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Discover Your Perfect South Milwaukee Rentals by Owner

South Milwaukee Rentals by Owner

5.4 (276 Reviews)
Cabin
Econo Lodge Milwaukee Airport
  • Air Conditioner
  • Parking
  • Wheelchair Accessible
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9.3 (7 Reviews)
House
Milwaukee Bungalow
  • Air Conditioner
  • Parking
  • Pet Friendly
View Availability
More Top-Rated Rentals by Owner in South Milwaukee Area

Why Choose Rent By Owner for your South Milwaukee vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit South Milwaukee

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation allows you to experience the best of this destination, whether you're seeking quiet off-peak moments or lively peak-season activities, making it essential to consider your preferences when booking your rental here in South Milwaukee, Wisconsin.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, the area experiences warm weather ideal for enjoying outdoor activities and local events that attract visitors seeking a vibrant atmosphere.

Average Temperature Daytime: around 78°F (26°C) - Nighttime: approximately 60°F (16°C)
autumn
Early Fall (September to October)

This period offers pleasant weather with colorful fall foliage, making it a popular time for travelers looking to explore and experience the region’s natural beauty.

Average Temperature Daytime: about 70°F (21°C) - Nighttime: around 50°F (10°C)

Off-Season Highlights

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Late Fall to Winter (November to February)

The colder months see fewer visitors, providing a quieter atmosphere perfect for those seeking a more relaxed stay away from the crowds.

Average Temperature Daytime: roughly 40°F (4°C) - Nighttime: near 25°F (-4°C)
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Spring (March to May)

Spring brings cooler temperatures and blooming landscapes, offering a peaceful setting for visitors interested in off-season tranquility.

Average Temperature Daytime: around 55°F (13°C) - Nighttime: about 35°F (2°C)

Weekly Weather Forecast for South Milwaukee

How to Book Your South Milwaukee vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Explore and book the perfect rental in South Milwaukee

More Top-Rated Rentals by Owner in South Milwaukee Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor dining with a private patio or picnic area to relax in the fresh air.
  • Take advantage of lush gardens or landscaped yards that enhance your outdoor experience.
  • Make the most of a spacious backyard suitable for outdoor games and activities.
  • Relax by a private swimming pool or access nearby aquatic amenities within the region.
  • Utilize a barbecue grill for outdoor cooking, perfect for gatherings and family meals.
  • Experience scenic views from a balcony, deck, or veranda facing the natural surroundings.
  • Explore nearby walking or biking trails accessible directly from your rental property.

Top Attractions Around South Milwaukee

What attractions are nearby?

Within this charming area, you can enjoy a variety of recreational activities and local attractions that showcase the best of South Milwaukee's outdoor and cultural offerings, making it an ideal destination for your stay.

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Family Activities

  • South Milwaukee Downtown Market: Explore local vendors and enjoy family-friendly events that highlight the area’s vibrant community spirit.
  • South Milwaukee Performing Arts Center: Attend engaging performances suitable for all ages, offering entertainment and cultural experiences in this regional hub.
  • Lakefront Park: Relax by the water, have a picnic, or let children play in the designated playgrounds at this scenic lakeside destination.
  • South Milwaukee Water Park: Splash around in this popular family attraction, perfect for cooling off and enjoying fun water activities during your visit.
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Adult Activities

  • Visit South Milwaukee's Harbor Park: Enjoy scenic views and relaxing walks along the lakeside in this popular local spot, perfect for unwinding during your stay.
  • Explore the South Milwaukee Performing Arts Center: Experience engaging live performances and cultural events that showcase the area's vibrant arts scene.
  • Discover local flavors at nearby restaurants: Savor fresh seafood and regional specialties at eateries that highlight the region’s culinary charm.
  • Take a boat tour on Lake Michigan: Embark on a relaxing cruise or fishing excursion to immerse yourself in the natural beauty surrounding this destination.

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South Milwaukee Travel Tips

How Can You Make the Most of Your Stay?

  • Plan your activities around local events: Stay informed about regional happenings to enjoy authentic experiences and support the community during your visit.
  • Choose accommodations with easy access to transportation: Opt for rentals near main routes or public transit options to explore the area efficiently and comfortably.
  • Explore outdoor spaces in the region: Take advantage of the area's natural beauty by visiting nearby parks and waterfront areas for relaxation and recreation.
  • Utilize local dining suggestions from your rental host: Connect with your host for insider tips on the best eateries to sample regional flavors and enhance your stay.

Transportation Options

  • South Milwaukee Transit System: This local bus service offers convenient routes for exploring the area and reaching key destinations with ease.
  • Amtrak Train Station: The nearby train station provides reliable rail connections, making day trips or longer journeys straightforward from here.
  • Regional Airport: Utilizing the regional airport in the region allows quick and efficient air travel, perfect for out-of-town visitors planning to stay in this destination.
  • Taxis and Rideshare Services: Accessible taxis and popular rideshare options like Uber and Lyft are readily available for flexible transportation around the area.

Local Customs Options

  • Lake Michigan Traditions: Embrace the local customs of fishing and boating on Lake Michigan, which are integral to life in this region.
  • Community Festivals: Participate in neighborhood festivals that celebrate regional heritage and foster a strong sense of community here.
  • Local Dining Etiquette: Savor Wisconsin-style cuisine with an appreciation for casual, family-friendly dining practices common in this area.
  • Historical Preservation: Respect the efforts to preserve historic sites and architecture that reflect the area's rich past and cultural identity.

Frequently Asked Questions About South Milwaukee Rentals by Owner

1. What are the top vacation rentals in South Milwaukee?

There are a lot of options in South Milwaukee. If you plan on staying in the South Milwaukee area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in South Milwaukee:

2. How many Rentbyowner vacation rentals are available in South Milwaukee?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 140 in the South Milwaukee area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in South Milwaukee. 

3. What is the cancellation policy for a rental by owner in South Milwaukee, Wisconsin?

Cancellation policies vary by listing. It is important to review the specific rental's cancellation terms on the booking page or contact the owner directly to understand any fees or restrictions.

4. How do I communicate with the property owner before booking my stay in South Milwaukee?,

You can use the messaging feature on the platform to ask questions directly to the owner. This allows you to clarify details about the property, amenities, and any special requirements before confirming your reservation.

5. Are there any house rules or restrictions I should be aware of when booking a rental in the area?

Yes, each rental by owner typically has its own set of house rules and restrictions. Be sure to review these details in the listing description or reach out to the owner to ensure your plans align with their guidelines.

6. What amenities are usually included in a rental by owner here?

Amenities vary depending on the property, but commonly include essentials such as Wi-Fi, parking, kitchen facilities, and linens. Check the specific listing for a comprehensive list of amenities available during your stay.

7. Is it safe and reliable to book a vacation rental directly with an owner in this destination?

Booking through reputable platforms like Rent By Owner offers a secure process that helps protect your payment and personal information. Always read reviews, verify the owner's profile, and communicate through the platform to ensure a trustworthy experience.

More Rentals You May Like Near South Milwaukee

More Top-Rated Rentals by Owner in South Milwaukee Area