Vacation rentals in St. Charles city

Historic Wykoff Jail Haus

Come explore the Historic Wykoff Jail Haus. The Jail Haus was built the late 1800’s and is owned by the city of Wykoff. Bike trails, trout fishing, Forestville State park, and cave exploration. There is kayaking and tubing 10 minutes away. Open over the winter months for snowmobiling, snowshoeing, cross country skiing, hunting and other winter activities. Playgrounds, restaurants, convenience / gas station all within walking distance. Located 40 miles south of Rochester in a town of 450 people.

Highland Place St. Charles

Welcome to our cozy home away from home that overlooks the beautiful St. Charles main street. The Highland Place features 2 bedrooms, one with a King bed and one with a queen, 1 bathroom, and a game area with a foosball table for a fun night in! This upper level condo sleeps up to 4 people and is steps away from the main street attractions. Highland Place is a short 25 minute drive from Rochester and Mayo Clinic, 30 minute drive from Winona, and a short 10 minute drive to Whitewater State Park.

Convenient, Family friendly!

Welcome to our "little yellow house" (although, it's not really that little). Centrally located in Chatfield - about 20 minutes to Rochester and a stones-throw to many great Root River adventure areas! This house has 3 bedrooms, 2 full bathrooms, spacious living, dining, and kitchen areas, plus plenty of off-street parking space. There is also a secure, oversized single-car garage for safe vehicle storage. It's a 5 minute walk to many restaurants, bars, parks, grocery, convenience stores, etc.

*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!

Quiet Cottage in the Valley with Sauna

Nestled in the bluffs of Winona, Minnesota, The Driftless Retreat is a cottage in the valley just one mile from Saint Mary's University and a 10 minute drive to downtown Winona and the Mississippi River. The cottage features a private front and back entrance, large backyard, and woodburning fireplace. Our hope is that The Driftless Retreat is just that, a retreat away from the every day. We believe that every detail matters and take pride in making your time here relaxing and enjoyable.

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.

Big Buck Inn

Brand new heating and air unit installed in 2025! New windows in 2026! 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!

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.

Silo Loft Guesthouse

Our silo guesthouse provides a beautiful country retreat surrounded by hundreds of acres of woods and farm land. This working dairy farm is the perfect stay for a tranquil get away or the full dairy farm experience. If you’re looking for a CLEAN, peaceful & unique stay, this is the place for you! Recent guests say it’s the “hidden gem” of MN! Just 10-30 minutes from local coffee shops, restaurants, and many outdoor activities, this getaway has something for everyone!

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.

Hygge House | A Cozy Guesthouse

The Hygge (pronounced hyoo·guh) House is a tiny taste of Scandinavia in Southeastern Minnesota. What is Hygge? In short, it's a Scandinavian way of living that focuses on hunkering down and creating a safe, comforting and warm place to while away. My husband and I hand built the Hygge House with your comfort in mind. We love being cozy and having space to spend together so when the opportunity arose to renovate our studio, we wanted to share it!

Bin There, Done That (and Pickleball too!)

Bin There, Done That inspiration came from the television series "Texas Flip N Move." During one episode, an old grain bin was moved and repurposed into a home and from that Bin There, Done That was born. Here you will find a place to relax and refresh, a farming community surrounded by nature, good eateries, and local artisans. You can enjoy a variety of experiences and at the end of your stay you can say, "I've Bin There, Done That."