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.

Guest favourite
Flat in Winona
Cozy & Bright 2nd Floor Apt - 7 Blocks from WSU
Our newly-remodeled one-bedroom apartment is the perfect getaway for two guests. * Spacious bedroom with queen size bed, couch and workspace * Hardwood floors throughout * Full kitchen with oven, refrigerator, microwave + coffee/tea station * Walking distance to WSU and Cotter * Located on the 2nd floor with off-street parking * Your own washer dryer in the apartment * Easy self-check-in process We want you to love your time in Winona and are here to make your stay as pleasant as possible.
25 Mar – 1 AprIndividual Host,
£73 per night
4.94 out of 5 average rating, 132 reviews
Guest favourite
Home in Winona
Winona, MN- Cozy 3 bdrm bungalow with river view
Our home/cabin is up along the bluffs allowing eagle eye views of the Mississippi River. A perfect quiet place to take everything in. There are three bedrooms intended for large families or group get-aways. Everything is at your fingertips from beaches, to hikes in the bluffs. It is 3 miles south of Winona. While you can see the river, there is easy access to public landing if you choose to bring a boat to partake in the various islands and water sports.
12–19 MayProfessional Host,
£117 per night
4.91 out of 5 average rating, 200 reviews
Guest favourite
Flat in Winona
~ Third Street Suites ~ #11
Hi! This beautiful main level apartment is conveniently located in the heart of downtown Winona MN! Everything Winona has to offer is within close proximity. Examples include: Coffee, restaurants, a wine bar, Winona State University, Mississippi River, Lake Winona, hiking trails, Shakespeare Festival, Minnesota Marine Art Museum, and much more! Please allow us to make your next stay in beautiful Winona a memorable one!
5–12 FebIndividual Host,
£90 per night
4.98 out of 5 average rating, 804 reviews

Popular amenities for Winona holiday rentals

Stay near Winona's top sights

Prairie Island Campground3 locals recommend
Hy-Vee5 locals recommend
Bloedow's Bakery13 locals recommend
Bub's Brewing Co7 locals recommend
Acoustic Cafe15 locals recommend
Midtown Foods5 locals recommend

Other great holiday rentals in Winona

Guest favourite
Bungalow in Winona
*Prairie Island Bungalow with Water Access*
18–25 DecIndividual Host,
£212 per night
4.99 out of 5 average rating, 148 reviews
Guest favourite
Flat in Winona
Oma's Treehäus & Rooftop Deck
21–28 AprProfessional Host,
£114 per night
4.93 out of 5 average rating, 256 reviews
Guest favourite
Home in Winona
Spacious Retreat for 1-8 guests
18–25 MarIndividual Host,
£184 per night
4.95 out of 5 average rating, 112 reviews
Guest favourite
Loft in Arcadia
Tamarack Point Homestead
27 Jun – 4 JulIndividual Host,
£87 per night
4.98 out of 5 average rating, 117 reviews
Guest favourite
Home in Minnesota City
✨Vintage Lustron Home✨
12–19 AugIndividual Host,
£106 per night
4.98 out of 5 average rating, 269 reviews
Guest favourite
Home in Winona
Relaxing Stylish Home
5–12 MarIndividual Host,
£109 per night
5.0 out of 5 average rating, 20 reviews
Guest favourite
Flat in Winona
The Exchange 11 | Historic Bldg, 1 BR, Dwntwn
16–23 MarIndividual Host,
£87 per night
4.88 out of 5 average rating, 25 reviews
Guest favourite
Cottage in Winona
Quiet Cottage in the Valley with Sauna
31 Jul – 7 AugIndividual Host,
£150 per night
4.94 out of 5 average rating, 17 reviews
Guest favourite
Flat in Winona
Treetops Suite for Two @ 7th Street Retreat
4–11 DecIndividual Host,
£78 per night
4.94 out of 5 average rating, 67 reviews
Guest favourite
Flat in Winona
NOVA Treehouse
25 Aug – 1 SeptIndividual Host,
£74 per night
4.92 out of 5 average rating, 13 reviews
Guest favourite
Home in Winona
A Stone's Throw Bungalow
2–9 OctIndividual Host,
£159 per night
4.98 out of 5 average rating, 53 reviews
Guest favourite
Home in Winona
The Broadway Exchange
4–11 MarIndividual Host,
£213 per night
4.83 out of 5 average rating, 24 reviews

Quick stats about holiday rentals in Winona

Total rentals

70 properties

Rentals with dedicated workspaces

30 properties have a dedicated workspace

Pet-friendly rentals

20 properties allow pets

Family-friendly rentals

30 properties are a good fit for families

Total number of reviews

6.1K reviews

Nightly prices starting at

£16 before taxes and fees

Destinations to explore

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