Rollingstone Holiday Rentals

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Holiday Rentals in Rollingstone

Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!

Rollingstone
10.0 out of 10, Exceptional, (22)
"The apartment was perfect as always! We will be back.Don and Jane."
United States
Don H.
Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!

Big River Escape Riverside Cabins

3.0 star property
Cochrane
9.2 out of 10, Wonderful, (38)
"Beautiful stay"
United States
IVETTE
The price is AU$200
includes taxes & fees
22 Dec - 23 Dec
Big River Escape Riverside Cabins

Heritage hideaway-Secluded Log Cabin

Chatfield
10.0 out of 10, Exceptional, (405)
"We enjoyed our stay and loved the country location and privacy!!"
United States
David D.
Heritage hideaway-Secluded Log Cabin

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

Wabasha
10.0 out of 10, Exceptional, (76)
"Beautiful spot! Nice and quiet space, super comfortable bed. Great to have all of the amenities after a long day of hiking at the nearby State Park. We highly recommend and would stay there again!"
United States
Niel
The price is AU$195
includes taxes & fees
8 Dec - 9 Dec
NEW, NEW, NEW! Wabasha downtown studio113 Pembroke Ave Unit #102

Charming Oasis in the Heart of Historic Downtown

Wabasha
9.4 out of 10, Exceptional, (83)
"great location"
United States
Tim T.
Charming Oasis in the Heart of Historic Downtown

3-bedroom Lodge with Incredible Game Room and Bar!

Dodge
10.0 out of 10, Exceptional, (4)
"perfect place to stay right in the country with lots to do!"
United States
Keith H.
3-bedroom Lodge with Incredible Game Room and Bar!

The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air

Alma
10.0 out of 10, Exceptional, (31)
"Beautiful place. Very attentive host."
United States
Lynn W.
The Tritsch House -Beautifully Restored Queen Anne Alma WI - Central Air

Family friendly in the peaceful heart of town

Winona
10.0 out of 10, Exceptional, (110)
"Everything was perfect. Great place to stay for a wedding in town. Clean and fresh and would highly recommend!"
United States
Chris and Tammy C.
Family friendly in the peaceful heart of town

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

Winona
10.0 out of 10, Exceptional, (24)
"The home was perfect for 3 adults needing 3 bedrooms in a quiet location in a safe neighborhood! Very cute house, nicely appointed with everything we needed (and more)!"
United States
LeAnne L.
The price is AU$487
includes taxes & fees
9 Dec - 10 Dec
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Star Hawk Springs Chateaux - Large 6 Bdrm Retreat

Fountain City
7.4 out of 10, Good, (18)
"Great place to stay, worked out perfect for our family."
United States
Lindi J.
The price is AU$687
includes taxes & fees
7 Dec - 8 Dec
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat

Bluffside cottage with gorgeous views

Fountain City
10.0 out of 10, Exceptional, (36)
"Easy check in and out. Beautiful view. Clean place and nicely furnished."
United States
Mary B.
Bluffside cottage with gorgeous views

Big River Escape Parkside Bungalow

3.0 star property
Winona
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
The price is AU$366
includes taxes & fees
7 Dec - 8 Dec
Big River Escape Parkside Bungalow

The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs

Trempealeau
10.0 out of 10, Exceptional, (65)
"Property owners very responsive. Home was clean and worked well for our group."
United States
Joseph
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs

New! 1 of 4 Downtown Studios

Wabasha
10.0 out of 10, Exceptional, (34)
"Very Nice. Super clean. Close to everything."
United States
Pat
The price is AU$257
includes taxes & fees
7 Dec - 8 Dec
New! 1 of 4 Downtown Studios

Victorian era Mississippi riverview retreat.

Fountain City
9.8 out of 10, Exceptional, (37)
"Came for the Ashley for the Arts music festival on a girls' weekend. Location was perfect for us. Clean, quiet and plenty of room. We will be back. "
United States
Lisa H.
Victorian era Mississippi riverview retreat.

Creekside Cabin Getaway

Winona
9.4 out of 10, Exceptional, (114)
"The property was beautiful and relaxing!"
United States
melanie
Creekside Cabin Getaway

The Exchange 14 | Historic Bldg, Studio, Dwntwn

Historic Downtown Winona
9.8 out of 10, Exceptional, (7)
"What a spectacular place to stay in the heart of lovely Winona. Our host Matt was great. I would definitely recommend this place to stay"
United States
Barry R.
The Exchange 14 | Historic Bldg, Studio, Dwntwn

Sunrise on Skyline - Indoor spa - Arcades - Amazing Views!

Wabasha
10.0 out of 10, Exceptional, (87)
"Plenty of room for the 5 of us. Beautiful views and quiet neighborhood. "
United States
jackie h.
Sunrise on Skyline - Indoor spa - Arcades - Amazing Views!

Treehouse Cabin in the Bluff Woodlands

Elba
9.8 out of 10, Exceptional, (15)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
The price is AU$252
includes taxes & fees
18 Dec - 19 Dec
Treehouse Cabin in the Bluff Woodlands

Big River Escape Grandview Manse

3.0 star property
Altura
10.0 out of 10, Exceptional, (4)
"It was very roomy and easily accessible. The views were amazing. Would recommend to anyone anytime!!"
United States
Greg
Big River Escape Grandview Manse
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

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$195 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?

Family friendly in the peaceful heart of town: This holiday home rental outside of Rollingstone is located on a lake, and has a fireplace, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of books.

What’s there to see and do in Rollingstone?

While you're exploring the area, Aghaming Park And Preserve and Garvin Heights City Park are a couple of picturesque spots to get outside and enjoy nature. St. Mary's University of Minnesota and Minnesota Marine Art Museum 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.