Winona Vacation Rentals

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Our top choices for Winona vacation rentals

Cabin in Beaver

Cabins at Pine Haven
3.0 star property
9.8 out of 10, Exceptional, (6)
"Beautiful cabin with great scenery. Hot tub was relaxing after a long day at Winter Place. Easy and convenient check in. Excellent stay. Will be returning next year."
United States
Blake
$275 nightly
The price is $308
Jan 14 - Jan 15, 2026
Total with taxes and fees
Cabins at Pine Haven

Cabin in Victor

Opossum Creek Retreat
3.0 star property
9.4 out of 10, Exceptional, (49)
"We had a great time during our visit to New River Gorge and Opossum Creek was the perfect stay. "
United States
Seth
$363 nightly
The price is $406
Dec 16 - Dec 17
Total with taxes and fees
Opossum Creek Retreat
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Winona Hotel Reviews

Find out more about Winona

Everything you need to know about Winona vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Winona vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. The list goes on, and on …and on.

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Winona vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Winona vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Winona. If you’re looking for a little peace, consider booking during the quieter low season months. For more hustle and bustle, you may prefer to visit Winona in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $145 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia.

To find some top Winona rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Winona vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Winona. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence.

Frequently asked questions

Can I find vacation rentals in Winona?

Yes, we give you a choice of vacation rentals close to popular points of interest in Winona, or you can choose a more remote option if you want a relaxing place to stay. Winona is known for its sporting events.

What are some of the best vacation home rentals in Winona?

Historical land mark Gauley Bridge 1893 train station: This vacation home near Winona has air-conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a microwave to make your meal-planning easier.

What’s there to see and do in Winona?

New River and Camp Washington Carver are a couple of lovely local spots to get outside and enjoy nature. In the larger area, you’ll find Babcock State Park and New & Gauley River Adventures.

What’s a vacation rental in Winona like?

A vacation rental is a private property you can book for a long or short time in Winona. Vacation rentals feature extras such as laundry facilities and kitchens to help you enjoy your stay. If you're concerned about a clean environment, vacation rentals can provide a sense of security away from public hotel elevators and bustling concierge desks while still allowing you to travel. You'll also get more space in a vacation rental than in a hotel, which is another reason why a vacation rental is a great option for small groups.