
Apartments for Rent with Specials in the Highland Neighborhood of Middleton, WI (7 Rentals)
Apartments in the Highland area of Middleton with special offers and discounts available right now - opportunities to save money or get a month or more of free rent.


Total Monthly Price
Allen Bay

Total Monthly Price
Monarch at Middleton Shores
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.

Total Monthly Price
Flats at Middleton Shores

The Masters Residences

Total Monthly Price
The Brennan
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.

Whispering Hills Townhouses
Highland, Middleton, WI Local Guide

How much does it cost to rent an apartment in Highland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Highland Studio Apartments | $1,472 | $995 | $1,945 |
| Highland 1 Bedroom Apartments | $1,741 | $1,020 | $2,588 |
| Highland 2 Bedroom Apartments | $2,086 | $1,345 | $3,150 |
| Highland 3 Bedroom Apartments | $2,605 | $1,585 | $3,750 |
Browse Apartments in this Neighborhood
There are currently 7 rentals with your search options within a 2 mile radius of the Highland Neighborhood of Middleton, WI.
See all Apartments in MiddletonExplore Middleton
Highland, Middleton, WI Local Guide
- Nearby Middleton neighborhoods
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Top Middleton Apartments in the Highland Area with Move-In Specials Ending Soon
Specials updated: 03-24-2026Take advantage of these move-in and rent specials that are ending soon for top Highland, WI apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
Hideaway Heights
1-month FREE rent w. qualifying lease term + WAIVED application fee + short-term lease options!Expires 03-24-2026
The Masters Residences
Call about our 2 Bedroom Special!Expires 03-31-2026
The Brennan
One Underground parking stall included with the rent price! Short term and furnished lease options available!Expires 03-31-2026
Allen Bay
Welcoming our first residents June 2026, Allen Bay home selection is now underway. Availability is limited and early applicants will have priority in choosing their residence. In-person showings begin in April 2026.Expires 04-30-2026
Newly Listed Move-In Specials offers for Apartments in Highland, WI
Specials updated: 03-24-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Highland, WI. Be sure to take advantage of some of the area’s top offers.
The Brennan
One Underground parking stall included with the rent price! Short term and furnished lease options available!Expires 03-31-2026
The Masters Residences
Call about our 2 Bedroom Special!Expires 03-31-2026
Allen Bay
Welcoming our first residents June 2026, Allen Bay home selection is now underway. Availability is limited and early applicants will have priority in choosing their residence. In-person showings begin in April 2026.Expires 04-30-2026
Hideaway Heights
1-month FREE rent w. qualifying lease term + WAIVED application fee + short-term lease options!Expires 03-24-2026
10 Hidden Costs of Renting You Should Budget for Before Signing a Lease
Avoid financial stress when renting. Learn about the 10 most common hidden costs—from pet fees to utilities—you must budget for before you sign a lease.
Read ArticleDon'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 LifestyleHighland, Middleton, WI
Ranked #15
Among cities in Wisconsin for Apartment listings with Pet Friendly Amenities.
Pet Friendliness Lifestyle Score
4.0Pet Friendly
Best Local Schools in Highland, Middleton, WI
Sauk Trail Elementary
School data provided by Great Schools
Frequently Asked Questions about Rent Specials Highland Apartments
What is the Cheapest Rent Specials apartment in Highland?
Currently the most affordable Rent Specials Apartment in Highland is at Flats at Middleton Shores listed at $1,225.
How much is the average rent for a Rent Specials Highland Apartment?
The average rent for a Rent Specials Apartment in Highland is $1,971.
What is the largest Rent Specials Highland Apartment for rent?
Today's Rent Specials apartment with the most square footage in Highland is a 1,769 square feet unit starting from $1,800 at Allen Bay.
What is the average size for Highland Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Highland is currently at 853 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

Experts Guide To 10 Budget-Friendly Neighborhoods to Rent in Madison
Written by: Mike Heuer
I’m Mike, your ApartmentHomeLiving.com local expert for Madison, Wisconsin. I lived and worked in Madison for several years before career opportunities took me elsewhere.

Maximizing Your Refund: Essential Tax Tips for Renters
Written by: Christine Leonard, Esq.
Other than tax professionals, I can’t think of anyone who looks forward to tax season. For everybody else, April is a stressful month to collect information and meet deadlines.

18 Must-Ask Rental Tour Questions That Reveal the Truth about a Property
Written by: Lauren Harrington
Renting your next home can feel thrilling and overwhelming at the same time.

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.