Pet Friendly Apartments for Rent in the Cleveland Park Neighborhood of Sheboygan, WI (51 Rentals)

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Apartments for rent in the Cleveland Park area of Sheboygan that love your dogs or cats as much as you do!

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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property at 2738 N 11th St

$1,300

2 Bedroom, 1 Bath Townhome for Rent

Available Now

2738 N 11th St

SheboyganWI53083

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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property at 3832 N 29th St

$1,500

2 Bedroom, 1 Bath Townhome for Rent

Available Feb 1, 2026

3832 N 29th St

SheboyganWI53083
property at 1540 N 10th St

$4,495

5 Bedroom, 2 Bath Home for Rent

Available Feb 1, 2026

1540 N 10th St

SheboyganWI53081

Navigating the Rental Market: Tips for First-Time Renters

Entering the rental market? Learn these simple tips and strategies to avoid common pitfalls and make confident choices. Rent with peace of mind.

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Alpine Apartments
Pet Friendly
Pet Details

Alpine Apartments

1703 Illinois AveSheboygan, WI 53081
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Mapledale Village Senior
Pet Friendly
Pet Details

Mapledale Village Senior

4122 Driftwood CtSheboygan, WI 53081
Senior Living
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Saint Clair Apartments
Pet Friendly
Pet Details

Saint Clair Apartments

606 Saint Clair AveSheboygan, WI 53081
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Valley
Pet Friendly
Pet Details

Valley

3602 N 21st StSheboygan, WI 53083
Corporate Housing
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1018 N 27th St
Pet Friendly
Pet Details

1018 N 27th St

1018 N 27th StSheboygan, WI 53081
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Village Green
Pet Friendly
Pet Details

Village Green

3706 Superior AveSheboygan, WI 53081
Showing Results 1-50, Page 1 of 2

Cleveland Park, Sheboygan, WI Local Guide

Most Pet Friendly Cleveland Park Apartments for Rent

The apartment community in the Cleveland Park area of Sheboygan, WI that ranks the highest in Pet Friendliness Lifestyle Score on ApartmentHomeLiving.com is The Portscape Apartments with prices starting from $1,624 and a Pet Friendly score of 4 of 4. Luxe Sheboygan Luxury Apartments scores the second highest with a 3.6 of 4 and has availability currently starting from $1,775. Here are the most Pet Friendly Cleveland Park apartments for rent in Sheboygan, WI:

Apartment ListingPet RatingNeighborhoodPriced From
The Portscape Apartments4/4South Pier$1,624
Luxe Sheboygan Luxury Apartments3.6/4KMD West$1,775
The Corridor3.4/4Business Drive North$1,295
High Pointe Apartments3.2/4Riverfront$1,425
The Press Apartments3/4Downtown Sheboygan$1,495

Cheapest Pet Friendly Apartment Rentals in Cleveland Park

The lowest priced apartment unit that allows pets currently in the Cleveland Park of Cleveland Park is the Senior - 1A Model at Berkshire Sheboygan Riverfront, which is a 1 Bed unit starting from $475. The second cheapest Cleveland Park Pet Friendly apartment is the Studio Studio unit at Executive House starting at $899. Here are the most affordable Pet Friendly Cleveland Park apartments:

Apartment ListingModel NamePriced From
Berkshire Sheboygan RiverfrontSenior - 1A$475
Executive HouseStudio$899
Lakeview Village1 Bed, 1 bath$945
The Corridor1B1B Shale B$1,295
Garton Toy Factory2 Bedroom 2 Bath$1,310
7PennRiverside$1,375
High Pointe Apartments1BR/1.0BA$1,425
The Press Apartments1.5bed/1bath$1,495
The Portscape Apartments1 Bedroom + Den 1 Bath$1,624
Luxe Sheboygan Luxury Apartments2B$1,775

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.

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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.

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Cash 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.

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Quick 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 Lifestyle
Cleveland Park, Sheboygan, WI

Ranked #25

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
Cleveland Park, Sheboygan, WI

School data provided by Great Schools

Outdoors Rating

We think living with parks and greenspace is something that is important for them. This area of town is a highly-rated neighborhood for access to the great outdoors, with a score of 4.0 out of 4.

Pet Friendly Rating

Have dogs and cats? This part of Sheboygan ranks highly for raising pets (dogs and cats), with a score of 4.0 out of 4.

Frequently Asked Questions about Pet Friendly Cleveland Park Apartments

What is the Cheapest Pet Friendly apartment in Cleveland Park?

Currently the most affordable Pet Friendly Apartment in Cleveland Park is at Sheboygan Riverwalk Apartment Homes listed at $414.

How much is the average rent for a Pet Friendly Cleveland Park Apartment?

The average rent for a Pet Friendly Apartment in Cleveland Park is $1,391.

What is the largest Pet Friendly Cleveland Park Apartment for rent?

Today's Pet Friendly apartment with the most square footage in Cleveland Park is a 1,829 square feet unit starting from $810 at Badger State Lofts.

What is the average size for Cleveland Park Pet Friendly Apartments for rent?

The average size for a Pet Friendly rental in Cleveland Park is currently at 840 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

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How to Make Your Apartment Holiday-Ready: Renter-Friendly Tips

Written by: Justin Habersaat

Getting your apartment ready for the holidays can be exciting but sometimes challenging in a smaller space. Here are some modern tips to keep things festive, safe, and inviting this season.

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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.

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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.

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How to Negotiate Your Apartment Lease and Save Money

Written by: Christine Leonard, Esq.

Everything is a negotiation in real estate!