Cheap Apartments for Rent in Shady Side, MD from $1,200 (19 Rentals)

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Search the lowest-cost Apartments available for rent right now in Shady Side.

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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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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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North Forest
Studio to 2 Bedroom Apartments

North Forest

1827 Crofton PkyCrofton, MD 21114
Corporate Housing

Shady Side, MD Local Guide

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. Quiet Waters Landing in the Highland Beach neighborhood has the second lowest priced unit, which is a 2 Beds apartment currently listed from $1,441. Here is today’s list of the most affordable Shady Side apartments for rent:

Apartment ListingModel NameBed/BathPriced From
Towne Courts2 Bedroom, 1.5 Bathroom - Accessible (Flat)2BR,1BA$1,382
Quiet Waters LandingB2-2BD/1BA2BR,1BA$1,441
Conte Lubrano ApartmentsL1BR,1BA$1,495
Nautilus PointNautilus | A3 | Reno1BR,1BA$1,538
Harbour Gates Apartments1 Bedroom + 1 Bath1BR,1BA$1,548

Best Value Apartments for Rent in Shady Side, MD and Nearby

As of November 05, 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 ListingModel NameBed/BathPrice Per Sq.Ft.
Obery CourtTwo Bedroom2BR,1.5BA$1.61
Towne Courts2 Bedroom, 1.5 Bathroom - Accessible (Flat)2BR,1.5BA$1.26
The Woods of MarltonTHE ASPEN LARGE (2C 2CR)2BR,2BA$1.74
Spa Cove ApartmentsWest2BR,2BA$2.14
Bayshore LandingKayak II2BR,2BA$2.35
North Forest1 Bed 1 Bath1BR,1BA$2.10
Annapolis Roads1BR 1BA1BR,1BA$1.93
Harbour Gates Apartments1 Bedroom + 1 Bath1BR,1BA$2.00
Conte Lubrano ApartmentsL1BR,1BA$2.16
Quiet Waters LandingA1-1BD/1BA1BR,1BA$2.30

Apartment Common Area Rules: What Renters Need to Know

From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.

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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.

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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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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.

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Pet Friendly Lifestyle
Shady Side, MD

Ranked #111

Among cities in Maryland for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

2.5
Pet Friendly

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Remember the 3 Rules of Real Estate:
Location, Location, Location!

Explore Shady Side, MD Rentals by Map

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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

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 Crosswinds at Annapolis Town Center listed at $1,689.

How much is rent for a Cheap One Bedroom Shady Side Apartment?

The lowest price for a Cheap One Bedroom Shady Side Apartment is $1,467 at Quiet Waters Landing.

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 $2,093.

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.

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Apartment Common Area Rules: What Renters Need to Know

Written by: Christine Leonard, Esq.

Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate! 

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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.

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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.