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 5,050 verified reviews to help you choose

  • Wifi availability

    20 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.

%{current} / %{total}1 / 1
Guest favourite
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.
Flat in Viroqua
4.94 out of 5 average rating, 111 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.

Guest favourite
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.
Flat 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.

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.
Flat in Trempealeau
4.98 out of 5 average rating, 143 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 modern kitchen features sleek white cabinetry and stainless steel appliances, including a full stove and dishwasher. An island with seating options is present, with utensils neatly arranged on the wall. Natural light enters through a large window, illuminating the polished wooden floors.
Flat in Winona
4.98 out of 5 average rating, 184 reviews

~ Third Street Suites ~ #3

This beautiful 2nd story loft 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, restaurants, bars, brewery, Winona State University, Mississippi River, 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 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.
Flat in Viroqua
4.95 out of 5 average rating, 421 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.
Flat in Onalaska
4.82 out of 5 average rating, 207 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 room features a blue memory foam sleeper sofa paired with two light-colored accent chairs. A 65” Roku TV displays various streaming options on a dark accent wall. A vibrant piece of artwork, depicting trees in autumn, adds a colorful touch to the space.
Flat in La Crosse
4.99 out of 5 average rating, 199 reviews

Clean 2BR Apt by Mayo, 50-ft Parking

Clean, comfy 2BR apartment on the second floor of a duplex (20 steps to enter) with modern design and art from Thailand and Vietnam. 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 & 65" Roku TV ★ Free off street parking (two 50 ft spaces) ★ Desk and monitor ★ K-Cup coffee maker ★ Full-length mirrors ★ USB/outlet hubs ★ Sound machines ★ HEPA air purifier

Top guest favourite
Flat in Winona
4.95 out of 5 average rating, 283 reviews

2nd Floor Retreat - 7 Blocks from WSU

Our one-bedroom apartment is perfect for two guests. * 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.

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
4.89 out of 5 average rating, 250 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.
Flat in Wabasha
4.82 out of 5 average rating, 221 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 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
4.87 out of 5 average rating, 200 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
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.
Flat in Viroqua
4.89 out of 5 average rating, 297 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.

Popular amenities for Winona apartment rentals

When is the best time to visit Winona?

MonthJanFebMarAprMayJunJulAugSeptOctNovDec
Avg. price$122 SGD$118 SGD$108 SGD$112 SGD$140 SGD$143 SGD$153 SGD$154 SGD$139 SGD$153 SGD$126 SGD$108 SGD
Avg. temp-7°C-5°C2°C10°C16°C22°C24°C23°C18°C11°C3°C-4°C
  1. Airbnb
  2. United States
  3. Minnesota
  4. Winona County
  5. Winona
  6. Flat rentals