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Winona, MN vacation rentals
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Best Vacation rentals and Airbnb offers in Winona, MN

Best family friendly Winona, MN vacation rentals

Among the 91 accommodations in Winona, MN, here are the 4 best family friendly rentals

Fc River Retreat - Winona, MN
No reviews

Fc River Retreat

house, Fountain City
This beachfront house in Wilson offers direct access to the sandy shore and scenic river views, situated in a district known for its natural beauty.
This recently renovated 2300 square foot home features 3 bedrooms, 2 bathrooms, and accommodates up to 14 guests with amenities including a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, sauna, bar, and parking.
Vintage Lustron Home Piece Of History - Winona, MN
10 33 reviews

Vintage Lustron Home Piece Of History

apartment, Minnesota City
This charming vintage home is located in Minnesota City, just a short distance from the Mississippi River, Aghaming Park And Preserve, and the Polish Cultural Institute & Museum Annex, offering a peaceful and scenic setting. The apartment consistently receives excellent ratings from guests, highlighting its comfortable and welcoming atmosphere.
This two-bedroom rental can comfortably accommodate up to six guests, providing ample space for families or groups of friends. Enjoy a fully equipped kitchen, air conditioning, a private terrace, and a cozy fireplace, along with access to nearby hiking trails, fishing spots, and the vibrant city of Winona, just a short drive away.
The Chateau On Butterfly Trail - 6 Bdrm Retreat - Winona, MN
10 1 review

The Chateau On Butterfly Trail - 6 Bdrm Retreat

apartment, Dodge
This 6-bedroom country house offers a private retreat on 8 acres in rural western Wisconsin, a short drive from Fountain City and Winona, Minnesota, and is located in the scenic Mississippi River Valley.
This historic property, a former girls' school dormitory, accommodates up to 20 guests with amenities including a full kitchen, air conditioning, and garden, and features first-floor accessibility with ramp access and ground-level bedrooms.
Cottage By Lake Winona - Winona, MN
9.8 189 reviews

Cottage By Lake Winona

cottage, Winona
The Cottage by Lake Winona is located in Winona, Minnesota, just 10 blocks from the Mississippi River and downtown, offering easy access to both natural beauty and urban amenities. This vacation rental has received excellent ratings for its cleanliness, location, and overall user experience.
The 3-bedroom cottage comfortably sleeps 6 guests, making it ideal for families or groups of friends. Amenities include a fully equipped kitchen, air conditioning, a garden, and parking, along with stunning lake views, making it a perfect base for exploring Winona and enjoying its natural surroundings.

Best pet friendly Winona, MN vacation rentals

Among the 91 accommodations in Winona, MN, here are the 4 best pet friendly rentals

Parkside Pet Friendly Bungalow - Winona, MN
9.3 3 reviews

Parkside Pet Friendly Bungalow

house, Winona
This pet-friendly Winona bungalow is located approximately 30 miles from La Crosse, Wisconsin, offering easy access to the La Crosse Center and the University of Wisconsin-La Crosse.
This 950-square-foot house features one bedroom, one bathroom, and can accommodate up to 11 guests, complete with amenities such as free Wi-Fi, air conditioning, a fully equipped kitchen, a private terrace, and parking.
The Chateau On Butterfly Trail - 6 Bdrm Retreat - Winona, MN
10 1 review

The Chateau On Butterfly Trail - 6 Bdrm Retreat

apartment, Dodge
This 6-bedroom country house offers a private retreat on 8 acres in rural western Wisconsin, a short drive from Fountain City and Winona, Minnesota, and is located in the scenic Mississippi River Valley.
This historic property, a former girls' school dormitory, accommodates up to 20 guests with amenities including a full kitchen, air conditioning, and garden, and features first-floor accessibility with ramp access and ground-level bedrooms.
Parkside Pet Friendly Bungalow - Winona, MN
10 81 reviews

Parkside Pet Friendly Bungalow

apartment, Winona
This pet-friendly Winona house is conveniently located steps from Lake Winona's walking path and dog park, a short distance from Winona State University.
The three-bedroom, one-bathroom home features a fenced yard with a firepit, gas and flat-top grills, smart TVs in each bedroom, and comfortably sleeps three guests with queen and full-over-twin bunk beds; off-street parking is available.
Fc River Retreat - Winona, MN
No reviews

Fc River Retreat

house, Fountain City
This beachfront house in Wilson offers direct access to the sandy shore and scenic river views, situated in a district known for its natural beauty.
This recently renovated 2300 square foot home features 3 bedrooms, 2 bathrooms, and accommodates up to 14 guests with amenities including a kitchen with a fridge, microwave, and dishwasher, air conditioning, a garden, sauna, bar, and parking.

Frequently Asked Questions about vacation rentals in Winona, MN

  • What are the must-see sights in Winona, Minnesota?

    Winona boasts some fantastic sights! The iconic Sugar Loaf, a bluff overlooking the Mississippi River, offers breathtaking views and is a popular hiking spot. Downtown Winona itself is charming, with its historic architecture and the beautiful Winona State University campus. The Minnesota Marine Art Museum is a must-visit for art lovers, showcasing a remarkable collection of maritime art. And don't forget the Trempealeau National Wildlife Refuge just across the river in Wisconsin – a quick trip for stunning natural beauty.
  • What are the best Airbnb and vacation rentals in Winona, MN?

    ~ Third Street Suites ~ #11, Penthouse Retreat-near Downtown Winona and ~ Third Street Suites ~ #10 are the most popular Airbnb and vacation rentals in Winona, MN among travelers.

  • Are there unique natural phenomena in Winona, Minnesota?

    Yes! The Mississippi River itself is a major natural feature, shaping the landscape and offering opportunities for boating, fishing, and enjoying the river bluffs. The Sugar Loaf bluff provides a unique geological formation, while the Trempealeau National Wildlife Refuge showcases diverse plant and animal life. The river's changing water levels and the seasonal shifts in the surrounding landscape also create a dynamic and ever-changing natural environment.
  • What are the most popular Airbnbs in Winona, MN?

    Among the Airbnbs in Winona, MN, ~ Third Street Suites ~ #11, Penthouse Retreat-near Downtown Winona and ~ Third Street Suites ~ #10 are the most popular ones.

  • What essentials should you bring along for a trip to Winona, Minnesota?

    Comfortable walking shoes are a must, as Winona is best explored on foot. Layers of clothing are recommended, as the weather can be unpredictable. Sunscreen and insect repellent are also good ideas, especially during the warmer months. A camera is essential to capture the stunning views and charming architecture. And finally, don't forget a reusable water bottle to stay hydrated while exploring.
  • What are the best vacation rentals with a pool in Winona, MN?

    The best vacation rental with a pool in Winona, MN is 6bdrm/2bath Duplex-2 Story Home.

  • What famous events or festivals are happening in Winona, Minnesota?

    Winona hosts several events throughout the year. The Great River Shakespeare Festival is a popular summer attraction, showcasing classic and contemporary plays. The annual Applefest celebration features apple-related treats and activities. Check local listings for other smaller festivals and events that might coincide with your visit.
  • What are the best rentals for families and kids in Winona, MN?

  • What is the average daily budget you should plan for (accommodation, food, transportation, activities) in Winona, Minnesota?

    A daily budget of $150-$300 per person should cover most expenses. This is an estimate and can vary greatly depending on your accommodation choices (ranging from budget-friendly motels to upscale hotels), dining preferences (from casual eateries to fine dining), and choice of activities. Transportation costs within Winona are relatively low, especially if you walk or bike.
  • What are the best rentals or Airbnbs with a jacuzzi in Winona, MN?

    Family Friendly In The Peaceful Heart Of Town and Penelope's Place are the best vacation rentals or Airbnb with a jacuzzi in Winona, MN.

  • Where can you find the best restaurants serving local dishes in Winona, Minnesota, and what are the must-try specialties?

    Winona has a diverse culinary scene. The Winona Brewing Company offers local brews and pub fare. For something more upscale, try Latsch's Tavern for classic American dishes. Many restaurants feature seasonal dishes that highlight local ingredients. Be sure to try some of the regional specialties, such as walleye (a type of freshwater fish) and hearty Midwestern comfort food.
  • What are some less-famous attractions in Winona, Minnesota that are worth a visit?

    The Winona History Center offers a glimpse into the city's past. The Garvin Heights Scenic Drive provides beautiful views of the Mississippi River Valley. Exploring the many parks and trails along the riverfront offers a chance to appreciate the natural beauty of the area. The Amish community near Winona offers a unique cultural experience, though respecting their privacy is paramount.
  • What are the best activities for engaging with locals and understanding their culture in Winona, Minnesota?

    Visiting local farmers' markets allows you to interact with residents and sample local produce. Attending a performance at the historic Winona State University offers a chance to experience the local arts scene. Striking up conversations with people at local businesses or cafes can provide insights into the community's character. Simply exploring the downtown area and observing everyday life will give you a feel for the local atmosphere.
  • What unique natural landscapes and terrain features can travelers explore in Winona, Minnesota?

    The Mississippi River Valley's bluffs, offering stunning overlooks and hiking trails, are a key feature. The river itself provides opportunities for kayaking, canoeing, and fishing. The Trempealeau National Wildlife Refuge, across the river in Wisconsin, offers diverse habitats and wildlife viewing opportunities. These varied landscapes, from riverfront to blufftop, offer diverse experiences.
  • How many days are ideal for visiting Winona, Minnesota, and what are some itinerary suggestions?

    Two to three days is a good amount of time to explore Winona. Day 1 could focus on downtown, the Minnesota Marine Art Museum, and the Sugar Loaf. Day 2 could involve exploring the riverfront, perhaps with a boat tour or hike. Day 3 could be dedicated to the Trempealeau National Wildlife Refuge or a visit to the Winona History Center. Adjust this based on your interests.
  • How is the weather in Winona, Minnesota in high season?

    Winona's high season is generally summer (June-August), with warm temperatures averaging in the 70s°F (low to mid 20s°C), though it can be hotter. Expect some humidity. Spring and fall offer pleasant temperatures, but be prepared for some rain. Winters are cold, with snow and ice common.

Nearby regions

Best Winona, MN vacation rentals with a pool

Among the 91 accommodations in Winona, MN, here are the 1 best rentals with a pool

The Chateau On Butterfly Trail - 6 Bdrm Retreat - Winona, MN
10 1 review

The Chateau On Butterfly Trail - 6 Bdrm Retreat

apartment, Dodge
This 6-bedroom country house offers a private retreat on 8 acres in rural western Wisconsin, a short drive from Fountain City and Winona, Minnesota, and is located in the scenic Mississippi River Valley.
This historic property, a former girls' school dormitory, accommodates up to 20 guests with amenities including a full kitchen, air conditioning, and garden, and features first-floor accessibility with ramp access and ground-level bedrooms.

Best Winona, MN vacation rentals with parking

Hawks View's Black Hawk Lodge - Winona, MN
No reviews

Hawks View's Black Hawk Lodge

house, Fountain City
This four-bedroom, three-bathroom house is located in Fountain City, 37 miles from La Crosse Municipal Airport.
The 1600 square foot home features a full kitchen, air conditioning, WiFi, parking, and outdoor barbecue facilities, accommodating up to 15 guests.
Vintage Lustron Home Piece Of History - Winona, MN
10 33 reviews

Vintage Lustron Home Piece Of History

apartment, Minnesota City
This charming vintage home is located in Minnesota City, just a short distance from the Mississippi River, Aghaming Park And Preserve, and the Polish Cultural Institute & Museum Annex, offering a peaceful and scenic setting. The apartment consistently receives excellent ratings from guests, highlighting its comfortable and welcoming atmosphere.
This two-bedroom rental can comfortably accommodate up to six guests, providing ample space for families or groups of friends. Enjoy a fully equipped kitchen, air conditioning, a private terrace, and a cozy fireplace, along with access to nearby hiking trails, fishing spots, and the vibrant city of Winona, just a short drive away.
Parkside Pet Friendly Bungalow - Winona, MN
9.3 3 reviews

Parkside Pet Friendly Bungalow

house, Winona
This pet-friendly Winona bungalow is located approximately 30 miles from La Crosse, Wisconsin, offering easy access to the La Crosse Center and the University of Wisconsin-La Crosse.
This 950-square-foot house features one bedroom, one bathroom, and can accommodate up to 11 guests, complete with amenities such as free Wi-Fi, air conditioning, a fully equipped kitchen, a private terrace, and parking.
Fc River Retreat - Winona, MN
9.6 5 reviews

Fc River Retreat

apartment, Fountain City
This apartment offers a riverside retreat in Fountain City, located on a quiet back channel of the Mississippi River, just steps from Merrick State Park and a short drive to downtown Fountain City, Winona, and Alma.
This pet-friendly accommodation accommodates up to 8 guests with 2 bathrooms, featuring two living areas with smart TVs, a full kitchen with an air fryer and reverse osmosis water filter, and a pull-out sleeper sofa.
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