Apartment holiday rentals in Winona

Find and book unique apartments on Airbnb

Quick stats about flat rentals in Winona

  • Total holiday rentals

    Explore 30 holiday rentals in Winona

  • Nightly prices starting at

    Winona holiday rentals start at $76 SGD per night before taxes and fees

  • Verified guest reviews

    Over 5,720 verified reviews to help you choose

  • Wifi availability

    30 of Winona holiday rentals include wifi 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
Flat in La Crosse
4.95 out of 5 average rating, 244 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.

Guest favourite
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.
Flat in Winona
4.99 out of 5 average rating, 339 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!

Guest favourite
The living area features a plush, comfortable sofa facing a media console. A designated workspace is visible, alongside a chair and a bookshelf. Warm lighting from lamps enhances the cozy ambiance, and a window allows natural light to illuminate the space.
Flat in Winona
4.93 out of 5 average rating, 103 reviews

Treetops Suite, 1 Bedroom @ 7th Street Retreat

Treetops for 2 is located in the heart of Winona a 7-minute walk from train station. The apartment has a secure, self check-in entrance located at the back of the house, has 1 BR (double bed), bathroom (shower), kitchenette and living area. It has a remote controlled heating/cooling system, cable and internet-enabled TV/DVD, and Wi-Fi. Guests share the driveway, back entrance, laundry room, and back patio. The steps up to the apartment are steep. The space is 3 blocks from a charging station.

Guest favourite
A spacious hallway connects the two bedrooms and dining area, showcasing polished hardwood floors. Natural light filters through windows, illuminating the modern dining table surrounded by chairs and highlighting potted plants. A cozy bedroom entrance features decorative accents and a muted color palette.
Flat in Hokah
4.9 out of 5 average rating, 103 reviews

Hokah Ohana House: Historic charm, Modern updates

Bright & airy upstairs 2 bedroom apartment boasts historic charm with a Hawaiian feel. Relax, unwind & slow down to "island time" in the comforts of this updated space. Located in the heart of our small downtown in the Driftless Region, you can explore the nearby rivers, bluffs and falls or stay in and escape from the hustle & bustle of your daily routine. *Ladybugs, boxelder beetles & house flies are common in our rural area, we treat the exterior of the building to reduce their presence.

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.
Flat in Lanesboro
4.93 out of 5 average rating, 136 reviews

Two story apartment, spacious!

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, upon request. Pets are welcome. Located a very short walk to Sylvan Park which has a wonderful playground. Plenty of counter space for a gathering. You’re welcome to park your bikes inside the apartment if you don’t mind bringing them up the exterior stairs. :)

Top guest favourite
Flat in Onalaska
4.83 out of 5 average rating, 228 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
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.
Flat in Onalaska
4.9 out of 5 average rating, 272 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.
Flat in La Crosse
4.88 out of 5 average rating, 224 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 favourite
Flat in Winona
4.95 out of 5 average rating, 292 reviews

1 Bedroom with Extra Amenities, Quiet Neighborhood

Our light-filled two-bedroom apartment is the perfect home away from home in Winona. * Spacious main bedroom with queen size bed * Second bedroom with twin daybed and 90s throwback CRTV * Hardwood floors throughout * Full kitchen with oven, refrigerator, microwave + coffee/tea station * Within walking distance of Winona State University and Cotter High School * Located on the ground floor with parking * Easy self-check-in process

Guest favourite
A spacious sectional couch is positioned against a striking red brick wall. Light streams through large windows, enhancing the natural textures of the room. A decorative tray holds tissues on the coffee table, adding functional elegance to this inviting living space.
Flat in La Crosse
4.92 out of 5 average rating, 128 reviews

Luxury Downtown La Crosse Apartment - Sleeps 8!

Experience the best of La Crosse in this spacious 4-bedroom downtown apartment, perfect for families and groups. Enjoy comfortable sleeping arrangements, a large sectional, premium sound system, fully equipped kitchen, and modern amenities. Located steps from restaurants, shops, nightlife, and local attractions, this stylish space offers the perfect blend of comfort and convenience for your next getaway in downtown La Crosse.

Guest favourite
A spacious living area features two comfortable sofas and a rustic coffee table atop a decorative rug. A television is positioned against the wall, while natural light fills the room through archways leading to adjacent spaces.
Flat in La Crosse
4.96 out of 5 average rating, 187 reviews

Bluff View Victorian - Free Bikes included

Modern Victorian home, dates back to La Crosses Lumber mill days. Built by the Molzahn family in 1895, key features included open concept with tons of natural light. Located one of the best neighborhoods in La Crosse. This is the upper unit of the house, stairs are required to get into the unit. Key pad for easy entrance. We look forward to having you! Well trained & behaved pets welcome. Pet fee of $50.00 each. Max 2

Top guest favourite
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.
Flat in La Crosse
5.0 out of 5 average rating, 218 reviews

Cozy 3BR Apartment near Mayo

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

Popular amenities for Winona apartment rentals

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Avg. price$113 SGD$116 SGD$119 SGD$122 SGD$145 SGD$133 SGD$152 SGD$154 SGD$138 SGD$152 SGD$126 SGD$108 SGD
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