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Check prices for these dates

Next weekend
2 May - 4 May
In two weeks
9 May - 11 May
In one month
23 May - 25 May
In two months
20 Jun - 22 Jun

Compare 53 Vacation Homes in Rollingstone with updated reviews, rates, and availability.

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Exterior

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

10.0 out of 10, Exceptional, (5)
"Very nice and decorated great. Had all the little cute touches. "
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life
Property grounds

Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life

10.0 out of 10, Exceptional, (39)
"Very nice house and very nice host! The cat, dogs, and goats were so great too. We had a wonderful time!"
Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
Property grounds

The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs

10.0 out of 10, Exceptional, (45)
"The BRD Nest was a great place for our big family group to stay. Plenty of bedrooms and baths for privacy and nice open common areas for gathering. Can’t beat the view of the river from the windows and deck! "
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
Bluffside cottage with gorgeous river views
Property grounds

Bluffside cottage with gorgeous river views

10.0 out of 10, Exceptional, (26)
"Very clean, great views, beautiful interior "
Bluffside cottage with gorgeous river views
Family friendly in the peaceful heart of town
Interior

Family friendly in the peaceful heart of town

10.0 out of 10, Exceptional, (88)
"Beautiful house, close to the lake. Had everything you could need."
Family friendly in the peaceful heart of town
Sunrise on Skyline - Indoor Pool - Arcades - Amazing Views!
Smart TV, fireplace, video games, DVD player

Sunrise on Skyline - Indoor Pool - Arcades - Amazing Views!

10.0 out of 10, Exceptional, (68)
"We had stayed at this property a couple years ago and this stay was just as great as the first. We had family ages 6-70 and everyone really enjoyed their stay. There was plenty of space to be together but enough rooms to have some space too. Everyone enjoyed the games and pool room."
Sunrise on Skyline - Indoor Pool - Arcades - Amazing Views!
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
Smart TV, fireplace, DVD player, foosball

Entire high-quality lodge well equipped and tranquil - See ALBINO deer!

10.0 out of 10, Exceptional, (75)
"Great communication with the owners and the place was extremely clean! I hope I get the chance to stay here again! "
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
Serene Riverfront Cabin in Wabasha
Miscellaneous

Serene Riverfront Cabin in Wabasha

10.0 out of 10, Exceptional, (8)
"It was just beautiful!"
Serene Riverfront Cabin in Wabasha
Mississippi River View with updated driveway
Exterior

Mississippi River View with updated driveway

9.6 out of 10, Exceptional, (127)
"Great property!"
Mississippi River View with updated driveway
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.
3 bedrooms, iron/ironing board, free WiFi, bed sheets

Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.

10.0 out of 10, Exceptional, (44)
"Comfortable stay. There was an issue with the code not working but the host was able to go unlock the door. By the time we got back from dinner we were able to get in and unpacked. Host was checking on why the code wouldn’t work as it should. Not an issue with host. Code should have worked"
The price is AED 606
AED 729 total
includes taxes & fees
28 Apr - 29 Apr
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.
The Perfect All Seasons Getaway
Exterior

The Perfect All Seasons Getaway

9.6 out of 10, Exceptional, (25)
"Had a wonder visit with family while overlooking the Mississippi. "
The Perfect All Seasons Getaway
Tamarack Point Homestead
Property grounds

Tamarack Point Homestead

10.0 out of 10, Exceptional, (23)
"Lovely property, super clean, and so many nice, unexpected amenities!"
The price is AED 353
AED 450 total
includes taxes & fees
28 Apr - 29 Apr
Tamarack Point Homestead
Victorian era Mississippi riverview retreat.
Property grounds

Victorian era Mississippi riverview retreat.

9.8 out of 10, Exceptional, (26)
"Stayed here for funeral in Winona. Great house walking distance to a few places to eat. Great view of the river. Could use another shower in the upstairs bathroom, but our teenage daughter really loved the tub. "
Victorian era Mississippi riverview retreat.
The Broadway Exchange
Exterior

The Broadway Exchange

10.0 out of 10, Exceptional, (24)
"The owners are very timely in their communication. The home is always clean and has things to do (books, games) and information about what is going on around town. While my kids all have their own space, the house lends itself to hanging out and enjoying each other's company! I love that house is updated, but still retains some original craftmanship and charm."
The Broadway Exchange
Vintage Lustron Home Piece of History
Smart TV, books

Vintage Lustron Home Piece of History

10.0 out of 10, Exceptional, (17)
"Our family enjoyed staying in this piece of pre-fab home history. Very clean and comfortable accommodations. Would visit again."
The price is AED 551
AED 854 total
includes taxes & fees
28 Apr - 29 Apr
Vintage Lustron Home Piece of History
The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air
Game room

The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air

9.8 out of 10, Exceptional, (28)
"A perfect place to gather after a day of sight seeing. "
The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air
Charming Home: 3 Blocks to Winona State University
Interior

Charming Home: 3 Blocks to Winona State University

10.0 out of 10, Exceptional, (5)
"It was so fun to stay at a place with such history. We loved imagining the people who have lived here over the century."
Charming Home: 3 Blocks to Winona State University
Great River Road - Victorian Historic Home (1898)
Exterior

Great River Road - Victorian Historic Home (1898)

10.0 out of 10, Exceptional, (4)
"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."
The price is AED 1,785
AED 2,790 total
includes taxes & fees
12 May - 13 May
Great River Road - Victorian Historic Home (1898)
Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush
Terrace/patio

Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush

10.0 out of 10, Exceptional, (9)
"My extended family 9 adults and 4 kids (0-4 years) stayed here for a weekend and it was great. The space was open, enough room for all of us to sit and be together and not feel like we were on top of each other. Super clean place. Gorgeous views. It has been one of our best VRBO experiences. Had everything we all needed! "
The price is AED 1,231
AED 1,511 total
includes taxes & fees
28 Apr - 29 Apr
Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush
MCR is a property that features seclusion and privacy that is hard to find.
TV, fireplace, books, music library

MCR is a property that features seclusion and privacy that is hard to find.

10.0 out of 10, Exceptional, (80)
"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. "
MCR is a property that features seclusion and privacy that is hard to find.
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 Rollingstone

Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
Miscellaneous

Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!

10.0 out of 10, Exceptional, (13)
"Really enjoyed the property! Everything was very clean, had all the essentials and was well maintained!"
Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
Big River Escape Riverside Cabins
Cabin, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop

Big River Escape Riverside Cabins

3.0 star property
9.0 out of 10, Wonderful, (28)
"Great location. We are here for fishing the river. We would so stay here again! Very nice! River Ratze bar and restaurant was nice! And SO close!"
The price is AED 376
AED 396 total
includes taxes & fees
5 May - 6 May
Big River Escape Riverside Cabins
Heritage hideaway-Secluded Log Cabin
2 bedrooms, travel crib, free WiFi, bed sheets

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (366)
"Very nice cabin, with fantastic views "
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.