
Cheap Apartments for Rent in the Rolling Oaks Neighborhood of Windsor Mill, MD from $800 (45 Rentals)
Search the lowest-cost Apartments available for rent right now in the Rolling Oaks area of Windsor Mill.


Rockdale Gardens Apartments & Townhomes*

Liberty Gardens Apartments

Liberty West

Rolling Park Apartments

Windsor Commons Apartments

Churchill Manor

3615 Kenmar Rd

Liberty Place
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.

3666 Clifmar Rd

3506 Derby Shire Cir

Northwest Crossing Apartment Homes

Crescent Pointe

Gwynn Oaks Landing Apartments and Townhomes

Milford Station

Brenbrook

The Hills at Milford Mill

Village of Pine Run 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.

Villas at 4607

Dunhill North Apartments

The Townhomes at Diamond Ridge

McDonogh Village Apartments & Townhomes

The Brittany Apartments

The Apartments at Diamond Ridge

The Worthington

Marrion Square Apartments

Volterra Apartments
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.

The Glens at Diamond Ridge

Owings Park

Annen Woods Apartments

Vivant Woodholme

Weinberg House

Woodholme Manor Apartments

Liberty Towers

Park View at Woodlawn

Granite Run Apartment Homes
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.

Park View at Randallstown

The Studios at Pike and Main

Brookstone

Shakespeare Park Apartments

Prescott Square

Residences at Pomona Park

Heritage at Augsburg

Carlson Woods Townhomes

8402 Church Ln
Smart Renter's Guide: Calculating Affordable Rent & Housing Costs
Wondering how to determine your rental budget? This comprehensive guide covers everything from the 30% rule to hidden fees and effective budgeting strategies.
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 | $1,116 | $895 | $1,240 |
| Rolling Oaks 1 Bedroom Apartments | $1,371 | $1,075 | $2,290 |
| Rolling Oaks 2 Bedroom Apartments | $1,552 | $1,235 | $2,450 |
| Rolling Oaks 3 Bedroom Apartments | $1,989 | $1,545 | $2,943 |
Browse Apartments in this Neighborhood
There are currently 45 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 Northwest Crossing Apartment Homes priced from $1,075. Gwynn Oaks Landing Apartments and Townhomes has the second lowest priced unit, which is a 1 Bed apartment currently listed from $1,135. Here are the most affordable Rolling Oaks apartments for rent in Baltimore, MD:
| Apartment Listing | Model Name | Bed/Bath | Priced From |
|---|---|---|---|
| Northwest Crossing Apartment Homes | One Bedroom | 1BR,1BA | $1,075 |
| Gwynn Oaks Landing Apartments and Townhomes | One Bedroom - 684 sqft | 1BR,1BA | $1,135 |
| Park View at Randallstown | One-Bedroom | 1BR,1BA | $1,158 |
| Cedar Gardens and Towers Apartments and Townhomes | One Bedroom - Towers - 671 sqft | 1BR,1BA | $1,160 |
| Rockdale Gardens Apartments & Townhomes* | 1 Bedroom 1 Bath | 1BR,1BA | $1,176 |
| Liberty Gardens Apartments | 1 Bedroom 1 Bath | 1BR,1BA | $1,224 |
| Liberty Place | 1 Bed 1 Bath | 1BR,1BA | $1,225 |
| Brenbrook | The Patriot | 1BR,1BA | $1,228 |
| The Hills at Milford Mill | 1 Bedroom with Den | 1BR,1BA | $1,255 |
| Village of Pine Run Apartments & Townhomes* | 1 Bed 1 Bath | 1BR,1BA | $1,292 |
Best Value Apartments for Rent in Rolling Oaks, MD
As of April 28, 2026 the best value apartment in the Rolling Oaks area is the $1.26 price per square foot 3 Bedrooms Model at Carlson Woods Townhomes in the in the Rolling Oaks neighborhood starting from $2,478. The second greatest value Rolling Oaks apartment is the 2 Bed 2 Bath with Den Model at Residences at Pomona Park starting at $2,658 with a $1.46 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. |
|---|---|---|---|
| Carlson Woods Townhomes | 3 Bedrooms | 3BR,3BA | $1.26 |
| Residences at Pomona Park | 2 Bed 2 Bath with Den | 2BR,2BA | $1.46 |
| 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 |
| Milford Station | 2BR/2BA Gold | 2BR,2BA | $1.33 |
| The Glens at Diamond Ridge | Two Bedroom 1.5 Bath - 1,024 sqft | 2BR,1.5BA | $1.51 |
| The Brittany Apartments | 1 Bedroom 1 Bath | 1BR,1BA | $1.54 |
| Northwest Crossing Apartment Homes | Two Bedroom w/ Den | 2BR,1BA | $1.47 |
| Liberty Place | 1 Bed 1 Bath | 1BR,1BA | $1.44 |
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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 ArticleThe 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.
Read ArticleCash 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.
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 $1,075 at Northwest Crossing Apartment Homes.
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 $1,235 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 $1,545.
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

Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts
Written by: Lauren Harrington
This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

What Does “Rent Burdened” Mean? How Much Rent Is Too Much
Written by: Lauren Harrington
This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.