Find short term rentals in Winona, MN at the best prices
48 available short term rental offers
Choose the perfect vacation accommodation
Price per night
Accommodation type
Rating
Best Short term and Weekly rentals in Winona, MN
10 27 reviews
Winona, MN
11/08 – 12/08
$435/nightfor 1 night
Charming 3-bedroom, 2 Bathroom House With Outdoor Space In Winona
3 4
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.
9.5 297 reviews
Winona, MN
02/09 – 06/09
$244/nighttotal: $976 (4 )
Creekside Cabin Getaway
1 4
cabin , Winona
This cosy cabin is located just a short distance from Sugar Loaf, a popular hiking destination, and Winona Health, making it a convenient choice for both outdoor enthusiasts and those seeking medical services. The property has received excellent ratings for its location, cleanliness, and overall experience. The cabin has one bedroom and one bathroom, comfortably accommodating up to four guests. Guests can enjoy a fully equipped kitchen, a relaxing fireplace, a private balcony, a garden, and barbecue facilities, ensuring a comfortable and enjoyable stay.
9.7 254 reviews
Winona, MN
25/09 – 27/09
$1203/nighttotal: $2406 (2 )
Riverview Apartment - River Road Historic Home
1 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.
10 252 reviews
Winona, MN
25/09 – 27/09
$854/nighttotal: $1708 (2 )
~ 71 Johnson Street ~
1 4
apartment , Winona
This apartment is situated in downtown Winona, just a short walk from the Mississippi Riverfront, Winona State University, and the Minnesota Marine Art Museum, offering a lively and convenient location. With excellent user, location, and cleanliness ratings, this property provides a comfortable and enjoyable stay. The flat has three bedrooms, two bathrooms, and can comfortably accommodate up to eight guests. Amenities include a fully equipped kitchen, a private patio, a gas fireplace, and a washer and dryer, ensuring a relaxing and convenient experience.
Winona, MN
11/08 – 12/08
$505/nightfor 1 night
Double Queen With Kitchenette, Balcony-44° North
1 4
B&B , Winona
Hotel 44° North offers a sophisticated yet cosy B&B experience in downtown Winona, providing convenient access to local attractions. This accommodation features 76 elegant rooms and 24 spacious suites with kitchenettes, boasting amenities such as internet, air conditioning, a swimming pool, jacuzzi, fitness centre, and parking, ideal for up to 4 guests.
10 30 reviews
Winona, MN
25/09 – 27/09
$521/nighttotal: $1042 (2 )
Lakefront Vacation Home With Kitchen And Balcony
2 4
apartment , Fountain City
This Fountain City waterfront apartment, near the Mississippi River and within walking distance of Lilly Pad/Golden Frog docks, Wingdam bar, Old Joe's, JP Cafe, and Seven Hawks wine tasting, offers direct river access and views. The 83 square metre (893 square feet) property features two bedrooms sleeping four, a fully equipped kitchen, a terrace, garden, parking, and on-site amenities including a hot tub and gas firepit.
9.9 202 reviews
Winona, MN
02/09 – 06/09
$381/nighttotal: $1524 (4 )
Spacious Retreat For 1-8 Guests
3 4
apartment , Winona
This three-bedroom apartment is conveniently located near Winona's outdoor recreation areas, shops, and hospital, making it a great choice for travellers seeking both easy access to amenities and proximity to nature. It consistently receives excellent ratings for user experience, location, and cleanliness. The property is ideal for families or groups of up to eight people, providing plenty of space for everyone to relax and enjoy their stay. It comes equipped with modern amenities, including air conditioning, a fully equipped kitchen, a garden, and parking, ensuring a comfortable and convenient stay.
10 445 reviews
Winona, MN
25/09 – 27/09
$152/nighttotal: $304 (2 )
Winona West End Loft
1 4
apartment , Winona
This one-bedroom flat is situated in a residential area of Winona, just a short distance from the bluffs overlooking the Mississippi River. The apartment has received excellent ratings for its cleanliness, location, and overall experience. The flat has a unique layout with a private upstairs loft, offering a sense of seclusion. It comfortably accommodates up to four guests. The apartment comes equipped with a full kitchen, Wi-Fi, cable TV, and air conditioning, allowing guests to relax and enjoy their stay.
10 24 reviews
Winona, MN
02/09 – 06/09
$316/nighttotal: $1264 (4 )
Charming 1-bedroom House In Delightful Winona With Wifi, Ac And Private Patio
1 4
apartment , Winona
This Winona holiday home is situated two blocks (approximately 0.2 km) from Sinclair Park, the historic downtown, and the Mississippi River. The one-bedroom property, sleeping four guests, offers a fully equipped kitchen, in-unit laundry, a cosy living room with a queen-size sofa bed and smart TV, and is pet-friendly (service animals only).
10 31 reviews
Winona, MN
25/09 – 27/09
$322/nighttotal: $644 (2 )
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.
9.5 212 reviews
Winona, MN
11/08 – 12/08
$554/nightfor 1 night
Carriage House Bed & Breakfast
2 4
B&B , Winona
The Carriage House Bed & Breakfast is located just a short drive from both La Crosse Center and the University of Wisconsin-La Crosse, making it a convenient base for exploring the surrounding area. The B&B has received excellent ratings for its location, cleanliness, and overall experience. This charming guest house offers a single bedroom with a private bathroom, perfect for a couple or solo traveller. Guests can enjoy free Wi-Fi, parking, and a continental breakfast, as well as a relaxing garden, a hot tub, and the option to go cycling in the local area.
10 368 reviews
Winona, MN
18/08 – 19/08
$190/nightfor 1 night
~ Third Street Suites ~ #8
1 2
apartment , Winona
This apartment is located in downtown Winona, just a short walk from the Mississippi River and Lake Winona, offering easy access to the area's attractions. The apartment has received excellent ratings for location, cleanliness, and user experience. The apartment is a one-bedroom flat with a queen-size bed and can accommodate up to two guests. It comes with a fully equipped kitchen, a comfortable living room, a private bathroom, and laundry facilities, ensuring a comfortable and convenient stay.
Best family friendly Winona, MN Short term rentals
Among the 48 accommodations in Winona, MN, here are the 4 best family friendly rentals
9.9 77 reviews
Winona, MN
02/09 – 06/09
$389/nighttotal: $1556 (4 )
Dragonfly Loft, Hot Tub, River Views
2 4
apartment , Fountain City
This Airbnb is situated in Fountain City, Wisconsin, just a short distance from the Mississippi River and close to the train tracks, offering a tranquil escape in the Wisconsin countryside. The property features a well-equipped kitchen, a full bathroom with a walk-in shower, a half bath, laundry facilities, and a starter kit of essentials. This two-bedroom property comfortably accommodates up to four guests. Enjoy evenings by the gas-powered firepit on the balcony, overlooking the river and train track, or relax in the hot tub. Guests can also take advantage of the garden, parking, and pet-friendly amenities.
9.8 185 reviews
Winona, MN
18/08 – 19/08
$502/nightfor 1 night
Cottage By Lake Winona
3 2
cottage , Winona
The Cottage by Lake Winona is situated in Winona, Minnesota, just 10 blocks from the Mississippi River and downtown, offering easy access to shops, restaurants, and cultural attractions. The property has consistently received excellent ratings for its location, cleanliness, and overall experience. This three-bedroom cottage can accommodate up to six guests, providing ample space for families or groups of friends. The property features a fully equipped kitchen, a private garden, and parking, as well as stunning lake views and access to the Mississippi River for fishing and scenic walks.
10 136 reviews
Winona, MN
18/08 – 19/08
$190/nightfor 1 night
~ Third Street Suites ~ #1
1 2
apartment , Winona
This Winona, Minnesota flat is situated on Third Street in the city centre, within easy walking distance of Winona State University and numerous restaurants. The one-bedroom apartment, sleeping two guests, boasts a king-size bed, full kitchen with stainless steel appliances, in-unit laundry, a 65-inch 4K TV with streaming services, and a soaker tub; nearby attractions include the Mississippi River and Lake Winona.
10 190 reviews
Winona, MN
18/08 – 19/08
$190/nightfor 1 night
~ Third Street Suites ~ #3
1 2
apartment , Winona
This loft apartment is located on Third Street in downtown Winona, just a short walk from the Mississippi River, Lake Winona, Winona State University, and a variety of restaurants, bars, and shops. The accommodation has consistently received excellent reviews for its location, cleanliness, and overall experience. The apartment has a comfortable living space for up to two guests and includes a fully equipped kitchen with modern appliances, a spacious bathroom with a walk-in shower, and a laundry facility. You will also find blackout blinds and curtains for a peaceful night's sleep, as well as a sleep sound machine to minimize noise from the lively downtown area.
Best Winona, MN lodging with a balcony
10 21 reviews
Winona, MN
02/09 – 06/09
$307/nighttotal: $1228 (4 )
Farmhouse Apartment - River Road Historic Home
2 4
apartment , Fountain City
This charming Victorian farmhouse sits on Great River Road in Fountain City, Wisconsin, offering stunning Mississippi River views and a short walk to the town centre. The property has received excellent user ratings, making it a popular choice for travellers seeking a comfortable and well-equipped stay. This spacious two-bedroom property, covering 149 square metres, can accommodate up to six guests. The farmhouse provides modern amenities like air conditioning, a fully equipped kitchen, and a terrace, along with a private garden, parking, and internet access, ensuring a comfortable and enjoyable stay.
9.0 8 reviews
Winona, MN
02/09 – 06/09
$1075/nighttotal: $4300 (4 )
Great River Road - Victorian Historic Home (1898)
5 4
apartment , Fountain City
This beautifully restored Victorian house is located on the Great River Road in Fountain City, Wisconsin, overlooking the Mississippi River, a short walk from the town centre and a 10-minute drive from Winona, Minnesota. The property has received excellent user ratings and is perfect for families and groups. This spacious five-bedroom, four-bathroom home offers 353 square metres of living space and can comfortably accommodate up to 14 guests. The apartment features modern amenities, including a fully equipped kitchen, Wi-Fi, and TVs in every room, plus a large garden, a wrap-around porch, and a balcony with river views, perfect for relaxing and enjoying the local area.
9.8 7 reviews
Winona, MN
02/09 – 06/09
$621/nighttotal: $2484 (4 )
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.
Frequently Asked Questions about short term rentals in Winona, MN
What attractions should you visit during a week-long stay in Winona, Minnesota?
A week in Winona offers plenty! Start with the iconic Sugar Loaf, offering stunning Mississippi River views. Explore the historic downtown area, checking out the Winona County History Center and the Minnesota Marine Art Museum. Take a stroll along the riverfront, maybe renting a bike for a longer ride on the trails. Don't miss the Garvin Heights Park for more panoramic views. If time allows, consider a day trip to nearby Trempealeau National Wildlife Refuge for some beautiful nature.
What are the best short term rentals in Winona, MN?
What attractions should you visit when you spend a month in Winona, Minnesota?
With a month, you can delve deeper! Beyond the initial week's suggestions, explore the many hiking trails around Winona, including those in the Bluff Country. Visit the Amish communities in the surrounding areas for a unique cultural experience. Take a scenic drive along the Great River Road. Check out the local breweries and wineries. Spend time exploring the shops and galleries in the downtown area. Consider attending a performance at the Winona State University's performing arts center. A longer stay allows for more leisurely exploration of the region's natural beauty and cultural offerings.
What are the best short term rentals with a pool in Winona, MN?
Can visitors to Winona, Minnesota witness any unique natural cycles, like cherry blossom season or autumn colors?
Winona's location provides beautiful seasonal changes. While you won't find extensive cherry blossoms like in some other areas, the autumn colors in the bluff country surrounding Winona are truly spectacular, typically peaking in mid-to-late October. The changing leaves along the river bluffs create a stunning backdrop.
What are the best short term rentals with a jacuzzi in Winona, MN?
The best short term rental with a jacuzzi in Winona, MN is Penelope's Place.
What are the most meaningful ways to engage with locals and discover the culture in Winona, Minnesota?
To connect with locals, visit the Winona Farmers Market (seasonal), attend events at the historic Winona Theatre, or simply strike up conversations at local coffee shops like the Coffee Hag or the Island City Brewing Company. Exploring the downtown area and chatting with shop owners is another great way to get a feel for the community. Consider attending a Winona State University event to interact with students and faculty.
What are the best short term rentals for families and kids in Winona, MN?
Are there any distinctive cultural activities or hands-on workshops in Winona, Minnesota?
Winona offers various cultural experiences. The Minnesota Marine Art Museum frequently hosts workshops and exhibits. The Winona State University often has public lectures and events. Check local listings for pottery classes or other art workshops offered at various studios in the area. The city also hosts numerous seasonal events and festivals.
What are some secret spots or hidden treasures to visit in Winona, Minnesota?
Some lesser-known gems include the trails along the west side of the Mississippi River, offering quieter views than the more popular Sugar Loaf. Explore the backroads leading to the Amish communities for a glimpse into a different way of life. The view from the top of the bluff overlooking Lake Winona is also quite scenic and less crowded than other viewpoints.
What should not be left out of your suitcase if you are going to Winona, Minnesota?
Pack comfortable walking shoes – Winona has many hills and trails. Bring layers of clothing, as the weather can change quickly. Don't forget a rain jacket, especially if visiting during the shoulder seasons. Sunscreen and insect repellent are also essential, particularly during warmer months.
What are the most popular festivals in Winona, Minnesota?
Winona hosts several festivals throughout the year. The Great River Shakespeare Festival is a well-known summer event. The city also celebrates various events around the Fourth of July and other holidays. Check the local event calendar for specific dates and details as these can vary from year to year.
Where should you try the best local food in Winona, Minnesota?
For a taste of Winona's culinary scene, try the Winona Family Restaurant for classic diner fare. The Latsch Island Brewing Company offers a riverside setting with pub-style food. For something different, explore the various ethnic restaurants downtown. Many local eateries source ingredients from regional farms, providing fresh and seasonal options.
Nearby regions
Best Winona, MN lodging with a kitchen
9.9 288 reviews
Winona, MN
02/10 – 14/10
$163/nighttotal: $1956 (12 )
Quiet Private Apartment Walkable To Wsu
1 2
apartment , Winona
This apartment is situated just a short distance from Winona State University and Cotter High School, making it a convenient choice for those visiting the area. The property has consistently received excellent ratings for location, cleanliness, and overall user experience. The self-contained flat can comfortably accommodate two guests and features a well-equipped kitchen, a relaxing living area with a Smart TV, and a dedicated coffee and tea station. Guests can enjoy the convenience of a washer and dryer, along with a range of amenities suitable for families, including board games and books.
10 409 reviews
Winona, MN
18/08 – 19/08
$190/nightfor 1 night
~Third Street Suites ~
#4
1 2
apartment , Winona
This one-bedroom flat is in downtown Winona, just a short walk from the Mississippi River, Lake Winona, and Winona State University, making it ideal for exploring the city's attractions. The apartment has received excellent ratings for location, cleanliness, and overall experience. The flat is comfortable and modern, with a king-size bed, a walk-in closet, and a large living room, comfortably accommodating two guests. The apartment comes with a fully equipped kitchen, a 65-inch HD TV, fast Wi-Fi, and a laundry machine with detergent provided, offering everything you need for a pleasant stay.
10 2 reviews
Winona, MN
02/10 – 14/10
$492/nighttotal: $5904 (12 )
King With Kitchenette, Balcony- 44° North
1 2
B&B , Winona
Hotel 44° North, a luxurious guesthouse, is centrally located in Winona's downtown district, offering convenient access to local attractions. This establishment provides 76 elegant rooms, including 24 suites with kitchenettes, ideal for two guests seeking a comfortable stay with amenities such as internet, air conditioning, a swimming pool, jacuzzi, fitness centre, and parking.
10 2 reviews
Winona, MN
11/08 – 12/08
$520/nightfor 1 night
Double Queen Suite With Kitchenette, Balcony-44° N
1 4
B&B , Winona
Hotel 44° North, a guesthouse in downtown Winona, offers superb views of the bluffs and Mississippi River Valley. This establishment provides 76 rooms, including suites with kitchenettes, air conditioning, a swimming pool, and a jacuzzi, accommodating up to 5 guests with internet access.
Best Winona, MN lodging with laundry available
10 38 reviews
Winona, MN
02/10 – 14/10
$170/nighttotal: $2040 (12 )
~The Lafayette~#1~
1 2
apartment , Winona
This studio flat is situated in a historic brownstone building in a prime downtown Winona location, at the intersection of Third and Lafayette streets, placing all amenities within easy walking distance. This approximately 65 square meter (700 sq ft) self-contained apartment accommodates two guests and features a full kitchen, king-sized bed, in-unit washer and dryer, and fast WiFi, all within a historic brownstone building.
9.9 252 reviews
Winona, MN
18/08 – 19/08
$239/nightfor 1 night
~ Third Street Suites ~ #6
1 2
apartment , Winona
This penthouse apartment is situated in downtown Winona, Minnesota, just a short walk from the Mississippi River, Lake Winona, and Winona State University. It has received excellent ratings for user experience, location, and cleanliness. The property has two bedrooms and one bathroom, accommodating up to four guests. It comes equipped with a modern kitchen, laundry facilities, air conditioning, and parking.
10 9 reviews
Winona, MN
02/09 – 06/09
$404/nighttotal: $1616 (4 )
Charming Home: 3 Blocks To Winona State University
3 4
apartment , Winona
This Winona holiday home, located less than a kilometre from Windom Park and the Mississippi River, offers easy access to Winona State University and the Winona Public Library. The 157 square metre property boasts four bedrooms, two bathrooms, sleeping up to five guests, and includes a fully equipped kitchen, garden, parking, and on-site laundry facilities.
10 182 reviews
Winona, MN
02/09 – 06/09
$366/nighttotal: $1464 (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.
