Vacation rentals in Minnesota City

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Top-rated vacation rentals in Minnesota City

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious bed with a brass headboard is center-stage in the room, accented by layers of blue and white bedding. Nightstands with lamps are placed on either side, contributing to the overall balanced layout. Soft curtains frame a window, allowing natural light to fill the space.

Home in Minnesota City

4.97 out of 5 average rating, 319 reviews

✨Vintage Lustron Home✨

Enjoy a stay in this vintage Lustron Home. It is a unique home. It has two bedrooms, and a sofa sleeper in the living room. The master bedroom has a queen size bed. The second bedroom has two twin beds. This home offers a washer and dryer for your convenience. It has a large fenced yard to enjoy during your stay. Off street parking and Wi-Fi included. This home is in a very peaceful neighborhood. Located close to Winona State University and St. Mary's University. There are State Parks close also

ValueFamilyIndoor spaces

Guest favorite

A freestanding tub is positioned against a backdrop of rustic wooden walls, accented by a large window providing natural light. Two white bathrobes are hung neatly on a decorative rack, while a small plant adds a touch of greenery to the space.

Home in Fountain City

4.91 out of 5 average rating, 47 reviews

Carol's Cottage

Carol's Cottage is truly a one-of-a-kind property! Originally built in the 1850s you will find the majority of the home still full of all it’s original charm! The cottage is situated on a beautifully manicured yard that is extremely spacious. Enjoy exploring the creek beds for unique gems and stones. The home is cozy and quaint but still spacious. Large living room. All the beds are located in one central area in the loft, along with a toy room and a built in gate at the top of the loft stairs.

LocationFamilySleep quality

Guest favorite

A spacious dining area features a large black table surrounded by six teal chairs, placed on a striped rug. A vibrant window seat adds color, while a chandelier hangs above, contributing to the room's inviting ambiance. The kitchen can be seen in the background.

Bungalow in Winona

4.98 out of 5 average rating, 286 reviews

*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!

FamilyValueSleep quality

Top guest favorite

A cozy living room features a dark blue sofa and a comfortable brown leather armchair. A round coffee table sits on a patterned area rug, surrounded by framed artwork on the walls. Natural light enters through large windows with gray drapes.

Apartment in Rollingstone

5.0 out of 5 average rating, 47 reviews

Entire cozy Rollingstone apt. 10 min to Winona!

In town it's simply known as “Hattie’s”, and she's always been known for her kind smile. Whether you're planning family visits or local adventures, we hope you love staying at Hattie’s. Just 10-mins. from Winona (WSU/St. Mary’s University), Whitewater State Park & Prairie Island, hiking, biking, snowmobiling, hunting, kayaking, boating, fishing & wineries. Hattie's is an entire apt. above once Jung and River’s Mercantile (1850s) combining comfy old and new, with a touch of Luxemburg history.

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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.

LocationFamilyGetting around

Top guest favorite

An open living space features a skylight that allows natural light to fill the area. A dining table is set with a bowl of pastries, while a modern kitchenette is visible alongside a cozy seating area with a large television. The inviting bedroom is seen through an archway.

Apartment in Winona

5.0 out of 5 average rating, 162 reviews

~ Third Street Suites ~ #1

This beautiful 2nd story suite (accessed by stairs only) is conveniently located in the heart of downtown Winona MN on Third Street! Everything Winona and the downtown area has to offer is within close proximity. Examples include: Coffee shops, restaurants, cocktail lounges, bars, brewery, Winona State University, Mississippi River, Lake Winona, hiking Shakespeare Festival, Minnesota Marine Art Museum, & much more! Please allow us to make your next stay in beautiful Winona a memorable one!

LocationValueView

Guest favorite

A serene view of the Mississippi River is captured, featuring a boat and a paddleboarder on calm waters. Lush green trees line the riverbanks, while gentle hills rise in the background under a cloudy sky.

Home in Fountain City

4.96 out of 5 average rating, 158 reviews

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.

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Top guest favorite

A dining nook features a round white table surrounded by colorful chairs in green, orange, and black. Natural light filters through two windows, illuminating the wooden floor. A framed art piece and decorative items add character to the welcoming space.

Home in Fountain City

4.93 out of 5 average rating, 91 reviews

Our Little River House

A cozy, 2 bedroom, 2 bathroom home nestled in the bluffs of Fountain City, WI two blocks off the Great River Road. The house sleeps six comfortably w/ four brand-new extra-long twin beds that can be combined to form two king-sized beds. There is also a queen-sized bed with a single bunk bed above it in the master bedroom This house has a fully stocked kitchen, fenced-in backyard w/ fire pit, off-street parking for 1 vehicle and view of the Mississippi River from the kitchen window!

LocationValueBathroom

Top guest favorite

Home in Winona

5.0 out of 5 average rating, 54 reviews

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.

ValueFamilyComfort

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, 197 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.

ValueFamilyAmenities

Top guest favorite

A cozy corner of the living room features a modern brown leather sofa adorned with patterned throw pillows. Natural light filters through a window covered with light curtains, while a decorative wooden map of Minnesota adds a personal touch. A small plant sits nearby.

Home in Winona

5.0 out of 5 average rating, 26 reviews

Lady Liberty - bikes & grill available as add-ons!

Welcome to Lady Liberty, our cozy retreat in downtown Winona, MN! Our recently restored home blends historic charm with modern comforts, perfect for a family or group of up to four. With one bedroom, one bathroom, and a spacious living area, it’s designed for relaxation and connection. Just blocks from local cafes, shops, and the scenic Mississippi River, you’ll find endless opportunities to explore. Book now for a memorable stay—we can’t wait to host you! – Jaime and Allison

LocationFamilyBiking

Superhost

Cabin in De Soto

5.0 out of 5 average rating, 4 reviews

August Ridge / HOT TUB / Sleeps 4

Welcome to August Ridge, a thoughtfully designed blufftop retreat where modern comfort meets unforgettable views. Perched high above the Mississippi River Valley, this two-bedroom, 1.5-bath getaway offers the perfect place to relax, reconnect, and soak in the beauty of Wisconsin’s Driftless Region. Hosted by Rentals Justin Time Hot tub is available year round!

LocationOutdoor spacesHot tub