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Holiday Homes in Winona

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Check prices for these dates

Next weekend
1 Aug - 3 Aug
In two weeks
8 Aug - 10 Aug
In one month
22 Aug - 24 Aug
In two months
19 Sept - 21 Sept

Featured Holiday Homes in Winona

Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
Enjoy cooking in this well-equipped kitchen with a double oven, microwave, and large window offering a view of the outside.

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

10.0 out of 10, Exceptional, (37)
"Fantastic home. Excellent communication from Beth! Wonderful trip!"
The price is AU$629
includes taxes & fees
28 July - 29 July
Spacious & Immaculate Dog-Friendly Gem, Near UWL, Washer/Dryer & Fire Pit!
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Stunning Victorian-style building with a charming front porch and beautifully manicured lawn.

Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion

9.8 out of 10, Exceptional, (29)
"House was amazing and was exactly as advertised. Would definitely stay again."
The price is AU$391
includes taxes & fees
10 Aug - 11 Aug
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
Stunning home with a front porch and a charming entrance.

8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse

10.0 out of 10, Exceptional, (143)
"3 couples enjoying a weekend away :) "
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Classic brick house with a charming porch and beautifully manicured grounds.

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (127)
"It was very comfortable house to stay in snd share our time together. "
The price is AU$740
includes taxes & fees
6 Aug - 7 Aug
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Riverfront Twin Home
Relax in this cozy living space with a fireplace, flat-screen TV, and comfortable seating.

Riverfront Twin Home

10.0 out of 10, Exceptional, (30)
"Nice place to stay. Great location. "
The price is AU$468
includes taxes & fees
30 July - 31 July
Riverfront Twin Home
River Rambler
Cozy living space with a kitchen area, featuring an oven and a comfortable armchair by the window.

River Rambler

9.6 out of 10, Exceptional, (10)
"Great experience, had everything we needed and wanted! Hostess was excellent!"
River Rambler
Great 1 Bedroom unit with easy access to everything
Enjoy cooking in this well-equipped kitchen with a double sink, microwave, stove, and refrigerator.

Great 1 Bedroom unit with easy access to everything

9.6 out of 10, Exceptional, (52)
"This was a perfect place to stay for our 2 night stay in LaCross. It was clean and comfortable and close to everything we wanted to see. It had an adequate kitchen for cooking meals and a comfortable bed. "
The price is AU$336
includes taxes & fees
28 July - 29 July
Great 1 Bedroom unit with easy access to everything
The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air
Relax in a cozy space with a pool table, bookshelf, and potted plant.

The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air

9.8 out of 10, Exceptional, (28)
"A perfect place to gather after a day of sight seeing. "
The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air
French Island w/Hot Tub, Kayak, Lake View, EV
Enjoy serene views of a tranquil body of water from this residence.

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

10.0 out of 10, Exceptional, (15)
"Very nice place. Great area."
French Island w/Hot Tub, Kayak, Lake View, EV
3BR Ranch / Near Hospitals, Universities, Bluff, River, Coffee Shop, & More!
Enjoy cooking in this well-equipped kitchen with a central island, stainless steel appliances, and a warm wooden floor.

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

10.0 out of 10, Exceptional, (4)
"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!
Enjoy this 2 bedroom, 1 bath, cozy lake side house located on Lake Onalaska.
Enjoy cooking in this kitchen with a refrigerator, microwave, and stove.

Enjoy this 2 bedroom, 1 bath, cozy lake side house located on Lake Onalaska.

10.0 out of 10, Exceptional, (121)
"Needed a place allowing a dog. Nice location with several nice views. Plenty of wildlife swimming by."
Enjoy this 2 bedroom, 1 bath, cozy lake side house located on Lake Onalaska.
Beautiful Bay views at Bayfront Resort
Relax in this inviting space with a chessboard for a friendly game, a cozy dining area, and comfortable seating.

Beautiful Bay views at Bayfront Resort

7.8 out of 10, Good, (21)
"TY for your hospitality. "
Beautiful Bay views at Bayfront Resort
'RiverSong' Waterfront La Crosse Home w/ Dock
Enjoy meals in this well-equipped kitchen and dining area with a central island, round dining table, and appliances.

'RiverSong' Waterfront La Crosse Home w/ Dock

10.0 out of 10, Exceptional, (78)
"An exceptional experience!"
'RiverSong' Waterfront La Crosse Home w/ Dock
Charming 3-bedroom house with WiFi and AC in beautiful La Crosse
Relax in a serene setting with expansive forest views from large windows, accompanied by a comfortable seating area with two armchairs and a small table.

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

9.8 out of 10, Exceptional, (11)
"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
Vintage Lustron Home Piece of History
Relax in this stylish living room with two sofas and a coffee table, surrounded by decorative shelves and a clock.

Vintage Lustron Home Piece of History

10.0 out of 10, Exceptional, (20)
"We've stayed here several times and enjoy it every time. We enjoy visiting the area and exploring what it has to offer while visiting friends"
The price is AU$358
includes taxes & fees
28 July - 29 July
Vintage Lustron Home Piece of History
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Relax in this charming outdoor seating area with a wicker sofa, chairs, and table, surrounded by lush greenery and a warm ambiance.

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

9.6 out of 10, Exceptional, (32)
"Great place to stay when visiting LaCrossee"
The price is AU$192
includes taxes & fees
28 July - 29 July
Nostalgic Retro Cottage, Blocks Away from Mississippi River. Full Fenced in Yard
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Stunning two-story home with a charming front porch and gable roof.

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

10.0 out of 10, Exceptional, (10)
"Clean property, affordable price, good experience all around!"
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Enjoy cooking in this kitchen with a microwave and stove, surrounded by modern cabinetry and tile flooring.

Bayfront Cottage is a 3 bedroom house on Richmond Bay.

8.0 out of 10, Very good, (36)
"Came to town for fishing trip. Convenient location and great view out back yard!"
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Cobblestone Cottage, 4 Bedroom, centrally located
Enjoy meals in this elegant dining room with a round table and four chairs, surrounded by large windows and a chandelier.

Cobblestone Cottage, 4 Bedroom, centrally located

9.6 out of 10, Exceptional, (17)
"Property matched photos. It was very well stocked. Communication was excellent. A great stay. "
Cobblestone Cottage, 4 Bedroom, centrally located
The Bungaleau 1 Bedroom House In Cute Rivertown
Situated on a quiet street, this charming home offers a front porch with a bench and table, and a small garden area with lush greenery.

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (82)
"Bungaleau would be great for multiple night stay"
The price is AU$246
includes taxes & fees
6 Aug - 7 Aug
The Bungaleau 1 Bedroom House In Cute Rivertown
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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