Winona Vacation Homes

A stone wall with a hole, overlooking a river and a town.

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Our top choices for Winona holiday homes

A two-story house with a wooden staircase leading to a yellow door, a brick wall, and a window with a white frame.

1. Charming 1BR house with WiFi, AC, Private Patio + Cruiser Bikes & Grill Add-Ons

Historic Downtown Winona

Dan F.

HK$1,708 total

includes taxes & fees

26 Oct - 27 Oct

A modern apartment with a staircase, a dining area, and a living space.

2. Charming 3-bedroom, 2 bathroom house with outdoor space in Winona

Winona

Nicole H.

HK$2,376 total

includes taxes & fees

26 Oct - 27 Oct

A round glass table with two wicker chairs, a bottle, and two glasses of red wine on a metal tray.

3. Village House Inn A Charming Brick Farmhouse with a Touch of Elegance -Winona MN

Winona

Ruth S.

HK$3,585 total

includes taxes & fees

8 Nov - 9 Nov

A modern living room with a black door, a grey armchair, a sofa, and a lamp.

4. Parkside Pet Friendly Bungalow

Winona

Mary T.

HK$2,377 total

includes taxes & fees

1 Nov - 2 Nov

A field of lavender with a path leading through it.

5. Tamarack Point Homestead

Arcadia

RICHARD

HK$920 total

includes taxes & fees

1 Nov - 2 Nov

A wooden deck with a bench, a white door, and hanging flower baskets.

6. The Bungaleau 1 Bedroom House In Cute Rivertown

Downtown Trempealeau

Lisa C.

HK$1,258 total

includes taxes & fees

27 Oct - 28 Oct

A living room with a television, sofa, coffee table, and shelves with decorative items.

7. Vintage Lustron Home Piece of History

Minnesota City

Jocelyn R.

HK$1,680 total

includes taxes & fees

29 Oct - 30 Oct

A spacious living room with a red sofa, a white coffee table, and a fireplace.

8. Farmhouse Apartment - River Road Historic Home

Fountain City

Katie B.

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Top Winona Hotel Reviews

Stoney Creek Hotel La Crosse - Onalaska

10/10 Excellent

"Love this property. Perfect for couples families and everyone. Great location and always friendly service. Rooms are exceptional."

Holiday Inn Express & Suites Winona by IHG

8/10 Good

"We were able to check in early so we could change prior to a wedding which was appreciated, but there was still some trash left in the room on a shelf and in the refrigerator. The breakfast was pretty good except they were not able to keep it stocked so they didn’t have all the breakfast items available when we ate breakfast. The kitchen attendant blamed it on the small heating oven that they were using. Other than that rooms were comfortable and location was excellent for our needs."

Fairfield Inn & Suites by Marriott Winona

10/10 Excellent

"Clean, well-maintained parking lot. The unique "forest screens" on the windows were really cool and a nice feature! Check-in was quick and friendly. Room was really clean and comfortable. Only bad part was the kids allowed to run up and down the halls yelling and screaming in the early evening and again in the mid-morning. Parents...control your kids, please, so that all guests can enjoy their stay and you aren't stressing out the front desk staff. Do you part, parents...the rest of us do."

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