
Apartment holiday rentals in Winona
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Top-rated apartment rentals in Winona
Guests agree: these apartments are highly rated for location, cleanliness and more.

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.

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.

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.

~ 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!

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.)

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.

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

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.

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*

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.

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

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
Weekly apartment rentals

Pepin Guest Haus - walk to the winery! Sauna!

The Snapdragon

Riverview Apartment - River Road Historic Home

Highland Place St. Charles

Sweet Retreat in Lanesboro~

Great Location! 2 Bedrooms! Country in the City!

Small Town Getaway

Waterfront Mississippi River Retreat
Private apartment rentals

Mabel Manor on Main Street

Charming 2 Bedroom Apt & Patio, Historic District

Quiet Country Comfort w Long Views

Hokah Ohana House: Historic charm, Modern updates

Spacious 1 bed 1 bath apt #5D

Parkway Place - A

Mayoral Suite Above Paddle On Coffee

Renovated Deluxe King Studio Apt
Family-friendly apartment rentals

The Exchange 15 | Historic Bldg, Studio, Dwntwn

Victorian Château Suite

The Original: One-of-a-kind downtown apartment

Walkable Main Street Location: Spring Grove Apt

Lake Pepin Overlook

Hidden Gem - 1BR/1Bath in Lax WI

Main Street Viroqua Apartment

Lake Boulevard House
When is the best time to visit Winona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| 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°C | 2°C | 10°C | 16°C | 22°C | 24°C | 23°C | 18°C | 11°C | 3°C | -4°C |
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!
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