Rollingstone Vacation Rentals

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Check prices for these dates

Tonight
Dec 26 - Dec 27
Tomorrow
Dec 27 - Dec 28
This weekend
Dec 26 - Dec 28
Next weekend
Jan 2 - Jan 4

Our top choices for Rollingstone vacation rentals

Cabin, 2 Bedrooms | Private kitchen | Full-size fridge, microwave, oven, stovetop
Big River Escape Riverside Cabins

Cabin in Cochrane

Big River Escape Riverside Cabins
3.0 star property
9.2 out of 10, Wonderful, (39)
"Place was clean and comfortable. "
United States
Tristan
$110 nightly
The price is $117
Jan 3 - Jan 4, 2026
Total with taxes and fees
Big River Escape Riverside Cabins
Property grounds
Tamarack Point Homestead

Vacation Home in Arcadia

Tamarack Point Homestead
10.0 out of 10, Exceptional, (32)
"Cozy place, had everything we needed, it was quiet and peaceful! Highly recommend."
United States
Luke H.
$111 nightly
The price is $117
Dec 28 - Dec 29
Total with taxes and fees
Tamarack Point Homestead
Terrace/patio
Treehouse Cabin in the Bluff Woodlands

Cabin in Elba

Treehouse Cabin in the Bluff Woodlands
9.8 out of 10, Exceptional, (15)
"Beautiful area enjoyed our stay immensely"
United Kingdom
I.M l.
$128 nightly
The price is $138
Jan 12 - Jan 13, 2026
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands
Cookware/dishes/utensils
Great River Road Cabin on the Mississippi Backwaters Fox Cabin

Cabin in Buffalo City

Great River Road Cabin on the Mississippi Backwaters Fox Cabin
10.0 out of 10, Exceptional, (1)
"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.
$161 nightly
The price is $170
Dec 28 - Dec 29
Total with taxes and fees
Great River Road Cabin on the Mississippi Backwaters Fox Cabin
Exterior
Treehouse Cabin in the Bluff Woodlands North

Cabin in Elba

Treehouse Cabin in the Bluff Woodlands North
9.6 out of 10, Exceptional, (9)
"Great relaxing place! "
United States
James H.
$160 nightly
The price is $172
Dec 28 - Dec 29
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands North
Family Cottage, Park View | Private kitchen
Big River Escape Parkside Bungalow

Cottage in Winona

Big River Escape Parkside Bungalow
3.0 star property
10.0 out of 10, Exceptional, (1)
"We had a wonderful time and would defiinitely stay again. "
United States
Julie
$206 nightly
The price is $230
Dec 30 - Dec 31
Total with taxes and fees
Big River Escape Parkside Bungalow
Smart TV, books
Vintage Lustron Home Piece of History

Vacation Home in Minnesota City

Vintage Lustron Home Piece of History
10.0 out of 10, Exceptional, (28)
"I loved staying here! The interior was comfortable, cozy, and fascinating! "
United States
melanie
$195 nightly
The price is $210
Dec 28 - Dec 29
Total with taxes and fees
Vintage Lustron Home Piece of History
Fridge, microwave, oven, stovetop
New! 1 of 4 Downtown Studios

Apartment in Wabasha

New! 1 of 4 Downtown Studios
10.0 out of 10, Exceptional, (34)
"Very Nice. Super clean. Close to everything."
United States
Pat
$157 nightly
The price is $169
Dec 28 - Dec 29
Total with taxes and fees
New! 1 of 4 Downtown Studios
Interior
Farmhouse Apartment - River Road Historic Home

Vacation Home in Fountain City

Farmhouse Apartment - River Road Historic Home
9.8 out of 10, Exceptional, (18)
"It was very relaxing. We arrived late in the afternoon and had to leave early the next morning. My siblings and I all wished we had been able to have another day there."
United States
Lynn M.
$223 nightly
The price is $235
Jan 1 - Jan 2, 2026
Total with taxes and fees
Farmhouse Apartment - River Road Historic Home
Fridge, microwave, oven, stovetop
Big River Inn - 3 bedroom apartment in Alma

Apartment in Alma

Big River Inn - 3 bedroom apartment in Alma
8.6 out of 10, Excellent, (14)
"Great place in the heart of Alma"
United States
Kevin B.
$206 nightly
The price is $229
Dec 30 - Dec 31
Total with taxes and fees
Big River Inn - 3 bedroom apartment in Alma
Exterior
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO

Vacation Home in Historic Downtown Winona

Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
10.0 out of 10, Exceptional, (20)
"Had everything we needed and great communication for our weekend stay. "
United States
Tanya G.
$171 nightly
The price is $184
Dec 29 - Dec 30
Total with taxes and fees
Charming 1-bedroom house in delightful Winona with WiFi, AC and PRIVATE PATIO
Lobby
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat

Condo in Fountain City

Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
7.4 out of 10, Good, (18)
"Great place to stay, worked out perfect for our family."
United States
Lindi J.
$438 nightly
The price is $460
Dec 29 - Dec 30
Total with taxes and fees
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
Outdoor dining
Cozy Apartment with Deck 1 Min. from Mississippi River & National Eagle Center.

Apartment in Wabasha

Cozy Apartment with Deck 1 Min. from Mississippi River & National Eagle Center.
10.0 out of 10, Exceptional, (31)
"Great location and enjoyed the stay!"
United States
Scott M.
$244 nightly
The price is $268
Dec 28 - Dec 29
Total with taxes and fees
Cozy Apartment with Deck 1 Min. from Mississippi River & National Eagle Center.
Dining
Great River Road Cabin on the Mississippi Backwaters Catfish Cabin

Cabin in Buffalo City

Great River Road Cabin on the Mississippi Backwaters Catfish Cabin
10.0 out of 10, Exceptional, (2)
"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.
$149 nightly
The price is $157
Dec 28 - Dec 29
Total with taxes and fees
Great River Road Cabin on the Mississippi Backwaters Catfish Cabin
Fridge, microwave, oven, stovetop
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Vacation Home in Winona

Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
10.0 out of 10, Exceptional, (24)
"Beautiful home we had a wonderful stay!!!"
United States
Thomas L.
$297 nightly
The price is $320
Jan 2 - Jan 3, 2026
Total with taxes and fees
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Exterior
Charming Brick Farmhouse with a Touch of Elegance. -Winona

Vacation Home in Winona

Charming Brick Farmhouse with a Touch of Elegance. -Winona
10.0 out of 10, Exceptional, (138)
"Beautiful home! Close to SMU campus. "
United States
Lucy M.
$413 nightly
The price is $445
Jan 5 - Jan 6, 2026
Total with taxes and fees
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Dining
Great River Road Cabin on the Mississippi Backwaters Buck Cabin

Cabin in Buffalo City

Great River Road Cabin on the Mississippi Backwaters Buck Cabin
10.0 out of 10, Exceptional, (4)
"Great place!!!"
United States
Cynthia B.
$151 nightly
The price is $159
Dec 28 - Dec 29
Total with taxes and fees
Great River Road Cabin on the Mississippi Backwaters Buck Cabin
Exterior
Treehouse Cabin in the Bluff Woodlands South

Cabin in Elba

Treehouse Cabin in the Bluff Woodlands South
10.0 out of 10, Exceptional, (12)
"Great place, very unique and fun!! My only item would be no smoking anywhere on the property, I fully understand though. "
United Kingdom
Jim S.
$160 nightly
The price is $172
Dec 28 - Dec 29
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands South
Interior
Great River Road Cabin on the Mississippi Backwaters Eagle Cabin

Cabin in Buffalo City

Great River Road Cabin on the Mississippi Backwaters Eagle Cabin
10.0 out of 10, Exceptional, (1)
"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.
$165 nightly
The price is $174
Jan 11 - Jan 12, 2026
Total with taxes and fees
Great River Road Cabin on the Mississippi Backwaters Eagle Cabin
Living area
Great River Road Cabin on the Mississippi Backwaters Turtle Cabin

Cabin in Buffalo City

Great River Road Cabin on the Mississippi Backwaters Turtle Cabin
10.0 out of 10, Exceptional, (2)
"Beautiful area, friendly locals. Perfect place to stay for aome family time! We can't wait to come back!"
United States
Sarah M.
$127 nightly
The price is $134
Dec 28 - Dec 29
Total with taxes and fees
Great River Road Cabin on the Mississippi Backwaters Turtle 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.
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Top Rollingstone Hotel Reviews

AmericInn by Wyndham Winona

AmericInn by Wyndham Winona

10/10 Excellent
"The staff was excellent! Very friendly and attentive. The Winona AmericInn is very well run! "
Patrick 2-night trip
Posted 5 days ago
AmericInn by Wyndham Winona

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, condos, resorts, cabins, villas, motels. 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 low season months. For more hustle and bustle, you may prefer to visit Rollingstone in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $117 per night. Rates vary depending on your travel dates, location, and amenities so make a search and 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.

Explore a world of travel with Expedia

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?

Family friendly in the peaceful heart of town: This vacation home rental near Rollingstone is located on a lake and has a fireplace, a garden, and a barbecue grill 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 you can cook with friends or family. You and your friends and family can relax into your vacation with amenities like a selection of books.

What’s there to see and do in Rollingstone?

While you're exploring the area, Aghaming Park And Preserve and Lake Lodge Recreation Center are a couple of picturesque spots to get outside and enjoy nature. Merrick State Park and St. Mary's University of Minnesota 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.