Cheap Homes for Rent in Hillside Neighborhood of Milwaukee, WI from $600 (76 Rentals)
Search the lowest-cost Homes available for rent right now in the Hillside area of Milwaukee.

2214-2220 W Hopkins St.

739 S 24th St

2214-2220 W Hopkins St.
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.

1037 W Wright St

2338-2340 N 15th St.

2755-2757 N 33rd St.

3233-3233 W Burleigh St

3256-3258 N 17th St.

2458-2460 W Juneau Ave.
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.

2875 N 25th St

3138 N 11th St
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.

1536 N 38th St

3180 N 15th St

2955 N 17th St
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.

3372-3374 N Richards St

1523 N 38th St

1723 N 22nd St

2640 N Holton St

2326 W Vine St

3317 N 28th St

812 E Burleigh St

2447 N 34th St

2457 N 1st St, Unit upper front
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.
Hillside, Milwaukee, WI Local Guide

How much does it cost to rent a home in Hillside?
Bedroom | Average Rent | Cheapest Rent | Highest Rent |
---|---|---|---|
Hillside 2 Bedroom Homes for Rent | $1,414 | $750 | $4,250 |
Hillside 3 Bedroom Homes for Rent | $1,830 | $950 | $4,000 |
Hillside 4 Bedroom Homes for Rent | $2,246 | $1,500 | $4,600 |
Hillside 5 Bedroom Homes for Rent | $1,716 | $1,500 | $1,900 |
Hillside 6 Bedroom Homes for Rent | $2,050 | $2,050 | $2,050 |
Browse Homes for Rent in this Neighborhood
There are currently 76 rentals with your search options within a 2 mile radius of the Hillside Neighborhood of Milwaukee, WI.
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Hillside, Milwaukee, WI Local Guide
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Cheapest Available Hillside Apartments for Rent
 The cheapest available apartment rental in the Hillside area of Milwaukee, WI is a Studio unit found at 2214-2220 W Hopkins St. (8 Unit) priced from $550. 2448 W Killbourn St has the second lowest priced unit, which is a Studio apartment currently listed from $625. Here are the most affordable Hillside apartments for rent in Milwaukee, WI:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
2214-2220 W Hopkins St. (8 Unit) | 0BR/1.0BA | Studio,1BA | $550 |
2448 W Killbourn St | 0BR/1.0BA | Studio,1BA | $625 |
Edgewater East | One Bedroom | 1BR,1BA | $680 |
University Crossing I | Studio | Studio,1BA | $685 |
Buckingham Apartments | Small Studio | Studio,1BA | $695 |
Fairmount Apartments | Efficiency | Studio,1BA | $695 |
McGuire Flats | Studio | Studio,1BA | $695 |
The Astor Hotel Apartments | Efficiency Studio | Studio,1BA | $700 |
Brewer's Hill | Efficiency | Studio,1BA | $710 |
Lakeside Apartments | Studio Remodled | Studio,1BA | $725 |
Best Value Apartments for Rent in Hillside, WI
As of September 08, 2025 the best value apartment in the Hillside area is the $0.77 price per square foot 600 E Ogden Ave Model at 600 E Ogden Ave, Unit UW in the in the Haymarket neighborhood starting from $2,150. The second greatest value Hillside apartment is the 2457 N 1st St Model at 2457 N 1st St, Unit front back starting at $900 with a $0.60 price per square foot in the Haymarket neighborhood. Here is today’s list of the best values for Hillside apartments based on price per square foot:
Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
---|---|---|---|
600 E Ogden Ave, Unit UW | 600 E Ogden Ave | 3BR,2BA | $0.77 |
2457 N 1st St, Unit front back | 2457 N 1st St | 1BR,1BA | $0.60 |
2819 N Cramer St, Unit Lower | 2819 N Cramer St | 3BR,1BA | $0.98 |
McKinley School Apartments, LLC | 3Bd/2Bth | 3BR,2BA | $1.02 |
Meadow Village | 3 bedroom | 3BR,2BA | $1.05 |
Century Building | 2x2 | 2BR,2BA | $0.85 |
Oakland Manor | 2 Bedroom 1 Bath | 2BR,1BA | $1.06 |
Grand Avenue Lofts | 2x1A | 2BR,1BA | $0.87 |
3127 N Bartlett Ave, Unit 2 | 3127 N Bartlett Ave | 3BR,1BA | $0.93 |
3235 N Bremen St, Unit 3235 | 3235 N Bremen St | 2BR,1BA | $0.98 |
Quick Rent Budget Calculator
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Pet Friendly LifestyleHillside, Milwaukee, WI
Ranked #8
Among cities in Wisconsin for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Hillside, Milwaukee, WI
Roosevelt Middle School of the Arts
School data provided by Great Schools
Frequently Asked Questions about Hillside
What type of rentals are currently available in Hillside?
There are currently 1228 Apartments for Rent in Hillside, WI with pricing that ranges from $465 to $15,000. There are also 163 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside ranging from $600 to $4,600.
What is the current price range for Rental Homes in Hillside?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Hillside ranges from $600 to $4,600 with an average monthly rent of $1,648.
How much are larger Three and Four Bedroom Rentals in Hillside?
For those who are looking for larger living arrangements, Three Bedroom Apartments in Hillside range from $753 to $15,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $950 to $4,000. Four Bedroom Single-Family rentals are also available starting from $1,500 and Four Bedroom Apartments start at $870.
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.

Finding The Best Affordable Milwaukee Neighborhoods to Rent
Written by: Tim Brown
I'm Tim, your ApartmentHomeLiving.com Local Expert for Milwaukee, Wisconsin. Growing up in the city and then just blocks outside the border, many Milwaukee neighborhoods have been home to friends and family for many years.

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.

The Ultimate Long-Distance Moving Checklist: Tips from a Real Estate Pro
Written by: Christine Leonard, Esq.
Hard truth. Moving is never easy. I’ve done it all – from local moves to cross-country relocations From packing to unpacking the last box, I have found moving to be an exhausting, expensive and stressful experience every time.

Cash or credit? Understanding the Importance of Credit Score in Real Estate and Renting
Written by: Christine Leonard, Esq.
Throughout the day, think about all the times that you have to pay for something. So many of us reach automatically for a credit card or even our phone for a quick payment.