Winona Vacation Rentals

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Our top choices for Winona vacation rentals

Big River Escape Parkside Bungalow

Big River Escape Parkside Bungalow
3.0 star property
Winona
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
$206 nightly
The price is $230
Apr 12 - Apr 13
Total with taxes and fees
Big River Escape Parkside Bungalow

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Winona
10.0 out of 10, Exceptional, (26 reviews)
"Beautiful home we had a wonderful stay!!!"
United States
Thomas L.
$284 nightly
The price is $306
Apr 9 - Apr 10
Total with taxes and fees
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona
Winona
10.0 out of 10, Exceptional, (138 reviews)
"Excellent home and area!"
United States
Tracy W.
$410 nightly
The price is $441
Apr 12 - Apr 13
Total with taxes and fees
Charming Brick Farmhouse with a Touch of Elegance. -Winona

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Historic Downtown Winona
10.0 out of 10, Exceptional, (22 reviews)
"Had everything we needed and great communication for our weekend stay. "
United States
Tanya G.
$170 nightly
The price is $189
Apr 13 - Apr 14
Total with taxes and fees
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

Big River Escape Grandview Manse

Big River Escape Grandview Manse
3.0 star property
Altura
10.0 out of 10, Exceptional, (4 reviews)
"It was very roomy and easily accessible. The views were amazing. Would recommend to anyone anytime!!"
United States
Greg
$349 nightly
The price is $374
Apr 12 - Apr 13
Total with taxes and fees
Big River Escape Grandview Manse

Big River Escape Riverside Cabins

Big River Escape Riverside Cabins
3.0 star property
Cochrane
9.2 out of 10, Wonderful, (44 reviews)
"Place was clean and comfortable. "
United States
Tristan
$94 nightly
The price is $99
Apr 9 - Apr 10
Total with taxes and fees
Big River Escape Riverside Cabins

Spacious 2-bedroom loft above the International Owl Center in Houston, MN

Spacious 2-bedroom loft above the International Owl Center in Houston, MN
Houston
10.0 out of 10, Exceptional, (16 reviews)
"Beautiful space, attention to detail, comfortable beds, gracious host, close to attractions…lovely stay."
United States
Lisa F.
$285 nightly
The price is $305
Apr 10 - Apr 11
Total with taxes and fees
Spacious 2-bedroom loft above the International Owl Center in Houston, MN

Great River Road - Victorian Historic Home (1898)

Great River Road - Victorian Historic Home (1898)
Fountain City
9.0 out of 10, Wonderful, (8 reviews)
"Had a nice stay in Fountain City"
United States
David K.
$664 nightly
The price is $701
Apr 13 - Apr 14
Total with taxes and fees
Great River Road - Victorian Historic Home (1898)

The Hen House Retreat - A Comfortable Place to Roost

The Hen House Retreat - A Comfortable Place to Roost
Highland
9.8 out of 10, Exceptional, (87 reviews)
"Very nice perfect for us, would rent again!"
United States
Mitchell G.
$185 nightly
The price is $199
Apr 9 - Apr 10
Total with taxes and fees
The Hen House Retreat - A Comfortable Place to Roost

Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (45 reviews)
"It was the perfect weekend getaway!! "
United States
Theresa G.
$266 nightly
The price is $306
Apr 13 - Apr 14
Total with taxes and fees
Riverfront Twin Home

Vintage Lustron Home Piece of History

Vintage Lustron Home Piece of History
Minnesota City
10.0 out of 10, Exceptional, (30 reviews)
"I loved staying here! The interior was comfortable, cozy, and fascinating! "
United States
melanie
$198 nightly
The price is $213
Apr 9 - Apr 10
Total with taxes and fees
Vintage Lustron Home Piece of History

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Historic Downtown La Crosse
9.8 out of 10, Exceptional, (58 reviews)
"Amazing place that accommodated our party of 7Convenient location Had everything we needed "
United States
Kim G.
$209 nightly
The price is $240
Apr 9 - Apr 10
Total with taxes and fees
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

French Island w/Hot Tub, Kayak, Lake View, EV

French Island w/Hot Tub, Kayak, Lake View, EV
La Crosse
9.8 out of 10, Exceptional, (20 reviews)
"Enjoyed our stay in this peaceful, quiet neighborhood."
United States
Colleen C.
$292 nightly
The price is $316
Apr 12 - Apr 13
Total with taxes and fees
French Island w/Hot Tub, Kayak, Lake View, EV

Jake's Place

Jake's Place
Powell-Poage-Hamilton
9.8 out of 10, Exceptional, (8 reviews)
"Great place, great location. Very clean & practical! "
United States
Cori C.
$286 nightly
The price is $329
Apr 9 - Apr 10
Total with taxes and fees
Jake's Place

Great River Road Cabin on the Mississippi Backwaters Eagle Cabin

Great River Road Cabin on the Mississippi Backwaters Eagle Cabin
Buffalo City
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay. The cabin was beautiful and the property charming and a great view of the river. Really great location to run along the river if you are a runner!"
United States
Tracy R.
$166 nightly
The price is $175
Apr 9 - Apr 10
Total with taxes and fees
Great River Road Cabin on the Mississippi Backwaters Eagle Cabin

Three Treehouse Cabins in the Bluff Woodlands

Three Treehouse Cabins in the Bluff Woodlands
Elba
$450 nightly
The price is $484
Apr 12 - Apr 13
Total with taxes and fees
Three Treehouse Cabins in the Bluff Woodlands

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (35 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveler
$111 nightly
The price is $117
Apr 11 - Apr 12
Total with taxes and fees
Tamarack Point Homestead

Hidden Gem - 1BR/1Bath in Lax WI

Hidden Gem - 1BR/1Bath in Lax WI
Holy Trinity-Longfellow
9.6 out of 10, Exceptional, (16 reviews)
"A lovely, spacious, clean apartment above a yummy restaurant in a quiet residential neighborhood. We stayed there when we were in town for a 6-hour race in Goose Island State Park, and it was perfect! "
United States
Amy
$144 nightly
The price is $166
Apr 9 - Apr 10
Total with taxes and fees
Hidden Gem - 1BR/1Bath in Lax WI

Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush

Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush
Minnieska
10.0 out of 10, Exceptional, (10 reviews)
"Awesome House !!!"
Germany
Bernhard S.
$433 nightly
The price is $465
Apr 12 - Apr 13
Total with taxes and fees
Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush

Ridgetop Retreat Tiny Home, Dakota MN

Ridgetop Retreat Tiny Home, Dakota MN
Dakota
9.8 out of 10, Exceptional, (8 reviews)
"Wonderful location, nice people"
United States
robert
$128 nightly
The price is $138
Apr 13 - Apr 14
Total with taxes and fees
Ridgetop Retreat Tiny Home, Dakota MN
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 $99 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, there are vacation rentals in Winona near Valencia Arts Center, or you can choose a secluded option if you want a relaxing stay. The riverfront and museums are just a few reasons why tourists like Winona. Make sure you have time to check out the gardens and churches during your trip.

What are some of the best vacation rentals that Winona has to offer?

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater : Visitors give good reviews to this Winona vacation home rental, which offers a fireplace, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. It has 3 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. You can relax into your vacation with a selection of games and a hot tub.

How many vacation rentals are there in Winona?

Expedia has 14 vacation rentals for your stay in Winona.

What can I see and do in Winona?

Enjoy the outdoors at Lake Park and Mississippi River, or simply take in cultural attractions like Pickwick Mill and Minnesota Marine Art Museum. While here, Great River Bluffs State Park and Winona Mall are other places worth a visit.

What are vacation rentals like in Winona?

Vacation rentals are privately owned accommodations you can stay in for a couple days or more in Winona. Vacation rentals offer amenities such as WiFi and washers and dryers so you'll feel just like you're at home. If you're concerned about cleanliness, vacation rentals can offer a sense of safety away from public hotel elevators and bustling concierge desks while still allowing you a great travel experience. You'll also find more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is an attractive choice for a small group gathering.