Rollingstone vacation rentals

We found 48 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Rollingstone to find one that's perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the amenities you need and want for your stay, such as parking and air conditioning. What you'll find is a rental that has what everyone needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Rollingstone

Showing deals for:Nov 14 - Nov 21

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

Exterior
10 out of 10 rating
Exceptional
(17 reviews)

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

Winona, MN

10% off
Price is CA $322
CA $2,651 total
includes taxes & fees
Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Find spaces that suit your style

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    Our Book with Confidence guarantee gives you 24/7 support

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, yards and more

  • More for less

    More space, more privacy, more amenities — more value

Find out more about Rollingstone

Find out more about Rollingstone

Find the perfect vacation rental for your Rollingstone getaway

Learn about the unique charm of Rollingstone with a stay in a private vacation home. You'll find plenty to explore during your stay in the area. A vacation rental can help make your stay complete. Many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Rollingstone

Do you want to find attractions to visit while you're in the area? Venture out of your cozy vacation rental and experience everything that makes Rollingstone a fun spot to vacation. Here are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Danzinger Vineyards (14.7 mi / 23.6 km)
  • Elmaro Vineyard (15.7 mi / 25.3 km)
  • Garvin Heights Vineyard (8.6 mi / 13.8 km)
  • Walnut Grove Golf Course (9 mi / 14.6 km)
  • Westfield Golf Club (7.5 mi / 12 km)

Exploring the natural landscape of Rollingstone

Whether you're looking for exciting outdoor activities or just want to spend some time taking in the scenery, you'll be sure to find the perfect setting for your vacation in Rollingstone. These are a few of the area's most eye-catching features, all within 30 miles (48.2 km) of the city center:

  • John Latsch State Park (4.6 mi / 7.4 km)
  • Aghaming Park And Preserve (9.2 mi / 14.9 km)
  • Lake Lodge Recreation Center (9.4 mi / 15.2 km)
  • Lake Park (10.4 mi / 16.7 km)
  • Sugar Loaf (10.6 mi / 17.1 km)
  • Root River (27.3 mi / 44 km)

How to get to and around Rollingstone

Fly into La Crosse, WI (LSE-La Crosse Municipal), the closest airport, located 31.5 mi (50.7 km) from the city center. If you can't find a flight that works for your travel itinerary, you can also fly into Rochester, MN (RST-Rochester Intl.), which is 35.9 mi (57.7 km) away.

Frequently asked questions

How much does it cost to rent a vacation home in Rollingstone?
Prices for vacation rentals in Rollingstone vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're travelling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Rollingstone to more spacious homes.
Are there any discounts for Rollingstone vacation house rentals?
You can find great discounts on house rentals in Rollingstone on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Where are the best Rollingstone ski resort rentals?
For those seeking ski resort rentals near Rollingstone, Minnesota, the closest significant ski area is located in the nearby town of Welch, home to the Welch Village ski area. This ski resort offers a variety of accommodations in the surrounding region, particularly in towns like Red Wing and Lake City. Here, travellers can find comfortable lodgings, including cabins and lodges that cater to families and groups.

Properties in Red Wing often feature amenities such as fully equipped kitchens, spacious living areas, and sometimes fireplaces, superb for unwinding after a day on the slopes. Many rentals also provide outdoor spaces for enjoying the scenic views of the Mississippi River Valley. In Lake City, visitors can discover charming vacation homes and condos, often with easy access to local dining and shopping options, enhancing the overall experience.
What is the most popular type of vacation rental accomodation in Rollingstone?
In Rollingstone, apartments are the most popular type of vacation rental, with several available throughout the area. These apartments typically offer a comfortable living space, often featuring fully equipped kitchens and cosy lounges, making them ideal for those looking for a cozy feel during their stay. Travellers can expect amenities such as Wi-Fi, laundry facilities, and sometimes outdoor patios for enjoying the serene surroundings.
Are there any family house rentals in Rollingstone?
In Rollingstone, Minnesota, there are several family-friendly house rentals available, making it an excellent choice for those travelling with children. This charming area features homes that often include spacious living areas, fully equipped kitchens for preparing meals, and outdoor spaces where kids can safely play. Many properties also offer modern amenities like Wi-Fi and laundry facilities, ensuring a comfortable stay for families.
Can I find long-stay vacation rentals in Rollingstone?
A long-stay vacation rental in Rollingstone is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Are there any remote work vacation rentals in Rollingstone?
In Rollingstone, Minnesota, there are several remote work vacation rentals available for those looking to blend leisure with productivity. Properties in the area typically offer essential amenities such as WiFi, desk chairs, and dedicated workspaces, ensuring a comfortable environment for remote working. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
Are there any Rollingstone vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Rollingstone with parking available—perfect for families or travellers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Rollingstone vacation rental?
Book your Rollingstone vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Can I change or cancel my Rollingstone home rental booking on Vrbo?
To find Rollingstone vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travellers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cosy flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Rollingstone vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.

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