Holiday houses in Winona

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Guest favourites in Winona

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

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Top Guest favourite

Guest suite in Red Wing

5 out of 5 average rating, 114 reviews

Adventure Time

The Guest Suite is on the lower level of the home. Perfect for overnight, weekend, and short-term guests in mind. Surrounded by Frontenac State Park, enjoy the quiet or head out for an adventure. A clean open space with all amenities needed for a comfortable stay. The home is a quick drive to either Red Wing or Lake City all though I live in country on gravel road . It's a scenic 45-minute drive to Rochester. Head down the road and enjoy Lake Pepin. Bring your water toys and enjoy the day

Top Guest favourite

Farm stay in Maiden Rock

5 out of 5 average rating, 135 reviews

Little Square Farmhouse + Pottery Studio

This charming, country 1926 farmhouse sits atop rolling country fields just outside the village of Maiden Rock, and just a few miles to Stockholm, Pepin, & Red Wing, Mn. This farmhouse was purchased by the host's parents in 1987. While being raised here with 8 siblings, this home felt very small. After growing up and finding a life of her own, she found her way back home and has been putting her interior design skills to work on Little Square Farmhouse since 2008. #littlesquarefarmhouse

Guest favourite

Barn in Hixton

4.9 out of 5 average rating, 282 reviews

A Suite Getaway

You'll love this place because of the spectacular views, horses, wildlife, fishing, hiking and hot tub for relaxing, a romantic getaway or simply just girl time. This spot is perfect for couples or solo adventurers! A unique suite is attached to an elegant vintage peg barn. Space for bringing horses, snowmobiles or ATV's since we have trails. A mile away from snowmobile trails and 25 mins from a State Park. Also, perfect for snowshoeing and cross country skiing. Fire pit available as well.

Top Guest favourite

Home in Viroqua

4.99 out of 5 average rating, 151 reviews

Driftless House

Character home located in the heart of Viroqua ("The Heart of the Driftless"). Recently remodeled. Locally made Amish furniture; 1930's look and feel; original hw floors and layout. Near trout creeks. Two minute walk to Driftless Angler and downtown amenities; kitty corner to Driftless Cafe. Gas BBQ. Patio dining. Outdoor fire pit. Central A/C. Washer&drier. PROFESSIONALLY CLEANED. No chores. See guest reviews for insights about the house!