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Compare 91 Vacation Homes in Winona with updated reviews, rates, and availability.

"If you’re looking for a relaxing place, that is clean, a great fishing spot, quiet, but still close to everything, this is the place for you! Owner was very nice and the home was just as explained, very clean and comfortable. "

"This property offers a great space for collaboration and team building. "

SAR 949 total

includes taxes & fees

3 Feb - 4 Feb

View of Mississippi River from upper deck

"So cute/quiet/clean with gorgeous views of the river!"

"We had a wonderful stay and our host was great! Wonderful property with everything we needed for a fun, stress-free stay. Three bedrooms, each with its own bath, was ideal! The great room was perfect for group, sit-down dinners and party games!"

"Perfect location and accommodations for week long fishing excursion for 2 guys. Cleaning station in basement was perfect! Will stay again"

"We spent the day exploring around Lacrosse and traveling along Hwy 35. Very comfortable accommodation ‼️"

SAR 535 total

includes taxes & fees

3 Feb - 4 Feb

"Great location. Right across from bait shop. Plenty of room"

Welcome to the Village House Inn. Whole house vacation rental.

"Our family stayed at the Village House Inn over Christmas and it was perfect for accommodating a large group very comfortably. The location and proximity to Winona was also ideal. We will definitely be back! "

SAR 1,957 total

includes taxes & fees

3 Feb - 4 Feb

"the inside was beautiful. the neighborhood was decent and quiet. very comfortable stay!"

SAR 1,067 total

includes taxes & fees

3 Feb - 4 Feb

"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. "

A large deck and covered patio overlooking the Coulee Bluffs

"Comfy, clean and plenty of space for 6"

SAR 779 total

includes taxes & fees

3 Feb - 4 Feb

"Cozy place, Lisa made it very welcoming for Xmas"

"Very clean, very new feeling, very nice place. Will be staying here again!"

The Historic A.C. Carter House Walking Distance to River Fun!

"Just as described with great communication from host."

"Lovely property, super clean, and so many nice, unexpected amenities!"

SAR 459 total

includes taxes & fees

8 Feb - 9 Feb

"We usually spend New Year's with family in LaCrosse. Family's recent move brought us to this part of town, and a VRBO with a yard for the dog seemed the best option. This house was perfect for our needs: room for everyone, beds for everyone, full kitchen with large refrigerator, within walking distance of family, large park nearby (although we only walked the dog there--too cold to play), fully fenced-in yard to let the dog out when returning late and again early in the morning when wanting to...

SAR 1,531 total

includes taxes & fees

5 Feb - 6 Feb

"Our family appreciated having a warm, comfortable home to relax in, and visit while we were together. The 8th Street Blues house was fully stocked, had a fun scavenger hunt and is easy to get around to places. It’s located in a nice neighborhood. Check-in and out was very easy and communication was always fast and friendly. I highly recommend staying here! Chris and Sheila put a lot of thought and care into their home for their guests. Thank you for a wonderful experience! Stacey N"

"The house was great! Kitchen is well stocked and we felt right at home. We would love to come back again!"

"This is a gorgeous house and perfect for my family of 5. We had a great stay and enjoyed the hosts friendly messaging and quick responses. Great location and space. "

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Other property types in Winona

SAR 1,957 total

includes taxes & fees

3 Feb - 4 Feb

"This was our third stay and we love this location. Really appreciated the holiday decorating at the residence. We love this house and it is close to locations we like to frequent. Thank you!"