Winona County Accommodations

House

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0

Exceptional

(138 Reviews)

4 Bedrooms 4 Baths 10 Guests

US $445/Night 7 Nights - US $3,112

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Villa

Parkside Pet Friendly Bungalow

10.0

Exceptional

(2 Reviews)

3 Bedrooms 1 Bath 6 Guests 947.22 ft²

US $273/Night 7 Nights - US $1,908

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Highly Rated

Bed & Breakfast

Alexander Mansion Bed and Breakfast

9.8

Exceptional

(509 Reviews)

1 Bedroom 1 Bath

US $142/Night 7 Nights - US $994

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Highly Rated

House

Renovated Mid-Century Modern House

10.0

Exceptional

(61 Reviews)

5 Bedrooms 2 Baths 20 Guests 4000 ft²

US $525/Night 7 Nights - US $3,676

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Bed & Breakfast

Alexander Mansion Bed & Breakfast

9.7

Exceptional

(186 Reviews)

5 Bedrooms 5 Baths 11 Guests 404.72 ft²

US $119/Night 7 Nights - US $833

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Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life

Highly Rated

House

Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life

10.0

Exceptional

(53 Reviews)

3 Bedrooms 3 Baths 10 Guests 2000 ft²

US $253/Night 7 Nights - US $1,771

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Charming Home: 3 Blocks to Winona State University

House

Charming Home: 3 Blocks to Winona State University

9.7

Exceptional

(3 Reviews)

3 Bedrooms 2 Baths 5 Guests 1689.93 ft²

US $243/Night 7 Nights - US $1,699

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House

Quiet Cottage in the Valley with Outdoor Sauna

10.0

Exceptional

(43 Reviews)

2 Bedrooms 1 Bath 4 Guests

US $184/Night 7 Nights - US $1,285

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La Crescent Cottage on Minnesota Bluffs w/View!

House

La Crescent Cottage on Minnesota Bluffs w/View!

9.6

Exceptional

(9 Reviews)

2 Bedrooms 1 Bath 5 Guests 1001.04 ft²

US $214/Night 7 Nights - US $1,496

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House

Vintage Lustron Home Piece of History

10.0

Exceptional

(31 Reviews)

2 Bedrooms 1 Bath 6 Guests

US $255/Night 7 Nights - US $1,786

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Highly Rated

Bed & Breakfast

Carriage House Bed & Breakfast

9.1

Exceptional

(79 Reviews)

4 Bedrooms 4 Baths 9 Guests 339.06 ft²

US $152/Night 7 Nights - US $1,065

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Apartment

Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!

10.0

Exceptional

(31 Reviews)

1 Bedroom 1 Bath 4 Guests 800 ft²

US $117/Night 7 Nights - US $816

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More Top-Rated Accommodations in Winona County Area

Why Choose Rent By Owner for your Winona County Accommodations?

What makes our Accommodations special?

Verified Listings

Book with confidence knowing every property meets our quality and safety standards.

Unbeatable Value

Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.

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 Accommodations stay?

Understanding the best time to visit can enhance your experience here, allowing you to enjoy the region’s natural beauty and local events while ensuring your preferred accommodations are available when the area is most inviting.

Peak Season Highlights

Summer (June to August)

During the warm summer months, you will experience ideal conditions for exploring outdoor activities in this destination. The region's natural beauty is fully alive, making it perfect for outdoor enthusiasts seeking a memorable visit.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 55°F to 65°F

Fall (September to November)

Autumn offers striking foliage and pleasant weather, attracting visitors who want to enjoy the vibrant fall colors. This season is perfect for sightseeing and outdoor adventures in the area.

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

Off-Season Highlights

Winter (December to February)

During winter, this destination transforms into a peaceful retreat with snow-covered landscapes. It’s an ideal time to enjoy quiet getaways and cozy accommodations with fewer crowds.

Average Temperature Daytime: 20°F to 30°F - Nighttime: 5°F to 15°F

Spring (March to May)

Springtime brings mild temperatures and blooming scenery, offering a quieter period for visiting and experiencing the area's natural renewal without the peak-season crowds.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F

Weekly Weather Forecast for Winona County

How to Book Your Winona County Accommodations

What's our booking process?

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

Booking Steps

Search Properties

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

Select a Rental

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

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 Accommodations in Winona County Area

Common Accommodations Amenities

What amenities can you expect?

Our Accommodations 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 spacious outdoor patios or decks to relax and unwind amidst scenic views.
Take advantage of private or shared outdoor grills for memorable barbecues and gatherings.
Make the most of outdoor dining areas perfect for enjoying meals in the fresh air.
Benefit from access to well-maintained gardens or landscaped yards to stroll or unwind.
Explore nearby hiking trails or nature pathways directly accessible from your stay.
Utilize outdoor fire pits, ideal for cozy evenings under the starry skies.
Experience waterside amenities such as lakeside access or private docks in this region's lakeside communities.

Top Attractions Around Winona County

What attractions are nearby?

In this area, you can enjoy a variety of outdoor activities such as hiking, biking, and exploring scenic parks, making it an ideal destination for those seeking adventure and natural beauty nearby Winona County.

Family Activities

Lake Park Spend quality time outdoors exploring walking trails, picnicking, and enjoying the scenic beauty with your family in this popular park near the region.
The Great River Road Visitor Center Discover educational exhibits and participate in family-friendly programs that highlight the natural and cultural history along the Mississippi River here.
Garvin Heights Lookout Experience breathtaking panoramic views of the area by hiking to this lookout point, an ideal activity for families seeking stunning photo opportunities.
Historic Downtown Winona Stroll through the charming streets filled with local shops, galleries, and eateries, providing a delightful cultural experience for all ages.

Adult Activities

Exploring the Winona County Wine Trail: Discover local wineries and enjoy tastings amidst scenic vineyard settings throughout the region.
Hiking along the Mississippi River Bluffs: Experience breathtaking views and nature trails that showcase the area's stunning river bluffs and lush landscapes.
Shopping in Historic Downtown Winona: Browse unique shops, art galleries, and boutiques that reflect the vibrant culture of this charming destination.
Canoeing and Kayaking on the Mississippi River: Engage in water activities suitable for all skill levels, offering peaceful escapes on the historic river.

Other Places to Stay in Winona County, MN

Winona County Travel Tips

How Can You Make the Most of Your Stay?

Plan Ahead for Seasonal Activities: Research the area's seasonal events and outdoor activities to make the most of your visit throughout the year.
Explore Local Dining Options: Discover nearby restaurants and cafes that offer authentic regional cuisine, enhancing your overall experience here.
Choose Prime Locations: Book accommodations close to popular attractions or scenic spots to maximize your leisure time and sightseeing opportunities.
Utilize Local Resources: Take advantage of visitor centers or information guides available in the region to uncover hidden gems and insider tips.

Transportation Options

Winona Transit Service: This local public transportation option offers convenient bus routes within the area, making it easy for you to explore and access various accommodations seamlessly.
Amtrak Train Services: The nearby train station provides a reliable travel connection for those wishing to arrive or depart via rail, enhancing your visit to this charming destination in the region.
Car Rentals: Numerous rental agencies operate in and around Winona County, giving you the flexibility to navigate the area at your own pace and reach your preferred accommodations comfortably.
Taxis & Rideshare Services: Taxis and rideshare providers such as Uber and Lyft are readily available here, offering quick and dependable transportation options to your chosen lodging in the region.

Local Customs Options

Celebration of Winona’s Heritage: You’ll find that local festivals and events in the area honor its rich Scandinavian and Native American roots, offering a unique cultural experience during your stay.
Traditional Foods and Cuisine: Dining here often features traditional dishes like wild rice and wild game, reflecting the region's agricultural heritage and close ties to local customs.
Respect for Nature and Outdoor Activities: It’s common for residents to prioritize outdoor recreation, with customs emphasizing conservation and enjoyment of the scenic landscapes around this destination.
Historical Preservation Practices: Visiting local sites, you'll notice a strong emphasis on preserving historical architecture and landmarks that tell the story of this area's past.

Frequently Asked Questions about Winona County Accommodations

1. What are the top Accommodations 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 Accommodations in Winona County:

2. How many Accommodations are available in Winona County?

Currently, the total number of properties listed by RBO in 2026 is over 56 in the Winona County area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Accommodations in Winona County. 

3. What is the cancellation policy for bookings in this area?

The cancellation policy varies depending on the specific property. To review the exact terms, please check the listing details or contact the host directly before confirming your reservation.

4. Are there any additional fees I should be aware of when booking here?

Additional fees such as cleaning fees or service charges may apply, and these will be outlined in the listing. Be sure to read the full description or reach out to the property owner for clarification.

5. What amenities are typically included in accommodations in this region?

Amenities vary by property but commonly include essentials like Wi-Fi, parking, and kitchen facilities. For a detailed list, consult the property listing or contact the host directly.

6. Can I find accommodations that are pet-friendly in this destination?

Yes, some properties welcome pets. To ensure the property allows animals, review the listing details carefully or contact the host before booking.

7. Is there a minimum stay requirement in this area’s accommodations?

Minimum stay requirements differ among properties. Please check the specific listing information or contact the owner to confirm the length of stay permitted.