Discover Your Perfect Winona Vacation Homes

Winona Pet Friendly Vacation Rentals

Winona Large Vacation Homes

Why Choose Rent By Owner for your Winona 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 Winona

When should you plan your Vacation Rentals stay?

Choosing the optimal time to visit here ensures you can fully enjoy the natural beauty and outdoor activities that make this destination special, whether you're seeking a peaceful retreat or an adventurous getaway in the region.

Peak Season Highlights

summer
Summer (June to August)

During the warmest months, the area experiences high visitor traffic as travelers take advantage of the pleasant weather and outdoor activities. This is the ideal time to enjoy the region’s natural beauty with comfortable daytime temperatures.

Average Temperature Daytime: 85°F to 95°F - Nighttime: 55°F to 65°F
autumn
Fall (September to November)

As the foliage transforms, many visit here to witness the stunning autumn colors, making it a popular season for those seeking scenic drives and outdoor adventures amidst cooler temperatures.

Average Temperature Daytime: 60°F to 75°F - Nighttime: 35°F to 50°F

Off-Season Highlights

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Winter (December to February)

The low season offers a quieter experience with colder weather, perfect for visitors looking to explore without crowds and enjoy cozy accommodations during the cooler months.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 20°F to 30°F
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Spring (March to May)

Early spring brings mild temperatures and blooming landscapes, providing a peaceful atmosphere for those seeking a less crowded time to visit and explore outdoor spaces at their own pace.

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

Weekly Weather Forecast for Winona

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 spacious outdoor patio perfect for relaxing and entertaining amidst the scenic surroundings.
  • Take advantage of a private barbecue grill to prepare meals while enjoying the fresh mountain air.
  • Make the most of a well-maintained backyard ideal for outdoor activities or family gatherings.
  • Relax in a private hot tub or outdoor soaking area, offering a soothing retreat after a day of exploration.
  • Benefit from access to hiking trails or nature paths that start right at your doorstep.
  • Utilize outdoor dining spaces designed to enhance your experience with picturesque views of the region’s landscape.
  • Participate in outdoor sports or games with available amenities such as cornhole, badminton, or volleyball courts.
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Family Activities

  • Flagstaff Arboretum: Explore the region's natural beauty by walking through this lush botanical garden, perfect for family outings and educational experiences.
  • Walnut Canyon National Monument: Discover ancient cliff dwellings and enjoy scenic hiking trails that bring the area's history to life for all ages.
  • Arizona Snowbowl: Experience outdoor fun year-round with skiing and snowboarding in winter or scenic chairlift rides during warmer months.
  • Downtown Flagstaff: Stroll through charming streets filled with family-friendly shops, restaurants, and cultural events that showcase the area's vibrant community spirit.
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Adult Activities

  • Explore the Lowell Observatory: You can enjoy a fascinating tour of this historic observatory to learn about local astronomy and stargazing opportunities in the area.
  • Hike in Walnut Canyon National Monument: Discover scenic trails and ancient cliff dwellings that showcase the region's natural beauty and rich history, perfect for outdoor enthusiasts.
  • Visit Flagstaff's Historic Downtown: Experience charming shops, local eateries, and art galleries in the heart of the city, offering a relaxing day out.
  • Experience the Arizona Snowbowl: During winter, hit the slopes for skiing and snowboarding, or explore scenic chairlift rides available year-round to enjoy panoramic views of this mountain town.

Winona Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local Nature Trails: Take advantage of the region's scenic hiking and biking trails to experience the natural beauty surrounding your vacation rental in Flagstaff.
  • Visit Seasonal Events: Check out the local events calendar during your stay to enjoy festivals, markets, and cultural activities that showcase this destination's vibrant community.
  • Utilize Convenient Transportation: Plan your transportation ahead, whether renting a bike or using local shuttles, to easily access popular attractions from your vacation rental here.
  • Discover Nearby Dining Options: Savor the regional flavors by trying nearby restaurants or cafes, conveniently located within reach of your accommodation in this area.

Transportation Options

  • Flagstaff Bus System: This regional bus service offers convenient transportation around the area, making it easy to explore local attractions from your vacation rental.
  • Rental Cars: Renting a car provides flexibility and ease when traveling between scenic spots and outdoor adventures in this destination’s vicinity.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber and Lyft are readily available here, offering quick and reliable transit from your vacation rental to key locations.
  • Airport Shuttle Services: If arriving by air, shuttle services connect the nearby airports to your accommodation, ensuring hassle-free transfers within this region.

Local Customs Options

  • Respect for Native American Heritage: You’ll notice a deep respect for Native American traditions that are integral to this area's cultural identity, often reflected in local art and community events.
  • Traditional Powwows and Cultural Events: Participating in or observing powwows and local festivals offers an authentic glimpse into the region’s indigenous customs and communal celebrations.
  • Environmental Stewardship Practices: Locals emphasize conservation efforts, encouraging visitors to engage in eco-friendly activities and respect the pristine natural surroundings.
  • Local Craftsmanship and Artisanship: Exploring handmade crafts and supporting local artisans gives you a chance to connect directly with the region’s rich cultural craftsmanship.

Frequently Asked Questions About Winona?

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

There are 12 vacation rentals with private pools near Winona. Top-rated RBO homes that have access to a swimming pool include:

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

If you are looking for a family-friendly vacation home in Winona, 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:

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 1174 in the Winona 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. 

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

Cancellation policies vary by property, so it’s important to review the specific listing details. You can find this information on the property page or contact the owner directly for clarification.

6. Are there any additional fees or deposits required when booking a vacation rental nearby?

Additional fees or deposits are typically listed on the property details page. To ensure a smooth booking process, review these charges and reach out to the host if you have any questions.

7. What amenities are included in vacation rentals here?

Amenities differ from property to property, but most listings include essentials like Wi-Fi, parking, and kitchen facilities. For a comprehensive list, refer to the individual property description or contact the owner directly.

8. Is there a minimum stay requirement for booking a vacation home in this destination?

Minimum stay requirements depend on the specific property and time of year. Check the listing details or contact the owner to confirm the applicable minimum stay for your desired dates.

9. How do I inquire about availability and book my stay in the region?

Availability can be checked instantly through the listing calendar. Once available, you can proceed with the booking or contact the owner for any special requests or questions regarding your stay.

Winona Top Rated Vacation Rentals