Holiday Homes in Winona

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Check prices for these dates

In two weeks
15 May - 17 May
In two months
26 Jun - 28 Jun
In three months
24 Jul - 26 Jul
In four months
21 Aug - 23 Aug

Our top choices for Winona holiday homes

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, (23 reviews)
"Had everything we needed and great communication for our weekend stay. "
United States
Tanya G.
The price is NZ$321
includes taxes & fees
13 May - 14 May
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 NZ$538
includes taxes & fees
13 May - 14 May
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, (140 reviews)
"Excellent home and area!"
United States
Tracy W.
The price is NZ$811
includes taxes & fees
4 May - 5 May
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Property grounds

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 NZ$1,498
includes taxes & fees
4 May - 5 May
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
Outdoor dining

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 NZ$522
includes taxes & fees
3 May - 4 May
Riverfront Twin Home
Property grounds

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 NZ$199
includes taxes & fees
8 May - 9 May
Tamarack Point Homestead
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 NZ$548
includes taxes & fees
3 May - 4 May
Jake's Place
Interior

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 NZ$759
includes taxes & fees
3 May - 4 May
Spring Charm Near UW-LC
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)
"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 NZ$357
includes taxes & fees
13 May - 14 May
Vintage Lustron Home Piece of History
Terrace/patio

The Bungaleau 1 Bedroom House In Cute Rivertown

The Bungaleau 1 Bedroom House In Cute Rivertown
Downtown Trempealeau
9.8 out of 10, Exceptional, (90 reviews)
"Great location. Has everything you need to stay."
United States
todd s.
The price is NZ$299
includes taxes & fees
17 May - 18 May
The Bungaleau 1 Bedroom House In Cute Rivertown
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, (88 reviews)
"Very nice perfect for us, would rent again!"
United States
Mitchell G.
The price is NZ$334
includes taxes & fees
5 May - 6 May
The Hen House Retreat - A Comfortable Place to Roost
Living area

Farmhouse Apartment - River Road Historic Home

Farmhouse Apartment - River Road Historic Home
Fountain City
9.8 out of 10, Exceptional, (20 reviews)
"Great rental! Great location and very clean. Hidden gem!"
United States
Anthony y.
The price is NZ$389
includes taxes & fees
13 May - 14 May
Farmhouse Apartment - River Road Historic Home
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 NZ$345
includes taxes & fees
11 May - 12 May
Great 1 Bedroom unit with easy access to everything
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, (55 reviews)
"The property was very clean and had everything we needed! "
United States
Jennifer S.
The price is NZ$292
includes taxes & fees
5 May - 6 May
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Fridge, microwave, oven, stovetop

Spacious 4-bedroom home in Trempealeau, WI

Spacious 4-bedroom home in Trempealeau, WI
Trempealeau
9.8 out of 10, Exceptional, (6 reviews)
"House was clean and well stocked. Really enjoyed our stay"
United States
Richard N.
The price is NZ$846
includes taxes & fees
20 May - 21 May
Spacious 4-bedroom home in Trempealeau, WI
Exterior

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, (60 reviews)
"Great communication with hostBeautiful historic home. Wonderful place to stay with a group. "
United States
Melissa W.
The price is NZ$409
includes taxes & fees
3 May - 4 May
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Panoramic House | Living area

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
The price is NZ$632
includes taxes & fees
18 May - 19 May
Big River Escape Grandview Manse
Exterior

Large home space minutes from La Crosse

Large home space minutes from La Crosse
Onalaska
6.0 out of 10, (1 review)
"Pros: Good Host, great value and location, pet friendly, cleanCons: Listing said entire home, so did not realize host would be on the property. Listing should have mentioned kids that are very loud during our stay. Understandable with kids, but note should have been made as two people were unable to sleep. Not much room for parking with host’s vehicles. More clarity and details on the listing would significantly help."
United States
Dylan M.
The price is NZ$262
includes taxes & fees
6 May - 7 May
Large home space minutes from La Crosse
TV

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 gathering space for a large family. Beautiful views of the river. Comfy beds and responsive owner!"
United States
Lisa N.
The price is NZ$859
includes taxes & fees
18 May - 19 May
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
Exterior

NEW Mississippi Riverfront Sunset House - family, friends & river come together

NEW Mississippi Riverfront Sunset House - family, friends & river come together
Buffalo City
10.0 out of 10, Exceptional, (2 reviews)
"Had a small issue with code to get in but owner was awsome walking us through it.The property was awesome and beautiful."
United States
Beverly B.
The price is NZ$998
includes taxes & fees
4 May - 5 May
NEW Mississippi Riverfront Sunset House - family, friends & river come together
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

GrandStay Hotel & Suites

GrandStay Hotel & Suites

10/10 Excellent
"Great place and location"
ryan 1-night trip
Posted 2 hours ago
GrandStay Hotel & Suites

Find out more about Winona

Winona Holiday Homes information

Number of reviews
750
Accommodation
99 Holiday Homes
Lowest Price
NZ$199
Highest Price
NZ$1,498