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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

Ellie’s Place - Winona, MN
10 123 reviews
Winona, MN
09/02 – 09/06
$291/nighttotal: $1164 (4 )

Ellie’s Place

1 4
apartment , Winona
This Winona home is located in a central neighborhood, within walking distance of Winona State University, the Mississippi River, and a variety of restaurants, shops, and bars. The apartment has received excellent ratings for location, cleanliness, and overall experience.
This three-bedroom apartment comfortably accommodates up to six guests. The apartment includes a fully equipped kitchen, laundry facilities, a seasonal patio with a grill, and two off-street parking spots.
Vintage Lustron Home Piece Of History - Winona, MN
10 31 reviews
Winona, MN
08/11 – 08/12
$241/nightfor 1 night

Vintage Lustron Home Piece Of History

2 4
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.
Lower Level Oasis - Suite #2 - Heart Of Winona - Winona, MN
10 282 reviews
Winona, MN
08/18 – 08/19
$136/nightfor 1 night

Lower Level Oasis - Suite #2 - Heart Of Winona

1 2
apartment , Winona
This charming basement apartment is located in a historic home just a few blocks from downtown Winona, offering easy access to shops, restaurants, and entertainment. The apartment consistently receives excellent ratings for its cleanliness, location, and overall experience.
This cozy rental is perfect for a small family or group of friends, accommodating up to three guests. The apartment includes a fully-equipped kitchen with stainless steel appliances, a comfortable living room with a large TV, a luxurious bathroom with a soaking tub, and a private laundry area.
Spacious Retreat For 1-8 Guests - Winona, MN
9.9 202 reviews
Winona, MN
09/02 – 09/06
$273/nighttotal: $1092 (4 )

Spacious Retreat For 1-8 Guests

3 4
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.

Best pet friendly Winona, MN vacation rentals

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

Oma's Treehäus & Rooftop Deck - Winona, MN
9.9 301 reviews
Winona, MN
09/25 – 09/27
$214/nighttotal: $428 (2 )

Oma's Treehäus & Rooftop Deck

1 4
apartment , Winona
This charming apartment is located just a short walk from the Winona State University campus, offering a peaceful retreat in a quiet neighborhood. Guests consistently rate the apartment excellent for its cleanliness, location, and overall experience.
The 1-bedroom, 1-bathroom apartment comfortably sleeps four guests with a convertible sofa bed in the living room. Enjoy modern amenities like a well-equipped kitchen, air conditioning, and a private rooftop deck with stunning views of the campus.
Lakefront Vacation Home With Kitchen And Balcony - Winona, MN
10 30 reviews
Winona, MN
09/25 – 09/27
$373/nighttotal: $746 (2 )

Lakefront Vacation Home With Kitchen And Balcony

2 4
apartment , Fountain City
This Fountain City, Wisconsin waterfront rental is conveniently located near the Mississippi River, within walking distance of restaurants like the Lilly Pad/Golden Frog, Wingdam Bar, Old Joe's, JP Cafe, and Seven Hawks.
This 890-square-foot apartment features two bedrooms, one bathroom, sleeps four guests, and includes amenities such as a fully equipped kitchen, a terrace with a gas firepit overlooking the river and train tracks, and access to an on-site hot tub.
Bluffside Cottage With Gorgeous Views - Winona, MN
9.9 185 reviews
Winona, MN
08/11 – 08/12
$263/nightfor 1 night

Bluffside Cottage With Gorgeous Views

1 4
apartment , Fountain City
Hill Street House is located on a bluff overlooking the Mississippi River in Fountain City, within walking distance of the downtown area and just 10 minutes from Winona. The accommodation has received excellent ratings for location, cleanliness, and user experience.
The apartment has two bedrooms, one bathroom, and can comfortably accommodate four guests. The house offers a private deck with river views, a terraced yard with a fire pit, a fully equipped kitchen, a cozy living room, a separate office, laundry facilities, and a variety of games, books, puzzles, and entertainment options.
Lake Boulevard House - Winona, MN
9.2 17 reviews
Winona, MN
09/25 – 09/27
$160/nighttotal: $320 (2 )

Lake Boulevard House

1 4
apartment , Winona
This one-bedroom Winona, Minnesota apartment rental is located on Lake Boulevard, below Sugar Loaf, offering picturesque views of Winona Lake.
The downstairs unit features a kitchenette with a fridge, microwave, Keurig, and air fryer, sleeps four guests comfortably in one bedroom with a trundle bed, and includes a bathroom with a shower, plus parking, Wi-Fi, and air conditioning.

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 1 best rentals with a pool

Walkable Retreat In A Historic Neighborhood - Winona, MN
10 2 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.

Best Winona, MN vacation rentals with parking

The Broadway Exchange - Winona, MN
10 37 reviews
Winona, MN
09/02 – 09/06
$365/nighttotal: $1460 (4 )

The Broadway Exchange

3 4
apartment , Winona
This 3-bedroom, 2-bathroom vacation rental is located in Winona, within walking distance of the Winona County Historical Society and the Minnesota Marine Art Museum.
The apartment features a fenced-in yard, parking, and is pet-friendly, making it ideal for families or groups of up to 9 guests.
Charming 1-bedroom House In Delightful Winona With Wifi, Ac And Private Patio - Winona, MN
10 24 reviews
Winona, MN
08/11 – 08/12
$189/nightfor 1 night

Charming 1-bedroom House In Delightful Winona With Wifi, Ac And Private Patio

1 4
apartment , Winona
This recently restored historic Winona house, located two blocks from Sinclair Park and the historic downtown area, offers easy access to the Mississippi River and Winona's shops and cafes.
The one-bedroom, one-bathroom rental boasts a fully equipped kitchen, in-unit laundry, a private patio, and a dedicated workspace; it comfortably sleeps four guests and includes weekly and monthly stay discounts.
Treetops Suite, 2 Bedrooms @ 7th Street Retreat - Winona, MN
9.9 199 reviews
Winona, MN
09/02 – 09/06
$138/nighttotal: $552 (4 )

Treetops Suite, 2 Bedrooms @ 7th Street Retreat

2 4
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.
Charming Home: 3 Blocks To Winona State University - Winona, MN
10 9 reviews
Winona, MN
09/02 – 09/06
$289/nighttotal: $1156 (4 )

Charming Home: 3 Blocks To Winona State University

3 4
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.
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