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Rollingstone Vacation Rentals

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Check prices for these dates

In two weeks
Oct 30 - Nov 1
In two months
Dec 11 - Dec 13
In three months
Jan 8 - Jan 10
In four months
Feb 5 - Feb 7

Our top choices for Rollingstone vacation rentals

A living room with a television, sofa, coffee table, and shelves with decorative items.

1. 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 $192
CA $305 total
includes taxes & fees
Oct 20 - Oct 21
Vintage Lustron Home Piece of History
A two-story house with a wooden staircase leading to a yellow door, a brick wall, and a window with a white frame.

2. 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
10.0 out of 10, Exceptional, (34 reviews)
"Very clean, great hosts, fully equipped we everything we needed. "
United States
Amy B.
The price is CA $245
CA $308 total
includes taxes & fees
Oct 20 - Oct 21
Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons
A wooden cabin with a porch, two chairs, and a door.

3. 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 $167
CA $272 total
includes taxes & fees
Oct 20 - Oct 21
Tiny Treehouse Cabin | Bluff Woodlands #2
A field of lavender with a path leading through it.

4. Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (46 reviews)
"What a wonderful place to stay. "
United States
Anonymous traveller
The price is CA $130
CA $167 total
includes taxes & fees
Oct 15 - Oct 16
Tamarack Point Homestead
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 $193
CA $234 total
includes taxes & fees
Oct 18 - Oct 19
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 $185
CA $225 total
includes taxes & fees
Oct 19 - Oct 20
Riverfront Cabin with Private Dock
Two wooden cabins elevated on stilts in a forest, with outdoor seating and hammocks.

7. 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 $183
CA $290 total
includes taxes & fees
Oct 18 - Oct 19
Tiny Treehouse Cabin | Bluff Woodlands #1
A modern apartment with a staircase, a dining area, and a living space.

8. 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 $333
CA $410 total
includes taxes & fees
Oct 19 - Oct 20
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
A wooden cabin interior with a dining table, chairs, a refrigerator, a stove, and a ladder leading to a loft.

9. 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 $218
CA $260 total
includes taxes & fees
Oct 18 - Oct 19
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.

10. 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)
"Absolutely amazing! So much charm and space…could definitely stay here again!"
United States
Lynn B.
The price is CA $416
CA $709 total
includes taxes & fees
Oct 18 - Oct 19
Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MN
A patio with two chairs and a table, a fire pit, a wooden fence, and a shed in the background.

11. 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 $294
CA $366 total
includes taxes & fees
Nov 1 - Nov 2
Parkside Pet Friendly Bungalow
A modern living room with a dark wooden bookshelf, a grey sofa, and a dining area with a wooden chair.

12. NEW, NEW, NEW! Wabasha downtown studio113 Pembroke Ave Unit #102

NEW, NEW, NEW! Wabasha downtown studio113 Pembroke Ave Unit #102
Wabasha
10.0 out of 10, Exceptional, (121 reviews)
"Great place as advertised!"
United States
Timothy
The price is CA $156
CA $198 total
includes taxes & fees
Nov 9 - Nov 10
NEW, NEW, NEW! Wabasha downtown studio113 Pembroke Ave Unit #102
Eagle Eat In Kitchen

13. 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 $235
CA $278 total
includes taxes & fees
Oct 18 - Oct 19
River Eagle Cabin #1 w/ Screened Porch & Fire Pit
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 $176
CA $216 total
includes taxes & fees
Oct 18 - Oct 19
Turtle Cabin Near Mississippi River
A covered deck with outdoor seating, surrounded by a forested area.

15. 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 $183
CA $290 total
includes taxes & fees
Oct 18 - Oct 19
Tiny Treehouse Cabin | Bluff Woodlands #3
A spacious living room with a grey sofa, a coffee table, and a patterned rug.

16. Big River Inn - 3 bedroom apartment in Alma

Big River Inn - 3 bedroom apartment in Alma
Alma
8.8 out of 10, Excellent, (23 reviews)
"Very enjoyable place…."
United States
Kelly D.
The price is CA $206
CA $436 total
includes taxes & fees
Nov 2 - Nov 3
Big River Inn - 3 bedroom apartment in Alma
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 $503
CA $603 total
includes taxes & fees
Oct 19 - Oct 20
Riverview, 5BR, Hot tub, Fireplace, Arcade Game
A wooden cabin interior with a dining table, chairs, a ceiling fan, a clock, a door, and a window.

18. 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 $238
CA $283 total
includes taxes & fees
Oct 18 - Oct 19
Fox Cabin Near Mississippi River & Trails
A rustic wooden pavilion with picnic tables, surrounded by a gravel area and grassy lawn.

19. 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 $210
CA $251 total
includes taxes & fees
Oct 20 - Oct 21
Spacious Crane Cabin w/ Porch & Fire Pit
A stone wall, a wooden door, and a round table with chairs in a shaded outdoor area.

20. Mrs. Hippie Inn- Bluffside Suite near the Mississippi River in Alma, Wisconsin

Mrs. Hippie Inn- Bluffside Suite near the Mississippi River in Alma, Wisconsin
Alma
8.4 out of 10, Very good, (5 reviews)
"We had a wonderful stay! The town is truly picture-perfect-charming. The property itself was clean, comfortable and thoughtfully set up, making it an easy, relax stay. Would definitely stay again and highly recommend this property. Mike the host is great!"
United States
craig h.
The price is CA $242
CA $354 total
includes taxes & fees
Nov 1 - Nov 2
Mrs. Hippie Inn- Bluffside Suite near the Mississippi River in Alma, Wisconsin
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

Express Suites Riverport Inn & Suites

Express Suites Riverport Inn & Suites

10/10 Excellent
"Clean rooms, comfortable beds"
Linda 1-night trip
Posted 1 day ago
Express Suites Riverport Inn & Suites

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 $167 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.