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Check prices for these dates

In two weeks
17 Oct - 19 Oct
In one month
31 Oct - 2 Nov
In two months
28 Nov - 30 Nov
In three months
26 Dec - 28 Dec

Vacation Homes in Winona

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Exterior

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (40)
"Gorgeous place!"
The price is AED 678
AED 881 total
includes taxes & fees
5 Oct - 6 Oct
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
The Bungaleau 1 Bedroom House In Cute Rivertown
Exterior

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (87)
"Great place to stay for a visit to Trempealeau and the surrounding area. "
The price is AED 459
AED 589 total
includes taxes & fees
9 Oct - 10 Oct
The Bungaleau 1 Bedroom House In Cute Rivertown
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
Fridge, microwave, oven, stovetop

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!

10.0 out of 10, Exceptional, (44)
"Quiet and great location."
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
River Front Property
Smart TV, video games, books, stereo

River Front Property

10.0 out of 10, Exceptional, (100)
"Location was perfect! Patio was exceptional and had all the amenities we could ever need. Host had info for activities to do in the area. Location was close to the boat ramps. Would love to stay again! "
River Front Property
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
Beach towels

Secluded Home - Views of Mississippi River remote location 15 min from La Crosse

10.0 out of 10, Exceptional, (164)
"Awesome property, highly recommend!"
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
The Hen House Retreat - A Comfortable Place to Roost
Exterior detail

The Hen House Retreat - A Comfortable Place to Roost

9.6 out of 10, Exceptional, (84)
"Very relaxing and chris was very accommodating to our needs. "
The price is AED 595
AED 730 total
includes taxes & fees
6 Oct - 7 Oct
The Hen House Retreat - A Comfortable Place to Roost
Fountain City Loft, hot tub, river views
Fridge, microwave, oven, stovetop

Fountain City Loft, hot tub, river views

10.0 out of 10, Exceptional, (26)
"Beautifully finished and very comfortable place in a cute and fun little river town. We loved watching sunsets from the deck and hot tub!"
Fountain City Loft, hot tub, river views
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Property grounds

Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard

9.8 out of 10, Exceptional, (41)
"Great place to stay when visiting LaCrossee"
The price is AED 324
AED 457 total
includes taxes & fees
6 Oct - 7 Oct
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Sunlit & spacious home in a quiet, natural setting
Property grounds

Sunlit & spacious home in a quiet, natural setting

10.0 out of 10, Exceptional, (1)
"Very fun area for access to the outdoors and the host was very kind! Thanks and will definitely come back. "
Sunlit & spacious home in a quiet, natural setting
3BR Ranch / Near Hospitals, Universities, Bluff, River, Coffee Shop, & More!
Fridge, microwave, oven, stovetop

3BR Ranch / Near Hospitals, Universities, Bluff, River, Coffee Shop, & More!

10.0 out of 10, Exceptional, (7)
"Lots of room. Large beds & bedrooms. Entire interior has been updated and is very cozy. The local Coffee house next door was an awesome bonus. "
3BR Ranch / Near Hospitals, Universities, Bluff, River, Coffee Shop, & More!
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Exterior

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

10.0 out of 10, Exceptional, (15)
"Clean property, affordable price, good experience all around!"
The price is AED 551
AED 676 total
includes taxes & fees
8 Oct - 9 Oct
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Beautiful Bay views at Bayfront Resort
Interior

Beautiful Bay views at Bayfront Resort

7.6 out of 10, Good, (28)
"Spacious property with a beatiful view. It was perfect for our family to attend anwedding at Celebrations"
Beautiful Bay views at Bayfront Resort
French Island w/Hot Tub, Kayak, Lake View, EV
Property grounds

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

10.0 out of 10, Exceptional, (18)
"Just great for a family of 3 with great communication and hospitality. "
French Island w/Hot Tub, Kayak, Lake View, EV
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Fridge, microwave, oven, stovetop

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

10.0 out of 10, Exceptional, (22)
"The home was perfect for 3 adults needing 3 bedrooms in a quiet location in a safe neighborhood! Very cute house, nicely appointed with everything we needed (and more)!"
The price is AED 955
AED 1,174 total
includes taxes & fees
5 Oct - 6 Oct
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Vintage Lustron Home Piece of History
Smart TV, books

Vintage Lustron Home Piece of History

10.0 out of 10, Exceptional, (23)
"I loved staying here! The interior was comfortable, cozy, and fascinating! "
The price is AED 496
AED 791 total
includes taxes & fees
12 Oct - 13 Oct
Vintage Lustron Home Piece of History
Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region
Smart TV, DVD player, books

Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region

9.6 out of 10, Exceptional, (30)
"We absolutely loved this home and area! Very clean house and well-stocked kitchen which made making our meals easy. Would definitely stay again!"
Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region
Victorian era Mississippi riverview retreat.
Property grounds

Victorian era Mississippi riverview retreat.

9.8 out of 10, Exceptional, (31)
"Property was clean, comfortable, and just what we were looking for."
Victorian era Mississippi riverview retreat.
Bluffside cottage with gorgeous views
Property grounds

Bluffside cottage with gorgeous views

10.0 out of 10, Exceptional, (31)
"We loved the deck and were so impressed with the cleanliness and quality of the house! Very cozy and comfortable. Would highly recommend!"
Bluffside cottage with gorgeous views
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse
Interior

Charming 3-bedroom house with WiFi and AC in beautiful La Crosse

9.8 out of 10, Exceptional, (15)
"Home is located in a great area with all the amenities needed. Very nice home!"
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse
Family friendly in the peaceful heart of town
Interior

Family friendly in the peaceful heart of town

10.0 out of 10, Exceptional, (103)
"Convienient and in the perfect location for our needs. "
Family friendly in the peaceful heart of town
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

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

10/10 Excellent
"The staff was awesome. The pool area was great, the room was comfortable, very nice."
Tim 1-night trip
Posted 19 hours ago
Express Suites Riverport Inn & Suites