Vacation rentals with outdoor seating in Winona County

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Popular amenities for Winona County outdoor seating rentals

House rentals with outdoor seating

Guest favorite
Home in Fountain City
4.92 out of 5 average rating, 53 reviews

Our Little River House

PaulaRating, 5 stars2 weeks ago
We stayed here 5 nights. This nicely remodeled, well-equipped and provisioned, super comfy home is in a quiet neighborhood, within easy walking distance of several restaurants and super convenient to scenic Route 35. It's 10 minutes to Winona. From the kitchen window, you can look down the street and see the Mississippi River. The couple of times I messaged the hosts, they replied within seconds. The water pressure was great, there was plenty of hot water, and every outlet and light we used worked as did the appliances and Wi-Fi. We didn't bring our dogs on this trip, but dogs are clearly welcome (e.g., treats, dishes). We would happily return, including for a longer stay. Be aware that the bedrooms are upstairs and the stairs are steep (the price of high ceilings!). We opted to leave our bags in the large laundry room and just take upstairs the few things we needed. At present, the garage is unavailable; we parked in the drive, which put us a couple of steps from the entrance.
Guest favorite
Home in Winona
4.89 out of 5 average rating, 38 reviews

The Broadway Exchange

JulieRating, 5 stars4 months ago
We rented Tanya’s place as overflow for our out of town Thanksgiving guests. The home is very comfortable and in a perfect location.
Top guest favorite
Home in Winona
4.96 out of 5 average rating, 49 reviews

Relaxing Stylish Home

CiaranRating, 5 stars5 months ago
Everything as expected. Nice quiet neighborhood. Lots of natural light in the home made for a pleasant stay.
Top guest favorite
Home in La Crescent
5 out of 5 average rating, 8 reviews

Pet-friendly, Comfy 2-Story near Mississippi River

TeresaRating, 5 stars1 week ago
A Heartfelt and Healing Getaway This home truly has everything you need for a perfect stay—but what made it unforgettable was how it made us feel. As a single mom of teenage boys, life can be a lot. This peaceful retreat gave us the space to reconnect, breathe, and just be. We spent time down at the river, laughed together, and watched my sons play like they were little again—it brought tears to my eyes. The home is spacious, cozy, and thoughtfully designed, with everything you could possibly need. The soaking tub was a dream, and the whole place felt like a warm hug. The host was unbelievably kind, helpful, and generous—going above and beyond in every way. This stay brought healing, joy, and peace back into our hearts, and I’ll be forever grateful. If you’re looking for more than just a place to stay, this is it. We can’t wait to return.
Guest favorite
Home in La Crescent
4.95 out of 5 average rating, 41 reviews

River Retreat

EnrikaRating, 5 stars5 months ago
Quaint home along the Mississippi River that is well-stocked and the perfect place for a cozy fall gathering (especially with the pellet stove running). Instructions were clear and helpful, Andrew was quick to respond and is a great host! The loft area could be difficult for older guests or small children to access, but fun for kids of the right age.
Guest favorite
Home in Rushford
4.9 out of 5 average rating, 187 reviews

Country Cottage in SE MN Bluff Country near Winona

JackRating, 5 stars1 month ago
It’s a great place. Nice area. Very peaceful.
Top guest favorite
Home in Fountain City
4.97 out of 5 average rating, 119 reviews

Bluffside cottage with gorgeous river views

EricRating, 5 stars3 weeks ago
We had a nice and comfortable stay! We enjoyed the views and the games. Thanks!
Guest favorite
Home in Fountain City
4.94 out of 5 average rating, 47 reviews

Fountain City Loft, hot tub, river views

MaryRating, 5 stars1 week ago
We have a great stay. Brad was very responsive to any questions we had. Thank you.

Apartment rentals with outdoor seating

Guest favorite
Apartment in Onalaska
4.88 out of 5 average rating, 225 reviews

Lakefront Studio

JulieRating, 5 stars2 weeks ago
Amazing location - right on Lake Onalaska with Mississippi National Wildlife trails across the road. Nice place - will definitely be coming back.
Top guest favorite
Apartment in Trempealeau
4.97 out of 5 average rating, 117 reviews

Small Town Vibes with Amazing River & Bluff Views

JasonRating, 5 stars5 months ago
Not much better than being within view of the Mississippi River. Place is large and clean, quiet outside of the noise you can hear from the store below.
Guest favorite
Apartment in Winona
4.9 out of 5 average rating, 79 reviews

Treetops Suite, 2 bedrooms @ 7th Street Retreat

RobertRating, 5 stars3 weeks ago
Apartment in Winona - Treetops Suite is a great getaway in a little college town. There is a spacious main room and open area kitchenette (hot plate, toaster oven, microwave, sink, mini-fridge) and the two bedrooms (one ?full-size? bed and then two twins) are cozy - not tight or cramped. The apartment was clean and quiet. They had some food (milk, eggs, bagels, oranges, PeanutButter, jam) stocked in the fridge. The step-in shower has very hot water that is not difficult to adjust to a warm setting. The apartment is located just off the Winona State University campus and the first night we stayed we walked downtown for dinner. The stairs to the place are moderately steep - as the hosts mention in the write-up. This is not an issue (and adds to the ambience) unless you have some mobility challenges. There are railings on both sides. Thanks. This would be my preferred spot to stay if I was passing through Winona again.
Superhost
Apartment in Winona
4.75 out of 5 average rating, 8 reviews

Port 19

JenniferRating, 5 stars8 months ago
This space was perfect for our big group. Plenty of seating and sleeping arrangements for everyone with tons of extra towels, pillows, and bedding. The location is a quiet and private spot along the river with beautiful views. We liked that it was within walking distance from downtown Winona and loved hanging out around a fire at the end of the day. Julie went above and beyond as a host, was easy to communicate with, and flexible with our checkout time so we could spend more time enjoying each other’s company in her great space!
Superhost
Apartment in Onalaska
4.8 out of 5 average rating, 174 reviews

Northshore Studio on Lake Onalaska

TrishaRating, 5 stars6 months ago
Angie’s place was perfect for our long weekend getaway in LaCrosse. The location was ideal for our purposes. I would not hesitate to stay here again.

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