Huisdiervriendelijke vakantiewoningen in Winona County

30 Acre Private Farm W/ Walking Trails - Sleeps 10

Welcome to Smith Family Farm! Our 5th-generation Family Farm was built in 1876 and beautifully renovated. This historic 30-acre retreat offers the perfect blend of peace and play. Located about 5 miles off I-90, we feature a 7-hole disc golf course, private walking trails, and a sun-drenched deck for morning coffee. With space for 10 guests, a Blackstone griddle, and a cozy fire pit, it’s the ultimate Minnesota getaway for families and friends. Come make your own history at the farm!

The Guest House

Modern one-bedroom home— bright, fresh, and fully updated! This beautifully designed space seamlessly blends modern comfort with calming touches, making it perfect for relaxing after a long day of work, travel, or adventure. The home is just minutes from Winona’s lakes, trails, dining, and downtown attractions. Whether you’re here for outdoor adventure, a weekend getaway, or a comfortable remote-work base, this space offers everything you need for a smooth and enjoyable stay.

Bluffside cottage with gorgeous river views

Hill Street House is the quintessential river-town residence, located within walking distance of Fountain City's quaint downtown, legendary pubs, and riverfront, but just far enough from the highway and trains to still get a good night's sleep. Perched snuggly on the bluffside overlooking the Mississippi River, you'll see an ever-changing panorama of river boats, barges, and birds in flight against a backdrop of Minnesota bluffs in the distance and a jumble of rooftops below.

The Guest Nest

Escape to the Guest Nest! Immersed in nature, the beautiful landscape of the Driftless region valleys are one of the world’s most beautiful locations to explore. Walk the roughly 2 acre yard of grass and wildflowers. Enjoy a cup of coffee by the creek. Play a yard game. Or just sit on the deck and enjoy all the sights and sounds and solitude. Watch for deer, turkey, an occasional black bear, and an abundance of song birds, humming birds, and other small critters.

~ 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!

Treehouse Cabin in the Bluff Woodlands South

Enjoy woodland valley views from this brand new "reimagined rustic", one-room, 12 by 16 foot cabin on posts in the trees. Perfect for guests looking for a camping / glamping experience but prefer lodging accommodations. Linens and towels provided. Mini fridge, microwave and coffee pot. Hanging hammock chairs outside underneath the cabin. Private firepit. One of three treehouse cabins located at Aefintyr campground in Elba, MN.

Unbeatable Location! Large Deck & Firetable!

This newly renovated apartment in the heart of downtown Winona was thoughtfully designed for guests who value both comfort and character. Set within one of Winona’s most historic buildings, nearly every piece inside has been thoughtfully collected to create a space that feels both refined and rooted in Winona’s rich history. You will stay just steps from the riverfront, dining, bars and cultural attractions.

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.

Spacious Retreat for 1-8 guests

Staying with us for work or pleasure, this tranquil home is sure to suit all your needs. It has been renovated with charm and comfort in mind. All the modern indoor amenities will make you feel at home. Outdoors, enjoy the fully fenced in yard for privacy. It is conveniently located near Winona’s outdoor recreation, shopping, hospital and more.

Warbler Lodge

Warbler Lodge is situated within Prairie Island Campground along the backwaters of 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 flora and fauna of the Prairie Island park area.

River Shack Retreat

Bonfires under the stars. One of Wisconsin’s prettiest state parks. The best local winery. Miles of bike trails. Apple orchards galore. Just minutes from it all, this newly remodeled cottage makes it easy to do as much—or as little—as you want during your stay in picturesque Trempealeau.

EXPERIENCE COZY home! Goats, sheep, cattle, views!

Relax with the family or friends in this little farmhouse located on 120 acres in the whitewater state park management area. Beautiful views, walking trails,and awesome views! PLEASE NOTE: For safety during the months of October and November the private and state trails are closed.