
Apartments for Rent with Specials in the Rolling Oaks Neighborhood of Windsor Mill, MD (7 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.


Rockdale Gardens Apartments & Townhomes*

Northwest Crossing 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.

The Hills at Milford Mill

Vivant Woodholme

The Brittany Apartments
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.

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 | $1,018 | $926 | $1,185 |
| Rolling Oaks 1 Bedroom Apartments | $1,367 | $1,095 | $2,047 |
| Rolling Oaks 2 Bedroom Apartments | $1,549 | $1,155 | $2,980 |
| Rolling Oaks 3 Bedroom Apartments | $1,876 | $1,438 | $2,760 |
Browse Apartments in this Neighborhood
There are currently 7 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
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Top Windsor Mill Apartments in the Rolling Oaks Area with Move-In Specials Ending Soon
Specials updated: 01-11-2026Take 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!
The Hills at Milford Mill
Move in by January 15th and receive: - $500 off February, March, AND April's rent! - Application fee waived when you apply immediately after touring! Restrictions may apply.Expires 01-11-2026
Vivant Woodholme
M/I by January 31st and receive your first TWO months rent FREE*! *Certain terms, conditions, and units applyExpires 01-11-2026
Northwest Crossing Apartment Homes
OPEN HOUSE | THURS - SAT | JANUARY 15TH - 17TH Unlock $250 in Exclusive Open House Event-Only Savings! A $250 credit will be applied to the first full months rent on new leases of 10 months or longer for move-in ready apartments. Valid on applications submitted between 1/15/26 - 1/17/26.Expires 01-11-2026
Annen Woods Apartments
Discounted rate of $1,799/month and free prorated January rent on select 1 bedroom/1 bathroom homes when you move in by 1/20/26.Expires 01-11-2026
Rockdale Gardens Apartments & Townhomes*
Open House Thursday, January 8th, 2026, to Sunday, January 11th, 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 application fee when you enter promo code 'Open House' and a $350 Security Deposit. *If qualified.Expires 01-11-2026
The Brittany Apartments
Open House Thursday, January 15th, 2026, to Sunday, January 18th, 2026! Office Open for Showings Thursday to Saturday Only. Get a $5 application fee when you enter promo code 'Open House' and a $350 Security Deposit. *If qualified.Expires 01-11-2026
Rolling Park Apartments
Move in by 1/31/26 and receive February's rent free on a 13-month lease. Contact our team for terms & conditions.Expires 01-11-2026
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 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 Rent Specials Rolling Oaks Apartments
What is the Cheapest Rent Specials apartment in Rolling Oaks?
Currently the most affordable Rent Specials Apartment in Rolling Oaks is at Rockdale Gardens Apartments & Townhomes* listed at $1,144.
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 $1,953.
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 1,566 square feet unit starting from $2,102 at Vivant Woodholme.
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 907 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.
Articles, How-To's, and Tips

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.

A Renters Guide for Tips on Writing Your Notice for Not Renewing Your Apartment
Written by: Bob Mallory
Packing up everything you own to move is so stressful for many that ending your apartment lease can feel like a small or unimportant task. Ending your lease involves more than simply turning over your keys on the last day.

Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.

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.