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Check prices for these dates

Next weekend
9 May - 11 May
In two weeks
16 May - 18 May
In one month
30 May - 1 Jun
In two months
27 Jun - 29 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)
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)
"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
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)
"Lots of beds and bathrooms to share the weekend with extended family."
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)
"So cute/quiet/clean with gorgeous views of the river!"
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, (89)
"We had a lovely and comfortable stay for Thanksgiving. Walkable or very short drive to the sights and amenities of Winona! "
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)
"Perfect for a family get away. Kids loved the pool. "
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!
Tranquil Riverfront Cabin in Wabasha
Miscellaneous

Tranquil Riverfront Cabin in Wabasha

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

Mississippi River View with updated driveway

9.6 out of 10, Exceptional, (127)
"The inside of the house was great!"
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)
"It is conveniently located; excellent hosts; property is great."
The price is AED 606
AED 732 total
includes taxes & fees
4 May - 5 May
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, (26)
"Great stay overall! "
The Perfect All Seasons Getaway
Tamarack Point Homestead
Property grounds

Tamarack Point Homestead

10.0 out of 10, Exceptional, (24)
"First time staying here loved it, sleep great beautiful property loft was very clean and well set up. I have already booked another stay. Wonderful Host."
The price is AED 353
AED 450 total
includes taxes & fees
11 May - 12 May
Tamarack Point Homestead
Victorian era Mississippi riverview retreat.
Property grounds

Victorian era Mississippi riverview retreat.

9.8 out of 10, Exceptional, (27)
"Property was clean, comfortable, and just what we were looking for."
Victorian era Mississippi riverview retreat.
The Broadway Exchange
Exterior

The Broadway Exchange

10.0 out of 10, Exceptional, (25)
"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
10 May - 11 May
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, (6)
"Worked great for us, cool property. Would stay again."
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)
"It is a great historical home with large rooms. It was very clean. We had a awesome stay."
The price is AED 1,785
AED 2,817 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)
"This was a wonderful place. We would go back again!"
The price is AED 1,231
AED 1,511 total
includes taxes & fees
4 May - 5 May
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)
"This property was amazing a lot of room for people to be able to not step on top of each other. Beds were comfortable a lot of fun things to do as far as games pool table beautiful landscape, beautiful area. I totally recommend."
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, (14)
"We truly enjoyed our time at Hattie's Place. Beautifully decorated with all the amenities one could hope for. LOVED the coffee and tea options! Great communication with hosts as well. "
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 395
AED 417 total
includes taxes & fees
11 May - 12 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, (368)
"This is the second time staying at this cabin and we love the setting the decor the vibe and everything! A great getaway!"
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.