Vacation Rentals in Winona, MN

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Winona, MN holiday rentals
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52 Holiday rentals and Airbnb in Winona, MN

Best family friendly Winona, MN holiday rentals

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

~Third Street Suites~ #2 - Winona, MN
10 182 reviews
Winona, MN
02/09 – 06/09
A$372/nighttotal: A$1488 (4 )

~Third Street Suites~ #2

1 4
apartment , Winona
This three-bedroom apartment, situated on the second floor of a historic brownstone building in Winona, Minnesota's downtown area, is steps from the Mississippi River, Lake Winona, and Winona State University.
The 120 square metre suite offers three king-size bedrooms, a fully equipped kitchen with stainless steel appliances, a 65-inch Smart TV, in-unit laundry, and accommodates up to six guests, with easy access to the Shakespeare Festival and the Minnesota Marine Art Museum.
Vintage Lustron Home Piece Of History - Winona, MN
10 31 reviews
Winona, MN
11/08 – 12/08
A$343/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 Merchants Bank. The apartment is highly rated, receiving excellent reviews from previous guests.
The two-bedroom flat comfortably accommodates up to six guests. It features a fully equipped kitchen, a spacious living area with a sofa bed, and a private garden with a fire pit, perfect for relaxing evenings. Guests can enjoy the peaceful surroundings and explore the nearby nature trails, state parks, and local attractions.
Bluffside Cottage With Gorgeous Views - Winona, MN
9.9 185 reviews
Winona, MN
11/08 – 12/08
A$374/nightfor 1 night

Bluffside Cottage With Gorgeous Views

1 4
apartment , Fountain City
Hill Street House is a duplex situated on a bluff overlooking the Mississippi River, just 1 kilometre from Fountain City's centre and 10 kilometres from Winona. The property has received excellent ratings for location, cleanliness, and overall guest experience.
The house has two bedrooms and one bathroom, accommodating up to four guests. Amenities include a fully equipped kitchen, a private deck with river views, a terraced yard with a fire pit, and a range of entertainment options like games, books, and a Roku television.
This Amazing River Getaway Is Perfect For You!  Private Deck, Grill & Fire Pit! - Winona, MN
9.8 7 reviews
Winona, MN
25/09 – 27/09
A$668/nighttotal: A$1336 (2 )

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

3 4
apartment , Winona
This charming apartment in Winona is located just a minute's walk from the Mississippi River and 1.5 kilometres from Merchants Bank, offering easy access to the city's attractions and the scenic riverfront. The apartment is perfect for families or groups of up to 10 guests, providing a comfortable and spacious living space.
The property features a fully equipped kitchen, a dining area, a barbecue area, and a washer and dryer, ensuring a convenient and enjoyable stay. Guests can also enjoy the air conditioning, an ironing board, and access to the internet.

Best pet friendly Winona, MN holiday rentals

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

The Guest House - Winona, MN
10 34 reviews
Winona, MN
18/08 – 19/08
A$185/nightfor 1 night

The Guest House

1 2
apartment , Winona
This modern flat is located near the East End Fire station in Winona, placing it within walking distance of the town's lakes, trails, dining, and attractions.
This one-bedroom flat accommodates two guests and features a fully updated interior, air conditioning, a garden, parking, and a dedicated workspace, with a versatile living room offering flexible sleeping arrangements.
The Driftless House - Winona, Mn - Winona, MN
10 83 reviews
Winona, MN
02/09 – 06/09
A$304/nighttotal: A$1216 (4 )

The Driftless House - Winona, Mn

1 4
apartment , Winona
This apartment is located in a peaceful residential neighbourhood, just a short walk from Winona's downtown area, Lake Winona, and a range of restaurants. The property consistently receives excellent ratings for location, cleanliness, and overall user experience.
This spacious three-bedroom apartment comfortably accommodates up to six guests. It includes a fully equipped kitchen, a washer and dryer, a relaxing front porch, and a spacious yard perfect for outdoor activities.
Unbeatable Location! Large Deck & Firetable! - Winona, MN
10 6 reviews
Winona, MN
25/09 – 27/09
A$816/nighttotal: A$1632 (2 )

Unbeatable Location! Large Deck & Firetable!

2 4
apartment , Winona
This newly renovated flat is located in downtown Winona, offering immediate access to the riverfront, dining, bars, and cultural attractions, just 300 meters from the Winona County Historical Society.
This historic building features two bedrooms and two bathrooms, accommodating up to five guests with in-unit laundry, a dedicated workout area, and two free parking spaces, plus a furnished deck available from April to October.
Riverview Apartment - River Road Historic Home - Winona, MN
9.7 254 reviews
Winona, MN
02/09 – 06/09
A$292/nighttotal: A$1168 (4 )

Riverview Apartment - River Road Historic Home

2 4
apartment , Fountain City
This charming Victorian home is located in Fountain City, Wisconsin, just 35 miles from La Crosse Municipal Airport and situated on the scenic Great River Road. The property has received excellent ratings for location, cleanliness, and overall user experience.
The house offers spacious accommodation with air-conditioned bedrooms and a fully equipped kitchen. Guests can enjoy free Wi-Fi, private parking, a terrace or balcony, a garden, and easy access to the Mississippi River for fishing or simply enjoying the tranquility of nature.

Frequently asked questions about holiday rentals in Winona, MN

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

    Winona boasts some fantastic sights! The iconic Sugar Loaf, offering panoramic city views, is a must. Then there's the historic Winona Railroad Park, showcasing the city's railway heritage with its impressive collection of locomotives and railway cars. Don't miss the stunning architecture of the Winona State University campus and the beautiful bluffs along the Mississippi River. A visit to the Minnesota Marine Art Museum, showcasing a remarkable collection of maritime art, is also highly recommended.
  • What are the best Airbnb and holiday rentals in Winona, MN?

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

  • Are there any unique natural phenomena in Winona, Minnesota, United States?

    Winona's location on the Mississippi River creates unique natural beauty. The dramatic limestone bluffs along the river are a striking feature, offering hiking trails and stunning views. The river itself is a dynamic ecosystem, and you might spot various bird species and other wildlife. The surrounding area also features several picturesque parks and nature reserves, ideal for hiking and exploring.
  • 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, United States?

    Comfortable walking shoes are a must, given the city's hilly terrain and many walking trails. Pack layers of clothing, as the weather in Winona can be unpredictable. Sunscreen, a hat, and insect repellent are also advisable, especially during the warmer months. Don't forget your camera to capture the beautiful scenery.
  • What are the best holiday rentals with a pool in Winona, MN?

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

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

    Winona hosts several events throughout the year. The Great River Shakespeare Festival is a popular summer event, bringing high-quality Shakespearean productions to the city. The annual Applefest is another highlight, celebrating the region's apple harvest with various activities and entertainment. Check local listings for specific dates and details.
  • What are the best rentals for families and kids in Winona, MN?

    The best rentals for families and kids in Winona, MN are ~Third Street Suites ~ #4, Burton House (Downtown Winona) and 2nd Floor Retreat - 7 Blocks From Wsu.

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

    Winona has a diverse culinary scene. The Winona Brewing Company offers locally brewed beers and pub fare. For a taste of regional cuisine, try Latsch Island Brewing Company or Medals Restaurant, known for their fresh, locally sourced ingredients and hearty dishes. Many restaurants feature dishes incorporating fresh produce from the surrounding farms and the Mississippi River's bounty.
  • 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 holiday rentals or Airbnb with a jacuzzi in Winona, MN.

  • What are some less-famous attractions in Winona, Minnesota, United States that are worth a visit?

    The Garvin Heights Scenic Overlook provides breathtaking views of the Mississippi River and the city. The Watkins Glen Park offers a beautiful trail system perfect for a leisurely walk or hike. The Winona County Historical Society Museum provides insights into the region's past. These quieter spots offer a different perspective on Winona's charm.
  • What are the best activities for engaging with locals and understanding their culture in Winona, Minnesota, United States?

    Visiting local farmers' markets is a great way to interact with residents and sample local produce. Attending community events and festivals allows you to experience the city's vibrant culture firsthand. Striking up conversations with people you meet while exploring the city's parks and trails is also a good way to connect with the local community.
  • What unique natural landscapes and terrain features can travellers explore in and around Winona, Minnesota, United States?

    The Mississippi River Valley's dramatic bluffs offer stunning hiking and scenic views. The river itself provides opportunities for kayaking, canoeing, and fishing. Several parks and nature reserves in and around Winona offer diverse landscapes for exploration, including forests, prairies, and wetlands.
  • How many days are ideal for a trip to Winona, Minnesota, United States, and what are some itinerary suggestions?

    Two to three days provide enough time to explore Winona's main attractions. A possible itinerary could include a day exploring downtown Winona, visiting the Sugar Loaf and the Minnesota Marine Art Museum. Another day could be dedicated to hiking the bluffs and exploring a local park. A third day could involve a river excursion or a visit to nearby attractions.

Nearby regions

Best Winona, MN holiday 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 2 reviews
Winona, MN
02/09 – 06/09
A$1055/nighttotal: A$4220 (4 )

Walkable Retreat In A Historic Neighborhood

1 4
apartment , Winona
This four-bedroom, three-bathroom flat is located in a historic district of Winona, offering a peaceful retreat just 1.6 kilometres from the city centre.
This residence accommodates up to 12 guests and features air conditioning, Wi-Fi, a private swimming pool, and parking, with a patio ideal for outdoor relaxation.
Studio King With Kitchenette-44° North - Winona, MN
Winona, MN
02/10 – 14/10
A$464/nighttotal: A$5568 (12 )

Studio King With Kitchenette-44° North

1 2
studio , Winona
Hotel 44° North, a studio apartment in downtown Winona, is located precisely in the city centre, offering convenient access to local attractions.
This hotel offers a capacity for 2 guests, featuring a kitchenette, air conditioning, and on-site parking, with a swimming pool, jacuzzi, and fitness centre also available for your use.

Best Winona, MN holiday rentals with parking

Charming 3-bedroom, 2 Bathroom House With Outdoor Space In Winona - Winona, MN
10 27 reviews
Winona, MN
18/08 – 19/08
A$442/nightfor 1 night

Charming 3-bedroom, 2 Bathroom House With Outdoor Space In Winona

3 2
apartment , Winona
This Winona holiday home is situated less than 2km from the Winona County Courthouse and Historical Society, and a 15-minute walk from Windom Park and Winona State University.
This 123 square metre property sleeps six guests and boasts three bedrooms, two bathrooms, a fully equipped kitchen, a private garden with barbecue, free Wi-Fi, and parking.
The Exchange 14 | Historic Bldg, Studio, Dwntwn - Winona, MN
9.8 40 reviews
Winona, MN
02/10 – 14/10
A$290/nighttotal: A$3480 (12 )

The Exchange 14 | Historic Bldg, Studio, Dwntwn

1 2
apartment , Winona
This studio flat is situated in Winona's historic district, within easy walking distance of the Mississippi River and Winona State University.
The apartment offers a modern kitchen with granite countertops and stainless-steel appliances, as well as a washing machine and dryer, and can accommodate up to two guests.
The Broadway Exchange - Winona, MN
10 37 reviews
Winona, MN
02/09 – 06/09
A$519/nighttotal: A$2076 (4 )

The Broadway Exchange

3 4
apartment , Winona
This three-bedroom apartment is situated on the parade route in Winona, within walking distance of the Winona County Historical Society and the Minnesota Marine Art Museum. The apartment sleeps up to nine guests and boasts a fully renovated interior, including air conditioning, internet access, parking, and a fenced-in outdoor area.
~ Third Street Suites ~ #9 - Winona, MN
9.9 582 reviews
Winona, MN
02/10 – 14/10
A$184/nighttotal: A$2208 (12 )

~ Third Street Suites ~ #9

1 2
apartment , Winona
This one-bedroom flat is conveniently located in downtown Winona, within easy walking distance of the Mississippi River, Lake Winona, and Winona State University. The apartment boasts excellent user, location, and cleanliness ratings, ensuring a comfortable and enjoyable stay.
The flat can comfortably accommodate two guests and features a fully equipped kitchen with stainless steel appliances, a comfortable living area with a 42-inch HD TV, two skylights, a designated off-street parking space during winter months, a laundry unit with provided detergent, two walk-in closets, and access to streaming services.
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