Apartment vacation rentals in Winona

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Top-rated apartment rentals in Winona

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Top guest favorite
The open-concept living space features a modern kitchen with stainless steel appliances and a central island. A sectional couch is positioned near a small coffee table and a decorative accent table, with warm wooden floors enhancing the inviting ambiance.
Apartment in Winona
5 out of 5 average rating, 271 reviews

~ Third Street Suites ~ #7

This beautiful 3rd story- 2 level penthouse apartment (ACCESSED BY STAIRS ONLY UP TO 3RD LEVEL ) is conveniently located in the heart of downtown Winona MN! Everything Winona and the downtown area has to offer is within close proximity. Examples include: Coffee, restaurants, bars, brewery, Winona State University, Mississippi , Lake Winona, hiking 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
Apartment in Winona
4.95 out of 5 average rating, 265 reviews

2nd Floor Retreat - 7 Blocks from WSU

Our one-bedroom apartment is perfect for two guests. * NO cleaning fee/deposit required * Spacious bedroom with queen size bed, couch and workspace * Fully kitchen with oven, refrigerator, microwave + coffee/tea station * TV, board games and books * All amenities needed for a comfortable stay * Walking distance to WSU and Cotter * Your own washer dryer in the apartment * Easy self-check-in process We want you to love your time in Winona and are here to make your stay as pleasant as possible.

Guest favorite
A quaint guest room features a spacious bed with a colorful patchwork quilt. A small nightstand holds a lamp, while a closet provides storage. A bathroom door is visible in the background, and a welcome sign adds a friendly touch to the decor.
Apartment in Onalaska
4.81 out of 5 average rating, 120 reviews

Escape to the "Northwoods" of Onalaska! 5

Escape to the "Northwoods" of Onalaska! This guest room is next door to our restaurant, Red Pines Bar & Grill so a stay here means access to a full-service restaurant & bar, volleyball courts, the lake and great people. We are always available if you need anything during your stay. We also have our Red Pines Cafe open 7:30 am seven days a week when the main restaurant is closed. There are 5 other rooms in Red Pines Lodging so the space is basically a hotel with your own private access.

Guest favorite
The exterior of a charming Victorian home is displayed, featuring a light yellow façade complemented by a dark shingled roof. A decorative porch wraps around the front, adorned with hanging plants. Large windows provide an inviting glimpse into the beautifully maintained structure.
Apartment in La Crosse
4.97 out of 5 average rating, 133 reviews

Morris House Apartment

The Morris House Apartment is a completely separate, one bedroom apartment on the second floor of a beautiful Victorian home built in 1895 for Thomas Morris, founder of the University of WI-La Crosse. We are conveniently located just a five minute walk to the university and a ten minute walk to a thriving downtown area. We offer a spacious living area, fully equipped kitchen, off-street parking, two private entrances and a screened private porch. Come & enjoy! License # MWAS D6KQEV

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, 139 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.

Guest favorite
The living area features large windows allowing natural light to fill the space. A comfortable sofa and chairs are arranged around a coffee table, creating a relaxed atmosphere. A rustic dining table made from a barrel complements modern decor, while a flat-screen TV is mounted on the wall.
Apartment in La Crosse
4.83 out of 5 average rating, 162 reviews

Downtown La Crosse Modern Flat

Experience the beauty of Downtown La Crosse, Wisconsin. - Renovated flat with exposed brick and industrial style ceiling - Modern, clean, wide open space for relaxation and socializing - High-end kitchen with granite countertops and full cooking amenities - Two cozy bedrooms, pull-out couch, and sleeper chair - Smart TVs with Hulu live in each space - Private parking available - Walk to restaurants, shops, The La Crosse Center, Riverfest, and Oktoberfest grounds

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
4.81 out of 5 average rating, 204 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
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, 246 reviews

Lakefront Studio

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. 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. Now sleeps three: We’ve added a new folding cot to accommodate an extra guest. *No cleaning fees*

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
4.86 out of 5 average rating, 177 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

Guest favorite
An open-concept living area features a spacious dark green couch and a wooden coffee table placed on a patterned rug. A dining table with chairs is positioned in the background, with the kitchen visible, showcasing updated appliances and cabinetry.
Apartment in La Crosse
4.98 out of 5 average rating, 122 reviews

Buddha’s Cloud

Unique, centrally-located and freshly updated upstairs apartment in duplex. We’ve done our best to freshen this private second floor unit in our old ugly home. Amish made kitchen cabinets, island and furniture. New appliances and fixtures. View granddad’s bluff out the bedroom window! Close to UWL, Viterbo, Mayo Clinic, and downtown (8 block walk to 3rd street). We currently live in the downstairs apartment with our dogs.

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, 278 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
A welcoming living area is showcased, featuring a plush velvet couch in green, paired with two curved rattan chairs adorned with white cushions. A wooden coffee table sits centrally, and a unique pendant light hangs above, complemented by a floor lamp and natural light from the window.
Apartment in La Crosse
5 out of 5 average rating, 175 reviews

Cozy 3BR Apartment near Mayo

Clean, cozy 3BR ground-floor unit (bottom of duplex, 5 steps to enter) with modern-boho design. 5-min walk to Mayo/Viterbo, 5-min drive to downtown/UWL. We can’t wait to host you with extras for a great stay: ★ Helix mattresses ★ 300 Mbps Wi-Fi ★ Spacious 50-ft parking ★ Velvet couch ★ 55" Roku TV ★ K-Cup coffee maker ★ Full-length mirrors ★ USB/outlet hubs ★ Sound machines ★ Card games

Popular amenities for Winona apartment rentals

When is the best time to visit Winona?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$20,073 GYDG$19,446 GYDG$17,773 GYDG$18,400 GYDG$23,000 GYDG$23,418 GYDG$25,091 GYDG$25,300 GYDG$22,791 GYDG$22,373 GYDG$21,118 GYDG$19,237 GYD
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Quick stats about apartment rentals in Winona

  • Total vacation rentals

    Explore 20 vacation rentals in Winona

  • Nightly prices starting at

    Winona vacation rentals start at G$12,546 GYD per night before taxes and fees

  • Verified guest reviews

    Over 4,520 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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