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Compare 35 Vacation Homes in Rollingstone with updated reviews, rates, and availability.

You'll have endless fun in our endless pool! Overlooks the Mississippi River!

"We love our whole experience. Home was very clean, check in was a breeze, and so much to do. The host was easy to communicate with. They had the most wonderful and thoughtful welcome basket. Highly recommend this home and we will definitely be back in the future."

"It was just beautiful!"

"It is conveniently located; excellent hosts; property is great."

AED 729 total

includes taxes & fees

13 Dec - 14 Dec

"View and spacious rooms and bedrooms! Every couple loved having a bathroom, with family it was fine using the 5th bathroom in another’s bedroom which had the 5th bathroom. Loved the balcony around most of the house. Sister in law locked us out of the house but management was able to solve the issue immediately, what a lifesaver to get a tired family after a wedding into the house. Wish we had more time there to be with bothers and sisters. "

"Huge house with plenty of room for everyone to sleep. Great old time charm in this place. Huge backyard and plenty of parking and extremely easy to find and access - right on the main drag of the town. Easily walk to great restaurants too!! If you have a large group this is the place for you! "

"Money Creek Ranch is simply amazing. The house and property were absolutely incredible for our family to check out and be out in nature. The house is the most well equipped VRBO we’ve stayed in. Lots for the kids to do in the house, and seemingly endless trails to explore outside. We’ll definitely be back. "

Amazing Mississippi River views from the sun-room

"My long time friend and I decided to get away for a few days, it was at last minute idea. We decided to go to Fountain City/Winona area to be by the river and see that part of Wisconsin/Mn. Enjoyed our time to relax and shop. The Farmhouse apartment is very nice and is exactly as described. If you love old charm in a small town, you will enjoy your stay. "

AED 904 total

includes taxes & fees

2 Dec - 3 Dec

"It was a great HQ and place to sleep and relax. "

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

"We came to town for a family funeral. The house was the perfect space for three generations to gather. It was perfect!"

AED 2,027 total

includes taxes & fees

1 Dec - 2 Dec

Kitchen. Ladder can be removed. Everyday needs are easily in reach on shelves.

"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!"

"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. "

AED 631 total

includes taxes & fees

29 Nov - 30 Nov

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

AED 1,061 total

includes taxes & fees

1 Dec - 2 Dec

"Loved all the extras the place offered that were not even mentioned...all the kitchen supplies, gas grill, etc. The house very clean house and was perfect for our weekend stay."

"Great lodge at great price"

"The inside of the house was great!"

"This is the best VRBO weve ever stayed in. The amenities were amazing . We had a great stay. The owners were very accommodating and responds quickly. Thank you for your excellent service."

AED 450 total

includes taxes & fees

30 Nov - 1 Dec

"Great house for our family group of 12. The kitchens were well stocked for cooking, which we did a lot of. The house was very comfortably furnished. It was easy to gather as a large group in the family room or dining room, but also lots of space to be by one's self. The last morning of our stay, we all ended up in the front room just talking before we left."

AED 2,560 total

includes taxes & fees

2 Dec - 3 Dec

"This property was conveniently located nearby to multiple boat landings giving great access to the Mississippi waterway. The house itself was clean and well set up allowing us to just relax relax.reonvacatvacation"

"Comfy beds. Good gathering spaces…living room, kitchen island, dining room. Outdoor space too. "

Make yourself at home in this newly updated kitchen

"A perfect place to gather after a day of sight seeing. "

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Other property types in Rollingstone

"Would definitely stay here again. Comfortable (love the memory foam mattresses) and extremely clean and well stocked. We debated staying in Winona and are so thankful we didn’t (the traffic!) This was the perfect location for hitting all the state parks in this corner of MN. One thing to clarify: the bathroom is inside the bedroom so the living room guests have to enter the bedroom at night. A couple of things we would change if we could: a regular coffee maker would be great. My coffee-drinker...