
Apartments for Rent with Specials in the Hilltop Neighborhood of Sheboygan, WI (2 Rentals)
Apartments in the Hilltop area of Sheboygan 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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Gateway Apartments
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Hilltop, Sheboygan, WI Local Guide

How much does it cost to rent an apartment in Hilltop?
| Bedroom | Average Rent | Cheapest Rent | Highest Rent |
|---|---|---|---|
| Hilltop Studio Apartments | $948 | $849 | $1,270 |
| Hilltop 1 Bedroom Apartments | $1,148 | $479 | $1,900 |
| Hilltop 2 Bedroom Apartments | $1,507 | $900 | $2,350 |
| Hilltop 3 Bedroom Apartments | $1,332 | $900 | $2,220 |
| Hilltop 4 Bedroom Apartments | $1,800 | $1,800 | $1,800 |
Browse Apartments in this Neighborhood
There are currently 2 rentals with your search options within a 2 mile radius of the Hilltop Neighborhood of Sheboygan, WI.
See all Apartments in SheboyganExplore Sheboygan
Top Sheboygan Apartments in the Hilltop Area with Move-In Specials Ending Soon
Specials updated: 06-22-2026Take advantage of these move-in and rent specials that are ending soon for top Hilltop, WI apartments. Act fast and don’t miss out on an incredible deal on your perfect new place!
The Press Apartments
Come view your next home where old meets new in the heart of downtown Sheboygan. Once home to the historic Sheboygan Press newspaper operations, this beautifully restored building blends industrial character, rich local history, and modern apartment living into a truly unique place to call home. Love golf? You are minutes from world-renowned courses along Wisconsin’s famous golf coast, including destinations near Whistling Straits and Blackwolf Run. Enjoy entertainment, local dining, shopping, live music, and community events throughout downtown Sheboygan. Take a stroll along the scenic shores of Lake Michigan, explore nearby parks and marinas, or spend the afternoon enjoying the vibrant arts and waterfront culture that make Sheboygan one of Wisconsin’s hidden gems. Whether you enjoy downtown living, lakefront walks, nightlife, golfing, or simply somewhere with character and history, The Sheboygan Press offers a lifestyle unlike anywhere else. Schedule your tour today and discoverExpires 06-30-2026
Newly Listed Move-In Specials offers for Apartments in Hilltop, WI
Specials updated: 06-22-2026Here are the most recently added special offers for renters looking to find the best deals on apartments in Hilltop, WI. Be sure to take advantage of some of the area’s top offers.
The Press Apartments
Come view your next home where old meets new in the heart of downtown Sheboygan. Once home to the historic Sheboygan Press newspaper operations, this beautifully restored building blends industrial character, rich local history, and modern apartment living into a truly unique place to call home. Love golf? You are minutes from world-renowned courses along Wisconsin’s famous golf coast, including destinations near Whistling Straits and Blackwolf Run. Enjoy entertainment, local dining, shopping, live music, and community events throughout downtown Sheboygan. Take a stroll along the scenic shores of Lake Michigan, explore nearby parks and marinas, or spend the afternoon enjoying the vibrant arts and waterfront culture that make Sheboygan one of Wisconsin’s hidden gems. Whether you enjoy downtown living, lakefront walks, nightlife, golfing, or simply somewhere with character and history, The Sheboygan Press offers a lifestyle unlike anywhere else. Schedule your tour today and discoverExpires 06-30-2026
Frequently Asked Questions about Rent Specials Hilltop Apartments
How much is the average rent for a Rent Specials Hilltop Apartment?
The average rent for a Rent Specials Apartment in Hilltop is $1,260.
What is the largest Rent Specials Hilltop Apartment for rent?
Today's Rent Specials apartment with the most square footage in Hilltop is a 1,406 square feet unit starting from $900 at The Press Apartments.
What is the average size for Hilltop Rent Specials Apartments for rent?
The average size for a Rent Specials rental in Hilltop is currently at 601 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

Apartment Occupancy Rates: Renter Attraction vs Renter Retention
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There’s a tenet in marketing about client or customer attraction and retention. Studies and data have consistently shown it costs less to keep a current customer than to attract a new one.

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Evaluating rental properties for clients draws many parallels to house-hunting. Whether an apartment, loft, townhouse, or other rental, finding the right place means finding “home” for your client.

Pet-Friendly Renting: Everything You Need to Know Before You Move
Written by: Christine Leonard, Esq.
For so many of us, pets are the best companions and a big part of our lives. For this reason, a pet-friendly house or apartment is often a very important - and nonnegotiable - part of a move.

Creative Ways Developers Reimagine Retail Spaces as Residential Units
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Adaptive reuse is when a commercial property is converted and repurposed. The real estate industry has embraced a growing number of these projects.