Winona Holiday Rentals

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Check prices for these dates

In two weeks
6 Feb - 8 Feb
In two months
20 Mar - 22 Mar
In three months
17 Apr - 19 Apr
In four months
15 May - 17 May

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$1,607
HK$1,794 total
includes taxes & fees
25 Jan - 26 Jan
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$1,170
HK$1,427 total
includes taxes & fees
26 Jan - 27 Jan
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$2,027
HK$2,383 total
includes taxes & fees
25 Jan - 26 Jan
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)
"This is a lovely house with lots of character. The place in comfortable and has plenty of entertainment; games, movies and books."
United States
Shane H.
The price is HK$2,035
HK$3,466 total
includes taxes & fees
26 Jan - 27 Jan
Charming Brick Farmhouse with a Touch of Elegance. -Winona
TV

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

Farm Stay, convenient yet quiet - complete with cows in the backyard!
2.0 star property
Bangor
The price is HK$817
HK$1,232 total
includes taxes & fees
22 Jan - 23 Jan
Farm Stay, convenient yet quiet - complete with cows in the backyard!
Living area

Big River Escape Riverside Cabins

Big River Escape Riverside Cabins
3.0 star property
Cochrane
9.2 out of 10, Wonderful, (42 reviews)
"Place was clean and comfortable. "
United States
Tristan
The price is HK$824
HK$869 total
includes taxes & fees
27 Jan - 28 Jan
Big River Escape Riverside Cabins
Property grounds

Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (32 reviews)
"It is a lovely spot. Very relaxing. "
United States
Peggy K.
The price is HK$711
HK$915 total
includes taxes & fees
22 Jan - 23 Jan
Tamarack Point Homestead
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$532
HK$1,075 total
includes taxes & fees
3 Feb - 4 Feb
Treehouse Cabin in the Bluff Woodlands
Smart TV

Hokah Ohana House: Historic charm, Modern updates

Hokah Ohana House: Historic charm, Modern updates
Hokah
10.0 out of 10, Exceptional, (32 reviews)
"Perfect place for 4 of us to stay while visiting for a wedding. "
United States
Jeff W.
The price is HK$686
HK$1,442 total
includes taxes & fees
26 Jan - 27 Jan
Hokah Ohana House: Historic charm, Modern updates
1 bedroom, WiFi, bed sheets

Hidden Gem - 1BR/1Bath in Lax WI

Hidden Gem - 1BR/1Bath in Lax WI
Holy Trinity-Longfellow
9.6 out of 10, Exceptional, (15 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 HK$850
HK$1,291 total
includes taxes & fees
22 Jan - 23 Jan
Hidden Gem - 1BR/1Bath in Lax WI
Interior

2-bedroom apartment over storefront in pleasant down town Ettrick

2-bedroom apartment over storefront in pleasant down town Ettrick
2.0 star property
Ettrick
The price is HK$593
HK$790 total
includes taxes & fees
27 Jan - 28 Jan
2-bedroom apartment over storefront in pleasant down town Ettrick
Property grounds

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

French Island w/Hot Tub, Kayak, Lake View, EV
La Crosse
10.0 out of 10, Exceptional, (19 reviews)
"Enjoyed our stay in this peaceful, quiet neighborhood."
United States
Colleen C.
The price is HK$1,014
HK$2,467 total
includes taxes & fees
25 Jan - 26 Jan
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$778
HK$1,340 total
includes taxes & fees
22 Jan - 23 Jan
Treehouse Cabin in the Bluff Woodlands North
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$1,040
HK$1,262 total
includes taxes & fees
25 Jan - 26 Jan
Great River Road Cabin on the Mississippi Backwaters Fox Cabin
Outdoor dining

Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (44 reviews)
"Great place to stay! Had everything we needed!"
United States
Angie C.
The price is HK$1,053
HK$2,376 total
includes taxes & fees
22 Jan - 23 Jan
Riverfront Twin 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, (46 reviews)
"Wonderful stay, super cozy, perfect for a getaway "
United States
Katie C.
The price is HK$688
HK$1,194 total
includes taxes & fees
25 Jan - 26 Jan
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
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$1,170
HK$2,564 total
includes taxes & fees
22 Jan - 23 Jan
Jake's Place
Smart TV, books

Vintage Lustron Home Piece of History

Vintage Lustron Home Piece of History
Minnesota City
10.0 out of 10, Exceptional, (29 reviews)
"I loved staying here! The interior was comfortable, cozy, and fascinating! "
United States
melanie
The price is HK$1,053
HK$1,636 total
includes taxes & fees
22 Jan - 23 Jan
Vintage Lustron Home Piece of History
Property grounds

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)
"The house is charming. We had a pleasant stay."
United States
Susan D.
The price is HK$1,263
HK$1,532 total
includes taxes & fees
22 Jan - 23 Jan
The Hen House Retreat - A Comfortable Place to Roost
Smart TV

Big River Inn - 3 bedroom apartment in Alma

Big River Inn - 3 bedroom apartment in Alma
Alma
8.6 out of 10, Excellent, (14 reviews)
"Great place in the heart of Alma"
United States
Kevin B.
The price is HK$667
HK$1,795 total
includes taxes & fees
22 Jan - 23 Jan
Big River Inn - 3 bedroom apartment in Alma
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 Charmant Hotel

The Charmant Hotel

10/10 Excellent
"The hotel is clean beautiful and comfortable. The staff are so friendly and accommodating. We will definitely be staying there again. "
Dannie 1-night trip
Posted 1 day ago
The Charmant Hotel

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 close to the most popular sights in Winona, 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?

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater : This highly rated holiday home rental in Winona offers a fireplace, a patio and a BBQ 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 that you can cook with friends or family. You can relax into your holiday with a selection of games and 1 hot tub. Our travellers also rate Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life 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 Aghaming Park And Preserve and Lake Park, or simply take in cultural attractions like Minnesota Marine Art Museum and Winona County Historical Society. While here, Sugar Loaf and Great River Bluffs State Park 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.