Discover Your Perfect Wisconsin Vacation Homes

Best Vacation Homes in Wisconsin

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10.0 (24 Reviews)
Bed & Breakfast
  • Air Conditioner
  • Parking
  • TV

Wisconsin Pet Friendly Vacation Rentals

Why Choose Rent By Owner for your Wisconsin Vacation Rental Homes?

What makes our Vacation Rentals 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 Wisconsin

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit depends on your interests, whether it's enjoying outdoor activities during warmer months or experiencing seasonal festivities in this destination’s vibrant calendar.

Peak Season Highlights

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Summer (June to August)

This is when the region experiences warm weather, making it ideal for outdoor activities and exploring local attractions.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

During this time, the area is known for vibrant foliage and comfortable temperatures, perfect for sightseeing and enjoying outdoor adventures.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and potential snowfall, offering a peaceful setting for cozy stays and winter sports.

Average Temperature Daytime: 20°F to 32°F - Nighttime: 10°F to 20°F
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Spring (March to May)

This season features milder weather and blooming landscapes, providing a quieter experience before the summer rush begins.

Average Temperature Daytime: 45°F to 60°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Wisconsin

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

  • Enjoy a private outdoor space with a patio or deck for relaxing and entertaining.
  • Make the most of scenic views from a balcony or screened porch overlooking the region's natural beauty.
  • Take advantage of on-site grilling facilities to prepare outdoor meals amidst the fresh air.
  • Unwind by the outdoor fireplace or fire pit, perfect for cool evenings in this destination's climate.
  • Benefit from access to a seasonal outdoor pool to cool off during warmer months.
  • Explore nearby hiking or walking trails that start right from your rental property.
  • Utilize outdoor recreational amenities such as tennis courts, volleyball courts, or boat docks if available locally.
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Family Activities

  • Wisconsin Dells Water Parks: Experience the thrill of indoor and outdoor water parks that are perfect for family fun, offering a variety of slides, wave pools, and lazy rivers.
  • Boat Tours on Lake Michigan: Explore the scenic beauty of the region with guided boat tours that provide a relaxing way to see the area's natural landscapes and wildlife.
  • Devil's Lake State Park: Enjoy hiking, swimming, and picnicking in this stunning park known for its picturesque views and family-friendly trails.
  • Milwaukee County Zoo: Visit one of the top zoos in the Midwest where your family can observe diverse animals and participate in interactive exhibits for all ages.
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Adult Activities

  • Sailing on Lake Michigan: Experience the serenity and breathtaking views by taking a sailing tour on the expansive waters of this iconic lake.
  • Exploring Door County’s Lighthouses: Discover the region's historic lighthouses and enjoy scenic drives along the shoreline in this charming destination.
  • Sampling Local Brews and Cuisine: Indulge in the vibrant craft beer scene and diverse culinary offerings that highlight the area's rich food culture.
  • Hiking in state parks: Immerse yourself in nature through scenic trails at nearby parks, offering opportunities for relaxation and outdoor adventure.

Wisconsin Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Attractions: Discover the unique attractions and natural beauty within reach of your vacation rental to fully experience what makes this destination special.
  • Plan Outdoor Activities: Take advantage of the region’s outdoor options, such as hiking, fishing, or boating, to make the most of your stay here.
  • Choose the Right Accommodation: Select a well-reviewed vacation rental that offers comfort and convenient access to key sites in the area for a memorable visit.
  • Engage with the Local Culture: Immerse yourself in local events and cuisine near your rental to enjoy an authentic experience throughout your trip.

Transportation Options

  • Interstate Highway System: Traveling by car along Wisconsin’s well-maintained highways offers you the flexibility to explore scenic areas and hidden gems at your own pace.
  • Amtrak Passenger Rail: The region is connected by Amtrak services, providing a comfortable and convenient rail option for reaching major cities and attractions nearby.
  • Local Public Transit: Many cities here feature reliable bus systems that make navigating urban areas simple, cost-effective, and eco-friendly.
  • Regional Airports: Multiple airports serve the area, giving you quick access to Wisconsin from various national and regional hubs for easy planning of your trip.

Local Customs Options

  • Polka Dancing Tradition: Engaging in polka dances is a vibrant part of local gatherings, reflecting the region’s rich Central European heritage.
  • Cheese Curds Celebration: Sampling and celebrating fresh cheese curds is a beloved custom that highlights Wisconsin's renowned dairy industry.
  • Harboring Friendly Hospitality: Expect warm welcomes and friendly gestures as a core aspect of community interactions here.
  • Celebrating State Festivals: Participating in annual festivals showcases the area's deep-rooted customs, from seasonal events to cultural parades.

Frequently Asked Questions About Wisconsin?

2. How many vacation rentals have private pools in Wisconsin?

There are 932 vacation rentals with private pools near Wisconsin. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Wisconsin are best for families?

If you are looking for a family-friendly vacation home in Wisconsin, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Wisconsin:

4. How many Rentbyowner vacation rentals are available in Wisconsin?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 23722 in the Wisconsin 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 Wisconsin. 

5. What is the cancellation policy for vacation rentals in Wisconsin?

Cancellation policies vary by listing, so it’s important to review the specific terms outlined in the property details. Some rentals offer flexible cancellations, while others may have stricter rules. For detailed information, please refer to the individual listing or contact the property owner directly.

6. How do I confirm availability and secure my booking in Wisconsin?

Availability depends on current bookings and can change frequently. To secure your stay, you should check the calendar on the listing and proceed with the reservation through the platform’s secure booking process. If you have questions about the booking process, reaching out to the property owner can provide additional guidance.

7. Are there any specific house rules or restrictions I should be aware of when booking a vacation rental here?

Each property has its own set of house rules and restrictions listed in the property description. Common guidelines may include pet policies, noise restrictions, and check-in or check-out times. Be sure to review these details carefully before confirming your reservation.

8. What amenities are typically included in vacation rentals around this area?

Amenities vary by property but often include essentials like Wi-Fi, parking, kitchen facilities, and outdoor spaces. Detailed information about available amenities is provided in each listing. If you have specific needs, contacting the owner directly can ensure your requirements are met.

9. How do I handle questions or issues that arise during my stay in Wisconsin?

If you encounter any concerns or need assistance during your stay, contact the property owner or the local support team listed on the booking platform. Prompt communication helps resolve issues efficiently and ensures a smooth experience in this destination.

Wisconsin Top Rated Vacation Rentals