Winona Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Winona holiday rentals

Living area

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 HK$1,612
HK$1,799 total
includes taxes & fees
9 Mar - 10 Mar
Big River Escape Parkside Bungalow
Exterior detail

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.
The price is HK$1,173
HK$1,478 total
includes taxes & fees
9 Mar - 10 Mar
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Interior

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 HK$2,034
HK$2,458 total
includes taxes & fees
10 Mar - 11 Mar
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Outdoor dining

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.
The price is HK$1,971
HK$3,384 total
includes taxes & fees
9 Mar - 10 Mar
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Exterior

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 HK$1,008
HK$1,228 total
includes taxes & fees
6 Apr - 7 Apr
Great RIver Road Class A RV with campsite and full hookup on Mississippi backwaters
Terrace/patio

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.
The price is HK$731
HK$1,291 total
includes taxes & fees
9 Mar - 10 Mar
Treehouse Cabin in the Bluff Woodlands
Smart TV, fireplace, books, stereo

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.
The price is HK$774
HK$982 total
includes taxes & fees
9 Mar - 10 Mar
Stylish 1 bedroom cottage along the Mississippi River
Property grounds

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.
The price is HK$713
HK$918 total
includes taxes & fees
10 Mar - 11 Mar
Tamarack Point Homestead
Property grounds

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.
The price is HK$1,017
HK$2,423 total
includes taxes & fees
10 Mar - 11 Mar
French Island w/Hot Tub, Kayak, Lake View, EV
Terrace/patio

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 HK$780
HK$1,344 total
includes taxes & fees
9 Mar - 10 Mar
Treehouse Cabin in the Bluff Woodlands North
Outdoor dining

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.
The price is HK$1,056
HK$2,384 total
includes taxes & fees
9 Mar - 10 Mar
Riverfront Twin Home
Smart TV

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 HK$688
HK$1,446 total
includes taxes & fees
9 Mar - 10 Mar
Hokah Ohana House: Historic charm, Modern updates
Interior

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.
The price is HK$1,132
HK$3,515 total
includes taxes & fees
25 Mar - 26 Mar
4 BR w/ Bluff Views | Snow-Dusted Escape
Smart TV, books

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
The price is HK$1,056
HK$1,667 total
includes taxes & fees
9 Mar - 10 Mar
Vintage Lustron Home Piece of History
Private kitchen

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 HK$1,173
HK$2,573 total
includes taxes & fees
9 Mar - 10 Mar
Jake's Place
Living area

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
The price is HK$1,033
HK$1,089 total
includes taxes & fees
22 Mar - 23 Mar
Big River Escape Riverside Cabins
2 bedrooms

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 HK$1,043
HK$1,266 total
includes taxes & fees
15 Mar - 16 Mar
Great River Road Cabin on the Mississippi Backwaters Fox Cabin
Fridge, microwave, oven, stovetop

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.
The price is HK$669
HK$1,489 total
includes taxes & fees
9 Mar - 10 Mar
Great 1 Bedroom unit with easy access to everything
Living area

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.
The price is HK$1,056
HK$1,783 total
includes taxes & fees
10 Mar - 11 Mar
Farmhouse Apartment - River Road Historic Home
Property grounds

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.
The price is HK$690
HK$1,198 total
includes taxes & fees
9 Mar - 10 Mar
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

The Plaza Hotel & Suites Winona

The Plaza Hotel & Suites Winona

10/10 Excellent
"Breakfast was great and very clean. Pool and hot tub was great. Hot tub actually hot! Staff friendly and helpful. Great place to stay! "
Ronald 2-night trip
Posted 8 hours ago
The Plaza Hotel & Suites Winona

Find out more about Winona

Search for holiday rentals in Winona on Expedia! You can easily find your home rentals, villas, holiday apartments in Winona using one of the methods below:

  • View our selection of featured holiday rentals in Winona
  • Use the map to find apartments and other holiday homes in the Winona neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Winona while they last

Look no further and take a look at our great range of rental properties in Winona!

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?

Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life: This highly rated holiday home rental in Winona is located in a rural location, and has a garden, a selection of games and a BBQ 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 that you can cook with friends or family. Our travellers also rate Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater as a favourite home for rent in Winona.

How many holiday rentals are there in Winona?

Expedia has 14 holiday 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 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.