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Rollingstone Vacation Rentals

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Check prices for these dates

In two weeks
Nov 13 - Nov 15
In two months
Dec 25 - Dec 27
In three months
Jan 22 - Jan 24
In four months
Feb 19 - Feb 21

Our top choices for Rollingstone vacation rentals

A wooden cabin with a porch, a door, and a small seating area with two chairs.

1. Tiny Treehouse Cabin | Bluff Woodlands #2

Tiny Treehouse Cabin | Bluff Woodlands #2
Elba
9.8 out of 10, Exceptional, (17 reviews)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
The price is CA $165
CA $268 total
includes taxes & fees
Nov 1 - Nov 2
Tiny Treehouse Cabin | Bluff Woodlands #2
A living room with a television, sofa, coffee table, and shelves with decorative items.

2. Vintage Lustron Home Piece of History

Vintage Lustron Home Piece of History
Minnesota City
10.0 out of 10, Exceptional, (36 reviews)
"A beautiful comfortable welcoming home!"
United States
Jocelyn R.
The price is CA $189
CA $297 total
includes taxes & fees
Oct 29 - Oct 30
Vintage Lustron Home Piece of History
A field of lavender with a path leading through it.

3. Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (48 reviews)
"Nice quiet getaway."
United States
RICHARD
The price is CA $140
CA $177 total
includes taxes & fees
Nov 1 - Nov 2
Tamarack Point Homestead
A wooden cabin with a balcony, string lights, and outdoor furniture.

4. Tiny Treehouse Cabin | Bluff Woodlands #3

Tiny Treehouse Cabin | Bluff Woodlands #3
Elba
10.0 out of 10, Exceptional, (13 reviews)
"My family of 4 had a wonderful stay!"
United States
Josh S.
The price is CA $180
CA $286 total
includes taxes & fees
Nov 1 - Nov 2
Tiny Treehouse Cabin | Bluff Woodlands #3
A rustic wooden pavilion with picnic tables, surrounded by a gravel area and grassy lawn.

5. Cozy River Cabin w/ Loft & Screened Porch

Cozy River Cabin w/ Loft & Screened Porch
Buffalo City
10.0 out of 10, Exceptional, (2 reviews)
"It was a in and out stay. Would have liked to been able to check in earlier since we came from a distance and woulda been nice to have a place to change church clothes without a fee. Other than that all worked out."
United States
John S.
The price is CA $200
CA $241 total
includes taxes & fees
Nov 2 - Nov 3
Cozy River Cabin w/ Loft & Screened Porch
Exterior

6. Riverfront Cabin with Private Dock

Riverfront Cabin with Private Dock
Buffalo City
10.0 out of 10, Exceptional, (5 reviews)
"Great place!!!"
United States
Cynthia B.
The price is CA $208
CA $249 total
includes taxes & fees
Nov 16 - Nov 17
Riverfront Cabin with Private Dock
A two-story house with a wooden staircase leading to a yellow door, a brick wall, and a window with a white frame.

7. Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons

Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons
Historic Downtown Winona
9.8 out of 10, Exceptional, (36 reviews)
"We really enjoyed staying at the house. It was very clean and comfortable. All the little things were done right; well stocked, labeled, and nicely decorated. We’re staying here again when we come back to Winona."
United States
Dan F.
The price is CA $241
CA $302 total
includes taxes & fees
Nov 23 - Nov 24
Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons
A wooden cabin interior with a dining table, chairs, a refrigerator, a stove, and a ladder leading to a loft.

8. Badger Cabin w/ Lofts, Fireplace & WiFi

Badger Cabin w/ Lofts, Fireplace & WiFi
Buffalo City
10.0 out of 10, Exceptional, (1 review)
"The cabin was adorable. Greg was great! The cabin was spotless. Great water pressure. It rained and it was lovely with the tin roof:) The tv reception was good and the wi - fi was great. Loved it!"
United States
Sharon M.
The price is CA $240
CA $286 total
includes taxes & fees
Oct 29 - Oct 30
Badger Cabin w/ Lofts, Fireplace & WiFi
A round glass table with two wicker chairs, a bottle, and two glasses of red wine on a metal tray.

9. Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MN

Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MN
Winona
10.0 out of 10, Exceptional, (152 reviews)
"This was a fabulous place to stay- clean, comfortable, beautiful and accessible."
United States
Ruth S.
The price is CA $347
CA $619 total
includes taxes & fees
Nov 8 - Nov 9
Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MN
A modern apartment with a staircase, a dining area, and a living space.

10. Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Winona
10.0 out of 10, Exceptional, (34 reviews)
"Great little home for a girls getaway. Perfect size for 3 people and enjoyed our time together and exploring Winona!"
United States
Nicole H.
The price is CA $347
CA $427 total
includes taxes & fees
Nov 6 - Nov 7
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
A cabin surrounded by dense forest, with a wooden deck and a hammock.

11. Tiny Treehouse Cabin | Bluff Woodlands #1

Tiny Treehouse Cabin | Bluff Woodlands #1
Elba
9.6 out of 10, Exceptional, (10 reviews)
"Great area a place to stay. "
United States
Paul T.
The price is CA $180
CA $286 total
includes taxes & fees
Oct 30 - Oct 31
Tiny Treehouse Cabin | Bluff Woodlands #1
A modern living room with a black door, a grey armchair, a sofa, and a lamp.

12. Parkside Pet Friendly Bungalow

Parkside Pet Friendly Bungalow
Winona
8.0 out of 10, Very good, (2 reviews)
"Parkview is a quaint bungalow one block off the Lake. Easy access to Downtown, Winona State and recreation. Lovely back yard and front porch. Plenty of party in front and back. Definitely will stay again."
United States
Mary T.
The price is CA $313
CA $387 total
includes taxes & fees
Nov 1 - Nov 2
Parkside Pet Friendly Bungalow
A rustic wooden pavilion with picnic tables, surrounded by a gravel area and grassy lawn.

13. Fox Cabin Near Mississippi River & Trails

Fox Cabin Near Mississippi River & Trails
Buffalo City
10.0 out of 10, Exceptional, (1 review)
"We enjoyed our stay and really enjoyed the screened in porch. Spent a lot of time sitting at the table in the screened in porch playing cards."
United States
Jenny D.
The price is CA $203
CA $246 total
includes taxes & fees
Oct 28 - Oct 29
Fox Cabin Near Mississippi River & Trails
A wooden cabin interior with a sofa, dining table, chairs, kitchen area, and a ceiling fan.

14. Turtle Cabin Near Mississippi River

Turtle Cabin Near Mississippi River
Buffalo City
10.0 out of 10, Exceptional, (2 reviews)
"Beautiful area, friendly locals. Perfect place to stay for aome family time! We can't wait to come back!"
United States
Sarah M.
The price is CA $175
CA $215 total
includes taxes & fees
Oct 29 - Oct 30
Turtle Cabin Near Mississippi River
A dining area with a wooden table set for six, white plates, and wine glasses. There are two stools at the table, a white cabinet with shelves, and a dark wooden cabinet.

15. New! 1 of 4 Downtown Studios

New! 1 of 4 Downtown Studios
Wabasha
10.0 out of 10, Exceptional, (51 reviews)
"The apartment was very spacious, and we loved the convenient location in relation to the rest of downtown! Very quiet and clean."
United States
Jenna
The price is CA $139
CA $209 total
includes taxes & fees
Nov 9 - Nov 10
New! 1 of 4 Downtown Studios
A rustic wooden pavilion with picnic tables, surrounded by a gravel area and grassy lawn.

16. Spacious Crane Cabin w/ Porch & Fire Pit

Spacious Crane Cabin w/ Porch & Fire Pit
Buffalo City
10.0 out of 10, Exceptional, (3 reviews)
"Very clean, comfortable, and a great place to stay. We were on a fall color tour and this was a great place to stay."
United States
Elizabeth Y.
The price is CA $207
CA $248 total
includes taxes & fees
Oct 28 - Oct 29
Spacious Crane Cabin w/ Porch & Fire Pit
A living room with a fireplace, sofas, a TV, and a view of a lake.

17. Riverview, 5BR, Hot tub, Fireplace, Arcade Game

Riverview, 5BR, Hot tub, Fireplace, Arcade Game
Minneiska
The price is CA $496
CA $594 total
includes taxes & fees
Nov 1 - Nov 2
Riverview, 5BR, Hot tub, Fireplace, Arcade Game
A spacious living room with a grey sofa, a coffee table, and a patterned rug.

18. Big River Inn - 3 bedroom apartment in Alma

Big River Inn - 3 bedroom apartment in Alma
Alma
9.0 out of 10, Wonderful, (24 reviews)
"GREAT LOCATION"
United States
joseph k.
The price is CA $183
CA $404 total
includes taxes & fees
Nov 1 - Nov 2
Big River Inn - 3 bedroom apartment in Alma
Eagle Eat In Kitchen

19. River Eagle Cabin #1 w/ Screened Porch & Fire Pit

River Eagle Cabin #1 w/ Screened Porch & Fire Pit
Buffalo City
10.0 out of 10, Exceptional, (1 review)
"We had a wonderful stay. The cabin was beautiful and the property charming and a great view of the river. Really great location to run along the river if you are a runner!"
United States
Tracy R.
The price is CA $220
CA $262 total
includes taxes & fees
Nov 15 - Nov 16
River Eagle Cabin #1 w/ Screened Porch & Fire Pit
A two-story house with a balcony, surrounded by a grassy field and trees, with a forested hill in the background.

20. The Chateau on Butterfly Trail - 6 Bdrm Retreat

The Chateau on Butterfly Trail - 6 Bdrm Retreat
Fountain City
7.4 out of 10, Good, (3 reviews)
"Thankyou"
United States
Kathy P.
The price is CA $464
CA $802 total
includes taxes & fees
Oct 29 - Oct 30
The Chateau on Butterfly Trail - 6 Bdrm Retreat
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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Top Rollingstone Hotel Reviews

Holiday Inn Express & Suites Winona by IHG

Holiday Inn Express & Suites Winona by IHG

10/10 Excellent
"Spacious and super clean. Great breakfast. Great location right across from SugarLoaf, awesome place to do a nice hike."
Jacob 1-night trip
Posted 2 hours ago
Holiday Inn Express & Suites Winona by IHG

Find out more about Rollingstone

Everything you need to know about Rollingstone vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Rollingstone vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Rollingstone vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Rollingstone vacation rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Rollingstone. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rollingstone vacation rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rollingstone vacation rentals we have selected for you start as low as CA $177 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Rollingstone rentals

At Expedia, we put the best Rollingstone vacation rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Rollingstone rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Rollingstone vacation.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Rollingstone. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

Frequently asked questions

Are there vacation rentals in Rollingstone?

Yes, there are vacation rentals close to well known local attractions in Rollingstone, or you can select a more secluded option if you'd like a relaxing place to stay.

What's the top vacation rental in Rollingstone?

Vintage Lustron Home Piece of History: This vacation home near Rollingstone offers a patio, a garden, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. You and your friends and family can relax into your vacation with amenities like a selection of games.

What’s there to see and do in Rollingstone?

While you're exploring the area, John Latsch State Park and Garvin Heights City Park are a couple of picturesque spots to get outside and enjoy nature. St. Mary's University of Minnesota and Winona Mall are a couple of places you'll find in the larger area.

What’s a vacation rental in Rollingstone like?

Vacation rentals are private properties where you can stay for a few weeks or just a few days in Rollingstone. Vacation rentals provide amenities such as hot tubs, fire pits, and patios to help you enjoy your stay. If you're concerned about cleanliness, vacation rentals can provide a sense of security away from shared hotel elevators and busy front desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a hotel, which makes a vacation rental an attractive choice for family trips.