6245 Charing Cross Ln, Unit D
6245 Charing Cross Ln
MiddletonWI53562
Cheap Homes for Rent in Highland Neighborhood of Middleton, WI from $1,300 (4 Rentals)
Search the lowest-cost Homes available for rent right now in the Highland area of Middleton.
2564 Branch St, Unit 12
2564 Branch St
MiddletonWI53562
Your Guide to Co-Signers: The Risks, Rewards, and Everything in Between
Thinking about getting a co-signer for your rental application? We break down what a co-signer is, the potential benefits, and the serious risks for both parties. Find out if it's the right choice for you.
301 Harbour Town Dr
MadisonWI53717
1740 Park St
MiddletonWI53562
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.
Showing Results 1-4, 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 a home in Highland?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Highland 2 Bedroom Homes for Rent | $1,955 | $1,395 | $3,000 |
| Highland 3 Bedroom Homes for Rent | $2,820 | $2,100 | $4,500 |
| Highland 4 Bedroom Homes for Rent | $2,897 | $2,845 | $2,950 |
| Highland 5 Bedroom Homes for Rent | $4,500 | $4,500 | $4,500 |
| Highland 6 Bedroom Homes for Rent | $6,000 | $6,000 | $6,000 |
Browse Homes for Rent in this Neighborhood
There are currently 4 rentals with your search options within a 2 mile radius of the Highland Neighborhood of Middleton, WI.
Explore Middleton
Highland, Middleton, WI Local Guide
- Nearby Middleton neighborhoods
- Nearby Cities
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- Local Counties
- School Districts
Best Value Apartments for Rent in Highland, WI
As of November 08, 2025 the best value apartment in the Highland area is the $1.64 price per square foot 3 Bedroom Model at Whispering Hills Townhouses in the in the Sunset Village neighborhood starting from $2,300. The second greatest value Highland apartment is the 301 Harbour Town Dr Model at 301 Harbour Town Dr starting at $1,850 with a $1.48 price per square foot in the Glen Oak Hills neighborhood. Here is today’s list of the best values for Highland apartments based on price per square foot:
| Apartment Listing | Model Name | Bed/Bath | Price Per Sq.Ft. |
|---|---|---|---|
| Whispering Hills Townhouses | 3 Bedroom | 3BR,2BA | $1.64 |
| 301 Harbour Town Dr | 301 Harbour Town Dr | 2BR,2BA | $1.48 |
| Heritage Middleton Senior Apartments | 2 Bed 2 Bath | 2BR,2BA | $1.50 |
| Cedar Crest | 2LGP | 2BR,1BA | $1.45 |
| Kestrel Apartments | 2 bedroom | 2BR,1BA | $1.56 |
| Oak Ridge Middleton Senior Community | 2 Bed 50% | 2BR,1BA | $1.27 |
| Beaverbrook Apartments | 2BR/2.0BA | 2BR,2BA | $1.55 |
| The TROTTA | 2 Bedroom Apartment 80% | 2BR,1.5BA | $1.65 |
| Flats at Middleton Shores | 2O | 2BR,1BA | $1.59 |
| The Court Apartments | Style B - Two Bedroom - Updated with W/D | 2BR,1BA | $1.55 |
Apartment Common Area Rules: What Renters Need to Know
From the lounge to the laundry room, understand your rights and responsibilities in shared apartment spaces. Get tips on pet rules, noise, and security.
Read Article
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 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 ArticleQuick Rent Budget Calculator
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Pet Friendly LifestyleHighland, Middleton, WI
Ranked #17
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 Highland
What type of rentals are currently available in Highland?
There are currently 74 Apartments for Rent in Highland, WI with pricing that ranges from $775 to $3,900. There are also 16 Single Family Homes for rent, Condos, and Townhome rentals currently available in Highland ranging from $1,395 to $6,000.
What is the current price range for Rental Homes in Highland?
Today's rental pricing for Homes for Rent, Condos and Townhomes in Highland ranges from $1,395 to $6,000 with an average monthly rent of $3,634.
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.
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.
Apartment Common Area Rules: What Renters Need to Know
Written by: Christine Leonard, Esq.
Back in the day when I rented one of my first apartments, the property didn’t even have laundry in the building. Now, rental properties are often competing against each other to provide the best amenities.
How to Negotiate Your Apartment Lease and Save Money
Written by: Christine Leonard, Esq.
Everything is a negotiation in real estate!
The Rental Move-In Inspection Checklist: A Guide for Renters
Written by: Trey Huguley
The move-in inspection checklist is a crucial tool for both tenants and landlords. This checklist, provided by the team at ApartmentHomeLiving.com, helps document the condition of an apartment at the time of move-in.