Winona Holiday Rentals

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Our top choices for Winona holiday 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
The price is AU$322
includes taxes & fees
28 Apr - 29 Apr
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, (22 reviews)
"Had everything we needed and great communication for our weekend stay. "
United States
Tanya G.
The price is AU$269
includes taxes & fees
4 May - 5 May
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.
The price is AU$447
includes taxes & fees
28 Apr - 29 Apr
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, (140 reviews)
"Excellent home and area!"
United States
Tracy W.
The price is AU$625
includes taxes & fees
28 Apr - 29 Apr
Charming Brick Farmhouse with a Touch of Elegance. -Winona

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
Winona
10.0 out of 10, Exceptional, (15 reviews)
"Wonderful property- there were so many fun things to do and loved the location."
United States
Sean J.
The price is AU$950
includes taxes & fees
28 Apr - 29 Apr
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater

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
The price is AU$195
includes taxes & fees
28 Apr - 29 Apr
Ridgetop Retreat Tiny Home, Dakota MN

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.
The price is AU$221
includes taxes & fees
12 May - 13 May
Great RIver Road Class A RV with campsite and full hookup on Mississippi backwaters

Farm Stay, convenient yet quiet - complete with cows in the backyard!

Farm Stay, convenient yet quiet - complete with cows in the backyard!
Bangor
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay. The space was peaceful, relaxing, and exceptionally clean, making it easy to unwind. It was also very quiet, which we really appreciated. We especially enjoyed watching the cows—it added such a charming, calming touch to the experience. Communication with the host was smooth and prompt throughout our stay. Overall, a great experience—we would definitely stay here again."
United States
Gayle D.
The price is AU$186
includes taxes & fees
28 Apr - 29 Apr
Farm Stay, convenient yet quiet - complete with cows in the backyard!

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (35 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveller
The price is AU$167
includes taxes & fees
8 May - 9 May
Tamarack Point Homestead

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.

Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.
Trempealeau
8.0 out of 10, Very good, (5 reviews)
"We loved the cleanliness, location, quietness, and friendliness of the property manager. It was a great value for the money. We will stay again and we highly recommend!"
United States
Tracey H.
The price is AU$236
includes taxes & fees
30 Apr - 1 May
Studio Cottage at Lake Road Campground, near the beautiful Mississippi River.

Treehouse Cabin in the Bluff Woodlands

Treehouse Cabin in the Bluff Woodlands
Elba
9.8 out of 10, Exceptional, (16 reviews)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
The price is AU$257
includes taxes & fees
3 May - 4 May
Treehouse Cabin in the Bluff Woodlands

Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (49 reviews)
"It was the perfect weekend getaway!! "
United States
Theresa G.
The price is AU$434
includes taxes & fees
28 Apr - 29 Apr
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.
The price is AU$263
includes taxes & fees
28 Apr - 29 Apr
Hokah Ohana House: Historic charm, Modern updates

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.
The price is AU$243
includes taxes & fees
28 Apr - 29 Apr
Treehouse Cabin in the Bluff Woodlands North

Big River Escape Riverside Cabins

Big River Escape Riverside Cabins
3.0 star property
Cochrane
9.2 out of 10, Wonderful, (45 reviews)
"Super cozy, so clean, and such a good price! Second time we have stayed there and we will go back!"
United States
Marchell
The price is AU$167
includes taxes & fees
28 Apr - 29 Apr
Big River Escape Riverside Cabins

Spring Charm Near UW-LC

Spring Charm Near UW-LC
Holy Trinity-Longfellow
9.4 out of 10, Exceptional, (35 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.
The price is AU$578
includes taxes & fees
28 Apr - 29 Apr
Spring Charm Near UW-LC

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
The price is AU$234
includes taxes & fees
28 Apr - 29 Apr
Hidden Gem - 1BR/1Bath in Lax WI

Vintage Lustron Home Piece of History

Vintage Lustron Home Piece of History
Minnesota City
10.0 out of 10, Exceptional, (30 reviews)
"Every thing was great! We always enjoy staying here. The home was excellent and we had no issues."
United States
Lynda S.
The price is AU$300
includes taxes & fees
29 Apr - 30 Apr
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.
The price is AU$460
includes taxes & fees
28 Apr - 29 Apr
Jake's Place

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.
The price is AU$268
includes taxes & fees
19 May - 20 May
Great River Road Cabin on the Mississippi Backwaters Fox Cabin
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 holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Winona holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Winona holiday 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 months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Winona holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Winona holiday rentals we have selected for you start as low as AU$167 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Winona rentals

At Expedia, we put the best Winona holiday 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 holiday.

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 holiday rentals in Winona?

Yes, there are holiday rentals in Winona close to Valencia Arts Center, or you can select a more secluded option if you're looking for 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 holiday rentals that Winona has to offer?

Beautiful Bay views at Bayfront Resort: This holiday home rental outside of Winona is on a river, and equipped with air conditioning and WiFi to help you feel perfectly comfortable in your new surroundings. Kitchen amenities such as a stovetop and a microwave can make your holiday run smoothly.

How many holiday rentals are there in Winona?

Expedia has 13 holiday rentals for your stay in Winona.

What can I see and do in Winona?

Enjoy the outdoors at Lake Lodge Recreation Center and Lake Park, or simply take in cultural attractions like Minnesota Marine Art Museum and Winona County Historical Society. While here, Great River Bluffs State Park and Mississippi River are other places worth a visit.

What are holiday rentals like in Winona?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Winona. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a sanitised environment, holiday rentals can provide a sense of privacy away from shared hotel lifts and lobbies bustling with people while still allowing you the excitement and enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a popular option for families.