Holiday rentals in St. Charles

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!

Modern Country Cabin

Clear your mind at this modern, fully furnished cabin in heart of the Driftless region of MN, WI, and IA. Built in 2016, this truly unique space has everything you need for a relaxing getaway. There is plenty of space inside the cabin. The cabin contains two private rooms, one with a king size bed and the other with a queen bed. In the summer months there is also opportunity to camp, with 4 acres of luscious green space + some woodlands! Indoor fireplace, outdoor fire pit, and Traeger grill!

Bluffside cottage with gorgeous 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.

Driftless Farm Getaway

Unplug and see the stars - Treat yourself to a low-tech escape into nature where you can relish the peace of a hardwood forest, soak in outstanding views, engage with fun farm animals and just relax. This private cabin is located on the edge of our pasture-based farm - we have 160 acres of forest, pastures, bluffs, and cliffs to explore. Just off the farm, this area is home to world-class trout fishing, the Root River State Trail, Amish shops, and so many hidden gems!

Big Buck Inn

Brand new heating and air unit installed in 2025! Cabin is upstairs in a modern barn. Beautiful panoramic views. Spacious 2 BR/1 BA open concept with a full kitchen. Country cottage decor combined with an avid sportsman's touch. Patio with a bonfire area & private grill. Minutes to trout streams, dining, shopping, bike trail, Lanesboro and Peterson. Enjoy the morning turkey gobbles, pheasant kackles, or the afternoon visit of a whitetail deer strolling through!

Trout Creek Cabin

The cabin sits in a valley on the South Fork of the Root River. Fire pit, hot tub and 2 large patios both with outdoor dining, steps away from the trout stream make this unique property a peaceful, romantic get away. A short drive from the Root River bike trail and Lanesboro making it easy to take advantage of the best historic bluff country has to offer.

St. Augustine’s Mint Mayo Clinic WALK GARAGE!

Welcome to St. Augustine’s Mint House Mayo Clinic!! Where comfort and cleanliness meet compassion ❤️. I look forward to hosting you. THE HOUSE IS A DUPLEX! St. Augustine’s Mint House is the main level apt. St. Augustine’s Mint Loft is the upstairs apt. Both apartments have separate keyed apartment entries but share the main entry foyer/laundry.

Tamarack Point Homestead

Tamarack Point Homestead is located between Arcadia, WI and Centerville, WI in the beautiful valley of Tamarack. This scenic 150 year old homestead has an outbuilding loft that allows you to enjoy the country lifestyle and experience the best that Trempealeau County has to offer. Certified to operate by the Trempealeau County Health Department.