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
Mar 8 - Mar 9
Total with taxes and fees
Big River Escape Parkside Bungalow

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, (20 reviews)
"Had everything we needed and great communication for our weekend stay. "
United States
Tanya G.
$170 nightly
The price is $189
Mar 9 - Mar 10
Total with taxes and fees
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

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.
$297 nightly
The price is $320
Mar 7 - Mar 8
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.
$402 nightly
The price is $433
Mar 8 - Mar 9
Total with taxes and fees
Charming Brick Farmhouse with a Touch of Elegance. -Winona

Great RIver Road Class A RV with campsite and full hookup on Mississippi backwaters

Great RIver Road Class A RV with campsite and full hookup on Mississippi backwaters
Buffalo City
10.0 out of 10, Exceptional, (1 review)
"Awesome as usual "
United States
Matthew B.
$149 nightly
The price is $157
Apr 6 - Apr 7
Total with taxes and fees
Great RIver Road Class A RV with campsite and full hookup on Mississippi backwaters

Treehouse Cabin in the Bluff Woodlands

Treehouse Cabin in the Bluff Woodlands
Elba
9.8 out of 10, Exceptional, (15 reviews)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
$153 nightly
The price is $165
Mar 7 - Mar 8
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands

Stylish 1 bedroom cottage along the Mississippi River

Stylish 1 bedroom cottage along the Mississippi River
Stoddard
9.6 out of 10, Exceptional, (26 reviews)
"Very clean and well appointed. We enjoyed the convenient location to La Crosse and the many area hiking opportunities. It is on the highway and the railroad is right next to that, just so you know. It didn't bother us much, but we weren't there during the day much either."
United States
Michelle S.
$119 nightly
The price is $126
Mar 8 - Mar 9
Total with taxes and fees
Stylish 1 bedroom cottage along the Mississippi River

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (33 reviews)
"It is a lovely spot. Very relaxing. "
United States
Peggy K.
$111 nightly
The price is $117
Mar 10 - Mar 11
Total with taxes and fees
Tamarack Point Homestead

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.
$286 nightly
The price is $310
Mar 9 - Mar 10
Total with taxes and fees
French Island w/Hot Tub, Kayak, Lake View, EV

Treehouse Cabin in the Bluff Woodlands North

Treehouse Cabin in the Bluff Woodlands North
Elba
9.6 out of 10, Exceptional, (9 reviews)
"Great relaxing place! "
United States
James H.
$160 nightly
The price is $172
Mar 7 - Mar 8
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands North

Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (44 reviews)
"It was the perfect weekend getaway!! "
United States
Theresa G.
$265 nightly
The price is $305
Mar 7 - Mar 8
Total with taxes and fees
Riverfront Twin Home

Hokah Ohana House: Historic charm, Modern updates

Hokah Ohana House: Historic charm, Modern updates
Hokah
10.0 out of 10, Exceptional, (33 reviews)
"Perfect place for 4 of us to stay while visiting for a wedding. "
United States
Jeff W.
$173 nightly
The price is $185
Mar 9 - Mar 10
Total with taxes and fees
Hokah Ohana House: Historic charm, Modern updates

4 BR w/ Bluff Views | Snow-Dusted Escape

4 BR w/ Bluff Views | Snow-Dusted Escape
Holy Trinity-Longfellow
9.4 out of 10, Exceptional, (33 reviews)
"Our stay was very nice. Tina was excellent in responding to a few of our needs. Lovey home and nicely decorated."
United States
Mary B.
$372 nightly
The price is $428
Mar 9 - Mar 10
Total with taxes and fees
4 BR w/ Bluff Views | Snow-Dusted Escape

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
Mar 7 - Mar 8
Total with taxes and fees
Vintage Lustron Home Piece of History

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
Mar 8 - Mar 9
Total with taxes and fees
Jake's Place

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
$92 nightly
The price is $98
Mar 15 - Mar 16
Total with taxes and fees
Big River Escape Riverside Cabins

Great River Road Cabin on the Mississippi Backwaters Fox Cabin

Great River Road Cabin on the Mississippi Backwaters Fox Cabin
Buffalo City
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and really enjoyed the screened in porch. Spent a lot of time sitting at the table in the screened in porch playing cards."
United States
Jenny D.
$153 nightly
The price is $162
Mar 15 - Mar 16
Total with taxes and fees
Great River Road Cabin on the Mississippi Backwaters Fox Cabin

Great 1 Bedroom unit with easy access to everything

Great 1 Bedroom unit with easy access to everything
Lower Northside
9.6 out of 10, Exceptional, (53 reviews)
"We had a great time! The house was clean and comfortable, and the dining options nearby were fantastic. The house was centrally located to what we wanted to do around town, so it made a great place to stay! Thank you for the wonderful time. "
United States
Dylan R.
$166 nightly
The price is $190
Mar 8 - Mar 9
Total with taxes and fees
Great 1 Bedroom unit with easy access to everything

Farmhouse Apartment - River Road Historic Home

Farmhouse Apartment - River Road Historic Home
Fountain City
9.8 out of 10, Exceptional, (19 reviews)
"Great rental! Great location and very clean. Hidden gem!"
United States
Anthony y.
$216 nightly
The price is $228
Mar 10 - Mar 11
Total with taxes and fees
Farmhouse Apartment - River Road Historic Home

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Northside
9.8 out of 10, Exceptional, (50 reviews)
"Wonderful stay, super cozy, perfect for a getaway "
United States
Katie C.
$133 nightly
The price is $153
Mar 8 - Mar 9
Total with taxes and fees
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
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 $98 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?

Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life: Visitors give good reviews to this Winona vacation home rental, which is located in a rural location and has a garden, a selection of games, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Our travelers also rate Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater as a favorite home for rent in Winona.

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 Minnesota Marine Art Museum and Winona County Historical Society. While here, Great River Bluffs State Park and Aghaming Park And Preserve 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.