Skip to content

Vacation rentals in Winona County

Find and book unique accommodation on Airbnb

Top-rated holiday rentals in Winona County

Guests agree: these stays are highly rated for location, cleanliness, and more.

River Road Abode: breathtaking river views
Entire house · 4 guests · 2 beds · 1 bath

River Road Abode: breathtaking river viewsEntire 2 bedroom home with amazing views of the Mississippi from every room in the house. 3 unique decks to watch birds, barges, boats, bluffs and trains. Out front you can wave at people passing by on the Great River Road. Located near WI and MN state parks, wineries, breweries, and restaurants. Adventure outdoors or stay in and watch all the Mississippi has to offer from the private patio and decks. Trains pass by property day & night. Home is well insulated & ear plugs are provided.

Burton House (Downtown Winona)
SUPERHOST
Entire house · 4 guests · 2 beds · 1 bath

Burton House (Downtown Winona)The Burton House is a newly renovated, cozy little home just a few blocks from downtown Winona, MN and the mighty Mississippi River. It is walking distance to several restaurants, bars and shops. It's the perfect launch pad for outdoor enthusiasts, with wonderful recreation opportunities in and around Winona.

Enjoy 36 Acres in a private Farm House - Sleeps 10
Farm stay · 10 guests · 7 beds · 2 baths

Enjoy 36 Acres in a private Farm House - Sleeps 10Welcome to Smith Family Farm! Our fifth-generation owners converted the historic family farmhouse into a charming and functional Minnesota vacation house rental. With sleeping arrangements for 10 guests, modern amenities, and 36 acres of private land, our property offers everything you need for a peaceful getaway. Originally built in 1876, the 2,250-square-foot house has two stories, three bedrooms, and two bathrooms, and an additional murphy bed in the sunroom. Full Kitchen, Dining, Living.

Holiday rentals for every style

Get the amount of space that is right for you.

  • Homes
  • Hotels
  • Unique stays

Popular amenities for Winona County holiday rentals

  • Kitchen
  • Wi-Fi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great holiday rentals in Winona County

SUPERHOST
  1. Farm stay
  2. Dakota
The Cottage at Heart and Soil Ridge
$123 AUD per night
$123.00 AUD total
SUPERHOST
  1. Farm stay
  2. Dakota
The Bungalow at Heart and Soil Ridge
$116 AUD per night
$116.00 AUD total
SUPERHOST
  1. Entire bungalow
  2. Trempealeau
The Bungaleau
$160 AUD per night
SUPERHOST
  1. Entire loft
  2. Arcadia
Tamarack Point Homestead
$121 AUD per night
SUPERHOST
  1. Entire apartment
  2. Onalaska
Northshore Studio on Lake Onalaska
$118 AUD per night
SUPERHOST
  1. Entire cottage
  2. La Crescent
Original 1898 Milwaukee Railroad Train Depot
$119 AUD per night
$119.00 AUD total
SUPERHOST
  1. Entire house
  2. Winona
Cats Cottage; cozy, clean and comfortable
$181 AUD per night
SUPERHOST
  1. Entire cottage
  2. Onalaska
Northshore Cottage (2 bedrooms) on Lake Onalaska
$130 AUD per night
SUPERHOST
  1. Entire apartment
  2. Winona
1 Bedroom in Heart of Winona with Extra Amenities
$105 AUD per night
SUPERHOST
  1. Tiny house
  2. Winona
Warbler Lodge
$211 AUD per night
$211.00 AUD total
SUPERHOST
  1. Entire loft
  2. Winona
Winona West End Loft
$75 AUD per night
  1. Entire cabin
  2. Onalaska
Backwaters lodge
$161 AUD per night