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Compare 86 Vacation Homes in Winona with updated reviews, rates, and availability.

Family friendly in the peaceful heart of town
Kitchen. Ladder can be removed. Everyday needs are easily in reach on shelves.

Family friendly in the peaceful heart of town

10.0 out of 10, Exceptional, (86)
"Beautiful home with super comfy beds and excellent space to enjoy a friend getaway. Clean home with everything we needed and super wash to access. Owner was SO responsive and super quick with anything questions. Definitely will stay again in a heartbeat!"
Family friendly in the peaceful heart of town
Spacious Dog Friendly, Near UWL, Washer/Dryer, Fenced-In Yard, Firewood Included
Living area

Spacious Dog Friendly, Near UWL, Washer/Dryer, Fenced-In Yard, Firewood Included

10.0 out of 10, Exceptional, (20)
"This was a great location to visit my son who attends UW La Crosse. The house had everything we needed and much more. "
The price is SAR 563
SAR 1,481 total
includes taxes & fees
4 Dec - 5 Dec
Spacious Dog Friendly, Near UWL, Washer/Dryer, Fenced-In Yard, Firewood Included
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
Living area

Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater

2.0 star property
10.0 out of 10, Exceptional, (1)
Waterfront Home with HOT TUB, Large Dock, Game Room, Movie Theater
Great 1 Bedroom unit with easy access to everything
Exterior

Great 1 Bedroom unit with easy access to everything

9.6 out of 10, Exceptional, (45)
"Nice small well-cared for and clean home. We enjoyed the new upgrades. Very nice bathroom. Kitchen was a little light on necessities, but we were not cooking too much, so it was not a problem. On-street parking right in front was convenient. Quiet neighbors. We enjoyed our stay."
The price is SAR 319
SAR 717 total
includes taxes & fees
13 Dec - 14 Dec
Great 1 Bedroom unit with easy access to everything
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
Living area

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

10.0 out of 10, Exceptional, (148)
"This is our 3rd time staying here. It's a great spot to come down to see our grown kid and have everyone around. Enough to do in the house to not get bored if the weather is bad. Will be back as always. "
Secluded Home - Views of Mississippi River remote location 15 min from La Crosse
The Broadway Exchange
Bathroom

The Broadway Exchange

9.8 out of 10, Exceptional, (18)
"Comfy beds. Good gathering spaces…living room, kitchen island, dining room. Outdoor space too. "
The Broadway Exchange
The Bungaleau 1 Bedroom House In Cute Rivertown

The Bungaleau 1 Bedroom House In Cute Rivertown

9.8 out of 10, Exceptional, (76)
"Perrot State Park was a great place for a day hike. We'll be back!"
The Bungaleau 1 Bedroom House In Cute Rivertown
Superior Queen Room With Two Queen Beds Non-Smoking
Room

Superior Queen Room With Two Queen Beds Non-Smoking

2.0 out of 10, (1)
The price is SAR 297
SAR 411 total
includes taxes & fees
24 Nov - 25 Nov
Superior Queen Room With Two Queen Beds Non-Smoking
Mississippi waterfront vacation home that welcomes dogs! Private dock for boats
Exterior

Mississippi waterfront vacation home that welcomes dogs! Private dock for boats

2.0 star property
10.0 out of 10, Exceptional, (1)
"This is a beautiful home with an amazing river view! We loved the sunroom and the loft sitting area. The entire home is extremely clean and had everything we needed for cooking and playing games…2 large tables and even a drawer full of games. We brought our own games, but ended up putting those aside once our girls found that drawer. Communication with Shawna was very prompt. We will definitely stay here again if we’re back in the area!"
Mississippi waterfront vacation home that welcomes dogs! Private dock for boats
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Property grounds

Bayfront Cottage is a 3 bedroom house on Richmond Bay.

8.4 out of 10, Very Good, (26)
"We were up in the are for Oktoberfest Race Weekend at Lacrosse Fairgrounds Speedway. Property had everything you needed, as we were not there a ton. Just sleeping and showers. Would be a great place during the summer, with a riverfront back yard, and plenty of space to hang out and have a fire, etc."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
8th Street Blues!

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

10.0 out of 10, Exceptional, (123)
"Gal friends out for a weekend to see Charlie Berens show at the LaCrosse Center. The accommodations were pretty outstanding. Very cute set up and with much appeal and a lot of space. Great idea to have the Scavenger hunt. Not sure if you offer more than one house key, but would recommend for larger groups if they choose to do different adventures and split groups. Would highly recommend and return to this vrbo. Well done and thank you for accommodating with early check in."
8th Street Blues! 3 Bed, 2 Bath near downtown LaCrosse
Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region
Room

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

10.0 out of 10, Exceptional, (14)
"We had a great stay. Location was great and host was very accommodating. We will be back to stay again. Home was warm and welcoming for our family "
Cozy 4 bedroom relax atmosphere enjoy beauty of bluff country driftless region
Quirky Retro Cottage in La Crosse, Blocks away from Mississippi River
Room

Quirky Retro Cottage in La Crosse, Blocks away from Mississippi River

9.8 out of 10, Exceptional, (11)
"We spent the day exploring around Lacrosse and traveling along Hwy 35. Very comfortable accommodation ‼️"
The price is SAR 390
SAR 535 total
includes taxes & fees
25 Nov - 26 Nov
Quirky Retro Cottage in La Crosse, Blocks away from Mississippi River
Vintage Lustron Home Piece of History
Room

Vintage Lustron Home Piece of History

10.0 out of 10, Exceptional, (16)
"My grandparents owned a Lustron home, so staying here was like revisiting fond childhood memories. Back then, the home didn't seem so unusual; now it's definitely a post-war time capsule. The original features are in very good condition and the home is spotlessly clean. Everything was as described, very comfortable and in good working order. Appreciated the snacks in the kitchen. "
The price is SAR 375
SAR 645 total
includes taxes & fees
24 Nov - 25 Nov
Vintage Lustron Home Piece of History
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Exterior

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

10.0 out of 10, Exceptional, (11)
"the inside was beautiful. the neighborhood was decent and quiet. very comfortable stay!"
The price is SAR 882
SAR 1,084 total
includes taxes & fees
24 Nov - 25 Nov
Charming 3-bedroom, 2 bathroom house with outdoor space 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, (9)
"This was the perfect place for 5 UW-La Crosse alumni to spend a few days. After not seeing each other for 50 years, we spent a lot of time talking on the porch, in the kitchen, and the living areas. We walked to UW-L and downtown. The beds were comfortable, and the kitchen well-stocked. "
The price is SAR 732
SAR 959 total
includes taxes & fees
24 Nov - 25 Nov
Comfort & Elegance in a Historic La Crosse, Wisconsin Mansion
Cozy, clean 3-bedroom house with AC and WiFi in serene Brownsville, MN.
Private kitchen

Cozy, clean 3-bedroom house with AC and WiFi in serene Brownsville, MN.

9.4 out of 10, Exceptional, (3)
"Great location in town near the river and Saxon hall. Comfortable beds and a great host! Hope to stay again!"
Cozy, clean 3-bedroom house with AC and WiFi in serene Brownsville, MN.
Charming 2-bedroom house in lovely La Crosse, minutes from downtown area
Exterior

Charming 2-bedroom house in lovely La Crosse, minutes from downtown area

2.0 star property
Charming 2-bedroom house in lovely La Crosse, minutes from downtown area
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!
The Historic A.C. Carter House Walking Distance to River Fun!

The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!

9.6 out of 10, Exceptional, (81)
"Just as described with great communication from host."
The Historic A.C. Carter House - River Romance on the La Crosse Historical Tour!
Mississippi River View with updated driveway

Mississippi River View with updated driveway

9.4 out of 10, Exceptional, (126)
"The inside of the house was great!"
Mississippi River View with updated driveway
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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Other property types in Winona

Creekside Cabin Getaway

Creekside Cabin Getaway

9.4 out of 10, Exceptional, (104)
"Weather was better than good for autumn in Minnesota, lots of trails to walk, only disappointment was the main reason we went down, to check out the Maritime Art Museum, not impressed."
Creekside Cabin Getaway
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Property grounds

Bayfront Cottage is a 3 bedroom house on Richmond Bay.

8.4 out of 10, Very Good, (26)
"We were up in the are for Oktoberfest Race Weekend at Lacrosse Fairgrounds Speedway. Property had everything you needed, as we were not there a ton. Just sleeping and showers. Would be a great place during the summer, with a riverfront back yard, and plenty of space to hang out and have a fire, etc."
Bayfront Cottage is a 3 bedroom house on Richmond Bay.
Heritage hideaway-Secluded Log Cabin
Front patio area with charcoal grill

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (357)
"My wife and I stayed here a few years ago and loved everything about this place, so when the opportunity came for me to take a vacation on my own, I knew where I was going. It's so nuce how quuet and secluded it is here. You'll have basically everything you need for a nice stay here. "
Heritage hideaway-Secluded Log Cabin
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.