
Cheap Homes for Rent in Hillside Neighborhood of Milwaukee, WI from $600 (80 Rentals)
Search the lowest-cost Homes available for rent right now in the Hillside area of Milwaukee.


2214-2220 W Hopkins St. (8 Unit)

737 S 24th St

2148 N 29th St

3435 W Kilbourn 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.

3367-3369 N 3rd St. (3 Unit)

2448 W Kilbourn Ave

2448 W Kilbourn Ave

1037 W Wright St

502-504 N 32nd St. (4 Unit) (ACE PROPERTY)

3301-3303 N 29th St. (4 Units)
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.

2338-2340 N 15th St. (4 Unit)

608-610-610 W Burleigh St

2518 W Wisconsin Ave

2750-2752 N 39th St. (Duplex)

2760-2762 N 18th St. (Duplex)

2755-2757 N 33rd St. (Duplex)
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.

3343-3345 N 9th St. (Duplex)

2338-2340 N 15th St. (4 Unit)

1940 N 38th St

2548 N 38th St

2955 N 17th St

3035 W Wisconsin Ave
Navigating the Rental Market: Tips for First-Time Renters
Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

2224 W Wisconsin Ave

2919 W Wisconsin Ave

3180 N 15th St

3035 W Wisconsin Ave

2518 W Wisconsin Ave

2919 W Wisconsin Ave

2919 W Wisconsin Ave

2919 W Wisconsin Ave

3137 N 28th St

330 W Concordia Ave

2547-2549 N 36th St. (Duplex)
Check Out Milwaukee’s Best Affordable Neighborhoods
Learn about Milwaukee and the best places to live with original content written by our Local Expert Tim Brown
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 | $1,609 | $750 | $4,000 |
Hillside 3 Bedroom Homes for Rent | $1,690 | $925 | $3,095 |
Hillside 4 Bedroom Homes for Rent | $1,919 | $1,500 | $2,450 |
Hillside 5 Bedroom Homes for Rent | $2,397 | $1,800 | $2,695 |
Hillside 6 Bedroom Homes for Rent | $2,500 | $2,500 | $2,500 |
Browse Homes for Rent in this Neighborhood
There are currently 80 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 1 Bed unit found at The Residences at ThriveOn King priced from $525. Edgewater East has the second lowest priced unit, which is a 1 Bed apartment currently listed from $680. Here are the most affordable Hillside apartments for rent in Milwaukee, WI:
Apartment Listing | Model Name | Bed/Bath | Priced From |
---|---|---|---|
The Residences at ThriveOn King | One Bedroom Loft | 1BR,1BA | $525 |
Edgewater East | One Bedroom | 1BR,1BA | $680 |
University Crossing I | Studio | Studio,1BA | $685 |
Marquee Communities | Studio | Studio,1BA | $685 |
Lakeside Apartments | Studio | Studio,1BA | $695 |
Buckingham Apartments | Small Studio | Studio,1BA | $695 |
Fairmount Apartments | Efficiency | Studio,1BA | $695 |
The Astor Hotel Apartments | Efficiency Studio | Studio,1BA | $700 |
Colonial Apartments | Studio *Standard | Studio,1BA | $725 |
Johnson Legacy Apartments | Studio | Studio,1BA | $725 |
Best Value Apartments for Rent in Hillside, WI
As of July 13, 2025 the best value apartment in the Hillside area is the $0.96 price per square foot 600 E Ogden Ave Model at 600 E Ogden Ave, Unit UW in the in the Haymarket neighborhood starting from $2,700. The second greatest value Hillside apartment is the 912 W Hadley St Model at 912 W Hadley St, Unit 1 starting at $1,250 with a $0.56 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 | $0.96 |
912 W Hadley St, Unit 1 | 912 W Hadley St | 2BR,1BA | $0.56 |
709 E Brady St, Unit 1 | 709 E Brady St | 3BR,1BA | $0.78 |
3718 W Vliet St, Unit A | 3718 W Vliet St | 3BR,1BA | $0.89 |
2869 N 21st St, Unit lower | 2869 N 21st St | 2BR,1BA | $0.74 |
2457 N 1st St, Unit front back | 2457 N 1st St | 1BR,1BA | $0.60 |
McKinley School Apartments, LLC | 3Bd/2Bth | 3BR,2BA | $1.02 |
2634 N 24th St, Unit Lower | 2634 N 24th St | 2BR,1BA | $0.79 |
2929 N 18th St, Unit Lower Unit | 2929 N 18th St | 2BR,1BA | $0.86 |
2944 N 7th St, Unit 2944A N 7th St. Upper | 2944 N 7th St | 2BR,1BA | $0.90 |
Quick Rent Budget Calculator
How much rent can you afford?
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Frequently Asked Questions about Hillside
What type of rentals are currently available in Hillside?
There are currently 1238 Apartments for Rent in Hillside, WI with pricing that ranges from $525 to $15,000. There are also 183 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside ranging from $600 to $4,000.
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 $4,000 with an average monthly rent of $1,851.
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 $925 to $3,095. 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.

Roommate Matching: Finding the Right Fit and Avoiding Pitfalls
Written by: Cheryl Bowman
A fantastic way to save money and enjoy a built-in community is to share an apartment. However, a bad roommate situation can turn your dream rental into a nightmare.

The Art of the Rental Viewing: What to look for during a property tour
Written by: Marie Brown
You’ve scrolled through countless listings, walked through a blur of rentals, and finally found what feels like the one. The pictures? Fantastic. The neighborhood seems just right.

Know Your Budget: Calculating What You Can Realistically Afford When Renting
Written by: Lauren Harrington
Renting an apartment or house isn’t just about looking through online ads, choosing a few apartments or homes you want to tour, filling out an application, and putting down a deposit. Those things are all necessary and important.