10 Best Airbnb Vacation Rentals In Winona, Minnesota - Updated 2022

airbnb winona mn

Nestled against a lush backdrop of greens along the Mississippi River in southeast Minnesota, Winona has an abundance of historic sites, beautiful architecture, sprawling parks, and extraordinary history. The city’s downtown features some of the most stunning stone and stained glass architectural marvels, so much so that Winona is touted to be the “stained glass capital of the United States”! Although the suburbs, skirted with lushness, is no less. The fishing scene is big in this midwestern town, while local festivals and fairs add a unique flair. Book one of these Airbnb vacation rentals in Winona, Minnesota, and enjoy your exploration to the fullest. Scroll down to learn more.

1. Awesome downtown apartment (from USD 124)

An ideal accommodation for couples, this apartment is conveniently located near several attractions in Winona’s downtown. It is equipped with standard amenities, including a full kitchen and also a laundry unit for your convenience. Dedicated off-street parking is also made available for those of you driving down. Zero in on this and you’ll not be disappointed.

Cozy Downtown Winona MN Oasis - Main Level Loft
Winona, Minnesota, United States
646 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
super clean comfortable alot of amenities including on site washer and dryer
the space was cozy spacious and filled with good books
beautiful apartment that feels brand new the bed was comfortable
the size of the apartment was fantastic
this is an absolutely perfect place for people wanting a relaxed but comfortable getaway
it was uber clean and comfortable
very impressed with how spotless everything was
the place was sparkling clean and comfortable
adam's place was super clean and beautifully decorated
adam's place was abosolutely adorable very clean and spacious
he’s obviously a great host and quick to respond
adam was super responsive and helpful with local tips
adam is a great host and the apartment is really well equipped and comfortable
i love staying at this airbnb adam is such an amazing and attentive host
the bathroom is amazing you can’t go wrong with this great spot and top notch host
great location in downtown winona
cute place in downtown winona
great location walking distance to everything in downtown winona
great place perfect location right in the heart of downtown winona
we would highly recommend this location
Read more reviews

2. Well-appointed loft for four (from USD 65)

Enjoy some loft living in this well-appointed one-bedroom vacation rental, ideal to accommodate up to four guests. It has been equipped with all standard amenities and it sits right above the host’s own house. You’ll have to make use of the shared entrance to access the rental, but complete privacy will still be ensured while you’re staying here.

Winona West End Loft
Winona, Minnesota, United States
259 reviews Superhost  Wifi Available
Private room in home 1 Bed 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
free wifi and cable tv are also included
the a/c held up great even with weather in the 90s most of our stay
wifi was excellent close to restaurants grocery store and campuses
super comfy and private loft with lots of room
plenty of comfortable space
it’s clean cozy and relaxing
the unit was sparkling clean and had thoughtful touches
everything was super clean
everything in the space was clean and well-kept
it was wonderfully clean
they are very knowledgeable about the area and helpful
hosts were very nice and very accommodating
fantastic hosts thank you so much for accommodating our late arrival
they were responsive communicators from the start
brian and betty were wonderful hosts
such a cute little place
great location for our stay in winona
great area close to local attractions
very quiet with interesting reading material about the area
great location and space very comfortable
Read more reviews

3. Penthouse near downtown (from USD 125)

Located in the heart of Winona, an easy distance away from downtown, this third-storey loft is a great option to consider if you’re travelling in twos. The hosts also entertain long-term reservations, so ping them for more information if you’re likely to be around for a while. All standard amenities and some extra provisions (toiletries, laundry essentials, kitchenware, etc.) have been made available. Plus, an off-street parking spot will be reserved for guests with vehicles.

Penthouse Retreat-Near Downtown Winona!
414 reviews Superhost  Wifi Available
Entire loft 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
Amenities & Room:
absolutely gorgeous apartment with nice coffee shops/cafes not too far from the apartment
the rooftop deck was one of my favorite things about this apartment
the space was very nicely decorated and stocked with all the necessary amenities for a comfortable stay
the apartment building (looks like there are 8 other units) is probably about 100 years old
it's so beautifully done and the furnishings are upscale and very comfortable
beautiful space and sparkling clean
spotlessly clean and awesome location
spotless stylish and super relaxing
every inch was extremely clean from the exterior spaces to the bed linens utensils and bathroom
spacious and very clean
adam was an amazing host
amazing host great at communicating and answering questions
adam is a great host
adam is an outstanding host
adam is a great host he was very prepared with all the info we could possibly need
a cute loft apartment & great location in winona
nice location too
the location is nearly perfect
great stay convenient location close to downtown and the best bakery in town
very attractive and comfortable space in a great location in winona
Read more reviews

4. Stylish loft in downtown (from USD 120)

This cosy loft apartment is another brilliant option if you’re travelling in twos. It is located in downtown Winona, so several attractions are well within easy reach. The unit has been equipped with all essentials to ensure you have a comfortable time. However, do note that you may encounter some slight noise from the (occupied) unit above. While it’s unlikely to become an issue, do let the host know if you’re finding it too uncomfortable. The rental does not have access to a thermostat unit, so you’ll have to let the host know if you’d like to get the heating/cooling system’s temperatures adjusted. Rest assured, the place is quite an amazing option.

Unique Warehouse Style Loft- Downtown Winona
171 reviews Superhost  Wifi Available
Entire rental unit 1 Bed 2 Guests 1 Bedroom 1 Bathroom

Accommodates: 2

Top guest reviews
the space is super clean and stylish
adam's place was sparkling clean stylish and comfortable
the property was spotless and comfortable
adam’s place was beautiful it was so clean and stylish
this place was sparkling clean and soooo beautiful
what a fantastic place and fantastic host
very clean adam is quick to respond and a great host you will love the location
great location within walking distance to restaurants
clean space close to everything- loved walking around town and exploring
the loft is a great location clean and so nice
Read more reviews

5. Spacious country home for large groups (from USD 326)

Offering access to an entire country home, this four-bedroom house is a superb choice if you’re travelling as a group of up to eight guests. It is a spacious unit and boasts modern facilities. Plus, each room has access to a private en-suite washroom. Aside from the comfortable indoors, you can also make use of the rental’s excellent outdoor areas, including the large lawn out front. It is located in the Knopp Valley, so you can enjoy brilliant valley views from the comfort of your rental at all times. Else, Lake Winona and Minnesota Marine Art Museum are about 4 to 5km (2.5 to 3 miles) away.

The Village House Inn
Winona, Minnesota, United States
22 reviews  Wifi Available
Entire home 5 Beds 8 Guests 4 Bedrooms 4 Bathrooms

Accommodates: 8

Top guest reviews
Amenities & Room:
books and games for family fun nights were available along with wifi access to hulu and movies
the home is clean spacious and bright
beautiful place to host events and my friends and i enjoyed being there
an excellent place to stay with family or friends
Read more reviews

6. Newly remodelled apartment for four (from USD 133)

Set up on the second floor of its building, this one-bedroom apartment is ideal for four guests. It enjoys amazing views of Winona State University’s campus from the rooftop deck, and the indoor living space is equally comfortable. This apartment has been recently remodelled, so you can expect all facilities, including a full kitchen and tasteful furnishings. Those with private vehicles can also request the host to make up to two private parking spots to be made available at no extra cost.

Oma's Treehäus & Rooftop Deck
Winona, Minnesota, United States
211 reviews Superhost  Wifi Available
Entire rental unit 2 Beds 4 Guests 1 Bedroom 1 Bathroom

Accommodates: 4

Top guest reviews
Amenities & Room:
the wifi service worked great
very comfortable accommodations loved the decor and the rooftop deck
the bedroom and living room were comfortable and well decorated and the rooftop allowed space for star gazing
bed and sofa bed so comfy decorated so cute and bright
the apartment was clean with great amenities including complementary drinks
very clean very nice
place was clean and very convenient
this space was clean comfortable and surprisingly spacious
the place was clean cozy and very comfortable
very comfortable clean and high quality
hosts were awesome
sheryl was a great host and was very flexible
this was a great get away the wonderful host even brushed the snow off our car
lovely place hosts were great at addressing a minor noise issue from the lower unit
easy and prompt communication with the hosts when needed
cute stay in a central location
very cute place close to everything
great location close to campus
great location and very comfortable
a cozy cute space close to campus
Read more reviews

7. Cozy and clean cottage (from USD 135)

With two bedrooms, a full kitchen, a spacious living room/dining area, and ample open areas, this Airbnb vacation rental is a great home for up to five guests. While the indoor space is comfortable, the house’s open areas (lawn, screened porch, and patio) are also enjoyed by guests. You’ll find a folder with instructions in the kitchen drawer, so make use of it if you run into trouble with anything. As for the rental’s location, several outdoor activities are nearby, and St Mary’s University campus is less than 1.5km (1 mile) away.

Cats Cottage; cozy, clean and comfortable
Winona, Minnesota, United States
42 reviews  Wifi Available
Entire home 6 Beds 5 Guests 2 Bedrooms 1 Bathroom

Accommodates: 5

Top guest reviews
the house was very clean and nicely decorated
a very charming clean home
the house was clean and welcoming
very clean comfortable and romantic house and lovely kitty nice host
it is spacious and clean and within a very short drive to downtown winona
catherine is a great host
great location outside winona
great place for a getaway close to town
great place wonderful value and perfect location
added touch of items for breakfast and a nice cozy place to stay close to saint mary’s
wonderful great location catherine is a great communicator and house is gorgeous
Read more reviews

8. Gorgeous lower-level country home (from USD 179)

This stunning country guest suite is a lower-level duplex, equipped with a kitchenette, pool table, and sauna. It is spacious enough to comfortably house up to six guests, and it is fully provisioned with essentials. Pet parents can also make use of a kennel facility on-site and avail a discount – get in touch with the host for more details on this. While your pets can prance around in the open areas around the rental, they’ll not be permitted in the premises of the rental unit. The hosts occupy the main floor of this unit, but complete privacy is guaranteed. Location-wise, several hiking spots are an easy walking distance away, while Winona is a 10-minute drive away.

Lovely lower level country home owner occupied!
Winona, Minnesota, United States
32 reviews Superhost  Wifi Available
Entire guest suite 2 Beds 6 Guests 1 Bedroom 1 Bathrooms

Accommodates: 6

Top guest reviews
Amenities & Room:
stylish space that was open and super comfortable
private and secluded with fantastic amenities including sauna pool table and entertainment system
great amenities (fireplace pool table sauna etc) and thoughtful touches (snacks juice milk)
the place is just one room but it’s very spacious and comfortable
this place was beautiful very clean
big comfortable cool and clean country place
clean place with sweet people as hosts
hosts are very nice and easy to chat with with questions or concerns
lisa and her family were fantastic hosts
lisa was very friendly and accommodating
was a very nice stay and location
overall convenient location and would recommend to others
the location was perfect for our quick trips to campus
and there's a winery very close by that was nice i would definitely suggest staying here
enjoyed a morning walk on the property
Read more reviews

9. Cosy cabin in the woods

Bringing together the best of rustic charm and modern facilities, this one-bedroom cabin is spacious enough to comfortably house up to seven guests. Large windows offer ultimate views of Winona’s scenic countryside, while sophisticated furnishings make it a great space to retreat, for vacationers. Aside from a comfortable indoor living space, the cabin boasts ample outdoor space for you to soak in some midwestern air and valley views too. However, do note that this rental does not feature a full kitchen, only essentials are available.

Rustic Log Cabin Retreat on SE MN Bluff
Winona, Minnesota, United States
124 reviews
Entire cabin 10 Beds 7 Guests 1 Bedroom 0 Bathrooms

Accommodates: 7

Top guest reviews
Amenities & Room:
we had a battery fan and it was just fine
we enjoyed the outdoor folding chairs provided for around the fire and felt very comfortable with the amenities
we stayed for a little winter retreat the loft was cozy and the views were beautiful
the bed was an extra bonus with an extremely comfortable mattress and cozy bedding
the beds were very comfortable and the fire pit has a fantastic view
the bathroom needed to be cleaned but the inside of the cabin was clean and well maintained
very clean and great location and help the atv was awesome it was huge
this is our second time staying at heidi’s charming and beautiful cabin everything was clean and cozy
i appreciated the the clear check-in instructions and how clean the cabin was upon arrival
our hosts were very communicative and helpful in getting us settled in
wonderful hospitality very friendly and accommodating
this place was perfect the hosts were amazing
absolutely beautiful place hosts are kind and very hospitable
the owners let us use their utv to get to the cabin which was great
excellent place to get away even in the heat of summer
the cabin is very charming and the location was great
a beautiful cabin and location secluded and quiet
very charming cabin in a great location if you want remote and quiet
heidi's place is in a beautiful location on the top of a river valley
Read more reviews

10. House with a view of the Mississippi River

Soak in the best of Mississippi River views from this five-bedroom house that can easily accommodate up to six guests. Six more guests can be accommodated, but there will be separate charges per additional guest, per night. The house has a split-floor style, spread across three floors, so there’s ample privacy and comfort for all occupants. Plus, there’s an in-house piano, games/exercise room, library, and a nursery (for kids). Else, make use of the private deck and enjoy barbecue cook-outs! There’s a wooded valley towards the rear side of the house, where you can head for strolls. And if you’re a pet owner, there’s an excellent kennel near the house, so you can bring your pets to enjoy Winona too. However, note that they’ll not be permitted in the Airbnb rental.

Amazing view of the Mississippi
Winona, Minnesota, United States
131 reviews
Entire house 7 Beds 5 Bedrooms 2 Bathrooms
Top guest reviews
Amenities & Room:
beds and furnishings very comfortable
all the furniture was really comfortable
the deck was great and the kitchen fabulous
the house is comfortable and the views are fantastic
all of the amenities of a home and a fun game room
everything was very clean and there were supplies available if needed
it is a clean house and had everything you would need
clean and great amenities
the house was clean and was ready upon arrival
the house is amazing - great kitchen lots of room to spread out and very clean
the host had all directions house rules and expections clearly presented
russ and his family are great hosts and kind to share their lovely home
russ is a wonderful host
russ is a wonderful host and always responded quickly to all our questions
russ was very helpful with our questions and concerns and was always prompt with a response
the location was wonderful
this is an amazing property and great location
you will walk away at the end of your stay with so many wonderful and lasting memories
the house and location were perfect for our small group of friends
it was a great location for our family christmas with lots of room
Read more reviews

Lots to do in Winona

Aside from fishing, exploring the downtown, and soaking in the quaintness of the suburbs, Winona boasts some excellent bike trails and scenic parks worth checking out. You may be travelling with friends, solo, or as a family, the city will offer an endless number of things to do.

Disclosure: Trip101 selects the listings in our articles independently. Some of the listings in this article contain affiliate links.

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