Cheap Homes for Rent in the Hillside Neighborhood of Milwaukee, WI from $625 (54 Rentals)

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Search the lowest-cost Homes available for rent right now in the Hillside area of Milwaukee.

An Insider's Guide to Apartment Living Near Milwaukee's Four Employer Clusters

Discover Milwaukee apartment living from Downtown lofts to affordable suburban homes. We detail neighborhoods near the four major employment hubs: urban, leafy, and everything in between.

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property at 2731 N 18th St
$900

Total Monthly Price

Base Rent$900
Total Monthly Price$900
3 Bedroom, 1 Bath Home for Rent
Available Sep 14
Cost Per Sq.Ft.

2731 N 18th St

MilwaukeeWI53206

Rent According to Income: A Look at Income-Restricted Rentals

Find income-restricted rentals and housing subsidies. Explore government programs designed to help low-income families secure stable, affordable housing.

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property at 2436 N 1st St
$925

Total Monthly Price

Base Rent$925
Total Monthly Price$925
1 Bedroom, 1 Bath Condo for Rent
Available Now
Affordability

2436 N 1st St, Unit A

2436 N 1st St
MilwaukeeWI53212
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property at 612 W Wisconsin Ave
$945

Total Monthly Price

Base Rent$945
Total Monthly Price$945
Studio, 1 Bath Condo for Rent
Available Now
Affordability

612 W Wisconsin Ave, Unit 2

612 W Wisconsin Ave
MilwaukeeWI53203

A Local Expert's Guide to Milwaukee: Neighborhoods, Traditions, and the Cozy Spirit of Gemütlichkeit

Uncover Milwaukee's affordable, vibrant neighborhoods and down-to-earth charm. Get a local expert's take on the city's renaissance, favorite traditions, and famous Gemütlichkeit (cozy spirit).

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property at 1440 N 34th St
$1,100

Total Monthly Price

Base Rent$1,100
Total Monthly Price$1,100
3 Bedroom, 1 Bath Townhome for Rent
Available Now
Cost Per Sq.Ft.

1440 N 34th St

MilwaukeeWI53208

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

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property at 2121 N Cambridge Ave
$1,175

Total Monthly Price

Base Rent$1,175
Total Monthly Price$1,175
1 Bedroom, 1 Bath Home for Rent
Available Now
Affordability

2121 N Cambridge Ave

MilwaukeeWI53202

Renters Insurance 101: What It Is, What It Covers, and Why You Need It

From theft to fire to water damage, the unexpected can happen to any renter. Discover why renters insurance is one of the smartest and most affordable investments you can make as a tenant.

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Showing Results 1-50, Page 1 of 2

Hillside, Milwaukee, WI Local Guide

Cheapest Available Hillside Apartments for Rent

 

The cheapest available apartment rental in the Hillside area of Milwaukee, WI is a Studio unit found at Fairmount Apartments priced from $675. University Crossing I has the second lowest priced unit, which is a Studio apartment currently listed from $685. Here are the most affordable Hillside apartments for rent in Milwaukee, WI:

Apartment ListingModel NameBed/BathPriced From
Fairmount ApartmentsStudioStudio,1BA$675
University Crossing IStudioStudio,1BA$685
2214-2220 W Hopkins St. (8 Unit)1BR/1.0BA1BR,1BA$695
Lakeside ApartmentsStudioStudio,1BA$695
McGuire FlatsStudioStudio,1BA$695
Colonial ApartmentsStudio *StandardStudio,1BA$695
The Astor Hotel ApartmentsEfficiency StudioStudio,1BA$700
Marquee CommunitiesStudioStudio,1BA$705
Eastwood ApartmentsNo available unitsStudio,1BA$715
Pleasant ApartmentsStudio ApartmentStudio,1BA$725

Best Value Apartments for Rent in Hillside, WI

As of September 07, 2026 the best value apartment in the Hillside area is the $0.89 price per square foot 1668 N Van Buren St Model at 1668 N Van Buren St, Unit Upper Unit in the in the Haymarket neighborhood starting from $1,950. The second greatest value Hillside apartment is the 3744 W Miller Ln Model at 3744 W Miller Ln, Unit 3744 w Miller Ln Upper starting at $1,500 with a $0.83 price per square foot in the National Park neighborhood. Here is today’s list of the best values for Hillside apartments based on price per square foot:

Apartment ListingModel NameBed/BathPrice Per Sq.Ft.
1668 N Van Buren St, Unit Upper Unit1668 N Van Buren St3BR,1BA$0.89
3744 W Miller Ln, Unit 3744 w Miller Ln Upper3744 W Miller Ln3BR,1BA$0.83
University Row3 Bed 1 Bath3BR,1BA$0.87
McKinley School Apartments, LLC3Bd/2Bth3BR,2BA$1.01
2952 N Booth St, Unit 2952 N Booth St2952 N Booth St2BR,1BA$1.00
Columbia Square2 bedroom2BR,2BA$0.84
City Place Apartments3B2B-53BR,2BA$0.87
RW Apartments I and II2x12BR,1BA$0.99
2407 N 6th St, Unit Rear Lower Unit2407 N 6th St2BR,1BA$1.11
Historic Lofts on KilbournOne Bedroom1BR,1BA$1.04

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.

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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.

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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.

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Quick 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.

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Pet Friendly Lifestyle
Hillside, Milwaukee, WI

Ranked #4

Among cities in Wisconsin for Apartment listings with Pet Friendly Amenities.

Pet Friendliness Lifestyle Score

4.0
Pet Friendly

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Best Local Schools in
Hillside, Milwaukee, WI

School data provided by Great Schools

Frequently Asked Questions about Hillside

What type of rentals are currently available in Hillside?

There are currently 1276 Apartments for Rent in Hillside, WI with pricing that ranges from $495 to $36,000. There are also 150 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside ranging from $675 to $4,300.

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 $675 to $4,300 with an average monthly rent of $1,650.

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 $799 to $15,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $900 to $2,950. Four Bedroom Single-Family rentals are also available starting from $1,300 and Four Bedroom Apartments start at $1,095.

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

decorative image for An Insider's Guide to Apartment Living Near Milwaukee's Four Employer Clusters article

An Insider's Guide to Apartment Living Near Milwaukee's Four Employer Clusters

Written by: Tim Brown

Having grown up in Milwaukee and lived in Waukesha for several years, I have come to realize that the Milwaukee metro area offers diverse employment and housing opportunities.

decorative image for A Local Expert's Guide to Milwaukee: Neighborhoods, Traditions, and the Cozy Spirit of Gemütlichkeit article

A Local Expert's Guide to Milwaukee: Neighborhoods, Traditions, and the Cozy Spirit of Gemütlichkeit

Written by: Tim Brown

I'm Tim, your ApartmentHomeLiving.com Local Expert for Milwaukee, Wisconsin. Growing up in the city and then blocks outside the border, Milwaukee's neighborhoods have been home to friends and family for years.

decorative image for The Top Neighborhoods for Off-Campus Housing for Milwaukee-Area College Students article

The Top Neighborhoods for Off-Campus Housing for Milwaukee-Area College Students

Written by: Tim Brown

I'm Tim, your ApartmentHomeLiving.com Local Expert for Milwaukee, Wisconsin. Growing up in the city and then blocks outside the border, many of the Milwaukee neighborhoods profiled here have been home to friends and family.

decorative image for Finding The Best Affordable Milwaukee Neighborhoods to Rent article

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.

Articles, How-To's, and Tips

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Rent According to Income: A Look at Income-Restricted Rentals

Written by: Robin Stewart

The idea of affordable housing can be subjective. Every individual is in a different place financially and vocationally. What one may easily afford could be a struggle for someone else.

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Exploring Rental Options: Apartments, Townhomes, and Lofts - Oh My!

Written by: Robin Stewart

Where do you see yourself? When you think of home, sweet home, are you in a 3/2 apartment? Dreaming of a tall townhome? Maybe an industrial loft heavy on cool vibes is on your visioning board.

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Practical Tips for Renters: How to Identify a Great Rental and Avoid Red Flags

Written by: Robin Stewart

Renters want to find a great apartment, the right place for them, one that checks all the boxes of location, rental cost, amenities, safety, and more.

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First Apartment Regrets: Real Renters Share What They'd Do Differently

Written by: Robin Stewart

Hindsight is 20/20. Live and Learn. With age comes wisdom. We’re familiar with all those expressions, and all of them apply to lessons first-time renters learn.