Apartment holiday rentals in Winona

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Quick stats about apartment rentals in Winona

  • Total holiday rentals

    Explore 30 holiday rentals in Winona

  • Nightly prices starting at

    Winona holiday rentals start at $102 NZD per night before taxes and fees

  • Verified guest reviews

    Over 5,050 verified reviews to help you choose

  • Wi-Fi availability

    20 of Winona holiday 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!

Top-rated apartment rentals in Winona

Guests agree: These apartments are highly rated for location, cleanliness and more.

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Guest favourite
Apartment in La Crosse
4.94 out of 5 average rating, 233 reviews

Buddha’s Nest

Smatterings of Asian decor mixed with a longing for the knowledge of the sacred wheels of life invite you into a comfortable flat protected by Buddha who will watch over you while you sleep. Buddha’s Nest has been completely updated, including Nepalese art and a comfortable sitting area for you to learn or practice meditation. Enjoy your own porch that overlooks the back yard. Centrally located. Easy access to the beach, bluffs, campus, groceries, I90, downtown and our neighborhood bar, Genzies.

Top Guest favourite
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 favourite
A green sofa sits centrally in a light-filled living area, flanked by two windows. A vintage map hangs above, adding a decorative touch. A round black table with a magazine and a woven basket are visible in the space, complemented by a patterned rug underfoot.
Apartment in Viroqua
4.95 out of 5 average rating, 426 reviews

Sunny & Historic 1 Bedroom Haven- Main St, Viroqua

Located *truly* steps away from everything on bustling Main Street, Viroqua, make yourself at home in our sunny 2nd floor one bedroom apartment. In the morning feel free brew yourself coffee or grab a vintage basket and stroll down to the local Shops. In case you'd like to eat out, you're conveniently located within two blocks of several different hot spots in our sweet town. (Our favorites are Driftless Cafe, Maybe Lately’s, Tangled Hickory & Wonder State Coffee Cafe.)

Top Guest favourite
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, 211 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 favourite
A modern living area features a dark sofa complemented by a vibrant orange chair. A decorative area rug with blue and orange patterns adds warmth. Natural light filters through three windows, illuminating the stylish decor and shelving on the wall.
Apartment in Viroqua
4.94 out of 5 average rating, 185 reviews

Bright two bedroom rental in the heart of downtown

Enjoy a comfortable experience at this centrally-located rental, just steps away from downtown Viroqua. Grab a coffee at Wonderstate Cafe before heading over to the farmers market right next door. Explore the thriving art scene and local shops, before finishing off the evening with a dinner at the Driftless Cafe. This will also make a great homebase for hiking, biking, fishing, and paddling out in the great Driftless area. We love our little town, and hope you do too!

Top Guest favourite
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, 253 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*

Top Guest favourite
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, 205 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 favourite
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, 101 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 favourite
An open living space showcases a blend of natural wood and stone elements. A large dining table is positioned near a cozy seating area, featuring a modern couch and chair arrangement. A fireplace serves as a focal point, with natural light coming through large windows revealing a view of the Mississippi River.
Apartment in Lake City
4.99 out of 5 average rating, 112 reviews

22 Paradise View

Stay at 22 Paradise View! This renovated historic 2nd-floor apartment boasts stunning Mississippi River views and a walkable downtown Lake City location. Relax in the king master suite with a spa-like bath featuring a rain shower and clawfoot tub. Extra guests will love the Murphy beds, plus you’ll have a full kitchen, 1.5 baths, and cozy fireplace. Bonus: get 50% off the Wild Wings golf simulator when you book with us!

Top Guest favourite
Apartment in Sparta
4.98 out of 5 average rating, 121 reviews

Franklin Micro Apt

Perfect for the solo traveler! This cute micro apartment is situated in downtown Sparta. A coffee shop, sandwich diner, the farmer's market, and cocktail bar are all within a minutes walk. Enjoy secure, off street parking with a private one car garage which is also perfect for storing bikes if you're in town for the bike trail. We've taken advantage of all the space to make this a comfortable experience.

Top Guest favourite
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.

Guest favourite
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
4.85 out of 5 average rating, 183 reviews

Modern Flat in Downtown La Crosse

Discover the heart of La Crosse! This stylish apartment, located downtown on 3rd Street, offers easy access to the Mississippi River and Grandad Bluff. Enjoy the city's vibrant dining, shopping, and entertainment, all within walking distance. Perfect for work, leisure, or outdoor adventures in the beautiful Driftless Area.

Popular amenities for Winona apartment rentals

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Avg. price$152 NZD$155 NZD$160 NZD$150 NZD$188 NZD$191 NZD$205 NZD$206 NZD$186 NZD$205 NZD$169 NZD$145 NZD
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