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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  • More quality time

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  • All the privacy of home

    Enjoy full kitchens, laundry, pools, gardens and more
  • More for less

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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.

The information above was last updated:

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)
  • Westfield Golf Club (7.5 mi / 12 km)
  • Garvin Heights Vineyard (8.6 mi / 13.8 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:

  • Prairie Moon Sculpture Garden (7.5 mi / 12.1 km)
  • 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)
  • Whitewater River (11.7 mi / 18.9 km)
  • Buena Vista Park (16.3 mi / 26.2 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

How much does it cost to rent a holiday home in Rollingstone?
Property type, season and length of stay are some things that can influence the price of a holiday home. Simply add your travel dates to find your perfect fit. From cosy country cottages to expansive villas, all Stayz holiday homes offer incredible value.
How much does it cost to rent a beach house in Rollingstone?
When you travel and the style and size of the property will determine the cost of your beachside holiday home. Type in your Rollingstone travel dates to see all your options on Stayz. Can't live without a private pool? Use the filters to pick the amenities and features you want in your holiday home.
What are the top attractions for families in Rollingstone?
Keep the kids busy at these fantastic family-friendly attractions in Rollingstone:

  • Minnesota Marine Art Museum
  • John Latsch State Park
  • Merrick State Park

How old do you have to be to rent a holiday home in Rollingstone?
We advise checking with the Rollingstone holiday home you're considering on Stayz as age restrictions vary. However, it's normally 16, 18 or 21.
How long can I rent a holiday home in Rollingstone for?
How long you can book a holiday home in Rollingstone differs according to the property. Simply enter your preferred travel dates to display a list of options offering extended stays. With plenty of amenities such as washing machines and kitchens, as well as some offering weekly or monthly discounted prices, you're sure to find a perfect place to call your home away from home in Rollingstone.