Vacation rentals in St. Charles city

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Top-rated vacation rentals in St. Charles city

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A bright and airy living area features a cozy couch positioned next to a glass coffee table. Two stylish lamps provide soft lighting. A framed artwork hangs on the wall, and a window overlooks the street, allowing natural light to fill the space.
Apartment in Saint Charles
4.92 out of 5 average rating, 13 reviews

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.

Guest favorite
A wooden dining table is set for six, featuring round placemats and a decorative centerpiece. A modern light fixture hangs above the table, illuminating the space. Nearby, double glass doors lead to an additional room, and a staircase is visible at the back of the area.
Home in Chatfield
4.92 out of 5 average rating, 64 reviews

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.

Top guest favorite
A cozy living room is showcased, featuring a wood-burning stove positioned on a stone base with stacked firewood. A light-colored sofa is seen, with a decorative floor lamp nearby. The walls are painted in neutral tones, enhancing the room's relaxing ambiance.
Cottage in Winona
4.92 out of 5 average rating, 115 reviews

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.

Guest favorite
A vibrant sunset casts shades of pink and purple over calm waters, with silhouettes of hills in the background. A group of people is gathered on a wooden dock, with a boat covered in a tarpaulin nearby. Trees frame the scene, adding to the natural beauty.
Cottage in La Crosse
4.87 out of 5 average rating, 387 reviews

Sunsets on the Edge

My place is 10 minutes from downtown La Crosse, close to the airport, but you'll feel a world away. You’ll love my place because of the peace and quiet, but mostly THE VIEWS. All the modern conveniences of dishwasher, microwave, shower and stove/fridge, washer & dryer. You'll never see the same sunset! My place is good for two people or a solo adventurer.Full list of amenities available, but worth noting here that coffee isn't provided. There is a drip coffee maker, also kpods use.

Guest favorite
Barn in Peterson
4.96 out of 5 average rating, 117 reviews

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!

Top guest favorite
A private deck is seen on the upper level, adorned with vibrant flower pots and surrounded by greenery. The view extends towards the Mississippi River and distant bluffs, framed by trees that provide natural shade.
Home in Fountain City
4.97 out of 5 average rating, 199 reviews

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.

Top guest favorite
The interior of the silo guesthouse features a circular design with wooden beams overhead. A cozy seating area includes a large sectional sofa and a stylish ottoman. Natural light enters through multiple windows, enhancing the space, while a staircase leads to a loft area.
Farm stay in Caledonia
4.99 out of 5 average rating, 123 reviews

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!

Top guest favorite
A charming cabin is seen nestled among vibrant autumn foliage along the Mississippi River. The structure is surrounded by a mix of trees displaying warm seasonal colors, with a boat gently gliding across the river in the foreground.
Home in Winona
4.91 out of 5 average rating, 283 reviews

Winona, MN- Cozy 3 bdrm bungalow with river view

Our home/cabin is up along the bluffs allowing eagle eye views of the Mississippi River. A perfect quiet place to take everything in. There are three bedrooms intended for large families or group get-aways. Everything is at your fingertips from beaches, to hikes in the bluffs. It is 3 miles south of Winona. While you can see the river, there is easy access to public landing if you choose to bring a boat to partake in the various islands and water sports.

Top guest favorite
The living room features exposed brick walls and wooden beams overhead. A spacious couch is complemented by two chairs, while a coffee table sits atop an area rug. Natural light fills the space through large windows that offer views of the outdoor patio.
Home in Winona
4.98 out of 5 average rating, 263 reviews

~ 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!

Top guest favorite
A park model home is positioned on a stone terrace, surrounded by lush greenery. Large windows offer expansive views of the surrounding landscape. A wooden deck with seating is visible, extending the living space outdoors, with a tranquil atmosphere conveyed by the scenic backdrop.
Cabin in De Soto
4.96 out of 5 average rating, 152 reviews

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.

Top guest favorite
The spacious living area features a contemporary sofa adorned with colorful cushions. A mid-century coffee table is centered on a soft rug, while a modern chair and decorative artwork complement the space. Natural light pours in through sliding glass doors, enhancing the inviting atmosphere.
Guesthouse in Rochester
4.96 out of 5 average rating, 283 reviews

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!

Top guest favorite
The unique grain bin structure is displayed, featuring a rounded shape with a metallic exterior. A wraparound deck is visible, supported by slender black railing, while large windows allow light to fill the interior. The property is surrounded by lush green fields under a clear blue sky.
Farm stay in Wykoff
4.97 out of 5 average rating, 105 reviews

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."

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