini Dr

302 Hilltop Ln

1625 Hilltop Rd

1210 Louis Ave

3043 Riva Rd
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

6 Winslow Ct

921 Breakwater Dr

1621 Bentley Rd

Muddy Creek Road

Towne Courts

Madison Apartments

Victoria Park at Edgewater

West Woods Apartments

North Forest

Fairmont at South Lake
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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 | $2,110 | $1,598 | $2,735 |
| Shady Side 1 Bedroom Apartments | $2,312 | $1,252 | $4,120 |
Shady Side 2 Bedroom Apartments | $2,797 | $1,400 | $5,205 |
| Shady Side 3 Bedroom Apartments | $3,047 | $1,700 | $6,007 |
| Shady Side 4 Bedroom Apartments | $2,995 | $2,995 | $2,995 |
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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 Fairmont at South Lake in the Patuxent Overlook neighborhood and is 1,221 square feet priced from $2,799. Obery Court in the Monticello neighborhood has the second largest 2 Bedroom, which is sized at 1,204 square feet and currently listed start at $1,400. Here is today’s list of the largest available 2 Bedroom units in Shady Side:
| Apartment Listing | Model Name | Square Footage | Priced From |
|---|---|---|---|
| Fairmont at South Lake | B4B-DEN | 1,221 Sq Ft | $2,799 |
| Obery Court | Two Bedroom | 1,204 Sq Ft | $1,400 |
| The Bowen | 2 - Oleander | 1,200 Sq Ft | $2,902 |
| Bay Manor Apartments | 2 Bedroom | 1,196 Sq Ft | $2,995 |
| West Woods Apartments | The Chester | 1,193 Sq Ft | $2,324 |
| Annapolis Bay | 2 Bedroom, 2 Bathroom 1,177 SF 22C | 1,177 Sq Ft | $2,553 |
| Aventon Annapolis | B5 | 1,137 Sq Ft | $3,047 |
| Maris | B4 | 1,124 Sq Ft | $3,018 |
| Stone Point Apartments | Point Lookout | 1,110 Sq Ft | $2,651 |
| Conte Lubrano Apartments | G | 1,099 Sq Ft | $2,095 |
Cheapest Available Shady Side and Nearby 2 Bedroom Apartments
As of July 07, 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 $2,797. 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 | $1,400 |
| The Woods of Marlton | THE MAPLE (2A 2AR) | $1,616 |
| Quiet Waters Landing | B2-2BD/1BA | $1,796 |
| Harbour Gates Apartments | 2 Bedrooms + 2 Baths | $1,968 |
| Pin Oak Village Senior Apartments, 55+ | Two Bedroom Two Bath | $1,973 |
| Spa Cove Apartments | Chesapeake | $1,999 |
| Conte Lubrano Apartments | G | $2,095 |
| Burnt Oaks | 2 Bedroom 2 Bath | $2,120 |
| Westwinds Apartments | 2 Bedroom 2 Bath Renovated | $2,218 |
| Alvista Bowie | 2 Bed/1 Bath-B1 | $2,243 |
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 $2,797.
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 1,221 square feet unit starting from $2,799 at Fairmont at South Lake.
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 1,270 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

Renters Insurance 101: What It Is, What It Covers, and Why You Need It
Written by: Robin Stewart
Insurance seems to be a part of life. In some states, having insurance is the law, as is the case for automobile insurance. Renters are no exception.

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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Written by: Robin Stewart
Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.