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Check prices for these dates

In two weeks
22 May - 24 May
In two months
3 Jul - 5 Jul
In three months
31 Jul - 2 Aug
In four months
28 Aug - 30 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 HK$1,175
HK$1,480 total
includes taxes & fees
11 May - 12 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 HK$2,037
HK$2,495 total
includes taxes & fees
10 May - 11 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 HK$2,742
HK$4,333 total
includes taxes & fees
31 May - 1 Jun
Charming Brick Farmhouse with a Touch of Elegance. -Winona
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 HK$714
HK$919 total
includes taxes & fees
17 May - 18 May
Tamarack Point Homestead
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 HK$1,057
HK$2,387 total
includes taxes & fees
7 May - 8 May
Riverfront Twin Home
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 HK$1,057
HK$1,661 total
includes taxes & fees
9 May - 10 May
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
9.6 out of 10, Exceptional, (89 reviews)
"Very nice perfect for us, would rent again!"
United States
Mitchell G.
The price is HK$1,269
HK$1,556 total
includes taxes & fees
10 May - 11 May
The Hen House Retreat - A Comfortable Place to Roost
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, (56 reviews)
"Was such a great place will rent from them again!! "
United States
Heather M.
The price is HK$768
HK$1,333 total
includes taxes & fees
18 May - 19 May
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
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 HK$980
HK$1,256 total
includes taxes & fees
18 May - 19 May
The Bungaleau 1 Bedroom House In Cute Rivertown
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 HK$1,176
HK$3,577 total
includes taxes & fees
10 May - 11 May
Spring Charm Near UW-LC
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$1,175
HK$2,576 total
includes taxes & fees
7 May - 8 May
Jake's Place
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 HK$1,057
HK$1,777 total
includes taxes & fees
12 May - 13 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 HK$744
HK$1,576 total
includes taxes & fees
10 May - 11 May
Great 1 Bedroom unit with easy access to everything
Exterior

Downtown Boho Home w/Office, Yoga Studio,King Bed

Downtown Boho Home w/Office, Yoga Studio,King Bed
Holy Trinity-Longfellow
9.8 out of 10, Exceptional, (6 reviews)
"Super cute home. Worked out great for our family of four. "
United States
Jenny N.
The price is HK$1,423
HK$3,173 total
includes taxes & fees
12 May - 13 May
Downtown Boho Home w/Office, Yoga Studio,King Bed
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, (7 reviews)
"House was clean and well stocked. Really enjoyed our stay"
United States
Richard N.
The price is HK$1,250
HK$3,511 total
includes taxes & fees
2 Jun - 3 Jun
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, (61 reviews)
"Great communication with hostBeautiful historic home. Wonderful place to stay with a group. "
United States
Melissa W.
The price is HK$1,445
HK$1,869 total
includes taxes & fees
11 May - 12 May
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
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 HK$2,426
HK$2,605 total
includes taxes & fees
3 Jun - 4 Jun
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 HK$705
HK$1,198 total
includes taxes & fees
11 May - 12 May
Large home space minutes from La Crosse
Exterior

FC River Retreat

FC River Retreat
Milton
The price is HK$1,999
HK$3,911 total
includes taxes & fees
18 May - 19 May
FC River Retreat
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 HK$2,970
HK$3,644 total
includes taxes & fees
3 Jun - 4 Jun
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
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
"limited breakfast menu, but the food is excellent."
Antonio 1-night trip
Posted 2 hours ago
The Charmant Hotel

Find out more about Winona

Winona Vacation Homes information

Number of reviews
743
Accommodation
103 Vacation Homes
Lowest Price
HK$919
Highest Price
HK$4,333

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