Vacation rentals in Winona

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Popular amenities for Winona vacation rentals

Stay near Winona's top sights

Minnesota Marine Art Museum32 locals recommend
Garvin Heights Lookout17 locals recommend
Island City Brewing Company Co14 locals recommend
Blue Heron Coffeehouse15 locals recommend
Acoustic Cafe15 locals recommend
The Boat House Restaurant14 locals recommend

Other great vacation rentals in Winona

Guest favourite

Barn in Hixton

4.9 out of 5 average rating, 269 reviews

A Suite Getaway

AlainaRating, 5 stars3 weeks ago
Such a cute & cozy place! The fireplace & the hot tub were definitely highlights. The bed was also ridiculously comfortable. Melanie was very communicative. Couldn't have asked for a better stay!
Superhost

Home in Genoa

4.82 out of 5 average rating, 11 reviews

The Great River Retreat

MikeRating, 5 stars3 months ago
If you look at my history you will see I have stayed at John’s home many times and they are extended stays. John continues to improve the property. It is a beautiful fishing/hunting cottage in my favorite town. John is a great host.
Guest favourite

Cottage in Pepin

4.85 out of 5 average rating, 74 reviews

Scenic View Cottage on the Great River Road

KariRating, 5 stars5 months ago
We enjoyed our stay in Pepin. Charlie's cottage was close to everything we were interested in, was very quiet even though off the highway and we appreciated the accommodations.
Guest favourite

Cottage in Stoddard

4.92 out of 5 average rating, 223 reviews

Stylish 1 bedroom cottage on the Mississippi River

Melinda NoelRating, 5 stars2 weeks ago
We enjoyed our stay at this cabin, it was perfect for our short getaway together. Highlights for us were: a VERY comfortable bed, the cabin was super clean, the private location, yet close enough to town. The nearby town of La Crosse has plenty of things to do and places to eat out. For us, the best part was the beautiful view of the river, with spectacular sunsets!! I would recommend this cabin for someone traveling solo or a romantic getaway for two, as the cabin is small, but very cozy. It's a great value for what is offered here. My husband and I would return again.
Guest favourite

Home in La Crosse

4.92 out of 5 average rating, 38 reviews

Comfortable, Hyde Away Home

JohnRating, 5 stars3 weeks ago
My family and I had a pleasant stay at Jodi's place. Jodi is a delightful host with clear communication, fast response and was very flexible with our last minute reservation. I recommend anyone who is looking to visit LaCrosse WI to stay at Jodi's place. 100% satisfied. The home is clean, well organized, and well supplied for any person or family.
Guest favourite

Home in Galesville

4.96 out of 5 average rating, 192 reviews

Hidden Gem Beneath the Pines!

MikaRating, 5 stars1 month ago
We’ve come back to this house a couple times now and love it every time. The house has such a cozy feel and provides everything you need for a great stay. Highly recommend!
Guest favourite

Guesthouse in Hixton

4.96 out of 5 average rating, 117 reviews

Country Retreat. Beautiful sunsets and sunrises.

AshleyRating, 5 stars2 weeks ago
This air b n b was perfect for a girls trip! It is close enough to Osseo if you need groceries, gas, or something fun to do. It is the perfect, quiet, getaway!
Guest favourite

Home in La Crosse

4.96 out of 5 average rating, 106 reviews

Large Secluded Country Home Minutes from Town

Kelly And DerekRating, 5 stars1 month ago
My girlfriends and I had our annual SLAB CITY fishing trip. While we were not in the home a lot as we were out on the ice, it was a nice place to stay. Amber was responsive and flexible with us. All around great experience. If you are looking for a place to stay, I would recommend this home. If you are looking for an awesome guide to fish with, go with Scott at McCormick's River Guide Service.

Quick stats about vacation rentals in Winona

  • Total rentals

    70 properties

  • Nightly prices starting at

    $28 CAD before taxes and fees

  • Total number of reviews

    8.3K reviews

  • Family-friendly rentals

    30 properties are a good fit for families

  • Pet-friendly rentals

    10 properties allow pets

  • Rentals with dedicated workspaces

    30 properties have a dedicated workspace

Destinations to explore

  1. Airbnb
  2. United States
  3. Minnesota
  4. Winona County
  5. Winona