Rollingstone Vacation Rentals

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Oct 9 - Oct 10
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Oct 10 - Oct 11
This weekend
Oct 10 - Oct 12
Next weekend
Oct 17 - Oct 19

Vacation Rentals in Rollingstone

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

Big River Escape Riverside Cabins

3.0 star property
9.2 out of 10, Wonderful, (36)
"Beautiful stay"
$112 nightly
The price is $119
Nov 4 - Nov 5
Total with taxes and fees
Big River Escape Riverside Cabins
NEW, NEW, NEW! Wabasha Downtown Studio 113 Pembroke Ave. #103
Fridge, microwave, oven, stovetop

NEW, NEW, NEW! Wabasha Downtown Studio 113 Pembroke Ave. #103

9.8 out of 10, Exceptional, (50)
"Great place to stay if you are visiting the area. Clean and comfortable space - hosts were clear and communicative. "
$175 nightly
The price is $188
Oct 12 - Oct 13
Total with taxes and fees
NEW, NEW, NEW! Wabasha Downtown Studio 113 Pembroke Ave. #103
Vintage Lustron Home Piece of History
Smart TV, books

Vintage Lustron Home Piece of History

10.0 out of 10, Exceptional, (23)
"I loved staying here! The interior was comfortable, cozy, and fascinating! "
$198 nightly
The price is $213
Oct 13 - Oct 14
Total with taxes and fees
Vintage Lustron Home Piece of History
NEW, NEW, NEW! Wabasha downtown studio113 Pembroke Ave Unit #102
Microwave, oven, stovetop, dishwasher

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

10.0 out of 10, Exceptional, (65)
"Great place, loved it."
$119 nightly
The price is $128
Oct 13 - Oct 14
Total with taxes and fees
NEW, NEW, NEW! Wabasha downtown studio113 Pembroke Ave Unit #102
3-bedroom Lodge with Incredible Game Room and Bar!
Living area

3-bedroom Lodge with Incredible Game Room and Bar!

10.0 out of 10, Exceptional, (2)
"The house was very clean, we had a great time and we definitely would stay again."
3-bedroom Lodge with Incredible Game Room and Bar!
Sunrise on Skyline - Indoor spa - Arcades - Amazing Views!
Smart TV, fireplace, video games, DVD player

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

10.0 out of 10, Exceptional, (82)
"Nicely kept and good communication with the hosts."
Sunrise on Skyline - Indoor spa - Arcades - Amazing Views!
Heritage hideaway-Secluded Log Cabin
2 bedrooms, travel crib, free WiFi, bed sheets

Heritage hideaway-Secluded Log Cabin

10.0 out of 10, Exceptional, (401)
"Very nice, quiet setting with deer and fireflies."
Heritage hideaway-Secluded Log Cabin
Creekside Cabin Getaway
Property grounds

Creekside Cabin Getaway

9.4 out of 10, Exceptional, (110)
"The property was beautiful and relaxing!"
Creekside Cabin Getaway
Beautiful bluff top condo overlooking Coffee Mill Ski and Mississippi river.
Marina

Beautiful bluff top condo overlooking Coffee Mill Ski and Mississippi river.

9.6 out of 10, Exceptional, (97)
"We really enjoyed our recent stay! The view was gorgeous, the unit was clean and it was everything we wanted for a weekend getaway! We hope to be back. Thanks for a great stay! "
Beautiful bluff top condo overlooking Coffee Mill Ski and Mississippi river.
This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!
Fridge, microwave, oven, stovetop

This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!

9.6 out of 10, Exceptional, (4)
"Unique location close to downtown Winona-perfect for our family gathering!"
This AMAZING river getaway is PERFECT for YOU! Private deck, grill & fire pit!
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
Lobby

Star Hawk Springs Chateaux - Large 6 Bdrm Retreat

7.4 out of 10, Good, (16)
"Great place to stay, worked out perfect for our family."
$482 nightly
The price is $506
Nov 3 - Nov 4
Total with taxes and fees
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
Farmhouse Apartment - River Road Historic Home
Interior

Farmhouse Apartment - River Road Historic Home

9.8 out of 10, Exceptional, (14)
"Great for two couples and close to many cute towns along 35 for our annual motorcycle trip."
Farmhouse Apartment - River Road Historic Home
Victorian era Mississippi riverview retreat.
Property grounds

Victorian era Mississippi riverview retreat.

9.8 out of 10, Exceptional, (33)
"Property was clean, comfortable, and just what we were looking for."
Victorian era Mississippi riverview retreat.
Treehouse Cabin in the Bluff Woodlands North
Exterior

Treehouse Cabin in the Bluff Woodlands North

9.6 out of 10, Exceptional, (8)
"Great area a place to stay. "
$153 nightly
The price is $165
Oct 19 - Oct 20
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands North
Big River Escape Grandview Manse
In-room dining

Big River Escape Grandview Manse

3.0 star property
10.0 out of 10, Exceptional, (2)
$328 nightly
The price is $352
Oct 13 - Oct 14
Total with taxes and fees
Big River Escape Grandview Manse
New! 1 of 4 Downtown Studios
Fridge, microwave, oven, stovetop

New! 1 of 4 Downtown Studios

10.0 out of 10, Exceptional, (28)
"We had a great stay and would recommend this property."
$177 nightly
The price is $190
Oct 12 - Oct 13
Total with taxes and fees
New! 1 of 4 Downtown Studios
Treehouse Cabin in the Bluff Woodlands South
Exterior

Treehouse Cabin in the Bluff Woodlands South

10.0 out of 10, Exceptional, (12)
"My family of 4 had a wonderful stay!"
$153 nightly
The price is $165
Oct 19 - Oct 20
Total with taxes and fees
Treehouse Cabin in the Bluff Woodlands South
Big River Escape Parkside Bungalow
Family Cottage, Park View | Private kitchen

Big River Escape Parkside Bungalow

3.0 star property
$171 nightly
The price is $191
Oct 26 - Oct 27
Total with taxes and fees
Big River Escape Parkside Bungalow
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Fridge, microwave, oven, stovetop

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

10.0 out of 10, Exceptional, (23)
"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)!"
$297 nightly
The price is $320
Oct 13 - Oct 14
Total with taxes and fees
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona
Hatlevig Valley
Interior

Hatlevig Valley

9.6 out of 10, Exceptional, (16)
"Wonderful home for a larger group. Amazing property. Really enjoyed our Stay and hope to return again."
Hatlevig Valley
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 pool was closed, was a little disappointing. They had a busy weekend pool numbers weren’t they should be. Everything else was great."
Gail 1-night trip
Posted 2 days ago
AmericInn by Wyndham Winona

Find out more about Rollingstone

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 $119 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

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?

Big River Escape Grandview Manse: You might like this vacation home rental near Rollingstone. It is located near skiing and has a selection of games, a barbecue grill, and air-conditioning to put you at ease in your new surroundings. This vacation rental also comes with free parking to give you added peace of mind.

What’s there to see and do in Rollingstone?

While you're exploring the area, John Latsch State Park and Aghaming Park And Preserve 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.