Kid-friendly holiday rentals in Winona County

This was our second time staying here. Just like the first time, our stay was great! We wanted for nothing as the beds are comfortable and the house is very well stocked. It is kept clean and tidy. We visit this area every summer and I would definitely choose to stay again next year!

We have been staying at Carisa's place for years and it's always an awesome experience. We love Galesville and the surrounding area. This year we were really excited to bring our 8 month old for the first time. Carisa provided a brand new pack and play, making it one less thing we had to bring. We felt super at home and can't wait to return!

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

The house was above what was described in words and pictures Celeste was great to work with. Very responsive and flexible Would recommend this property to anyone.

Megan was such a friendly and responsive host, and her home was the perfect place for my kiddos and me to stay when we were visiting family in Winona! The home has a beautiful, big fenced-in yard with plenty of grass to play in, all of the amenities that we needed, including smart TVs, all of the kitchen appliances we wanted, games and puzzles, and a nice long driveway. It’d also located just across the street from the lake, which is really convenient and so lovely! All of Megan’s amazing photography lining the walls is an added bonus :) We can’t wait to stay here again the next time we’re in town. Thanks, Megan, for giving my crew such a cozy and comfortable place to land!

This is the second time we have stayed at this house (refer to my previous review from May-June 2024). It is a great house in a nice quiet area. We really appreciate how every room has its own bathroom, which is nice when you have a larger group of guys like we do. We have nothing but good things to say about the house as well as the host, as Samantha is very nice, responsive, and easy to work with. She was also very flexible with us and took care of us as return customers. At the moment we do not plan to return to Winona next year, but if we ever do come out this way again, we will certainly be staying here again!

We really enjoyed our stay here! We especially enjoyed that they allowed our dog. Yes, we noticed the trains, but it really wasn't bothersome. The kitchen had everything we needed to make several meals. Everything was very clean. We walked to near by lakes and toured downtown. Since our son lives in town, we would love to stay here again in the future!

We weren't actually there just too much since we were busy with a wedding schedule, but was way better to have this shared by our small extended family rather than some hotel rooms. Just one bathroom was a minor issue, but that was not a new scenario for us to work through. We're thankful for the space and opportunity to have some good down-time.

An architectural delight. This awesome old building was recently converted into modern living spaces. Very comfortable and clean. Walkable neighborhood, right in the middle of everything. Host was very responsive and friendly. One thing to note is that the building is right next to a bar. This can cause some late night noise on the weekends. Random shouting and whooping it up occurred until about 1 AM. Check out Muddled Thyme for their delicious brickoven pizza! Highly recommend the local Shakespeare festival as well. Phenomenal quality shows. Not what one might expect from a small town in the middle of Minnesota.

Exactly what we expected and needed for a short stay in St. Charles.

I rented this property for the Groomsmen in my granddaughter's wedding. It was perfect and they were very comfortable...they had not one complaint! Thank you!

Beautiful apartment, many Winona elements and the giant tub is amazing.

loved the fact that this was basically a large studio apartment. good places to eat in the area wonderful sightseeing trails in the area as well. Luke was very responsive.

We had the most wonderful anniversary getaway at Hattie’s Place! Nestled in the quiet charm of Rollingstone, this spot was the perfect escape. The town itself is peaceful and picturesque—a hidden gem that feels like a true retreat from the hustle and bustle. Debra thought of absolutely everything when decorating and stocking Hattie’s Place. From the cozy, thoughtfully curated decor to the fully equipped kitchen and little extras throughout the home, it was clear she put great care into making sure we had everything we needed for a relaxing and enjoyable stay. What made the experience even better was Debra’s communication. She was incredibly responsive and offered personalized recommendations that made our visit feel all the more special. We would highly recommend Hattie’s Place to anyone looking for a quiet, relaxing getaway—and we would definitely stay again!

Logan was a wonderful host, very responsive. I didn’t realize prior to arrival that the unit was only one section of the house and our unit was in the back of the house, but we still had some views of the water and it was peaceful. Appreciate Logan allowing us flexibility for our arrival and departure times- it really allowed us to maximize our time! We were also able to see the rest of the house and it is beautiful! Likely will be back with more family.

We enjoyed our short stay in your lovely location. The view of the Mississippi was great. And we would certainly consider staying there again when we visit the area!