6062 Drum Point Rd
DealeMD20751
Cheap Homes for Rent in Shady Side, MD from $1,200 (7 Rentals)
Search the lowest-cost Homes available for rent right now in Shady Side.
4740 Frederick Ave
Shady SideMD20764
4828 Woods Wharf Rd
Shady SideMD20764
What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Learn the official definition (spending 30% or more of your gross income on housing) and how to calculate your exact rent-to-income ratio. This guide offers expert tips on factoring in total housing costs (including utilities and fees) and budgeting accurately to avoid unnecessary financial strain.
5242 Sands Rd
LothianMD20711
60 Sandstone Ct
AnnapolisMD21403
208 Victor Pkwy
AnnapolisMD21403
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
1193 Maple Ave
Shady SideMD20764
Showing Results 1-7, Page 1 of 1
Shady Side, MD Local Guide
Sunny view of Chesapeake Bay by Tim Evanson is licensed under CC BY 2.0
How much does it cost to rent a home in Shady Side?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Shady Side 2 Bedroom Homes for Rent | $2,334 | $1,900 | $2,650 |
| Shady Side 3 Bedroom Homes for Rent | $3,353 | $2,250 | $6,000 |
| Shady Side 4 Bedroom Homes for Rent | $4,435 | $3,095 | $9,500 |
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Shady Side, MD Local Guide
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Cheapest Available Shady Side Apartments for Rent and Nearby
The cheapest available apartment rental in Shady Side, MD is a 1 Bed unit found at Obery Court in the Monticello neighborhood priced from $1,277. Quiet Waters Landing in the Highland Beach neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,460. Here is today’s list of the most affordable Shady Side apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Obery Court | One Bedroom | 1BR,1BA | $1,277 |
| Quiet Waters Landing | A1-1BD/1BA | 1BR,1BA | $1,460 |
| Pin Oak Village Senior Apartments, 55+ | One Bedroom One Bath | 1BR,1BA | $1,499 |
Best Value Apartments for Rent in Shady Side, MD and Nearby
As of June 16, 2026 the best value apartment in the Shady Side area is the $1.95 price per square foot The Chester Model at West Woods Apartments in the in the Monticello neighborhood starting from $2,324. The second greatest value Shady Side apartment is the 2 Bedroom 2 Bath Model at Burnt Oaks starting at $2,020 with a $1.91 price per square foot . Here is today’s list of the best values for Shady Side apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| West Woods Apartments | The Chester | 2BR,2BA | $1.95 |
| Burnt Oaks | 2 Bedroom 2 Bath | 2BR,2BA | $1.91 |
| Alvista Bowie | 2 Bed/2 Bath-B3 | 2BR,2BA | $2.09 |
| Spa Cove Apartments | Chesapeake | 2BR,1BA | $2.01 |
| The Woods of Marlton | THE ASPEN LARGE (2C 2CR) | 2BR,2BA | $1.74 |
| Pin Oak Village Senior Apartments, 55+ | Two Bedroom Two Bath | 2BR,2BA | $2.20 |
| Bay Hills Apartments | 1B1B | 1BR,1BA | $2.37 |
| Annapolis Roads Apartments | 1BR 1BA | 1BR,1BA | $2.34 |
| Quiet Waters Landing | B1-2BD/1BA | 2BR,1BA | $2.29 |
| Obery Court | One Bedroom | 1BR,1BA | $1.64 |
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.
Read Article
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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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.
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See the most popular apartments and homes in Shady Side, MD
Frequently Asked Questions about Shady Side
What type of rentals are currently available in Shady Side?
There are currently 41 Apartments for Rent in Shady Side, MD with pricing that ranges from $1,252 to $6,007. There are also 36 Single Family Homes for rent, Condos, and Townhome rentals currently available in Shady Side ranging from $1,275 to $9,500.
What is the current price range for Rental Homes in Shady Side?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Shady Side ranges from $1,275 to $9,500 with an average monthly rent of $2,914.
How much are larger Three and Four Bedroom Rentals in Shady Side?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Shady Side range from $1,700 to $6,007, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,250 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,095 and Four Bedroom Apartments start at $2,995.
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
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.
Creative Ways Developers Reimagine Retail Spaces as Residential Units
Written by: Robin Stewart
Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.
Neighborhood and Market Insights: How to Choose the Right Area to Rent
Written by: Robin Stewart
Apartment-hunting can be a gargantuan task. Renters have a wish list of items—some luxuries, some necessities—but finding what you seek in the right place is perhaps the most important part of the journey.