Apartment holiday rentals in Winona

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Top-rated apartment rentals in Winona

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Top Guest favourite
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, 135 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!

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, 147 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 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, 186 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
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, 231 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 favourite
The lakefront view captures a serene sunset over Lake Onalaska, with reflections of orange and purple hues on the calm water. Grassy reeds along the shoreline frame the scene, offering a peaceful atmosphere amidst the natural beauty of the surroundings.
Apartment in Onalaska
4.94 out of 5 average rating, 121 reviews

Waterfront Studio

Waterfront studio The studio is 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. The property is family-owned and operated and has been offered for vacation rentals since the 1960s. 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, 206 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, 103 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
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, 287 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.

Top Guest favourite
A spacious sleeping area is framed by sliding barn doors, showcasing a soft white bed with a decorative pink throw. Two windows allow natural light to fill the room, illuminating the cozy reading nook with a chair and lamp nearby. A side table displays books and a candle.
Apartment in Wabasha
4.93 out of 5 average rating, 271 reviews

Beautiful Historic Apartment

This is a beautiful historic apartment with modern decor in the heart of Wabasha. It is only two blocks from The National Eagle Center and a 5 min drive from Coffee Mill. You will also be close walking distance to the river and many nearby restaurants. There is free street parking right outside the apartment.

Guest favourite
A cozy living area features a light gray sofa with patterned cushions and a coffee table in front. Natural light filters through a large window adorned with white curtains. A round mirror and wall art depicting trees enhance the serene atmosphere, complemented by a potted plant in the corner.
Apartment in Winona
4.92 out of 5 average rating, 303 reviews

Oma's Treehäus & Rooftop Deck

This tranquil second-floor apartment has been updated with modern amenities while preserving the original 1890's charm. Hardwood floors, modern euro-style kitchen with breakfast nook, and lots of sunlight. Enjoy views of Winona State University campus from the large rooftop deck.

Popular amenities for Winona apartment rentals

When is the best time to visit Winona?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$149 NZD$152 NZD$157 NZD$147 NZD$184 NZD$187 NZD$201 NZD$202 NZD$182 NZD$201 NZD$166 NZD$142 NZD
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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 $100 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!

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