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  2. Wisconsin
  3. Milwaukee
  4. Rentals by Owner

Milwaukee Rentals by Owner

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10.0 (4 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
10.0 (3 Reviews)
House
  • Air Conditioner
  • Parking
  • Balcony/Terrace
10.0 (2 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Security/Safety

Why Choose Rent By Owner for your 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 Milwaukee

When should you plan your Rentals by Owner stay?

Choosing the optimal time to visit here can enhance your experience, allowing you to enjoy the region's unique climate and local events while ensuring your rental by owner in Milwaukee offers the best value and availability.

Peak Season Highlights

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Summer (June to August)

During the summer months, the area experiences warm weather and lively outdoor activities, making it an ideal time for exploring and enjoying local events.

Average Temperature Daytime: about 80°F - Nighttime: around 60°F
autumn
Fall (September to November)

Autumn offers cooler temperatures and beautiful foliage, perfect for leisurely strolls and experiencing the region’s scenic beauty at its best.

Average Temperature Daytime: roughly 70°F - Nighttime: around 50°F

Off-Season Highlights

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Winter (December to February)

The cold winter months bring fewer tourists, providing a quiet atmosphere. This time is great for enjoying cozy accommodations and indoor attractions.

Average Temperature Daytime: approximately 30°F - Nighttime: near 15°F
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Early Spring (March to May)

Before the peak tourist period begins, early spring offers mild weather and fewer crowds, allowing you to explore comfortably and find excellent rental options.

Average Temperature Daytime: about 50°F - Nighttime: around 35°F

Weekly Weather Forecast for Milwaukee

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.

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

  • You can enjoy a private outdoor patio or deck to relax and entertain in the fresh air.
  • Many rentals feature access to scenic gardens or landscaped yards for your outdoor enjoyment.
  • Expect to find outdoor grilling stations or barbecue areas perfect for preparing meals during your stay.
  • Shared or private swimming pools are common amenities to cool off during warmer months.
  • Look for outdoor fire pits or fireplaces to gather around and unwind after a day of exploring.
  • Convenient parking may include driveways or designated outdoor spaces for your vehicle.
  • Some properties offer nearby walking trails or biking paths to explore the natural beauty of this region.
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Family Activities

  • Milwaukee County Zoo: Discover a world of wildlife with a visit to the zoo, where you can see animals from around the globe and enjoy family-friendly exhibits in this local attraction.
  • Discovery World Science and Technology Center: Engage with hands-on exhibits focused on science and innovation, making it an educational and entertaining experience for children and parents alike.
  • Lakefront Area and Milwaukee Pierhead: Take a relaxing stroll or bike ride along the scenic lakefront, offering beautiful views and outdoor activities perfect for families visiting here.
  • Milwaukee Public Museum: Immerse your family in local history and natural sciences through interactive exhibits that make exploring here both fun and informative.
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Adult Activities

  • Milwaukee Art Museum: Explore a stunning architectural landmark and world-class collections that inspire your creativity at this cultural hub.
  • Harley-Davidson Museum: Discover the history of iconic motorcycles and enjoy interactive exhibits that showcase this region’s rich motorcycling heritage.
  • Lake Michigan Cruises: Experience scenic boat tours along the famous lake, offering breathtaking views and a relaxing way to see the area's natural beauty.
  • Milwaukee’s Brewery Tours: Sample craft beers and learn about the local brewing scene through guided tours that highlight this destination’s vibrant beer culture.

Other Places to Stay in Milwaukee, WI

Milwaukee County
Downtown Milwaukee
Brady Street
Lower East Side
Ozaukee County
Historic Downtown Racine
Washington County

Milwaukee Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local neighborhoods: Take time to wander through the nearby districts to discover unique shops, eateries, and cultural spots that truly showcase the area’s character.
  • Leverage personalized rental options: Choose a Rent By Owner rental that offers authentic, home-like amenities to enhance your experience during your stay here.
  • Plan outdoor activities wisely: Make the most of the region’s outdoor spaces by scheduling visits during optimal weather conditions for walking, biking, or relaxing outdoors.
  • Discover hidden gems: Seek out lesser-known attractions and local favorites to enjoy an authentic taste of life here beyond the popular tourist spots.

Transportation Options

  • Milwaukee Public Transit: Buses and streetcars provide an affordable and convenient way to explore the city and its surroundings.
  • Rental Cars: Renting a car offers flexibility and independence when navigating this vibrant region at your own pace.
  • Bicycle Rentals and Bike Share: Cycling is a popular option here, with bike share programs and rentals helping you enjoy the area's scenic routes and urban attractions.
  • Taxis and Ride-Sharing Services: Taxis and apps like Uber or Lyft are reliable options for quick and direct transportation around this destination.

Local Customs Options

  • Bratwurst Tradition: Locally, enjoying bratwurst at neighborhood festivals or markets is a cherished custom that reflects the area's rich German heritage.
  • Beer Culture: Participating in the region's longstanding brewing traditions by visiting local breweries offers a taste of Milwaukee’s vibrant beer scene.
  • Lakefront Celebrations: Attending events along the lakefront showcases the community’s connection to the water and love for outdoor gatherings.
  • Music Festivals: Experiencing live music during summer festivals highlights the area's lively cultural scene and welcoming atmosphere.

Milwaukee Rentals by Owner Frequently Asked Questions

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 2187 in the 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 Milwaukee. 

3. How do I find the rental by owner listings in Milwaukee, Wisconsin, USA?

To locate available rentals by owner in this area, you can search on Rent By Owner's platform using filters specific to Milwaukee and the region. Make sure to read each listing carefully to ensure it meets your needs.

4. What is the cancellation policy for rentals by owner in Milwaukee, Wisconsin?

Cancellation policies vary by individual listing. It is essential to review the specific terms outlined in the rental listing or contact the owner directly to understand the cancellation process and any applicable fees before booking.

5. Are there any additional fees I should be aware of when booking a rental by owner here?

Additional fees such as cleaning charges, service fees, or deposits are typically specified in the listing details. Always check the full fee breakdown and communicate with the owner if you have questions about extra costs.

6. How do I communicate with the owner of a rental in Milwaukee, Wisconsin, during my stay?

You can use the messaging system provided on the Rent By Owner platform to contact the owner directly. This ensures all communication is documented and helps clarify any questions regarding your reservation or stay.

7. What amenities are usually included in rental by owner properties in this city?

Amenities vary between listings but often include essentials such as Wi-Fi, parking, and kitchen facilities. To confirm specific amenities, review the property description or reach out to the owner for clarification.

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