Discover Your Perfect Winona County Vacation Homes

Why Choose Rent By Owner for your Winona County Vacation Rental Homes?

What makes our Vacation Rentals special?

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

Best Times to Visit Winona County

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can significantly enhance your experience, whether you're seeking outdoor adventures or a quiet retreat in this picturesque region.

Peak Season Highlights

summer
Summer (June to August)

During the summer months, you can enjoy warm weather and longer daylight hours, making it ideal for exploring the scenic beauty and outdoor activities in this region.

Average Temperature Daytime: 78°F - Nighttime: 58°F
autumn
Fall (September to November)

Autumn brings a vibrant display of fall foliage that enhances your experience here, perfect for outdoor adventures and appreciating the natural landscape.

Average Temperature Daytime: 65°F - Nighttime: 45°F

Off-Season Highlights

image
Winter (December to February)

In winter, the area offers a peaceful retreat with cooler temperatures, ideal for cozy stays and enjoying the quiet charm of this destination.

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

Spring awakens the region with blooming flora and milder temperatures, providing a lovely setting to explore nature’s renewal.

Average Temperature Daytime: 55°F - Nighttime: 35°F

Weekly Weather Forecast for Winona County

How to Book Your Winona County Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Winona County

More Top-Rated Vacation Rentals in Winona County Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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 a private outdoor seating area ideal for relaxing and dining amidst scenic views.
  • Take advantage of spacious yards perfect for outdoor activities or family gatherings.
  • Make the most of nearby hiking and biking trails to explore the natural beauty of the region.
  • Utilize outdoor fire pits for cozy evenings under the stars with friends and family.
  • Benefit from access to waterfront features such as docks, boat slips, or fishing spots.
  • Relax in a screened porch or patio that offers shelter while enjoying the fresh air.
  • Use outdoor recreational equipment like kayaks, paddleboards, or grills provided at some properties.

Top Attractions Around Winona County

What attractions are nearby?

During your stay, you'll find a variety of outdoor activities and cultural experiences nearby, allowing you to explore the natural beauty and local heritage that this region has to offer.

image
image

Family Activities

  • Winona County Family Fun Center: Enjoy lively indoor activities and arcade games perfect for family members of all ages in this popular attraction within the region.
  • Sugar Loaf Bluff Park: Explore scenic hiking trails and breathtaking overlooks in this natural park, ideal for family picnics and outdoor adventures nearby your vacation rental.
  • Lake Winona: Spend a relaxing day swimming, paddleboarding, or fishing on this beautiful lake, which offers numerous family-friendly water activities close to here.
  • The Wabasha-Kellogg Bridge: Take a family walk across this historic bridge with picturesque views of the Mississippi River, offering an enjoyable outing just outside your vacation accommodations.
image

Adult Activities

  • Hiking and Biking Trails: Explore extensive trail systems that wind through the scenic landscapes of the area, perfect for outdoor enthusiasts seeking adventure and nature immersion.
  • : Attend local festivals, art fairs, and music performances that celebrate the region's vibrant community spirit and cultural heritage.
  • : Enjoy a day on the water with fishing or paddleboarding, making the most of the area's lakes and rivers renowned for their recreational opportunities.
  • : Discover the craft beverage scene by touring nearby wineries and breweries, where you can sample regional flavors in a relaxed setting.

Other Places to Stay in Winona County, MN

New Hartford
New Hartford Vacation Rentals
Dakota
Dakota Vacation Rentals
Richmond Township
Richmond Township Vacation Rentals
Elba
Elba Vacation Rentals
Dresbach
Dresbach Vacation Rentals
Goodview
Goodview Vacation Rentals
Winona
Winona Vacation Rentals
Wilson
Wilson Vacation Rentals
St. Charles
St. Charles Vacation Rentals
Lewiston
Lewiston Vacation Rentals
Minnesota City
Minnesota City Vacation Rentals
Rollingstone
Rollingstone Vacation Rentals
More Places to Stay Near Winona County

Winona County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Outdoor Adventures: Take advantage of the region's scenic parks and trails to explore the natural beauty that makes this destination unique.
  • Discover Local Cuisine: Sample regional specialties at local eateries to experience authentic flavors throughout your stay here.
  • Book Your Stay Early: Secure your preferred vacation rentals in advance, especially during peak seasons, to enjoy the best options available.
  • Explore Seasonal Events: Check the area's event calendar for festivals and activities that can enrich your visit and provide a true taste of local culture.

Transportation Options

  • Winona Transit Service: This local bus system provides convenient transportation within the city and surrounding areas, making it easy to explore the region without a car.
  • Amtrak Rail Service: The nearby rail station connects you to major cities, offering an accessible travel option for those looking to experience scenic routes in this part of Minnesota.
  • Rental Car Services: Several rental agencies operate here, giving you flexible options to explore Winona County at your own pace and visit outdoor attractions and charming towns.
  • Taxi and Ride-Sharing Services: Taxis and ride-sharing apps are readily available, providing quick and reliable transportation for day trips or quick errands around the area.

Local Customs Options

  • Traditional Winona County Festivals: Participating in local festivals offers a glimpse into the area's rich heritage and community spirit, making your stay more culturally immersive.
  • Native American Heritage:** Recognizing and respecting the indigenous history is important when exploring this region, which has a deep-rooted Native American presence.
  • Farming Traditions:** Engaging with the region's agricultural customs provides insight into the area's rural lifestyle and longstanding practices.
  • Waterway Etiquette: When enjoying the lakes and rivers here, observing proper boating and fishing manners ensures a respectful experience aligned with local customs.

Frequently Asked Questions About Winona County?

1. What are the top vacation rentals in Winona County?

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

2. Which vacation homes in Winona County are best for families?

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

3. How many Rentbyowner vacation rentals are available in Winona County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 81 in the Winona County 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 Winona County. 

4. What is the cancellation policy typically associated with vacation rentals in Winona County?

Cancellation policies vary by listing, so it’s important to review the specific terms provided by the property owner before booking your stay in this area.

5. How do I contact the property owner for special requests or questions about my booking in this region?

You can reach out directly through the messaging system provided on the booking platform to communicate any special needs or inquiries about your vacation rental here.

6. Are there any additional fees or deposits required when booking in this destination?

Many properties in the region may require security deposits or cleaning fees; details are listed with each property, so be sure to check the listing for the exact costs.

7. What amenities are usually included in vacation rentals around here?

Amenities vary by property but often include essentials like Wi-Fi, kitchen facilities, and outdoor spaces. Specific features are detailed within each listing, allowing you to choose accordingly.

8. Is there a minimum stay requirement when booking in this part of the region?

Minimum stay requirements depend on the individual property and can differ depending on the time of year or availability; please review the booking policies listed for each property.