Rollingstone Vacation Rentals

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Vacation Rentals in Rollingstone

Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
10.0 out of 10, Exceptional, 5 reviews
"Beautiful place, great location and loved the daily breakfast at Bonnie Rae’s next door. With definitely stay again."
Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
Heritage hideaway-Secluded Log Cabin
10.0 out of 10, Exceptional, 328 reviews
"We had the BEST most PEACEFUL time staying here and driving around the beautiful country sides, visits the adorable towns, buying Amish wares and listening to the tree frogs at night. The cabin is serene, with charm, rustic details and all the amenities you could need from cookware to lots of cozy linens. The beds and pillows were great and the view is, just the absolute best. WE. WILL. BE. BACK! *not to threaten the hosts with the bold text, but we just cannot wait!"
Heritage hideaway-Secluded Log Cabin
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
10.0 out of 10, Exceptional, 65 reviews
"The lodge is spacious, clean and well equipped. The view is magnificent."
Entire high-quality lodge well equipped and tranquil - See ALBINO deer!
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Cozy Apartment with Deck 1 Min. from Mississippi River & National Eagle Center.
10.0 out of 10, Exceptional, 15 reviews
"Loved our time there"
The price is $150
$237 total
includes taxes & fees
Jun 9 - Jun 10
Cozy Apartment with Deck 1 Min. from Mississippi River & National Eagle Center.
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
10.0 out of 10, Exceptional, 23 reviews
"We came into the house and were blown away at the cleanliness of the area. The views were just amazing and the area the house is located is just the cutest thing! We will be more than lucky to have a chance to stay here again!"
The BRD Nest Mississippi River views backdropped by majestic Minnesota bluffs
Creekside Cabin Getaway
9.4 out of 10, Exceptional, 94 reviews
"We enjoyed our time here. Close to main roads and close to the State Parks for great sight seeing."
Creekside Cabin Getaway
Big River Escape Riverside Cabins
3.0 star property
9.4 out of 10, Exceptional, 16 reviews
"Very clean and I really enjoyed the beauty around."
The price is $146
$155 total
includes taxes & fees
Jun 19 - Jun 20
Big River Escape Riverside Cabins
Sunrise on Skyline - Indoor Pool - Arcades - Amazing Views!
10.0 out of 10, Exceptional, 50 reviews
"My family and I are so happy we found this house for my Mom’s birthday weekend! The location is great. It’s very convenient if you like to golf, it’s in a quiet neighborhood and has a beautiful view. We loved the sunroom as a gathering space and had fun using the arcade games, pool, and deck. The space itself was clean and checking in was easy! Thank you for a great stay, we would happily choose to stay here again if we find ourselves back in Wabasha!"
Sunrise on Skyline - Indoor Pool - Arcades - Amazing Views!
Treehouse Cabin in the Bluff Woodlands
9.6 out of 10, Exceptional, 7 reviews
"The cabin was actually nicer than the pictures gave them credit for. The beds and couch were very comfortable. The bathrooms were much nicer than expected. Both the cabin and the bathrooms were very clean. The grounds around the cabin really needed a good mowing. It would have been helpful if firepit tools for moving hot logs or cleaning out old charred pieces of wood were provided. Not something we have to bring with us. "
The price is $94
$164 total
includes taxes & fees
Jun 2 - Jun 3
Treehouse Cabin in the Bluff Woodlands
MCR is a property that features seclusion and privacy that is hard to find.
10.0 out of 10, Exceptional, 74 reviews
"This is our third stay at Money Creek Ranch and we will be back! Amy is THE BEST attentive host that thinks of all the details to make our stay pleasant. We all have our favorite spot here- a young one on the swing, a family member in the hammock, someone reading on the deck, and me around the fire pit star gazing between the bluffs. This is hands down the best place for gatherings, nature viewing, and relaxing. The lodge has enough room for everyone. Not to mention you are close enough to town...
MCR is a property that features seclusion and privacy that is hard to find.
Bluffside cottage with gorgeous river views
10.0 out of 10, Exceptional, 5 reviews
"A great little house on the Mississippi. Very clean and tastefully decorated. The view of the Mississippi and the sunsets was fantastic."
Bluffside cottage with gorgeous river views
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
8.8 out of 10, Excellent, 10 reviews
"Great place to stay, worked out perfect for our family."
Star Hawk Springs Chateaux - Large 6 Bdrm Retreat
Martha's Place
10.0 out of 10, Exceptional, 5 reviews
"Martha’s Place was fully equipped, very clean, and provided a great escape for our vacation. The neighborhood was quiet and the area was scenic and had opportunities for walking and hiking."
Martha's Place
Tamarack Point Homestead
10.0 out of 10, Exceptional, 12 reviews
"This place was just perfect. Couldn’t ask for a nicer place to stay. It’s even better than described. Thank you!"
The price is $96
$122 total
includes taxes & fees
Jun 2 - Jun 3
Tamarack Point Homestead
Spacious Historic Gem with Modern Features
10.0 out of 10, Exceptional, 13 reviews
"Enjoyed the area and the accommodations worked perfectly for our group."
Spacious Historic Gem with Modern Features
Charming Brick Farmhouse with a Touch of Elegance. -Winona
9.8 out of 10, Exceptional, 108 reviews
"Absolutely wonderful in everything, even the weather cooperated. Samantha is an awesome contact and host. We'll be back!"
The price is $350
$549 total
includes taxes & fees
Jun 2 - Jun 3
Charming Brick Farmhouse with a Touch of Elegance. -Winona
Family friendly in the peaceful heart of town
10.0 out of 10, Exceptional, 72 reviews
"No issues at all. We loved our stay."
Family friendly in the peaceful heart of town
Mississippi River View with updated driveway
9.4 out of 10, Exceptional, 120 reviews
"Nice getaway for a hiking trip. Three level home with bathroom on each level. Beautiful view. As luck would have it the Northern Lights were out while we were there and we have a spectacular view!"
Mississippi River View with updated driveway
Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush
10.0 out of 10, Exceptional, 3 reviews
"Convenient location. Wonderful gathering space. Well equipped. Everyone was comfortable. We stayed there for a wedding in Winona. We loved the Christmas decorations since we were there during the holidays. And you can’t beat the view. Beautiful"
The price is $413
$499 total
includes taxes & fees
Jun 2 - Jun 3
Discover ‘Riverview Radiance,' a 5BR Minneiska marvel where the Mississippi meets modern luxury. Perfect for large groups, this home boasts a fully-equipped kitchen, sprawling views, and a suite of entertainment options. Revel in comfort with plush
Three-Bedroom Apartment with River View
9.4 out of 10, Exceptional, 42 reviews
"Nice location and perfect size for the 5 of us women. We enjoyed our stay!"
Three-Bedroom Apartment with River View
Don't see what you're looking for?
See all available properties in Rollingstone
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.

Other types of properties in Rollingstone you may be interested in

Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
10.0 out of 10, Exceptional, 5 reviews
"Beautiful place, great location and loved the daily breakfast at Bonnie Rae’s next door. With definitely stay again."
Entire cozy Rollingstone apt in Mississippi Valley, just 10 min from Winona!
The Plaza Hotel & Suites Winona
3.0 star property
9.0 out of 10, Wonderful, 965 reviews
"Everything was fine"
The price is $145
$162 total
includes taxes & fees
Jun 2 - Jun 3
The Plaza Hotel & Suites Winona
Express Suites Riverport Inn & Suites
3.0 star property
8.6 out of 10, Excellent, 1,004 reviews
"The hotel was great in terms of comfort and amenities. Our only complaint was there was a wedding reception there and no parking for guests. We had to park in Target lot until later and go out and move our car."
The price is $110
$123 total
includes taxes & fees
Jun 2 - Jun 3
Express Suites Riverport Inn & Suites
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.

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 $94 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.

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?

Entire high-quality lodge well equipped and tranquil - See ALBINO deer!: This vacation home rental near Rollingstone is located in a rural location and has a fireplace, a balcony, and a barbecue grill to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop, and a microwave. It offers a garden, a selection of games, and a spa tub so you can immerse yourself in your vacation.

What’s there to see and do in Rollingstone?

While exploring the area, visit family-friendly sights like LARK Carousel, or get outside and enjoy nature at Lake Lodge Recreation Center. St. Mary's University of Minnesota and Minnesota Marine Art Museum 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.

Recent reviews of Rollingstone properties
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