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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

Vintage Lustron Home Piece Of History - Winona, MN
10 34 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.
~ Third Street Suites ~ #3 - Winona, MN
10 202 reviews

~ Third Street Suites ~ #3

apartment, Winona
This second-story loft apartment is located in downtown Winona, just a short walk from the Mississippi River, Lake Winona, and Winona State University. The apartment consistently receives excellent ratings for its cleanliness, location, and overall user experience.
This comfortable rental is perfect for two guests and features a fully equipped kitchen with stainless steel appliances, a spacious living room with a large TV and fast Wi-Fi, a stylish bathroom with a walk-in shower, and a comfortable bedroom with a queen-size bed. Enjoy the convenience of in-unit laundry with provided detergent, and take advantage of the downtown location with easy access to restaurants, bars, coffee shops, and a brewery.
Treetops Suite, 2 Bedrooms @ 7th Street Retreat - Winona, MN
9.9 204 reviews

Treetops Suite, 2 Bedrooms @ 7th Street Retreat

apartment, Winona
The Treetops Suite is located in downtown Winona, just three blocks from a charging station and close to Winona State University. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
This historic rental offers two bedrooms, one double bed, two twin beds, a bathroom with a shower, a kitchenette, and a sitting area. Guests can enjoy modern amenities, including Wi-Fi, cable TV, Netflix, Prime, a DVD player, and a fully equipped kitchen with a fridge and microwave.
Panoramic River Views And Balcony - Charming Victorian Sanctuary - Winona, MN
No reviews

Panoramic River Views And Balcony - Charming Victorian Sanctuary

house, Fountain City
This 1898 Victorian residence provides a prime riverfront location in Fountain City, offering sweeping Mississippi River views.
This luxurious King Suite accommodates up to 4 guests, featuring a private balcony with panoramic river vistas, in-home laundry, and access to shared common areas including a kitchen and deck.

Best pet friendly Winona, MN vacation rentals

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

The Chateau On Butterfly Trail - 6 Bdrm Retreat - Winona, MN
No reviews

The Chateau On Butterfly Trail - 6 Bdrm Retreat

house, Dodge
This spacious country house is located in Fountain City, 11 miles from Wesley United Methodist Church and Levee Park, and 16 miles from Perrot State Park.
This 3610 square foot estate accommodates up to 35 guests with six bedrooms, three bathrooms, a fully equipped kitchen, air conditioning, free WiFi, and barbecue facilities, offering proximity to skiing and a garden with an outdoor fireplace.
Haven On Huff - Winona, MN
9.9 105 reviews

Haven On Huff

apartment, Winona
This apartment is located in central Winona, just a short walk from Winona State University and close to all the city's amenities. It has consistently received excellent ratings for location, cleanliness, and overall user experience.
This four-bedroom rental can comfortably accommodate up to six guests. The apartment features a spacious kitchen with a dining area, a dedicated home office space, a private patio with a grill, reserved parking, and a peaceful and relaxing atmosphere.
Riverview Apartment - River Road Historic Home - Winona, MN
9.7 259 reviews

Riverview Apartment - River Road Historic Home

apartment, Fountain City
This Victorian home is located on the Great River Road in Fountain City, Wisconsin, just 35 miles from La Crosse Municipal Airport, offering a peaceful setting with easy access to local attractions. Guests consistently rate the property excellent for its cleanliness, location, and overall experience.
The home features comfortable bedrooms, a fully equipped kitchen with modern appliances, and a private terrace or balcony. Enjoy free Wi-Fi, parking, and a relaxing garden, perfect for enjoying the beautiful surroundings and exploring the nearby historic Fountain City Mill and the Mississippi River.
Dragonfly  Loft, Hot Tub, River Views - Winona, MN
9.9 88 reviews

Dragonfly Loft, Hot Tub, River Views

apartment, Fountain City
This Airbnb rental in Fountain City, Wisconsin is located near the Mississippi River and close to the train tracks, offering a unique blend of natural beauty and historical charm. The surrounding area is known for its peaceful ambiance and picturesque views, making it an ideal getaway for travelers seeking tranquility and scenic landscapes.
The rental features two bedrooms, one bathroom, and can comfortably accommodate up to four guests. Enjoy a fully equipped kitchen, a hot tub, a gas-powered fire pit, and stunning river and train track views from the back balcony.

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

Studio King With Kitchenette-44° North - Winona, MN
No reviews

Studio King With Kitchenette-44° North

studio, Winona
This studio offers a prime downtown Winona location, placing you within walking distance of numerous downtown attractions and landmarks.
This elegant suite accommodates up to two guests and features a kitchenette, air conditioning, and access to a swimming pool, jacuzzi, fitness center, and parking.

Best Winona, MN vacation rentals with parking

Charming Home: 3 Blocks To Winona State University - Winona, MN
10 10 reviews

Charming Home: 3 Blocks To Winona State University

apartment, Winona
This Winona vacation home is conveniently located near Windom Park and the Mississippi River, a 10-minute walk from both, and close to Winona State University and the Winona Public Library.
This 1690-square-foot house features four bedrooms, two bathrooms, and accommodates five guests, offering a fully equipped kitchen, in-unit laundry, a garden, and parking, along with access to barbecue grills.
Hawks View's Cooper’s Hawk Cottage - Winona, MN
No reviews

Hawks View's Cooper’s Hawk Cottage

house, Fountain City
Hawks View's Cooper’s Hawk Cottage is a country house located in Fountain City, approximately 37 miles from La Crosse Municipal Airport.
This one-bedroom, one-bathroom cottage offers 1050 square feet of living space, accommodates up to 3 guests, and features a kitchenette with a fridge and microwave, air conditioning, WiFi, a hammam, and barbecue area, with paid on-site parking available.
Hawks View's Marsh Hawk Cottage - Winona, MN
No reviews

Hawks View's Marsh Hawk Cottage

house, Fountain City
Hawks View's Marsh Hawk Cottage is located in Fountain City, approximately 37 miles from La Crosse Municipal Airport.
This one-bedroom, one-bathroom vacation rental offers 1050 square feet of living space for up to three guests, featuring a kitchenette with a fridge and microwave, air conditioning, WiFi, a hammam, and an outdoor barbecue.
Charming Home: 3 Blocks To Winona State University - Winona, MN
10 15 reviews

Charming Home: 3 Blocks To Winona State University

apartment, Winona
This charming vacation rental is located on Broadway in Winona, within walking distance of shops, restaurants, and Lake Winona, and a short drive from Sugar Loaf Bluff. The home features three bedrooms and one bathroom, comfortably accommodating up to five guests.
The house includes a well-equipped kitchen, modern amenities like a smart TV and fireplace, and outdoor space with a fire pit and gas grill. Guests can enjoy original features and tilework dating back to 1883, along with stunning views of the Mississippi River from Sugar Loaf Bluff.
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