Lost Island Wine Rentals by Owner

6.7 (343 Reviews)
Cabin
  • Air Conditioner
  • Parking
  • Pet Friendly

Why Choose Rent By Owner for your Lost Island Wine 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 Lost Island Wine

When should you plan your Rentals by Owner stay?

Choosing the right time to visit can enhance your experience here, as the region offers different attractions and outdoor activities throughout the year, making it essential to plan your vacation in Lost Island Wine, Onalaska, Wisconsin, USA, accordingly for a memorable stay.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you'll experience warm daytime temperatures ideal for outdoor activities while enjoying the scenic beauty of the region.

Average Temperature Daytime: 78°F to 85°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

Autumn offers vibrant foliage and mild weather, creating an inviting atmosphere for exploring local vineyards and enjoying the crisp air.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F

Off-Season Highlights

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Winter (December to February)

In the winter, expect cooler temperatures with potential snow, making it a peaceful time to relax indoors or enjoy cozy accommodations nearby.

Average Temperature Daytime: 25°F to 35°F - Nighttime: 10°F to 20°F
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Spring (March to May)

Spring brings gradually rising temperatures and blooming landscapes, offering a quieter yet charming period to visit before the peak season begins.

Average Temperature Daytime: 50°F to 65°F - Nighttime: 30°F to 45°F

Weekly Weather Forecast for Lost Island Wine

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 private outdoor spaces, such as patios or decks, perfect for relaxing or entertaining.
  • Make the most of scenic views with access to viewing areas or outdoor seating spots.
  • Take advantage of barbecue grills available for outdoor cooking during your stay.
  • Utilize well-maintained gardens or landscaped yards to enhance your outdoor experience.
  • Benefit from easy access to nearby lakes or waterways for fishing, kayaking, or paddleboarding.
  • Relax in cozy outdoor fire pits, ideal for evening gatherings and marshmallow roasting.
  • Leverage outdoor recreational amenities like walking trails or bike paths close to your rental.
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Family Activities

  • Wine Tasting Tours: Explore family-friendly wine tastings at local vineyards known for their scenic views and welcoming atmosphere right here in the area.
  • Outdoor Recreational Activities: Enjoy outdoor adventures such as biking, hiking, or picnicking in nearby parks that are perfect for family outings.
  • Waterfront Parks and Beaches: Spend quality time together by relaxing at lakeside parks or beaches offering beautiful scenery and playgrounds suitable for children.
  • Local Festivals and Events: Participate in seasonal festivals and community events held throughout the region, providing fun activities and entertainment for the entire family.
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Adult Activities

  • Wine Tasting Tours: Explore the local vineyards and indulge in guided wine tastings that showcase the region's renowned wines.
  • Scenic Nature Walks: Enjoy leisurely strolls along scenic trails nearby, offering picturesque views of the area's natural beauty.
  • Biking Adventures: Rent a bike to discover hidden corners and charming paths throughout the region’s outdoor recreation areas.
  • Local Dining Experiences: Savor authentic regional cuisine at nearby eateries, providing an authentic taste of the local food scene.

Lost Island Wine Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead: Research local activities and nearby attractions to enhance your experience while staying in this region's rental properties.
  • Communicate Clearly: Reach out promptly with your host for check-in instructions and any special requests to ensure a smooth stay here.
  • Explore Local Flavors: Take advantage of the area's renowned wineries and eateries to enjoy authentic regional cuisine during your visit.
  • Respect the Community: Be mindful of the neighborhood’s tranquility and follow any house rules to maintain a positive experience for everyone involved.

Transportation Options

  • Personal Vehicle: Renting or bringing your own car offers the most flexible way to explore this area, giving you easy access to local attractions and scenic drives around Onalaska.
  • Local Taxi Services: Taxis in the region provide convenient transportation options for quick trips within Lost Island Wine and nearby destinations without the need for parking or driving yourself.
  • Rideshare Options: Ridesharing services operate here, offering a reliable and cost-effective way to get around the area without the concerns of navigating or parking.
  • Public Transit: Local buses serve the region, providing an affordable and eco-friendly transportation solution for exploring the charming surroundings at your own pace.

Local Customs Options

  • Respect for Local Winery Traditions: You’ll find that embracing the region's wine-making customs enhances your experience here, where appreciation for handcrafted wines is deeply rooted in local culture.
  • Participating in Regional Festivals: Engaging in local celebrations and tastings allows you to immerse yourself in the area's vibrant community spirit and rich traditions.
  • Mindful Use of Natural Resources: Practicing conservation and eco-friendly habits demonstrates respect for the region's scenic landscapes and sustainable practices valued by residents.
  • Greeting Visitors with Courtesy: Being courteous and friendly aligns with the welcoming attitude prevalent throughout this destination’s community, fostering meaningful connections during your stay.

Frequently Asked Questions About Lost Island Wine Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Lost Island Wine?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 32 in the Lost Island Wine 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 Lost Island Wine. 

3. What is the cancellation policy for a rental by owner in this area?

The cancellation policy varies by listing. You should review the specific terms provided on the rental’s listing or contact the owner directly to understand the applicable rules and any potential fees.

4. How do I confirm the availability of a rental by owner here?

Availability details are typically listed on the rental page. To confirm, you can also reach out to the owner for real-time updates and to ensure your desired dates are open.

5. Are there any additional fees I should be aware of when booking directly with the owner?

Additional fees such as cleaning charges or service fees may apply. These should be clearly stated on the listing or clarified when you communicate with the owner.

6. What amenities are included in rentals here, and how can I verify them?

Details about amenities are outlined in each listing. For verification or specific questions, contacting the owner ensures you have accurate information about what is provided during your stay.

7. How do I ensure my reservation is secure when booking directly through the owner?

Secure booking processes are often facilitated through the Rent By Owner platform. It’s recommended to book through their system and confirm all details before finalizing your reservation.

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