4106 3RD St
North BeachMD20714
Cheap Homes for Rent in Shady Side, MD from $1,700 (9 Rentals)
Search the lowest-cost Homes available for rent right now in Shady Side.
10 Hearthstone Ct
AnnapolisMD21403
50j Sandstone Ct
AnnapolisMD21403
1138 Cove Rd
AnnapolisMD21403
50 Greystone Ct
AnnapolisMD21403
8826 Chesapeake Lighthouse Dr
North BeachMD20714
30 Heritage Ct
AnnapolisMD21401
5549 Harford St
DealeMD20733
5549 Harford St
ChurchtonMD20733
Showing Results 1-9, 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 | $2,423 | $1,795 | $3,200 |
| Shady Side 3 Bedroom Homes for Rent | $3,047 | $2,195 | $6,000 |
| Shady Side 4 Bedroom Homes for Rent | $3,685 | $3,395 | $3,800 |
| Shady Side 5 Bedroom Homes for Rent | $7,000 | $7,000 | $7,000 |
Browse Top Homes for Rent in Shady Side
Explore Shady Side
Shady Side, MD Local Guide
- Nearby Cities
- ZIP codes
- Local Counties
Cheapest Available Shady Side Apartments for Rent and Nearby
The cheapest available apartment rental in Shady Side, MD is a 2 Beds unit found at Towne Courts in the Monticello neighborhood priced from $1,382. Nautilus Point in the Highland Beach neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,413. Here is today’s list of the most affordable Shady Side apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Towne Courts | 2 Bedroom, 1.5 Bathroom - Accessible (Flat) | 2BR,1BA | $1,382 |
| Nautilus Point | Nautilus | A3 | 1BR,1BA | $1,413 |
| Quiet Waters Landing | A1-1BD/1BA | 1BR,1BA | $1,558 |
Best Value Apartments for Rent in Shady Side, MD and Nearby
As of September 06, 2025 the best value apartment in the Shady Side area is the $1.60 price per square foot F Model at Conte Lubrano Apartments in the in the Monticello neighborhood starting from $2,025. The second greatest value Shady Side apartment is the Two Bedroom Model at Obery Court starting at $1,943 with a $1.61 price per square foot in the Monticello neighborhood. 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. |
|---|---|---|---|
| Conte Lubrano Apartments | F | 2BR,2BA | $1.60 |
| Obery Court | Two Bedroom | 2BR,1.5BA | $1.61 |
| Towne Courts | 2 Bedroom, 1.5 Bathroom - Accessible (Flat) | 2BR,1.5BA | $1.26 |
| Burnt Oaks | 2 Bedroom 2 Bath | 2BR,2BA | $1.91 |
| Westwinds Apartments | 2 Bedroom 2 Bath Deluxe | 2BR,2BA | $2.25 |
| The Woods of Marlton | THE MAPLE (2A 2AR) | 2BR,1BA | $1.95 |
| Pin Oak Village Senior Apartments, 55+ | Two Bedroom Two Bath | 2BR,2BA | $2.22 |
| North Forest | 1 Bed 1 Bath | 1BR,1BA | $2.30 |
| Annapolis Roads | 1BR 1BA | 1BR,1BA | $2.12 |
| Harbour Gates Apartments | 1 Bedroom + 1 Bath | 1BR,1BA | $2.24 |
Quick 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.
Let everyone know!
Do you know the Shady Side area?
If you’re an expert on all things Shady Side, tell us what you love (and don't) by rating it and writing a review.
Write a Review
Pet Friendly LifestyleShady Side, MD
Ranked #104
Among cities in Maryland for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
2.5Pet Friendly
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 Shady Side
What type of rentals are currently available in Shady Side?
There are currently 39 Apartments for Rent in Shady Side, MD with pricing that ranges from $666 to $4,218. There are also 37 Single Family Homes for rent, Condos, and Townhome rentals currently available in Shady Side ranging from $1,795 to $7,000.
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 $1,795 to $7,000 with an average monthly rent of $3,691.
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 $2,021 to $4,218, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,195 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,395 and Four Bedroom Apartments start at $2,995.
Expert Rental Resources
Helpful Apartment Articles, How-To's and Tips
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.
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Written by: Christine Leonard, Esq.
For many people, obstacles can arise during the rental application process for a variety of issues.
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.
Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.