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Rollingstone Holiday Rentals

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Check prices for these dates

In two weeks
20 Nov - 22 Nov
In two months
1 Jan - 3 Jan
In three months
29 Jan - 31 Jan
In four months
26 Feb - 28 Feb

Our top choices for Rollingstone holiday 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 AU$273
includes taxes & fees
5 Nov - 6 Nov
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 AU$282
includes taxes & fees
16 Nov - 17 Nov
Vintage Lustron Home Piece of History
A cabin surrounded by dense forest, with a wooden deck and a hammock.

3. Tiny Treehouse Cabin | Bluff Woodlands #1

Tiny Treehouse Cabin | Bluff Woodlands #1
Elba
9.8 out of 10, Exceptional, (11 reviews)
"Great area a place to stay. "
United States
Paul T.
The price is AU$280
includes taxes & fees
7 Nov - 8 Nov
Tiny Treehouse Cabin | Bluff Woodlands #1
A rustic wooden pavilion with picnic tables, surrounded by a gravel area and grassy lawn.

4. 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 AU$225
includes taxes & fees
2 Dec - 3 Dec
Cozy River Cabin w/ Loft & Screened Porch
Exterior

5. 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 AU$215
includes taxes & fees
30 Nov - 1 Dec
Riverfront Cabin with Private Dock
A round glass table with two wicker chairs, a bottle, and two glasses of red wine on a metal tray.

6. 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, (153 reviews)
"This was a fabulous place to stay- clean, comfortable, beautiful and accessible."
United States
Ruth S.
The price is AU$593
includes taxes & fees
9 Nov - 10 Nov
Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MN
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, (37 reviews)
"Very clean, great hosts, fully equipped we everything we needed. "
United States
Amy B.
The price is AU$298
includes taxes & fees
23 Nov - 24 Nov
Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons
A field of lavender with a path leading through it.

8. Tamarack Point Homestead

Tamarack Point Homestead
Arcadia
10.0 out of 10, Exceptional, (49 reviews)
"Nice quiet getaway."
United States
RICHARD
The price is AU$178
includes taxes & fees
24 Nov - 25 Nov
Tamarack Point Homestead
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 AU$251
includes taxes & fees
1 Dec - 2 Dec
Badger Cabin w/ Lofts, Fireplace & WiFi
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 AU$407
includes taxes & fees
5 Nov - 6 Nov
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
A modern living room with a black door, a grey armchair, a sofa, and a lamp.

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 AU$355
includes taxes & fees
29 Nov - 30 Nov
Parkside Pet Friendly Bungalow
A wooden cabin with a balcony, string lights, and outdoor furniture.

12. 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 AU$292
includes taxes & fees
5 Nov - 6 Nov
Tiny Treehouse Cabin | Bluff Woodlands #3
A wooden cabin interior with a sofa, dining table, chairs, kitchen area, and a ceiling fan.

13. 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 AU$195
includes taxes & fees
29 Nov - 30 Nov
Turtle Cabin Near Mississippi River
A spacious living room with a grey sofa, a coffee table, and a patterned rug.

14. 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)
"Perfect location in Alma. Rooms were nice. I would stay here again."
United States
Tracy P.
The price is AU$366
includes taxes & fees
1 Dec - 2 Dec
Big River Inn - 3 bedroom apartment in Alma
A wooden cabin with a porch, two chairs, and a door.

15. Three Tiny Treehouse Cabins in the Bluff Woodlands

Three Tiny Treehouse Cabins in the Bluff Woodlands
Elba
The price is AU$786
includes taxes & fees
10 Nov - 11 Nov
Three Tiny Treehouse Cabins in the Bluff Woodlands
A living room with a fireplace, sofas, a TV, and a view of a lake.

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

Riverview, 5BR, Hot tub, Fireplace, Arcade Game
Minneiska
The price is AU$565
includes taxes & fees
15 Nov - 16 Nov
Riverview, 5BR, Hot tub, Fireplace, Arcade Game
Eagle Eat In Kitchen

17. 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 AU$252
includes taxes & fees
3 Dec - 4 Dec
River Eagle Cabin #1 w/ Screened Porch & Fire Pit
A rustic wooden pavilion with picnic tables, surrounded by a gravel area and grassy lawn.

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 AU$233
includes taxes & fees
2 Dec - 3 Dec
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 AU$242
includes taxes & fees
17 Nov - 18 Nov
Spacious Crane Cabin w/ 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 AU$741
includes taxes & fees
5 Nov - 6 Nov
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

Super 8 by Wyndham Winona MN

Super 8 by Wyndham Winona MN

10/10 Excellent
"I would love to come back here next time I’m visiting Winona, only hotel around here that accepts people under 21. Rooms come with an AC unit which is soooooooooo nice. The staff seems cool too although I didn’t need to talk to them much because the place was just so good."
Leo 2-night trip
Posted 1 day ago
Super 8 by Wyndham Winona MN

Find out more about Rollingstone

Everything you need to know about Rollingstone holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Rollingstone holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Rollingstone holiday 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 depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Rollingstone holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Rollingstone holiday rentals we have selected for you start as low as AU$172 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Rollingstone rentals

At Expedia, we put the best Rollingstone holiday 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 holiday.

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 holiday rentals in Rollingstone?

Yes, there are holiday rentals close to the most popular sights in Rollingstone, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Rollingstone has to offer?

Vintage Lustron Home Piece of History: This holiday home rental outside of Rollingstone offers a patio, a garden and a BBQ 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 holiday with amenities such as 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 wider area.

What’s a holiday rental in Rollingstone like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Rollingstone. Holiday rentals offer extras such as hot tubs, fire pits and patios so you'll be comfy for your stay. If you're concerned about a clean environment, a holiday rental can provide a sense of seclusion away from shared hotel lifts and busy concierge desks while still allowing you the excitement and enjoyment of travel. You'll also get more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for small groups.