
Apartments for Rent with Specials in the Rolling Oaks Neighborhood of Windsor Mill, MD (3 Rentals)
Apartments in the Rolling Oaks area of Windsor Mill with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.

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.

The Hills at Milford Mill
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.

Annen Woods Apartments
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 3 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
Top Windsor Mill Apartments in the Rolling Oaks Area with Move-In Specials Ending Soon
Specials updated: 06-12-2026Take advantage of these move-in and rent specials that are ending soon for top Rolling Oaks, MD apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
Annen Woods Apartments
SUMMMER SAVINGS! Move in by 6/20/26 and receive June's prorated rent free! *Terms & Conditions apply, contact our team for details.Expires 06-13-2026
The Hills at Milford Mill
Juneteenth Special Move in before June 19th and receive $1,000 off your 2nd month’s rent! * *Restrictions may apply.Expires 06-13-2026
Volterra Apartments
One Month FREE rent on select unit types! *if you move in within 30 days Call our leasing office for details: (833) 816-6563 *for qualified applicants onlyExpires 06-13-2026
Newly Listed Move-In Specials offers for Apartments in Rolling Oaks, MD
Specials updated: 06-12-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Rolling Oaks, MD. Be sure to take advantage of some of the area’s top offers.
Annen Woods Apartments
SUMMMER SAVINGS! Move in by 6/20/26 and receive June's prorated rent free! *Terms & Conditions apply, contact our team for details.Expires 06-13-2026
The Hills at Milford Mill
Juneteenth Special Move in before June 19th and receive $1,000 off your 2nd month’s rent! * *Restrictions may apply.Expires 06-13-2026
Volterra Apartments
One Month FREE rent on select unit types! *if you move in within 30 days Call our leasing office for details: (833) 816-6563 *for qualified applicants onlyExpires 06-13-2026
Real 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 Rent Specials Rolling Oaks Apartments
How much is the average rent for a Rent Specials Rolling Oaks Apartment?
The average rent for a Rent Specials Apartment in Rolling Oaks is $1,595.
What is the largest Rent Specials Rolling Oaks Apartment for rent?
Today's Rent Specials apartment with the most square footage in Rolling Oaks is a 1,271 square feet unit starting from $1,195 at The Hills at Milford Mill.
What is the average size for Rolling Oaks Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Rolling Oaks is currently at 816 sq ft.
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.