Holiday rentals with outdoor seating in Winona

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

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!

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.

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.

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! - Pettinger @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. Pettinger cabin is named after Petting Summit located just east of the cabin. Pettinger 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.

Nestling Pines Treehouse

Nestling Pines Treehouse is nestled amongst the Pine trees on a hill deep in the woods. There is designated parking for treehouse guest only. A 60 foot bridge starts your walk up the trail to the treehouse. Then a 250 foot gravel path leads you to this beautiful Treehouse. Has electricity, running hot/cold water, walk-in-shower, flushing toilet, 2 full size beds, fridge ,A/C, electric heat , ample kitchen amenities, toiletry items supplied, and housekeeping.

Two Bedroom upstairs airy modern apartment

This upper level apartment has beautiful natural light, a combined living/dining space, two well-appointed bedrooms with built-in desks, a fully furnished vintage kitchen, a full bath, and a private deck. It is available at a discounted price for longer stays. This apartment is part of three apartments in an older home but has a private indoor and outdoor access point. Two queen beds, one single bed and one sleeper sofa. Reserved parking by the entry door.

Potluck String Lodge (PSL)

Potluck String Lodge (PSL) is situated within Prairie Island Campground along the Mississippi River. With cottony sheets, coffee & towels, paddle sport equipment & bikes, and an outdoor fire ring, you can simply show-up, relax, reconnect, and recreate. This tiny house tells a story about the Boats and Bluegrass music festival and one of the campground picking circles hosted by the Potluck String Band.