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Our top choices for Winona holiday homes

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-OnsHistoric Downtown Winona
9.8 out of 10, Exceptional, (37 reviews)
The price is £157
includes taxes & fees
23 Nov - 24 Nov

2. Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Charming 3-bedroom, 2 bathroom house with outdoor space in WinonaWinona
10.0 out of 10, Exceptional, (36 reviews)
The price is £218
includes taxes & fees
15 Nov - 16 Nov

3. Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MN
Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MNWinona
10.0 out of 10, Exceptional, (153 reviews)
The price is £319
includes taxes & fees
15 Nov - 16 Nov

4. Parkside Pet Friendly Bungalow
Parkside Pet Friendly BungalowWinona
8.0 out of 10, Very good, (2 reviews)
The price is £180
includes taxes & fees
30 Nov - 1 Dec

5. Tamarack Point Homestead
Tamarack Point HomesteadArcadia
10.0 out of 10, Exceptional, (49 reviews)
The price is £90
includes taxes & fees
24 Nov - 25 Nov

6. Vintage Lustron Home Piece of History
Vintage Lustron Home Piece of HistoryMinnesota City
10.0 out of 10, Exceptional, (36 reviews)
The price is £155
includes taxes & fees
16 Nov - 17 Nov

7. The Chateau on Butterfly Trail - 6 Bdrm Retreat
The Chateau on Butterfly Trail - 6 Bdrm RetreatFountain City
7.4 out of 10, Good, (3 reviews)
The price is £381
includes taxes & fees
15 Nov - 16 Nov

8. Riverview, 5BR, Hot tub, Fireplace, Arcade Game
Riverview, 5BR, Hot tub, Fireplace, Arcade GameMinneiska
The price is £308
includes taxes & fees
2 Dec - 3 Dec

9. The Hen House Retreat - A Comfortable Place to Roost
The Hen House Retreat - A Comfortable Place to RoostHighland
9.6 out of 10, Exceptional, (110 reviews)
The price is £142
includes taxes & fees
15 Nov - 16 Nov

10. Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in YardNorthside
9.8 out of 10, Exceptional, (73 reviews)
The price is £139
includes taxes & fees
16 Nov - 17 Nov

11. French Island w/Hot Tub, Kayak, Lake View, EV
French Island w/Hot Tub, Kayak, Lake View, EVLa Crosse
9.8 out of 10, Exceptional, (25 reviews)
The price is £224
includes taxes & fees
15 Nov - 16 Nov

12. Riverfront Twin Home
Riverfront Twin HomeLa Crosse
10.0 out of 10, Exceptional, (66 reviews)
The price is £222
includes taxes & fees
18 Nov - 19 Nov

13. Chic Mid-Century 4BR Near UW Campus
Chic Mid-Century 4BR Near UW CampusHoly Trinity-Longfellow
9.6 out of 10, Exceptional, (46 reviews)
The price is £359
includes taxes & fees
18 Nov - 19 Nov

14. Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Comfort & Elegance in a Historic La Crosse, Wisconsin MansionHistoric Downtown La Crosse
9.8 out of 10, Exceptional, (89 reviews)
The price is £166
includes taxes & fees
16 Nov - 17 Nov
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.
Learn more about Winona
Nestled between dramatic bluffs along the Mississippi River, this historic town offers vibrant arts festivals and excellent hiking through Sugar Loaf's trails. Visit the Minnesota Marine Art Museum to see masterpieces, then rent kayaks to explore hidden backwaters when summer temperatures peak.

Top reviews in Winona

Alexander Mansion Bed and Breakfast
Alexander Mansion Bed and BreakfastHistoric Downtown Winona































































