Vacation rentals with a patio in Winona

Woodland Retreat, Full private walkout lower level

Peaceful retreat down gravel driveway 15 min from Mayo Clinic. Enjoy your own apartment with private backyard walkout entrance to the lower level of our home. You will have a bedroom, living area, kitchenette with mini fridge, microwave and toaster oven (no conventional stove/oven), bathroom w/ tub & shower, pingpong table, laundry, and patio with fire ring. You may hear piano music weekday afternoons, since I give lessons (usually 3-6 pm; a bit earlier in summer) NEW HEATED FLOORS w/thermostat

*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!

A cozy shed house located in the rolling hills.

A cozy shed house located in the hills of Coral City, WI. This Shed house includes a private deck, cozy living room, full kitchen, 1 bedroom with queen bed, 1 bathroom with shower and extra air mattresses for guests. It is surrounded by nature but near to the city. We are also located close to many wedding venues. The Shed House is a separate building, but located on the same property as the owner's home. During the winter months, 4-wheel drive is necessary to make it up & down our driveway!

Historic Downtown Bungalow

Central location and private back yard make this a perfect base camp in La Crosse! You’ll appreciate the historic character of the home along with modern updates for a comfortable stay whether you’re visiting town alone or enjoying with family or friends. We’re walking distance to downtown, universities, and hospitals. You’ll have a private driveway for parking up to 4 cars and our fenced back yard is nicely tucked away with patio, deck, and gas grill to enjoy your time at home base.

River Road Abode: breathtaking river views

Entire 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.

Amazing River Retreat with cozy shabby-chic design

Relax, exhale and unwind at our off-the-beaten path, resort-like suite. Whether you're here for work or play, you'll be thrilled with the comfort of our private lower efficiency: living room, dining, 1 bedroom, private bath & porch. The patio is nestled along the river, so you can soak up amazing views of the French Island slough — backwaters of the Mississippi River. Juxtaposing the unique calm is a bustling 'lil river community that offers water sports, live music and Friday fish frys.

Stunning Views! - Krueger Cabin @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Krueger cabin is named after Krueger Summit located just southwest of the cabin. Krueger sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us.

Barn On The Ridge / HOT TUB / Sleeps 6

Kick back & relax in this cozy, stylish cabin with beautiful river views during all seasons. Enjoy evening dinners on the screened in porch, sip your coffee from the upper deck & unwind in a luxurious hot tub! This loft style cabin was crafted in 2020 & has sleeping space for up to 6 guests, featuring a king bed, full size bed & full size futon. You’ll be minutes from De Soto & Lansing area and only 30 minutes to the La Crosse area! Hosted with Love, Rentals Justin Time.

~ 71 Johnson Street ~

This beautiful brownstone house is conveniently located in the heart of beautiful downtown Winona MN! It is within close proximity to many attractions Winona has to offer such as: Mississippi River front access, coffee shops, restaurants, bars & lounges, Winona State University, Lake Winona, hiking/biking trails, Shakespeare Festival, Minnesota Marine Art Museum, and much more! Please allow us to make your next stay in beautiful Winona a memorable one!