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.
50 Sandstone Ct
AnnapolisMD21403
1231 Gemini Dr
AnnapolisMD21403
799 Fairview Ave
AnnapolisMD21403
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.
3613 Harbor Rd
Chesapeake BeachMD20732
211 Friendship Rd
FriendshipMD20758
211 Friendship Rd
FriendshipMD20758
15 Silverwood Cir
AnnapolisMD21403
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.
10 Hearthstone Ct
AnnapolisMD21403
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 | $2,311 | $1,795 | $3,200 |
| Shady Side 3 Bedroom Homes for Rent | $3,174 | $2,200 | $6,000 |
| Shady Side 4 Bedroom Homes for Rent | $4,046 | $3,000 | $5,500 |
| Shady Side 5 Bedroom Homes for Rent | $5,233 | $3,200 | $7,500 |
| Shady Side 6 Bedroom Homes for Rent | $20,000 | $10,000 | $10,000+ |
Browse Top Homes for Rent in Shady Side
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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 Studio unit found at Nautilus Point in the Highland Beach neighborhood priced from $1,565. Quiet Waters Landing in the Highland Beach neighborhood has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,618. Here is today’s list of the most affordable Shady Side apartments for rent:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Nautilus Point | Nautilus | E1 | Studio,1BA | $1,565 |
| Quiet Waters Landing | A1-1BD/1BA | 1BR,1BA | $1,618 |
| Alvista Bowie | 1 Bed/1 Bath-A1 | 1BR,1BA | $1,739 |
Best Value Apartments for Rent in Shady Side, MD and Nearby
As of July 23, 2025 the best value apartment in the Shady Side area is the $1.61 price per square foot Two Bedroom Model at Obery Court in the in the Monticello neighborhood starting from $1,943. 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. |
|---|---|---|---|
| Obery Court | Two Bedroom | 2BR,1.5BA | $1.61 |
| Burnt Oaks | 2 Bedroom 2 Bath | 2BR,2BA | $1.91 |
| Spa Cove Apartments | Magothy | 2BR,2BA | $2.33 |
| Annapolis Bay | 2 Bedroom, 1 Bathroom 1,016 SF 21A | 2BR,1BA | $2.30 |
| The Woods of Marlton | THE MAPLE (2A 2AR) | 2BR,1BA | $1.95 |
| Bay Hills Apartments | 1B1B | 1BR,1BA | $2.37 |
| North Forest | 1 Bed 1 Bath | 1BR,1BA | $2.35 |
| Annapolis Roads | 1BR 1BA | 1BR,1BA | $2.25 |
| Harbour Gates Apartments | 1 Bedroom + 1 Bath | 1BR,1BA | $2.32 |
| Alvista Bowie | 1 Bed/1 Bath-A1 | 1BR,1BA | $2.36 |
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Frequently Asked Questions about Shady Side
What type of rentals are currently available in Shady Side?
There are currently 38 Apartments for Rent in Shady Side, MD with pricing that ranges from $666 to $4,250. There are also 35 Single Family Homes for rent, Condos, and Townhome rentals currently available in Shady Side ranging from $1,795 to $20,000.
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 $20,000 with an average monthly rent of $6,127.
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 $4,250, while Three Bedroom Homes, Condos, and Townhomes for rent range from $2,200 to $6,000. Four Bedroom Single-Family rentals are also available starting from $3,000 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.
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.
The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.
Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.
The Freedom of Short-Term Leases: Exploring the Advantages for Renters
Written by: Bobbi Jackson
If you’re looking to relocate right now, a popular solution that may best fit your current rental needs is a short-term lease.