Apartment vacation rentals in Winona

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Top-rated apartment rentals in Winona

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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 out of 5 average rating, 132 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!

Guest favorite
The kitchen features wooden cabinetry with a natural finish, offering ample storage. A large countertop accommodates seating options. Modern appliances are included, such as a black gas stove and microwave. The layout presents an inviting space for meal preparation and dining.
Apartment in Viroqua
4.94 out of 5 average rating, 113 reviews

Polyshades of Gray

No need to drive! Located on first floor in the heart of Viroqua. Explore the eclectic works of local artists, boutique stores, live music, great food, farmer's market and much more! A block away from Elkhart park, walking distance to Wisconsin Foodie's own farm-to-table Driftless Cafe and Magpie Gelato, YUM! Great trails at Sidie for hiking, biking or stroll around the lake or grab coffee at Wonderstate - roasted locally! Viroqua is home to some of the best trout streams in Wisconsin.

Top guest favorite
A view of the Mississippi River is seen from the apartment, with lush green bluffs in the background. Nearby buildings exhibit charming architecture, and parked cars line the streets. A light post adorned with an American flag stands in the foreground.
Apartment in Trempealeau
4.98 out of 5 average rating, 145 reviews

Small Town Vibes with Amazing River & Bluff Views

Enjoy gorgeous view of the Mississippi River, bluffs, and trains, entertain yourself with the live music (occasionally late) from neighboring establishments, stargaze on the deck, or revel in the passing trains. This apartment is the perfect place to get away and relax. Bring up your boat as you'll have parking available in the driveway too! NOTE: this is an upstairs apartment, but we promise you won't be disappointed and want to come back again and again. NON SMOKING. No pets.

Top guest favorite
A serene lakeside view is presented at sunset, with vibrant colors reflected on the water. Tall trees border the scene, and a grassy area leads toward the water's edge. A dock is visible, positioned for easy access to the lake.
Apartment in Onalaska
4.82 out of 5 average rating, 210 reviews

Northshore Studio on Lake Onalaska

Lakefront studio where retro and rustic charm meets modern convenience. Studio offers everything you need for a relaxing and enjoyable stay including a queen-sized bed, a living area with a Roku TV, a full kitchen and a bathroom with a step in shower. The lakefront screen porch provides the perfect spot to enjoy your morning coffee or unwind with a good book. Two sit on top kayaks are included. Bikes are available and hiking and biking trails are just across the street.

Top guest favorite
A spacious sleeping area features a large bed covered with a soft gray quilt. A small dining table is set near a window, surrounded by light curtains that allow natural light. A bookshelf and decorative plants enhance the inviting ambiance.
Apartment in Viroqua
4.94 out of 5 average rating, 230 reviews

Viroqua Studio With a Backyard View

Formerly Del Sol Chocolate factory, the space is in a quiet, residential area close to Eckhart Park and within walking distance to all of the great spots. Apartment is an addition off of the back of my house, with views into the backyard, and with a private entrance. The apartment features a full bathroom with a shower, and also a kitchenette. (small frig., toaster oven, french press). Wifi is available, and also internet access with ethernet is. Fragrance free.

Top guest favorite
The serene lake is captured at sunset, reflecting soft hues of orange and pink across the calm water. Gentle ripples can be seen, with distant hills framed against the colorful sky. The scene evokes a peaceful atmosphere, showcasing the lakeside setting.
Apartment in Onalaska
4.89 out of 5 average rating, 252 reviews

Lakefront Studio

One bedroom studio on the edge of the Upper Mississippi Wildlife Refuge. Surrounded on one side by beautiful Lake Onalaska with prairie walking trails on the other. The property is family-owned and operated and has been offered for vacation rentals since the 1960s. You will not find a closer view of Lake Onalaska. There are two public boat landings less than a mile away. Stay and experience all that "God's Country" has to offer. *No cleaning fees*

Superhost
A spacious bedroom features a large bed with crisp white linens, accompanied by two bedside tables with lamps. Natural light filters through a window adorned with blue curtains, and a shelf is positioned against the wall for added storage.
Apartment in Wabasha
4.82 out of 5 average rating, 222 reviews

Charming Oasis in the Heart of Historic Downtown

A beautiful getaway right in the heart of iconic Wabasha, Minnesota. With a view of the Mississippi from the porch this top level apartment is the perfect landing pad for all visitors! The duplex is less than a block from the National Eagle Center, the Mississippi River and all of downtown Wabasha. Decorated beautifully with all brand new tuft and needle beds you will definitely sleep well and be able to embrace this small town lifestyle on foot.

Top guest favorite
The exterior of a two-story apartment building is shown, featuring a balanced facade with large windows and a welcoming front entrance. Shallow steps lead to the door, which is flanked by decorative lights. Lush greenery surrounds the property, including shrubs and trees, offering a serene appearance.
Apartment in La Crosse
4.87 out of 5 average rating, 203 reviews

Charmer on 19th and Cameron

Main level apartment in highly desirable La Crosse neighborhood . Locals choose this area for it’s convenience, charcter, and accessibility to nearby restaurants and parks. We can’t wait to share that experience with you! The beautifully maintained woodwork and fireplace will make you fall in love inside. The private, shaded backyard coupled with friendly local walking about will make you with you could stay forever! License number MWAS-D5ZSF2

Top guest favorite
A comfortable sitting area features a dark gray sectional sofa paired with a white accent chair. A lamp stands beside the sofa, providing soft light. The window, dressed with dark curtains, allows natural light to filter in, illuminating the space.
Apartment in Viroqua
4.89 out of 5 average rating, 301 reviews

One Bedroom with Kitchenette - Red Door

Our convenient in-town one-bedroom has recently been converted! One room has a queen bed, other room as a comfy fold out couch. It has a well-equipped kitchenette with a sink, microwave, apartment fridge/freezer, Kuerig coffee maker and more. It also has a full bath. This apartment is on Main Street and can be a bit noisy from the traffic during the day and in the morning. It is generally quieter at night but bring earplugs if this bothers you.

Top guest favorite
The exterior of a remodeled brick church is showcased, featuring large arched windows and a white entry door. Stairs lead up to the entrance, with pumpkins placed on either side, adding a seasonal touch to the landscaped area.
Apartment in Lanesboro
4.97 out of 5 average rating, 100 reviews

Two story apartment, spacious!

The whole group will be comfortable in this spacious and unique space. This is a furnished apartment in a renovated church. One bedroom with a queen bed and large walk in closet on the lower level. A stairway takes you to an upper loft with three twin beds. Pack n play available and high chair too. Pets are welcome. Located a very short walk to Sylvan Park which has a wonderful playground. Plenty of counter space for a gathering.

Top guest favorite
A back deck with a river view is furnished with two comfortable chairs and a small table, allowing for relaxation and enjoyment of the scenic landscape. The backdrop features lush trees and the Mississippi River, with a bridge visible in the distance under a clear blue sky.
Apartment in Wabasha
4.98 out of 5 average rating, 300 reviews

Spacious River View 2 br apt near Eagle Center

Discover this hidden gem in the heart of Wabasha! This fully renovated 2BR/2BA apartment blends historic charm with modern comfort. Walk to the Eagle Center, riverfront bandstand, and downtown dining. Enjoy a new kitchen, spacious living/dining room, fireplace, and large deck with Mississippi River views—all fully furnished for your stay. Plus, get 50% off the Wild Wings golf simulator in Lake City when you book!

Top guest favorite
Apartment in Winona
4.95 out of 5 average rating, 285 reviews

Quiet Private Apartment Walkable to WSU

Peaceful, quiet, and exceptionally clean one-bedroom apartment in a walkable Winona neighborhood near WSU and Cotter. Thoughtfully prepared for a restful stay with a comfortable queen bed, blackout curtains, cozy living space, fully equipped kitchen, fast Wi-Fi, and private washer/dryer. Easy self check-in and attentive hosting to help you feel settled, rested, and at home.

Popular amenities for Winona apartment rentals

When is the best time to visit Winona?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceﺩ.ﺇ327ﺩ.ﺇ334ﺩ.ﺇ345ﺩ.ﺇ323ﺩ.ﺇ404ﺩ.ﺇ411ﺩ.ﺇ441ﺩ.ﺇ444ﺩ.ﺇ400ﺩ.ﺇ441ﺩ.ﺇ364ﺩ.ﺇ312
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Quick stats about apartment rentals in Winona

  • Total vacation rentals

    Explore 30 vacation rentals in Winona

  • Nightly prices starting at

    Winona vacation rentals start at ﺩ.ﺇ220 per night before taxes and fees

  • Verified guest reviews

    Over 5,050 verified reviews to help you choose

  • Wi-Fi availability

    20 of Winona vacation rentals include wi-fi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Winona rentals

  • 4.9 Average rating

    Winona stays are highly rated by guests—averaging 4.9 out of 5!

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