Rollingstone holiday rentals

We found 35 holiday rentals — enter your dates for availability
Scroll through and select from holiday rentals in Rollingstone to find one that's perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday rentals have the best amenities for spending time at your holiday home, including air conditioning and cable TV. What you'll find is a property to rent for everyone's needs, including options that are accessible or non-smoking.

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Why visit Rollingstone

  • Scenic reserves and urban parks: Rollingstone offers breathtaking natural landscapes and well-maintained urban parks ideal for family outings and leisurely strolls.
  • Panoramic views: Enjoy expansive vistas that highlight the city’s unique blend of natural beauty and urban charm.
  • Local landmarks: Explore distinctive local sites that capture the authentic spirit of Rollingstone.
  • Outdoor adventure: Engage in a variety of outdoor activities, from adventurous hikes to relaxing walks in nature.
  • Charming city experience: Experience the warmth and inviting atmosphere of Rollingstone, making it a perfect quick getaway.

Popular types of accommodation in Rollingstone

Welcome to Rollingstone, Minnesota, a charming city offering a variety of accommodation options such as private holiday homes, cabins, and condos. Discover the local holiday park and explore the unique attractions, landmarks, and experiences that define Rollingstone. Enjoy a hassle-free stay with transparent, customer-centric holiday rental services that ensure transparency, savings, and reassurance for every traveller.

  • Private Holiday Homes: Experience the charm of secluded, self-catered retreats, perfect for families or couples seeking a cosy, private getaway in Rollingstone.
  • Cabins: Discover rustic, inviting hideaways, ideal for immersing yourself in nature and enjoying a quintessential countryside escape.
  • Condos: Enjoy modern, stylish accommodations, offering convenience and comfort with a touch of urban sophistication.
  • Cottages: Relish in quaint, picturesque abodes, offering a serene and homely atmosphere for a peaceful retreat.
  • Apartments: Choose contemporary, self-contained spaces, perfect for a flexible and independent holiday experience.**

Top attractions near Rollingstone

Rollingstone, Minnesota offers a delightful blend of outdoor and urban experiences. You can explore scenic reserves and urban parks that are perfect for adventurous family outings and leisurely walks. The city's landmarks provide a unique insight into its local charm, making it an ideal destination for those seeking both natural beauty and a taste of city life.

  • Minnesota Marine Art Museum: An art museum with a rich cultural ambience, located 13km from Rollingstone. Enjoy a collection celebrating marine artistry, offering a unique blend of artistic heritage and seaside charm.
  • Rock in the House: A scenic landmark with friendly local vibes, situated 8km from Rollingstone. Experience the picturesque surroundings and the welcoming community spirit.
  • Winona County Courthouse: A historic civic building exuding cultural significance, positioned 14km from Rollingstone. Discover its storied past and architectural elegance.

Things to do recommended for couples

For a romantic getaway in Rollingstone, explore the scenic bluffs along the Mississippi River, perfect for a leisurely hike. Enjoy a cosy picnic at a local park or indulge in a candlelit dinner at a charming restaurant, creating unforgettable memories together.

Things to do recommended for families

Families visiting Rollingstone can explore the charming local parks, perfect for picnics and outdoor games. The nearby Root River offers opportunities for kayaking and canoeing, while the local community centre hosts family-friendly events throughout the year, ensuring a memorable experience for everyone.

Things to do recommended for groups

Groups visiting Rollingstone can enjoy a scenic hike through the picturesque Bluff Country, explore local wineries for tastings, and partake in seasonal festivals that showcase regional arts and crafts, providing a delightful taste of the area's culture and community spirit.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Rollingstone

Whether you're journeying with a group, accompanied by family, travelling with pets, or seeking extended stays, be sure to apply the appropriate filters. Here are some Stayz booking tips for you.

  • Traveling to Rollingstone with a group: Think about how many bedrooms you require, as well as additional features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all of these options, and much more, on Stayz.
  • Traveling to Rollingstone with young kids: Travelling with young children can present certain challenges. It's essential to prioritise their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, it’s wise to take into account your closeness to family-friendly attractions.
  • Taking your pets with you to Rollingstone: For many, a family holiday isn’t truly fulfilled without their furry companion by their side. If this resonates with you, take a look at Stayz properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Rollingstone: If you're seeking holiday rentals with special offers for stays of a month or more, you've come to the right place. By using the appropriate filters, you can effortlessly discover and save on monthly accommodations. Don't forget to consider adding features such as a parking space, a well-equipped kitchen, or a private pool to your search criteria as well.

Where to stay near Rollingstone

Rollingstone in Minnesota offers a delightful blend of outdoor adventure and scenic beauty. Visitors can enjoy panoramic views and explore local sites that encapsulate the town’s natural charm. It’s an ideal destination for a quick getaway, where the inviting atmosphere and picturesque landscapes provide an authentic experience for travellers seeking a unique blend of adventure and tranquillity.

  • Winona, Minnesota City, Stockton: Winona is a vibrant city located 13km away from Rollingstone. It offers an alluring outdoor and scenic experience with a hint of romance. Visitors can explore extensive recreational areas, engage in educational pursuits, or enjoy invigorating hikes along well-established trails. The local attractions include a picturesque lake, a modern college university, and a vast national state park, making it a destination where nature and culture meet in a harmonious blend.
  • Winona, Minnesota City, Stockton: Minnesota City is a charming urban area positioned 3km from Rollingstone. Renowned for its outdoor appeal and scenic vistas, this destination invites visitors for a romantic escapade amid impressive natural backdrops. The area offers recreational spaces, educational facilities, and accessible trails that lead to a variety of outdoor adventures. Prominent landmarks include a serene lake, a national state park, and a gently flowing river, creating a perfect setting for those seeking both tranquillity and active pursuits.
  • Winona, Minnesota City, Stockton: Stockton, a quaint village situated 8km from Rollingstone, offers a refreshing escape into nature. Ideal for outdoor enthusiasts and those in search of scenic beauty, this locale provides access to delightful recreational areas. The surroundings feature a sparkling lake, a national state park, and a scenic river, all contributing to the village's charm and its appeal as a destination for a romantic and adventurous getaway.

Best time to go to Rollingstone

If you're planning a trip to Rollingstone, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January16.2°F (-8.8°C)No Rain (Dry)Mostly CloudyLowAverage
February18.7°F (-7.4°C)No Rain (Dry)Mostly CloudyLowSlightly Low
March33.6°F (0.9°C)Light RainMostly CloudyAverageSlightly Low
April44.8°F (7.1°C)Light RainMostly CloudyAverageAverage
May57.6°F (14.2°C)Light RainMostly SunnyAverageAverage
June67.6°F (19.8°C)Light RainMostly SunnyHighAverage
July71.6°F (22.0°C)Light RainMostly SunnyHighSlightly High
August69.8°F (21.0°C)Light RainMostly SunnyHighSlightly High
September62.8°F (17.1°C)Light RainMostly SunnyAverageSlightly High
October48.9°F (9.4°C)Light RainMostly SunnyAverageAverage
November35.8°F (2.1°C)Light RainMostly SunnyAverageSlightly Low
December22.8°F (-5.1°C)Light RainMostly CloudyLowAverage

Booking with Stayz is a breeze

Looking to cut costs on your upcoming journey? Being flexible with your travel dates can make a significant difference, as prices often fluctuate. You can also enjoy considerable savings by booking a longer stay. To locate a Stayz property that suits your budget, simply use our filters to sort by price, location, and type of holiday rental.

Stayz Trips: Planning as easy as it gets

Stayz’s Trip Board provides a dedicated space where you can initiate fresh journeys, resume your ongoing plans or review and manage your reservations. Your saved or booked properties are neatly categorised into Potential, Upcoming, or Current Trips. For further details on Trip Boards, please visit: https://www.stayz.com.au/trips.

**Based on Vrbo properties bookings.

Find the perfect holiday rental for your Rollingstone getaway

Learn about the unique charm of Rollingstone with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Sightseeing in and around Rollingstone

Are you searching for top things to see and do during your stay? Venture out of your cosy holiday rental and experience everything that makes Rollingstone a fun spot to go on holiday. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city centre:

  • 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)
  • Westfield Golf Club (7.5 mi / 12 km)
  • Walnut Grove Golf Course (9 mi / 14.6 km)

Exploring the natural landscape of Rollingstone

Whether you're an active traveller or just want to appreciate the scenery, you'll be sure to find the perfect setting for your holiday in Rollingstone. Here are some of the area’s most eye-catching natural features, all within 30 miles (48.2 km) of the city centre:

  • Lake Lodge Recreation Center (9.4 mi / 15.1 km)
  • Lake Park (10.4 mi / 16.7 km)
  • Sugar Loaf Bluff (10.6 mi / 17.1 km)
  • Root River (27.3 mi / 44 km)
  • Angel Bluff (8.4 mi / 13.5 km)
  • Aghaming Park And Preserve (9.2 mi / 14.9 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 centre. If you're unable to find a flight that fits your schedule, you might consider flying into Rochester, MN (RST-Rochester Intl.), which is 35.9 mi (57.7 km) away.

Frequently asked questions

What is the best area to stay in Rollingstone when booking a holiday rental?
When considering a holiday rental in Rollingstone, Minnesota, the area around the charming downtown is an excellent choice. This neighbourhood offers a delightful small-town atmosphere, with a selection of properties that cater to various preferences and budgets. Staying here allows easy access to local shops and eateries, where you can savour some of the region's culinary delights.A popular attraction nearby is the scenic Rollingstone River, superb for nature enthusiasts who enjoy walking or biking along its tranquil paths. Additionally, just a short drive away, you'll find the beautiful Garvin Heights Park, renowned for its stunning vistas of the Mississippi River Valley, making it a great spot for picnics or a leisurely hike.With a variety of properties available, from quaint cottages to larger family homes, you'll find something suitable for your needs while enjoying the warmth and hospitality of this lovely community.
Where are the best Rollingstone ski resort rentals?
For those seeking ski resort rentals near Rollingstone, the nearby area of Winona is the best option. Just a short drive away, Winona provides access to the local ski slopes at the nearby Mount La Crosse ski area, which is known for its family-friendly atmosphere and a variety of runs suitable for all skill levels. In Winona, travellers can find a range of accommodations, including cosy cabins and modern condos that cater to both small and larger groups.These properties often come equipped with essential amenities such as fully furnished kitchens, comfortable living areas with fireplaces, and sometimes even outdoor hot tubs for relaxation after a day on the slopes. Many rentals also offer convenient access to local shops and eateries, enhancing the overall experience.Furthermore, the picturesque surroundings of the Mississippi River Valley provide opportunities for winter activities beyond skiing, such as snowshoeing and hiking. Accommodations with proximity to these scenic trails are available, featuring amenities like heating, Wi-Fi, and outdoor spaces for enjoying the natural beauty of the area.
What is the most popular type of holiday rental accomodation in Rollingstone?
In Rollingstone, apartments are the most popular type of holiday rental, with several available throughout the area. These apartments typically feature essential amenities such as fully equipped kitchens, comfortable living areas, and laundry facilities, providing a convenient and homely experience for travellers. The rentals are often located in peaceful neighbourhoods, allowing guests to enjoy the serene surroundings while being within reach of local points of interest.
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. The area offers spacious homes that typically feature large living rooms, full kitchens for preparing family meals, and outdoor spaces where kids can play and explore.Visitors will appreciate the proximity to local parks and natural attractions, ideal for outdoor activities such as hiking or picnicking. The surrounding countryside provides a peaceful backdrop, superb for relaxing after a day of adventure.
Are there any remote work holiday rentals in Rollingstone?
In Rollingstone, Minnesota, there are several holiday rentals available that cater to remote work needs. These properties typically come equipped with essential amenities such as high-speed internet, comfortable desk chairs, and dedicated workspaces, allowing for a productive environment. Many rentals also feature Wi-Fi, ensuring seamless connectivity for remote tasks.The town itself is located in a scenic area, providing a peaceful backdrop for those balancing work and leisure. Nearby attractions, such as local parks and walking trails, offer opportunities to unwind after a day of work. To help narrow your search, insert your dates and apply the "WiFi" filter on Stayz.
What are popular rental amenities in Rollingstone?
In Rollingstone, popular holiday rental amenities include well-equipped kitchens, which are ideal for preparing meals during your stay. Many rentals also feature desks and desk chairs, providing a convenient workspace for those who need to catch up on tasks or enjoy a quiet moment for reflection. Families will appreciate the selection of children's books available in some properties, ensuring that younger guests have entertainment options. Additionally, some rentals may come equipped with a blender, allowing guests to create smoothies or other blended treats during their holiday.
What are the top attractions in Rollingstone?
In Rollingstone, visitors can enjoy the charm of small-town life while exploring nearby attractions. The area is surrounded by scenic landscapes, making it ideal for outdoor enthusiasts. Just a short drive away, the city of Winona offers attractions such as the breathtaking Lake Winona, where one can partake in boating and fishing activities. The historic downtown area of Winona features a variety of shops, restaurants, and the stunning Polish Cultural Institute, which celebrates the local heritage.For those interested in nature, the nearby Great River Bluffs State Park provides excellent hiking trails and panoramic views of the Mississippi River. The park is known for its diverse wildlife and beautiful scenery, making it superb for a day of exploration.
Are all fees included in the Rollingstone holiday homes prices shown on Stayz?
Stayz 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.
Are there any Rollingstone holiday homes with parking?
Stayz offers a wide selection of holiday homes 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 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.
Are there any discounts for Rollingstone holiday homes?
You can find great discounts on holiday homes in Rollingstone on Stayz, 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.
Can I change or cancel my Rollingstone holiday home booking on Stayz?
To find Rollingstone holiday rentals with free cancellation, just use Stayz'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". Whether you're adjusting your plans or looking for flexible payment options, Stayz makes it easy to book with confidence.
Can I find long-stay holiday homes in Rollingstone?
A long-stay holiday home 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 vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
Can I plan a group trip on Stayz?
Stayz's Trip Planner makes organising group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favourites, and build the perfect itinerary together.
How early should I book a Rollingstone holiday home?
Book your Rollingstone holiday home 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 Stayz booking and occupancy data for 2024 stays.
How much does it cost to rent a holiday home in Rollingstone?
Prices for holiday homes 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. Stayz offers something for every taste and budget, from affordable homes in Rollingstone to more spacious homes.
What can I expect from Stayz customer service and StayzCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, StayzCare™ is here to support you every step of the way. For urgent situations, such as last-minute cancellations, booking issues, or potential fraud, StayzCare™ customer service is available 24/7 to support you every step of the way. Stayz also offers support via live chat through our Help Centre, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
What is StayzCare™ and how does it work?
Stayz's mission is to help guests relax, reconnect, and enjoy precious time together. With StayzCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable. If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
Why should I join Stayz as a host?
Joining Stayz 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, Stayz makes it easy to list, manage, and succeed. Whether it's a cosy cabin or a beach house, you can turn your space into a standout destination, become a host and let Stayz handle the heavy lifting to help you thrive. Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.

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