A stone wall with a hole, overlooking a river and a town.

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Check prices for these dates

In two weeks
Sep 11 - Sep 13
In two months
Oct 23 - Oct 25
In three months
Nov 20 - Nov 22
In four months
Dec 18 - Dec 20

Our top choices for Winona vacation homes

Exterior detail

1. Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons

Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons
Historic Downtown Winona
10.0 out of 10, Exceptional, (29 reviews)
"Very clean, great hosts, fully equipped we everything we needed. "
United States
Amy B.
The price is ￥23,891
￥30,440 total
includes taxes & fees
Sep 23 - Sep 24
Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons
Interior

2. 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, (32 reviews)
"This charming home was perfect for our girls weekend. The home was very clean and offered great accommodations. We would love to stay here again!"
United States
Jenna M.
The price is ￥37,290
￥45,967 total
includes taxes & fees
Aug 30 - Aug 31
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Terrace/patio

3. Parkside Pet Friendly Bungalow

Parkside Pet Friendly Bungalow
Winona
The price is ￥32,908
￥40,686 total
includes taxes & fees
Sep 20 - Sep 21
Parkside Pet Friendly Bungalow
Property grounds

4. Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (42 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveler
The price is ￥14,525
￥18,685 total
includes taxes & fees
Sep 6 - Sep 7
Tamarack Point Homestead
Terrace/patio

5. The Bungaleau 1 Bedroom House In Cute Rivertown

The Bungaleau 1 Bedroom House In Cute Rivertown
Downtown Trempealeau
9.8 out of 10, Exceptional, (101 reviews)
"Perfect place for a relaxing visit "
United States
Lisa C.
The price is ￥19,925
￥25,539 total
includes taxes & fees
Aug 30 - Aug 31
The Bungaleau 1 Bedroom House In Cute Rivertown
Living area

6. Vintage Lustron Home Piece of History

Vintage Lustron Home Piece of History
Minnesota City
10.0 out of 10, Exceptional, (34 reviews)
"A beautiful comfortable welcoming home!"
United States
Jocelyn R.
The price is ￥25,816
￥39,620 total
includes taxes & fees
Aug 30 - Aug 31
Vintage Lustron Home Piece of History
Dining

7. The Chateau on Butterfly Trail - 6 Bdrm Retreat

The Chateau on Butterfly Trail - 6 Bdrm Retreat
Fountain City
7.4 out of 10, Good, (3 reviews)
"Thankyou"
United States
Kathy P.
The price is ￥34,261
￥58,916 total
includes taxes & fees
Aug 31 - Sep 1
The Chateau on Butterfly Trail - 6 Bdrm Retreat
Outdoor spa tub

8. 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, (22 reviews)
"Enjoyed our stay in this peaceful, quiet neighborhood."
United States
Colleen C.
French Island w/Hot Tub, Kayak, Lake View, EV
Outdoor dining

9. Riverfront Twin Home

Riverfront Twin Home
La Crosse
10.0 out of 10, Exceptional, (59 reviews)
"Great property! Enjoyed the property and outdoor space was amazing! While there is not conventional central air, the space stayed cool."
United States
Melissa
The price is ￥21,514
￥49,300 total
includes taxes & fees
Aug 30 - Aug 31
Riverfront Twin Home
Property grounds

10. 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, (65 reviews)
"This place has so much personality and charm! We loved our stay, so many fun little details to enjoy. Very easily accessible to the downtown area, which made our experience very smooth. We'd love to stay there again the next time we're in La Crosse."
United States
Colin W.
The price is ￥14,516
￥25,853 total
includes taxes & fees
Aug 31 - Sep 1
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Property grounds

11. 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, (103 reviews)
"Very nice perfect for us, would rent again!"
United States
Mitchell G.
The price is ￥25,816
￥31,657 total
includes taxes & fees
Aug 30 - Aug 31
The Hen House Retreat - A Comfortable Place to Roost
Interior

12. Sunny Mid-Century 4BR | Near UW

Sunny Mid-Century 4BR | Near UW
Holy Trinity-Longfellow
9.4 out of 10, Exceptional, (41 reviews)
"Walkable to grocery store, gas station and Restraunts which was super helpful since the rental car company was closed when we arrived at the airport due to our flight being delayed.Would definitely stay again"
United States
Kim M.
The price is ￥23,923
￥69,847 total
includes taxes & fees
Sep 7 - Sep 8
Sunny Mid-Century 4BR | Near UW
Living area

13. Riverview, 5BR, Hot tub, Fireplace, Arcade Game

Riverview, 5BR, Hot tub, Fireplace, Arcade Game
Minneiska
The price is ￥56,382
￥67,553 total
includes taxes & fees
Sep 1 - Sep 2
Riverview, 5BR, Hot tub, Fireplace, Arcade Game
Exterior

14. 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, (76 reviews)
"Great communication with hostBeautiful historic home. Wonderful place to stay with a group. "
United States
Melissa W.
The price is ￥29,385
￥38,556 total
includes taxes & fees
Sep 8 - Sep 9
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Exterior

15. 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, (5 reviews)
"great experience !!"
United States
pamela m.
The price is ￥103,526
￥158,453 total
includes taxes & fees
Sep 13 - Sep 14
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
"We spent two nights in a studio suite for college apartment move in. I only wish my kids’ apartments were as nice!! Everything was excellent. The mattresses were firm and comfy. The room was spotless and the complimentary breakfast offered a great selection: eggs, breakfast potatoes, bacon, and, of course, waffles. There were many other items as well. We saved a lot of money booking through Expedia! I am sure this room would be far more expensive during high demand times like La Crosses’s Oktoberfest."
Sarah 1-night trip
Posted 6 hours ago
GrandStay Hotel & Suites

Find out more about Winona

Winona Vacation Homes information

Number of reviews
529
Accommodation
95 Vacation Homes
Lowest Price
￥18,685
Highest Price
￥158,453