Homes for Rent in Hillside Neighborhood of Milwaukee, WI Under $2,000 (123 Rentals)

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property at 1660 N Prospect Ave

$1,850

Total Monthly Price

Total Monthly Price

Base Rent
$1,850
Total Monthly Price
$1,850

1 Bedroom, 1 Bath Condo for Rent

Available Now

1660 N Prospect Ave, Unit 18

1660 N Prospect Ave
MilwaukeeWI53202
property at 2473 N Frederick Ave

$1,775

Total Monthly Price

Total Monthly Price

Base Rent
$1,775
Total Monthly Price
$1,775

2 Bedroom, 1 Bath Townhome for Rent

Available Now

2473 N Frederick Ave

MilwaukeeWI53211
property at 1534 N Marshall St

$1,695

Total Monthly Price

Total Monthly Price

Base Rent
$1,695
Total Monthly Price
$1,695

2 Bedroom, 1 Bath Home for Rent

Available Jul 1

1534 N Marshall St, Unit 1534A

1534 N Marshall St
MilwaukeeWI53202
property at 2622A N Newhall St

$1,600

Total Monthly Price

Total Monthly Price

Base Rent
$1,600
Total Monthly Price
$1,600

3 Bedroom, 1 Bath Home for Rent

Available Jun 10

2622A N Newhall St

MilwaukeeWI53211
property at 206 N 37th St

$1,500

Total Monthly Price

Total Monthly Price

Base Rent
$1,500
Total Monthly Price
$1,500

3 Bedroom, 1 Bath Townhome for Rent

Available Jun 2

206 N 37th St

MilwaukeeWI53208
property at 2440 N Oakland Ave

$1,450

Total Monthly Price

Total Monthly Price

Base Rent
$1,450
Total Monthly Price
$1,450

2 Bedroom, 1 Bath Home for Rent

Available Aug 1

2440 N Oakland Ave

MilwaukeeWI53211
property at 1775 N Astor St

$1,395

Total Monthly Price

Total Monthly Price

Base Rent
$1,395
Total Monthly Price
$1,395

3 Bedroom, 1 Bath Townhome for Rent

Available Jul 1

1775 N Astor St

MilwaukeeWI53202

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 2454 N Pierce St

$1,380

Total Monthly Price

Total Monthly Price

Base Rent
$1,380
Total Monthly Price
$1,380

2 Bedroom, 1 Bath Home for Rent

Available Now

2454 N Pierce St

MilwaukeeWI53212
property at 1707 N Prospect Ave

$1,290

Total Monthly Price

Total Monthly Price

Base Rent
$1,290
Total Monthly Price
$1,290

1 Bedroom, 1 Bath Condo for Rent

Available Jun 30

1707 N Prospect Ave, Unit 8C

1707 N Prospect Ave
MilwaukeeWI53202
property at 2436 N 1st St

$950

Total Monthly Price

Total Monthly Price

Base Rent
$950
Total Monthly Price
$950

1 Bedroom, 1 Bath Condo for Rent

Available Now

2436 N 1st St, Unit A

2436 N 1st St
MilwaukeeWI53212
property at 2438 N 1st St

$950

Total Monthly Price

Total Monthly Price

Base Rent
$950
Total Monthly Price
$950

1 Bedroom, 1 Bath Townhome for Rent

Available Now

2438 N 1st St

MilwaukeeWI53212

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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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.

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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.

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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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Showing Results 1-50, Page 1 of 3

Hillside, Milwaukee, WI Local Guide

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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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 #5

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 1253 Apartments for Rent in Hillside, WI with pricing that ranges from $522 to $15,000. There are also 156 Single Family Homes for rent, Condos, and Townhome rentals currently available in Hillside ranging from $625 to $3,248.

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 $625 to $3,248 with an average monthly rent of $1,703.

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 $699 to $15,000, while Three Bedroom Homes, Condos, and Townhomes for rent range from $925 to $3,099. Four Bedroom Single-Family rentals are also available starting from $975 and Four Bedroom Apartments start at $750.

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

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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.

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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 A Local Experts Guide to Milwaukee: Neighborhoods, Traditions, and the Cozy Spirit of Gemütlichkeit article

A Local Experts 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 An Insiders Guide to Apartment Living Near Milwaukee's Four Employer Clusters article

An Insiders 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.

Articles, How-To's, and Tips

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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.

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A Seasoned Property Manager's Step-by-Step Guide to Getting Your Deposit Back

Written by: Lauren Harrington

I’m going to talk with you as a seasoned property manager and friend. So, let’s start with your security deposit. I want you to think about this guide as insider information. You deserve your deposit back.

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Expert Solutions for Creating the Perfect Work-From-Home Apartment Layouts

Written by: Lauren Harrington

This article is based on first-hand experience managing apartment communities and helping renters adapt to their spaces after moving in.

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What Does “Rent Burdened” Mean? How Much Rent Is Too Much

Written by: Lauren Harrington

This article draws from first-hand renter experiences and recurring financial challenges reported after moving in.