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Rent Specials
$1,610 - $2,590Special Offer
Specials Early Bird Perks! Rent Discounts, Waived App Fees & Flexible Lease Terms: Call to learn more.
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Hideaway Heights
4411 High RdMiddleton, WI 53562
Apartments for Rent with Specials in the Highland Neighborhood of Middleton, WI (13 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.
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Rent Specials
$1,495 - $2,450Special Offer
1 Month Free First Full Month FREE + Apply Today & Save Up to $500 New 1316 month lease starting on or before February 14th Additional $500
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The Aviary at Middleton Market
7628 Lisa LnMiddleton, WI 53562
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Rent Specials
$1,225 - $1,475Special Offer
1 Month Free Sign a lease at Middleton Shores and get your first month FREE! In addition to free September 2025 rent, employees of PPD/Therm
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Flats at Middleton Shores
6110-6130 Century AveMiddleton, WI 53562
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Rent Specials
$1,333 - $2,999Special Offer
1 Month Free Any vacant unit: apply after touring or first inquiry and receive 1 MONTH FREE & reduced security deposit on approved credit.
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The TROTTA
3001 Parmenter StMiddleton, WI 53562
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Rent Specials
$1,465Special Offer
1 Month Free Sign a lease at Middleton Shores and get your first month FREE! In addition to free September 2025 rent, employees of PPD/Therm
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Monarch at Middleton Shores
6150 Century AveMiddleton, WI 53562
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Rent Specials
$1,225 - $1,585Special Offer
1 Month Free 1st Month Free with 13-month lease on select 2 Bedroom apartment homes. Call the office now for more information!
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Springtree Apartments
2615 Amherst RdMiddleton, WI 53562
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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Rent Specials
$1,319 - $2,799Special Offer
1 Month Free Receive one month free when you sign a 12 Month Lease! Restrictions apply!
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Conservancy Bend Residences
2409 Parmenter StMiddleton, WI 53562
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Rent Specials
$1,264 - $2,361Special Offer
1 Month Free 1 Month of free rent if lease signed by 2/01/26 for unit 301(2BR/2BA) Unit 312 (2BR/2BA) Unit 104 (1BR +Den).
$500 off first mo
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Parmenter Circle II
2400 Parmenter StMiddleton, WI 53562
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Rent Specials
$1,009 - $2,300Special Offer
1 Month Free Any vacant unit: apply after touring or first inquiry and receive 1 MONTH FREE & reduced security deposit on approved credit.
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Kestrel Apartments
6818 University AveMiddleton, WI 53562
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Rent Specials
$1,025 - $3,750Special Offer
1 Month Free Now offering rent savings on select 1 and 2 bedroom homes when you move in by March 1st!
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Arbor Lakes at Middleton
3511 Roma LnMiddleton, WI 53562
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Rent Specials
$1,107 - $2,105Special Offer
Specials Rent $1800 with a signed lease by 2/01/26.
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Parmenter Circle I
2310 Parmenter StMiddleton, WI 53562
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Rent Specials
$2,250 - $2,300Special Offer
2 Months Free One Underground parking stall included with the rent price!
Short term and furnished lease options available!
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The Brennan
1689 Capital AveMadison, WI 53705
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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Rent Specials
$2,300Special Offer
1 Month Free Short term options available!
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Whispering Hills Townhouses
1701-1767 Norman WayMadison, WI 53705
Showing Results 1-13, Page 1 of 1
Highland, Middleton, WI Local Guide
Pope Farm Park by Flickr User: jchapiewsky is licensed under CC BY 2.0
How much does it cost to rent an apartment in Highland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Highland Studio Apartments | $1,464 | $875 | $2,105 |
| Highland 1 Bedroom Apartments | $1,712 | $1,020 | $2,655 |
| Highland 2 Bedroom Apartments | $2,072 | $1,199 | $3,750 |
| Highland 3 Bedroom Apartments | $2,581 | $1,585 | $3,750 |
Browse Apartments in this Neighborhood
There are currently 13 rentals with your search options within a 2 mile radius of the Highland Neighborhood of Middleton, WI.
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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: 02-01-2026Take 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!
The Masters Residences
Call about our 2 Bedroom special!Expires 01-31-2026
Wexford Place
$1000 Off 1st Month's Rent!Expires 01-31-2026
Parmenter Circle II
1 Month of free rent if lease signed by 2/01/26 for unit 301(2BR/2BA) Unit 312 (2BR/2BA) Unit 104 (1BR +Den). $500 off first month's rent for unit 411 (1BR/1BA) & 318 (1BR/1BA).Expires 02-01-2026
Hideaway Heights
Early Bird Perks! Rent Discounts, Waived App Fees & Flexible Lease Terms: Call to learn more.Expires 02-01-2026
Parmenter Circle I
Rent $1800 with a signed lease by 2/01/26.Expires 02-01-2026
The Aviary at Middleton Market
First Full Month FREE + Apply Today & Save Up to $500 New 1316 month lease starting on or before February 14th Additional $500 Off when you apply in-office, $250 Off when you apply later the same day *Limited-time offer. Restrictions applyExpires 02-01-2026
Conservancy Bend Residences
Receive one month free when you sign a 12 Month Lease! Restrictions apply!Expires 02-28-2026
The TROTTA
Any vacant unit: apply after touring or first inquiry and receive 1 MONTH FREE & reduced security deposit on approved credit.Expires 02-28-2026
Kestrel Apartments
Any vacant unit: apply after touring or first inquiry and receive 1 MONTH FREE & reduced security deposit on approved credit.Expires 02-28-2026
Arbor Lakes at Middleton
Now offering rent savings on select 1 and 2 bedroom homes when you move in by March 1st!Expires 02-28-2026
Newly Listed Move-In Specials offers for Apartments in Highland, WI
Specials updated: 02-01-2026Here 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.
Springtree Apartments
1st Month Free with 13-month lease on select 2 Bedroom apartment homes. Call the office now for more information!Expires 03-31-2026
Parmenter Circle I
Rent $1800 with a signed lease by 2/01/26.Expires 02-01-2026
Parmenter Circle II
1 Month of free rent if lease signed by 2/01/26 for unit 301(2BR/2BA) Unit 312 (2BR/2BA) Unit 104 (1BR +Den). $500 off first month's rent for unit 411 (1BR/1BA) & 318 (1BR/1BA).Expires 02-01-2026
The Brennan
One Underground parking stall included with the rent price! Short term and furnished lease options available!Expires 03-31-2026
Arbor Lakes at Middleton
Now offering rent savings on select 1 and 2 bedroom homes when you move in by March 1st!Expires 02-28-2026
The TROTTA
Any vacant unit: apply after touring or first inquiry and receive 1 MONTH FREE & reduced security deposit on approved credit.Expires 02-28-2026
Kestrel Apartments
Any vacant unit: apply after touring or first inquiry and receive 1 MONTH FREE & reduced security deposit on approved credit.Expires 02-28-2026
Conservancy Bend Residences
Receive one month free when you sign a 12 Month Lease! Restrictions apply!Expires 02-28-2026
Hideaway Heights
Early Bird Perks! Rent Discounts, Waived App Fees & Flexible Lease Terms: Call to learn more.Expires 02-01-2026
The Aviary at Middleton Market
First Full Month FREE + Apply Today & Save Up to $500 New 1316 month lease starting on or before February 14th Additional $500 Off when you apply in-office, $250 Off when you apply later the same day *Limited-time offer. Restrictions applyExpires 02-01-2026
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.
Read Article
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.
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.
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Pet Friendly LifestyleHighland, Middleton, WI
Ranked #16
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
Middleton-Cross Plains Area School District
Public School - Grades PK-4 (407)
5 out of 10
Middleton High
Middleton-Cross Plains Area School District
Public School - Grades 9-12 (2309)
9 out of 10
Kromrey Middle
Middleton-Cross Plains Area School District
Public School - Grades 5-8 (1191)
8 out of 10
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 Kestrel Apartments listed at $1,009.
How much is the average rent for a Rent Specials Highland Apartment?
The average rent for a Rent Specials Apartment in Highland is $1,839.
What is the largest Rent Specials Highland Apartment for rent?
Today's Rent Specials apartment with the most square footage in Highland is a 1,474 square feet unit starting from $1,319 at Conservancy Bend Residences.
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 666 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.
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.
Renting with Roommates: Realistic Expectations for Shared Lease
Written by: Christine Leonard, Esq.
Given the high costs for housing, I have found that many people are looking for a roommate to share expenses. These arrangements can increase opportunities for more desirable and larger spaces.