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$666 - $1,6941 to 2 Bedroom Apartments Available Oct 23
Victoria Park at Edgewater
87 Stewart DrEdgewater, MD 21037
Cheap Apartments for Rent in Shady Side, MD from $600 (15 Rentals)
Search the lowest-cost Apartments available for rent right now in Shady Side.
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$1,252 - $1,4091 to 2 Bedroom Apartments Contact Us For Availability
Bay Forest Senior Apartments
930 Bay Forest CtAnnapolis, MD 21403
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$1,400 - $1,5501 to 2 Bedroom Apartments Contact Us For Availability
Madison Apartments
1000 Madison StAnnapolis, MD 21403
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.
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Rent Specials
$1,517 - $3,504Studio to 3 Bedroom Apartments Available Now
Nautilus Point
655 Americana DrAnnapolis, MD 21403
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$1,546 - $2,1951 to 2 Bedroom Apartments Available Now
Conte Lubrano Apartments
130 Lubrano DrAnnapolis, MD 21401
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$1,549 - $3,8801 to 3 Bedroom Apartments Available Now
Quiet Waters Landing
1293 Thom CtAnnapolis, MD 21403
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$1,582 - $2,5191 to 3 Bedroom Apartments Available Now
Obery Court
199 Bertina A Nick WayAnnapolis, MD 21401
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$1,616 - $2,0302 Bedroom Apartments Contact Us For Availability
The Woods of Marlton
8911 Heathermore BlvdUpper Marlboro, MD 20772
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$1,670 - $1,9871 to 2 Bedroom Apartments Available Now
Pin Oak Village Senior Apartments, 55+
16010 Excalibur RdBowie, MD 20716
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.
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$1,680 - $2,0201 to 2 Bedroom Apartments Available Now
Burnt Oaks
9845 Sea Maid CtNorth Beach, MD 20714
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$1,698 - $2,753Studio to 3 Bedroom Apartments Available Now
Harbour Gates Apartments
2001 Harbour Gates DrAnnapolis, MD 21401
20 Windwhisper Ln
AnnapolisMD21403
6062 Drum Point Rd
DealeMD20751
111 Academy St
AnnapolisMD21401
The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Moving is tough, especially long-distance. Learn how to minimize stress & expenses with proven strategies from a real estate pro, covering everything from logistics to finances.
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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 an apartment in Shady Side?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Shady Side Studio Apartments | $2,026 | $1,626 | $2,332 |
| Shady Side 1 Bedroom Apartments | $2,231 | $666 | $3,795 |
| Shady Side 2 Bedroom Apartments | $2,643 | $1,382 | $3,880 |
| Shady Side 3 Bedroom Apartments | $2,871 | $2,247 | $4,412 |
| Shady Side 4 Bedroom Apartments | $3,054 | $2,995 | $3,113 |
Browse Top Apartments in Shady Side
See all Apartments in Shady SideExplore 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 $1,517. 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 | $1,517 |
| Quiet Waters Landing | A1-1BD/1BA | 1BR,1BA | $1,549 |
| Conte Lubrano Apartments | L | 1BR,1BA | $1,595 |
| Pin Oak Village Senior Apartments, 55+ | One Bedroom One Bath | 1BR,1BA | $1,670 |
Best Value Apartments for Rent in Shady Side, MD and Nearby
As of September 17, 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, 1.5 Bathroom - Accessible (Flat) Model at Towne Courts starting at $1,382 with a $1.26 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. |
|---|---|---|---|
| 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 |
| 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 |
| Stone Point Apartments | Craighill | 1BR,1BA | $2.18 |
| North Forest | 1 Bed 1 Bath | 1BR,1BA | $2.10 |
| Spa Cove Apartments | Severn | 1BR,1BA | $2.29 |
| Annapolis Roads | 1BR 1BA | 1BR,1BA | $2.15 |
| Harbour Gates Apartments | 1 Bedroom + 1 Bath | 1BR,1BA | $2.19 |
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Pet Friendly LifestyleShady Side, MD
Ranked #109
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
Getting Around Shady Side, MD
Walk Score®
23 / 100
Car-Dependent
Almost all errands require a car
Bike Score®
47 / 100
Somewhat Bikeable
Minimal bike infrastructure
What Are Walk Score®, Transit Score®, and Bike Score® Ratings?
- Walk Score® measures the walkability of any address.
- Transit Score® measures access to public transit.
- Bike Score® measures the bikeability of any address.
Frequently Asked Questions about Cheap Shady Side Apartments
What is the Cheapest Studio apartment in Shady Side?
Currently the most affordable Cheap Studio Apartment in Shady Side is at Nautilus Point listed at $1,701.
How much is rent for a Cheap One Bedroom Shady Side Apartment?
The lowest price for a Cheap One Bedroom Shady Side Apartment is $1,517 at Nautilus Point.
What is the lowest price for a Cheap Two Bedroom Shady Side Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Shady Side is starting from $1,382 at Towne Courts.
What is the most affordable Shady Side Three Bedroom Apartment?
The best deal on a cheap Shady Side Three Bedroom Apartment rental is at Nautilus Point and starts from $2,247.
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.
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.
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.