Holiday rentals with lake access in Winona County

*Prairie Island Bungalow with Water Access*

Welcome to Prairie Island Bungalow (PIB)! Located on Prairie Island in Winona, this home provides the perfect, quiet getaway for work or play, and is your gateway to outdoor adventure in the Winona area. River access is available on our private dock next door! With thoughtful amenities including a fully-stocked kitchen (with coffee and tea!), plush linens, Smart TVs, games and books, a fire pit, snowshoes, and kayak and canoe rentals; we invite you to simply show up and enjoy your stay at PIB!

Nearby · Outdoor spaces · Parking

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Guest favourite

Waterfront Retreat | Sunset View | Family Friendly

Relax and unwind at this beautiful Lake Onalaska waterfront retreat with boat docking available and a private beach. Stunning lake views, fishing, boating, and sunsets right outside your door. The home offers comfortable accommodations and easy access to Onalaska and La Crosse restaurants, shopping, hiking, and outdoor recreation. This lakeside getaway is the perfect place to make lasting memories. Important: As the home is built on a hill, 40 stairs need to be taken to reach the property.

Outdoor spaces · View · Hospitality

Lake Onalaska Cabin surrounded by Wildlife Refuge

Two bedroom cabin on the edge of the Upper Mississippi Wildlife Refuge. Surrounded on one side by beautiful Lake Onalaska and prairie walking trails on the other. You will have access to hiking, biking, kayaking, canoeing and fishing steps from your door. There are two public boat landings within a mile. This property is family-owned and operated and has been offered for vacation rentals since the 1960s. Experience all that "God's Country" has to offer. Wi-Fi DVD player *No cleaning fees

Nearby · View · Getting around

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Guest favourite

Northshore Cottage (2 bedrooms) on Lake Onalaska

Come stay at our cozy and comfortable two bedroom cottage located in a quiet neighborhood with views and access to Lake Onalaska. Walk across the street to hiking/biking trails. Near the Great River State Bike Trail. The Lake Onalaska canoe/kayak trail goes past our shoreline. Two sit on top kayaks and two easy ride bicycles are included. There are fishing boat rentals nearby or you can fish from the shore while enjoying Lake Onalaska's famous sunsets. No cleaning fee!

Outdoor spaces · View · Accuracy

Mississippi Quack Shack

Welcome to the Mississippi Quack Shack! Make this renovated riverfront cabin your home base for duck season! Ideally located between Winona and La Crosse, it sleeps up to 10 and offers 135 feet of shoreline, a private dock, basement gear storage, and a mudroom with laundry—perfect for wet waders and hunting clothes. After a morning on the river, enjoy a warm meal, relax in the sunroom, or unwind on the wraparound deck overlooking the water.

View · Outdoor spaces · Air conditioning

Spacious RV on the Mississippi River

Come relax and unwind in this fully stocked camper right along the Mississippi River backwaters. Whether you are looking to fish, hunt, or just relax, this is perfect! The camper includes a main bedroom with a queen bed, full size bunks in the bank, couch/futon, a half bath with a shower, full stocked kitchen, charcoal grill, firepit and so much more! A boat slip is included in the rental as well as access to our fish cleaning shack!

Outdoor spaces · Location · Cleanliness

Waterfront | HOT TUB | Sleeps 15

Experience the ultimate riverfront getaway in this spacious 3,700 sq ft home on a fenced half-acre with a large dock, hot tub, pool table, movie theater, ping pong, shuffleboard, popcorn station, yard games, and plenty of seating. Relax in the sunroom, by the indoor fireplace, on the dock, or in the hot tub. Perfect for family gatherings, weddings, bachelor/bachelorette parties, or an unforgettable friends’ retreat!

Outdoor spaces · View · Barbecue

Cottage House on Lake Onalaska

This Cottage Lake Home is located on the bank of Lake Onalaska in Brice Prairie, WI. 3 bedrooms main floor, 1 kids setup in basement, a full bathroom, a full kitchen, a patio/fire area, make this a perfect place to relax and enjoy the area with your group. Perfect for families, solo travelers, or small groups looking to get out on the water! (we have boats available to rent pontoon boats and flat bottom boats)

View · Nearby · Comfort

Backwater hideaway. Big house with water access.

Lovely house with tons of space. Located on Brice Prairie, this house sits on a back stream of the mighty Mississippi/lake Onalaska. Accessible by flat bottom boat, kayak or similar. Not a great swimming spot with being often a bit weedy. Great ice fishing just down a bit and a large fenced in back yard. House has two kitchens, formal dining, large deck, rec area with kids items.

Outdoor spaces · Nearby · River

Mississippi Riverfront Escape

Cozy riverfront escape on the Mississippi with beautiful views, a private dock, fenced yard, hot tub, fire pit, and covered deck. Enjoy peaceful mornings by the water and relaxing evenings under the stars. This inviting home offers comfort, charm, and plenty of space to unwind, making it the perfect setting for a memorable and restful river getaway.

View · Outdoor spaces · Backyard

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Guest favourite

Nature's Edge Cabin

Relax with your whole family at this peaceful place to stay. You are sure to relish the sights and sounds of the upper Mississippi waters as you fall asleep in this unique setting. You will be close to boat landings, bike trails, parks, and nature reserves. You will appreciate the short drive to historic downtown La Crosse.

Nearby · Outdoor spaces · Barbecue

Top Guest favourite

Guest favourite

Winona West End Loft

A roomy, but cozy upstairs loft with den, kitchen, bedroom with new queen bed, and full bath. The futon couch in the den can be made into a full size bed. Guest wifi and television with cable included. Shared entrance with homeowner but completely private space with locked door at top of main stairs.

Nearby · View · Cleanliness