
Vacation rentals in Rollingstone
Find and book unique accommodations on Airbnb
Top-rated vacation rentals in Rollingstone
Guests agree: these stays are highly rated for location, cleanliness, and more.

Tiny on the River
According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets

Lake Onalaska Cabin surrounded by Wildlife Refuge
Two bedroom cabin on the edge of the Upper Mississippi Wildlife Refuge. Surrounded on one side by beautiful Lake Onalaska with prairie walking trails on the other. You will have access to hiking, biking, kayaking, canoeing, and fishing steps from your door. There are two public boat landings less than a mile away. This cabin has a full kitchen but if you prefer there are several restaurants nearby. Stay and experience all that "God's Country" has to offer. Wi-Fi DVD player *No cleaning fees

✨Vintage Lustron Home✨
Enjoy a stay in this vintage Lustron Home. It is a unique home. It has two bedrooms, and a sofa sleeper in the living room. The master bedroom has a queen size bed. The second bedroom has two twin beds. This home offers a washer and dryer for your convenience. It has a large fenced yard to enjoy during your stay. Off street parking and Wi-Fi included. This home is in a very peaceful neighborhood. Located close to Winona State University and St. Mary's University. There are State Parks close also

River Road Abode: breathtaking river views
Entire 2 bedroom home with amazing views of the Mississippi from every room in the house. 3 unique decks to watch birds, barges, boats, bluffs and trains. Out front you can wave at people passing by on the Great River Road. Located near WI and MN state parks, wineries, breweries, and restaurants. Adventure outdoors or stay in and watch all the Mississippi has to offer from the private patio and decks. Trains pass by property day & night. Home is well insulated & ear plugs are provided.

Bogus Valley Holm Country/Farm Pepin/Stockholm
Come to the country and enjoy lodging at quiet Bogus Valley Holm. Located in picturesque Bogus Valley, between Pepin and Stockholm Wisconsin. This vintage home farmstead on 4 acres, was built in the mid 1850s and has old world character architecture with the comforts of modern day amenities. The southern exposure enclosed front porch is the favorite gathering spot for most everyone that has stayed in the home. This 2 bedroom 1 1/2 bath property has potential for sleeping up to 8 guests.

Beautiful Views of the Mississippi river
Escape to a private Mississippi River retreat on 18 wooded acres. This spacious 6,300 sq ft home sits up high with stunning views of the river. It sleeps up to 14 with 5 bedrooms, 10 beds, and multiple living areas perfect for groups and gatherings. Enjoy a fully stocked kitchen with two fridges, complimentary coffee, laundry, a game room, games, and an outdoor fire pit. Peaceful, secluded, and designed for comfort—your ideal riverside getaway. No pets. Nearly 200 5-star reviews!!!

Bluffside cottage with gorgeous views
Hill Street House is the quintessential river-town residence, located within walking distance of Fountain City's quaint downtown, legendary pubs, and riverfront, but just far enough from the highway and trains to still get a good night's sleep. Perched snuggly on the bluffside overlooking the Mississippi River, you'll see an ever-changing panorama of river boats, barges, and birds in flight against a backdrop of Minnesota bluffs in the distance and a jumble of rooftops below.

Walnut Creek Cabin: Modern + rustic luxury getaway
Experience nature and simple living without forgoing modern amenities at this secluded cabin tucked in the heart of the Wisconsin Driftless area. The details of the original log cabin have been preserved and reimagined to create an attractive modern + rustic design. The 10-acre property features a private stream, rolling hills and wildlife viewing opportunities. Explore the serene landscape with nature walks, or enjoy the view from the comfort of the hot tub.

2nd Floor Retreat - 7 Blocks from WSU
Our one-bedroom apartment is perfect for two guests. * Spacious bedroom with queen size bed, couch and workspace * Fully kitchen with oven, refrigerator, microwave + coffee/tea station * TV, board games and books * All amenities needed for a comfortable stay * Walking distance to WSU and Cotter * Your own washer dryer in the apartment * Easy self-check-in process We want you to love your time in Winona and are here to make your stay as pleasant as possible.

~ 71 Johnson Street ~
This beautiful brownstone house is conveniently located in the heart of beautiful downtown Winona MN! It is within close proximity to many attractions Winona has to offer such as: Mississippi River front access, coffee shops, restaurants, bars & lounges, Winona State University, Lake Winona, hiking/biking trails, Shakespeare Festival, Minnesota Marine Art Museum, and much more! Please allow us to make your next stay in beautiful Winona a memorable one!

Hygge House | A Cozy Guesthouse
The Hygge (pronounced hyoo·guh) House is a tiny taste of Scandinavia in Southeastern Minnesota. What is Hygge? In short, it's a Scandinavian way of living that focuses on hunkering down and creating a safe, comforting and warm place to while away. My husband and I hand built the Hygge House with your comfort in mind. We love being cozy and having space to spend together so when the opportunity arose to renovate our studio, we wanted to share it!

High Court Loft-the Judge's Chamber
High Court Loft is on the 3rd floor above High Court Pub on Lanesboro's historic Main Street. The large open space features a wall bed, kitchen w/1 pot induction stovetop, convection toasteroven, coffeemaker, fridge & microwave. The Loft is great for lounging or entertaining small groups. Large original windows open to a wonderful view of the lively downtown. In addition to the bed there is a queen deluxe airbed. Pets not allowed.
Popular amenities for Rollingstone vacation rentals
Other great vacation rentals in Rollingstone

The Cozy Hideaway - 5-Minute Drive to Mayo Clinic

Art Orchard Gallery and Guest House

Haven on Huff

Parkway Place - A

Vacation condo Eagle View Cottage on Lake Pepin

Dale’s Place

Secluded cabin in beautiful river valley.

Charming Rosemorr Cottage
Destinations to explore
- Chicago Vacation rentals
- Upper Peninsula Vacation rentals
- Platteville Vacation rentals
- Downtown Chicago Vacation rentals
- Minneapolis Vacation rentals
- Wisconsin River Vacation rentals
- Milwaukee Vacation rentals
- Omaha Vacation rentals
- Minnesota River Vacation rentals
- Twin Cities Vacation rentals
- North Side Vacation rentals
- Madison Vacation rentals




