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

This Amazing River Getaway Is Perfect For You!  Private Deck, Grill & Fire Pit! - Winona, MN
9.8 7 reviews
Winona, MN
06/27 – 07/04
$355/nightTotal: $2485 (7 )

This Amazing River Getaway Is Perfect For You! Private Deck, Grill & Fire Pit!

3 2
apartment , Winona
This charming Winona apartment is located just a minute's walk from the Mississippi River and 15 minutes from Merchants Bank, offering easy access to scenic walks, riverfront activities, and nearby attractions. The apartment is perfect for families or groups of up to 10 guests, with 3 bedrooms and 1 bathroom.
The apartment is fully equipped with a kitchen, laundry facilities, and comfortable amenities like linens, an ironing board, and a dining table. You can enjoy outdoor meals and relaxation in the dining area with a barbecue.
~ Third Street Suites ~ #6 - Winona, MN
9.9 252 reviews
Winona, MN
09/02 – 09/06
$256/nightTotal: $1024 (4 )

~ Third Street Suites ~ #6

1 4
apartment , Winona
This downtown Winona penthouse apartment puts you within walking distance of the Mississippi River, Lake Winona, and Winona State University. The apartment has excellent user, location, and cleanliness ratings, making it a great choice for travelers. The two-bedroom apartment can comfortably accommodate up to four guests. The modern apartment includes a full kitchen, a 65-inch HD TV, a walk-in tile shower, and a stacked laundry unit, offering everything you need for a comfortable stay.
Walkable Retreat In A Historic Neighborhood - Winona, MN
10 4 reviews
Winona, MN
09/02 – 09/06
$742/nightTotal: $2968 (4 )

Walkable Retreat In A Historic Neighborhood

1 4
apartment , Winona
This 4-bedroom, 3-bathroom rental is located in a historic Winona neighborhood, just moments from downtown Winona.
This rental sleeps 12 guests and features a private swimming pool, air conditioning, internet, parking, and a kitchen, offering a peaceful retreat with modern comforts.
Quiet Private Apartment Walkable To Wsu - Winona, MN
9.9 288 reviews
Winona, MN
10/02 – 10/14
$116/nightTotal: $1392 (12 )

Quiet Private Apartment Walkable To Wsu

1 2
apartment , Winona
This Winona apartment is conveniently located near Winona State University and Cotter High School, making it a great option for students, families visiting students, or anyone exploring the area. The apartment has received excellent ratings for its location, cleanliness, and overall experience.
This rental features a private entrance and a lockable door, accommodating up to two guests. Guests can enjoy a fully equipped kitchen, in-unit laundry, comfortable amenities like a queen-size bed, a Smart TV with Netflix, and a workspace, as well as entertainment options like board games and books.

Best pet friendly Winona, MN vacation rentals

Among the 52 accommodations in Winona, MN, here are the 4 best pet friendly rentals

Cozy & Fully Remodeled 1-bedroom Retreat - Winona, MN
10 3 reviews
Winona, MN
10/02 – 10/14
$104/nightTotal: $1248 (12 )

Cozy & Fully Remodeled 1-bedroom Retreat

1 2
apartment , Winona
This 1-bedroom, 1-bathroom condo in Winona is located within steps of Winona Health, a short distance from Mayo and Gundersen healthcare facilities, and near the parks and trails of Lake Winona.
This pet-friendly apartment offers a private entrance, a modern kitchen, an in-unit washer and dryer, included utilities and Wi-Fi, and a yard, accommodating up to 2 guests with parking available.
Haven On Huff - Winona, MN
9.9 95 reviews
Winona, MN
09/02 – 09/06
$247/nightTotal: $988 (4 )

Haven On Huff

1 4
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.
Spacious Retreat For 1-8 Guests - Winona, MN
9.9 202 reviews
Winona, MN
08/18 – 08/19
$320/nightfor 1 night

Spacious Retreat For 1-8 Guests

3 2
apartment , Winona
This Winona rental is conveniently located near the city's outdoor recreation, shopping, and hospital, making it easy to explore everything the area has to offer. The apartment has consistently earned excellent ratings from previous guests for its cleanliness, location, and overall experience. This cozy home offers 3 bedrooms and 1 bathroom, comfortably accommodating up to 8 guests. The apartment features a fully fenced-in yard, modern amenities, and a kitchen with a fridge and microwave oven, ensuring a comfortable and convenient stay.
Cute Home 1 Mile From Winona Health - Winona, MN
Winona, MN
09/02 – 09/06
$120/nightTotal: $480 (4 )

Cute Home 1 Mile From Winona Health

2 4
apartment , Winona
This 2-bedroom apartment is located within one mile of Winona Health in Winona, offering convenient access for medical visits.
This furnished apartment accommodates up to six guests and includes a full kitchen, WiFi, an in-unit washer and dryer, and a private fenced backyard.

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 52 accommodations in Winona, MN, here are the 2 best rentals with a pool

Walkable Retreat In A Historic Neighborhood - Winona, MN
10 4 reviews
Winona, MN
09/02 – 09/06
$742/nightTotal: $2968 (4 )

Walkable Retreat In A Historic Neighborhood

1 4
apartment , Winona
This 4-bedroom, 3-bathroom rental is located in a historic Winona neighborhood, just moments from downtown Winona.
This rental sleeps 12 guests and features a private swimming pool, air conditioning, internet, parking, and a kitchen, offering a peaceful retreat with modern comforts.
Studio King With Kitchenette-44° North - Winona, MN
Winona, MN
06/27 – 07/04
$277/nightTotal: $1939 (7 )

Studio King With Kitchenette-44° North

1 2
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

Dragonfly  Loft, Hot Tub, River Views - Winona, MN
9.9 77 reviews
Winona, MN
06/27 – 07/04
$196/nightTotal: $1372 (7 )

Dragonfly Loft, Hot Tub, River Views

2 2
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.
Big River Escape Parkside Bungalow - Winona, MN
Winona, MN
10/02 – 10/14
$498/nightTotal: $5976 (12 )

Big River Escape Parkside Bungalow

1 2
bungalow , Winona
This bungalow in Winona offers a prime location within walking distance to downtown amenities, the Lake Lodge Recreation Center, Winona State University, and the Winona County Historical Society.
This pet-friendly accommodation accommodates up to 2 guests and features a kitchen with a microwave oven and dishwasher, air conditioning, a garden, parking, and complimentary Wi-Fi, with a barbecue area available for outdoor dining.
The Exchange 21 | Historic Bldg, 1 Bed, Dwntwn - Winona, MN
10 9 reviews
Winona, MN
10/02 – 10/14
$292/nightTotal: $3504 (12 )

The Exchange 21 | Historic Bldg, 1 Bed, Dwntwn

1 2
apartment , Winona
This apartment is located in Winona's historic district, just a short walk from the Mississippi River, Winona State University, and a variety of shops, restaurants, and attractions. It has received excellent user ratings.
The apartment features a modern kitchen with granite countertops and stainless-steel appliances, as well as a spacious living area. It can accommodate up to two guests. This rental offers in-unit laundry, WiFi, parking, and the option to bring pets, making it an ideal choice for travelers seeking a comfortable and convenient stay in Winona.
Creekside Cabin Getaway - Winona, MN
9.5 299 reviews
Winona, MN
09/02 – 09/06
$183/nightTotal: $732 (4 )

Creekside Cabin Getaway

1 4
cabin , Winona
This cozy cabin is located in Winona, just a short distance from Sugar Loaf and the Sugar Loaf Trailhead, offering easy access to outdoor adventures and scenic views. Guests have consistently rated the cabin excellent for its cleanliness, location, and overall experience.
The cabin has one bedroom and one bathroom, comfortably accommodating up to four guests. Enjoy the convenience of a fully equipped kitchen, a private balcony, a fireplace, and a garden with barbecue grills for outdoor dining and relaxation.
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