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Check prices for these dates

Next weekend
21 Mar - 23 Mar
In two weeks
28 Mar - 30 Mar
In one month
11 Apr - 13 Apr
In two months
9 May - 11 May

Compare 43 Vacation Homes in Rollingstone with updated reviews, rates, and availability.

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, (65)
"The views are absolutely breathtaking! And the house itself, was more beautiful than the pictures could ever capture! The amenities were awesome and kept us busy! Definitely a 5 out of 5!! "
Sunrise on Skyline - Indoor Pool - Arcades - Amazing Views!
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

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
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 449 total
includes taxes & fees
15 Mar - 16 Mar
Tamarack Point Homestead
Bluffside cottage with gorgeous river views
Property grounds

Bluffside cottage with gorgeous river views

10.0 out of 10, Exceptional, (22)
"So cute/quiet/clean with gorgeous views of the river!"
Bluffside cottage with gorgeous river views
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Exterior

Charming Brick Farmhouse with a Touch of Elegance. -Winona

10.0 out of 10, Exceptional, (120)
"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! "
The price is AED 1,285
AED 2,027 total
includes taxes & fees
11 Mar - 12 Mar
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Riverfront Cabin Retreat in Wabasha
Miscellaneous

Riverfront Cabin Retreat in Wabasha

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

Mississippi River View with updated driveway

9.4 out of 10, Exceptional, (126)
"The inside of the house was great!"
Mississippi River View with updated driveway
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, (43)
"The house is perfect for a getaway with friends or family. It is very spacious with a large area for gathering to play games or just visit. The beds are very comfortable with nice linens. We were in town for a Bonspiel at the Centerville Curling Club. Wish we had more time to spend at the house. Make sure to check out The Station - Ma’s Kitchen in town for breakfast and coffee! SO GOOD!"
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
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.
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, (35)
"This home was an incredible place to lay our heads after active days on the ice. It was clean, comfortable, the host was kind and considerate."
Rural Winona Co. Guest House Getaway: Relax and Enjoy the Simple Things in Life
Spacious Historic Gem with Modern Features
Fridge, microwave, oven, stovetop

Spacious Historic Gem with Modern Features

10.0 out of 10, Exceptional, (19)
"Rented this place for weekend of Grumpy Old Man festival. Perfect location to walk to all events. House was comfortable. Check in/ check out easy. Owner was organized and communicated well. Lots of seating to accommodate our party. Only downfalls were limited hot water while showering and the blue bedroom was chilly compared to other rooms. Would definitely stay there again. "
Spacious Historic Gem with Modern Features
Gustafson's Getaway
Outdoor dining

Gustafson's Getaway

10.0 out of 10, Exceptional, (5)
"This was the perfect cozy home away from home."
Gustafson's Getaway
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 2,817 total
includes taxes & fees
11 Mar - 12 Mar
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 1,088
AED 1,338 total
includes taxes & fees
11 Mar - 12 Mar
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
The Perfect All Seasons Getaway
Exterior

The Perfect All Seasons Getaway

9.6 out of 10, Exceptional, (24)
"Great stay overall! "
The Perfect All Seasons Getaway
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!
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 721 total
includes taxes & fees
11 Mar - 12 Mar
Logde sleeps 11 ...set up for exploring the Mississippi River or Driftless Area.
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, (21)
"There's a group of 5 WSU Alumni that get together each year at the end of January. Got tired of the local hotel options so we tried VRBO instead. "
The Broadway Exchange
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
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, (26)
"Quiet comfortable "
The price is AED 414
AED 437 total
includes taxes & fees
13 Mar - 14 Mar
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, (363)
"This cabin is totally adorable! Perfect for a quiet getaway. Secluded and such a great view! Beautiful drive to neighboring towns. Would love to stay here again in the summer! "
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.