
Cheap Apartments for Rent in the Rolling Oaks Neighborhood of Windsor Mill, MD from $600 (43 Rentals)
Search the lowest-cost Apartments available for rent right now in the Rolling Oaks area of Windsor Mill.


Rockdale Gardens Apartments & Townhomes*

Liberty West

Liberty Gardens Apartments

Rolling Park Apartments

Windsor Commons Apartments

Churchill Manor

3422 Ripple Rd
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.

Liberty Place

3700 Old Milford Mill Rd

Milford Station

Crescent Pointe

Northwest Crossing Apartment Homes

Gwynn Oaks Landing Apartments and Townhomes

The Hills at Milford Mill

McDonogh Village Apartments & Townhomes
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.

Brenbrook

Village of Pine Run Apartments & Townhomes*

The Townhomes at Diamond Ridge

The Apartments at Diamond Ridge

Villas at 4607

Dunhill North Apartments

The Brittany Apartments

The Worthington
Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Discover how your credit score impacts your ability to lease or buy a home. Learn how credit scores are determined, how to check yours, and strategies to improve it for real estate success.

Marrion Square Apartments

The Glens at Diamond Ridge

Owings Park

Volterra Apartments

Annen Woods Apartments

Vivant Woodholme

Park View at Woodlawn

Weinberg House
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.

Woodholme Manor Apartments

Liberty Towers

Granite Run Apartment Homes

Park View at Randallstown

The Studios at Pike and Main

Brookstone

Shakespeare Park Apartments

Prescott Square
How I Find the Perfect Rental for My Clients: A Real Estate Pro's Guide
Finding the right apartment starts with three things: location, cost, and amenities. Get the insider perspective from a real estate professional on how to nail all three.

Residences at Pomona Park

Heritage at Augsburg

Carlson Woods Townhomes
Rolling Oaks, Windsor Mill, MD Local Guide

How much does it cost to rent an apartment in Rolling Oaks?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Rolling Oaks Studio Apartments | $1,084 | $980 | $1,175 |
| Rolling Oaks 1 Bedroom Apartments | $1,377 | $1,105 | $2,362 |
| Rolling Oaks 2 Bedroom Apartments | $1,557 | $1,275 | $2,450 |
| Rolling Oaks 3 Bedroom Apartments | $1,925 | $1,450 | $2,751 |
Browse Apartments in this Neighborhood
There are currently 43 rentals with your search options within a 2 mile radius of the Rolling Oaks Neighborhood of Windsor Mill, MD.
See all Apartments in Windsor MillExplore Windsor Mill
Rolling Oaks, Windsor Mill, MD Local Guide
- Nearby Windsor Mill neighborhoods
- Nearby Cities
- ZIP codes
- Local Counties
- School Districts
Cheapest Available Rolling Oaks Apartments for Rent
 The cheapest available apartment rental in the Rolling Oaks area of Baltimore, MD is a 1 Bed unit found at Park View at Woodlawn priced from $605. Cedar Gardens and Towers Apartments and Townhomes has the second lowest priced unit, which is a Studio apartment currently listed from $980. Here are the most affordable Rolling Oaks apartments for rent in Baltimore, MD:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Park View at Woodlawn | One-Bedroom | 1BR,1BA | $605 |
| Cedar Gardens and Towers Apartments and Townhomes | Studio - 432 sqft | Studio,1BA | $980 |
| Northwest Crossing Apartment Homes | One Bedroom | 1BR,1BA | $1,110 |
| Park View at Randallstown | One-Bedroom | 1BR,1BA | $1,158 |
| Gwynn Oaks Landing Apartments and Townhomes | One Bedroom - 605 sqft | 1BR,1BA | $1,185 |
| Rockdale Gardens Apartments & Townhomes* | 1 Bedroom 1 Bath | 1BR,1BA | $1,192 |
| Liberty West | One Bedroom | 1BR,1BA | $1,210 |
| Crescent Pointe | Birch | 1BR,1BA | $1,216 |
| Liberty Gardens Apartments | 1 Bedroom 1 Bath | 1BR,1BA | $1,224 |
| Brenbrook | The Patriot | 1BR,1BA | $1,245 |
Best Value Apartments for Rent in Rolling Oaks, MD
As of June 12, 2026 the best value apartment in the Rolling Oaks area is the $1.50 price per square foot 3 Bedroom 2 Bath Model at Annen Woods Apartments in the in the Rolling Oaks neighborhood starting from $2,110. The second greatest value Rolling Oaks apartment is the 2 Bedroom 2 Bath Model at Rolling Park Apartments starting at $1,649 with a $1.40 price per square foot in the Rolling Oaks neighborhood. Here is today’s list of the best values for Rolling Oaks apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Annen Woods Apartments | 3 Bedroom 2 Bath | 3BR,2BA | $1.50 |
| Rolling Park Apartments | 2 Bedroom 2 Bath | 2BR,2BA | $1.40 |
| Villas at 4607 | Kings Peak | 2BR,2BA | $1.51 |
| The Townhomes at Diamond Ridge | Three Bedroom 1.5 Bath Townhome - 1,080 sqft | 3BR,1.5BA | $1.50 |
| Milford Station | 2BR/2BA Gold | 2BR,2BA | $1.33 |
| The Brittany Apartments | 1 Bedroom 1 Bath | 1BR,1BA | $1.54 |
| Northwest Crossing Apartment Homes | Two Bedroom 1.5 Bath | 2BR,1.5BA | $1.63 |
| Liberty Place | 1 Bed 1 Bath | 1BR,1BA | $1.54 |
| Liberty West | One Bedroom | 1BR,1BA | $1.68 |
| Park View at Woodlawn | One-Bedroom | 1BR,1BA | $0.99 |
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 ArticleReal 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.
Read ArticleQuick 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.
Pet Friendly LifestyleRolling Oaks, Windsor Mill, MD
Ranked #3
Among cities in Maryland for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
3.5Pet Friendly
Best Local Schools in Rolling Oaks, Windsor Mill, MD
Northwest Academy of Health Sciences
School data provided by Great Schools
Frequently Asked Questions about Cheap Rolling Oaks Apartments
How much is rent for a Cheap One Bedroom Rolling Oaks Apartment?
The lowest price for a Cheap One Bedroom Rolling Oaks Apartment is $605 at Park View at Woodlawn.
What is the lowest price for a Cheap Two Bedroom Rolling Oaks Apartment for rent?
Today's best deal for a Cheap Two Bedroom Apartment in Rolling Oaks is starting from $1,275 at Gwynn Oaks Landing Apartments and Townhomes.
What is the most affordable Rolling Oaks Three Bedroom Apartment?
The best deal on a cheap Rolling Oaks Three Bedroom Apartment rental is at Northwest Crossing Apartment Homes and starts from $1,580.
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.
Helpful Local Expert Guides

A Baltimore Local Expert’s Guide To 10 Budget-Friendly Neighborhoods to Rent
Written by: Sarah Bregel
There are few cities more eclectic and diverse than Baltimore, Maryland. I should know. I've lived in various parts of Baltimore for most of my life.

Beyond the Classroom: Discovering Baltimores Best Student Friendly Neighborhoods
Written by: Sarah Bregel
Baltimore, Maryland is an incredibly vibrant town known for some amazing colleges. I had the pleasure of growing up sandwiched between a few of them.

Charm City Commute: The Best Baltimore Neighborhoods for Renting Near Top Employers
Written by: Sarah Bregel
Baltimore, Maryland may have a reputation for being crime-ridden and dirty (you really hurt us, The Wire). But honestly, as a longtime resident, I have to let you in on something: that couldn't be further from the truth.
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.