Vacation rentals with outdoor seating in Winona County

We had a wonderful stay at Leon andBritt’s home! We felt warm and cozy the second we walked into the house and our dogs were instantly comfortable. They did a beautiful job renovating the home, we loved the kitschy vibe that changed from room to room, the beds were super comfy, the fenced in backyard for the dogs was fantastic to have, and the kitchen was well-stocked. It was a great landing pad while home to celebrate the holidays just across the river in Winona for a few days. We would definitely recommend staying at Leon and Britt’s home!

Had a great stay! The location was perfect. We were able to walk to the local donut place, a park, and a sandwich shop. And then other destinations were an easy drive away. The place was very clean, functional, and the furniture was super comfy! We had everything we needed.

Everything as expected. Nice quiet neighborhood. Lots of natural light in the home made for a pleasant stay.

We had a wonderful stay! The property was spacious, clean, and very comfortable. The kitchen was well-stocked with cooking utensils, which made it easy for us to prepare meals. The location was excellent—a short drive from the La Crosse Rotary Christmas lights, which we really enjoyed visiting during our (winter) stay. While it was nice in winter, we can imagine it being even more perfect in spring or summer, given its proximity to the river and nearby parks. The hosts were fantastic—they communicated very well prior to check-in and even went the extra mile to repair the a last min issue with the refrigerator in time for our stay. Their attention to detail and effort truly made a difference. We would definitely love to return!

Quaint home along the Mississippi River that is well-stocked and the perfect place for a cozy fall gathering (especially with the pellet stove running). Instructions were clear and helpful, Andrew was quick to respond and is a great host! The loft area could be difficult for older guests or small children to access, but fun for kids of the right age.

Perfect spot for a sisters' getaway! Gorgeous location, cozy and clean cottage. Everything we needed!

We loved our stay at Hill Street House! We felt so at home. Everything we needed (and more) was there. The view of the bluffs, River and eagles right from our living room was spectacular! Many wonderful hikes were available in the area. We hated to leave!!!!

Loved our stay at the Loft! Great location with beautiful view. Brad was very responsive and thoughtful. Thought the trains would potentially be an issue but they were not. Hot tub was an amazing bonus with the cold temps in January. This is a cozy little joint that we hope to visit again!

Beautiful! My son and I stayed for a soccer tournament in La Crosse and I’m heart broken that we couldn’t spend more of our time at the cabin. The views are breathtaking and so calming. My son that is typically on his phone was watching ducks and enjoying the waves on the lake/river. The cabin itself is cozy and “basic” - perfect! The bed was like sleeping in a cloud!! I cannot wait to come back (without kids) and actually enjoy the space. ❤️

We loved staying here! The views of the river were phenomenal and the place was so cozy! 100% would stay again!!

We were in town for a family holiday party and after an ultra long day of travel it was lovely to crash into a warm bed. What made it extra lovely was bagels, eggs, bacon, jam, and fruit in the mini fridge so we could tackle the first full day with gusto. Nan and Steve were welcoming without being intrusive, which is a very fine line to walk, but they did so very well. I hope the next time I am in town the Treetop Suites are available because I would stay here again.

This space was perfect for our big group. Plenty of seating and sleeping arrangements for everyone with tons of extra towels, pillows, and bedding. The location is a quiet and private spot along the river with beautiful views. We liked that it was within walking distance from downtown Winona and loved hanging out around a fire at the end of the day. Julie went above and beyond as a host, was easy to communicate with, and flexible with our checkout time so we could spend more time enjoying each other’s company in her great space!

Angie’s place was perfect for our long weekend getaway in LaCrosse. The location was ideal for our purposes. I would not hesitate to stay here again.