
Holiday rentals in Winona
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Top-rated holiday rentals in Winona
Guests agree: these stays are highly rated for location, cleanliness and more.
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Other great holiday rentals in Winona
Top guest favourite

Private room in La Crosse
4.94 out of 5 average rating, 203 reviewsSuperHost Safe & Clean, great location
KiraRating, 5 stars1 week ago
Host was really kind and flexible with my check in time. Had a cute basket of towels and soap for me, the space was clean and she had great local recommendations.
Guest favourite

Private room in Stockton
4.81 out of 5 average rating, 120 reviewsPeaceful Country Charm
AshleeRating, 5 stars1 day ago
Stayed at Tammy’s the night before a bike race in Winona. Honestly bummed that we didn’t get to spend more time there. They have a beautiful property. Tammy and her husband are super nice, friendly and welcoming. They will make you feel right at home. Before a bike race I am always anxious about getting good sleep, I didn’t have to worry about that at Tammy’s at all! The in-room microwave and fridge is super nice.
Guest favourite

Farm stay in Winona
4.94 out of 5 average rating, 53 reviewsIrish Ridge Farm Guest House: Rural Winona Co
CarrieRating, 5 stars2 weeks ago
A perfect location for a weekend getaway with four adults and four kids. The location was ideal - peaceful, beautiful, and lots of fun animals! It was close enough to Winona that it was easy to go into town for exploring and food. Maggie was also incredibly helpful and responsive.
Guest favourite

Home in Fountain City
4.93 out of 5 average rating, 60 reviewsOur Little River House
KatieRating, 5 stars1 week ago
This was the perfect little gem!! House had a beautiful view of the river and bluffs, right in the heart of Fountain City. The house was super clean, had everything we needed, and the added bonus was that the floors must have been very well insulated because putting our babies to bed upstairs, you couldn’t hear anything happening downstairs! There was a private back yard for our dog to run around in as well which was perfect. Would definitely recommend and I hope to return!
Top guest favourite

Hotel room in Winona
4.95 out of 5 average rating, 113 reviewsAlien Robot room 2078 at Video Vision
MicheleRating, 5 starstoday
The room was perfect for us! The first night there we went to the restaurant right across from it, then we wandered over for some cosmic bowling. The bed was comfy, the shower was amazing and the value is unmatched.
Guest favourite

Home in Winona
5 out of 5 average rating, 14 reviewsWaterfront | HOT TUB | Sleeps 15
BriannaRating, 5 stars3 months ago
This is a great spot located between Winona and La Crosse with so many things to do! The Airbnb is located right next to railroad tracks but the host does provide earplugs to help with the noise. The directions were very clear to get to the home. The home was very clean and aesthetic! The host provided many board games and the house had lots to do for a quiet night in. Definitely would come back!
Top guest favourite

Tiny home in Houston
5 out of 5 average rating, 15 reviewsThe Guest Nest
TashaRating, 5 stars1 day ago
Cute house, beautiful area. Looked just like the pictures! We enjoyed grilling horseshoe and nature walks

Cabin in Winona
5 out of 5 average rating, 3 reviewsEsther’s Cottage
BridgetRating, 5 stars2 weeks ago
Great little place on a hill overlooking the Mississippi River! We chose it because it was closer to the wedding venue than staying in Winona; but very close to town and easy to pick things up or go eat, etc… We usually we stay in Winona but this suited our needs perfectly for this particular trip.
Quick stats about holiday rentals in Winona
Total rentals
80 properties
Nightly prices starting at
₹1,723 before taxes and fees
Total number of reviews
8.7K 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
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