
Apartment vacation 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.

Woodland Retreat, Full private walkout lower level
Peaceful retreat down gravel driveway 15 min from Mayo Clinic. Enjoy your own apartment with private backyard walkout entrance to the lower level of our home. You will have a bedroom, living area, kitchenette with mini fridge, microwave and toaster oven (no conventional stove/oven), bathroom w/ tub & shower, pingpong table, laundry, and patio with fire ring. You may hear piano music weekday afternoons, since I give lessons (usually 3-6 pm; a bit earlier in summer) NEW HEATED FLOORS w/thermostat

2nd Floor Retreat - 7 Blocks from WSU
Our one-bedroom apartment is perfect for two guests. * NO cleaning fee/deposit required * 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.

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.

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.

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!

~Third Street Suites ~ #4
This beautiful 2nd story loft suite (accessed by stairs only) 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 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!

Lakefront Studio
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. 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. Now sleeps three: We’ve added a new folding cot to accommodate an extra guest. *No cleaning fees*

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.

Buddha’s Cloud
Unique, centrally-located and freshly updated upstairs apartment in duplex. We’ve done our best to freshen this private second floor unit in our old ugly home. Amish made kitchen cabinets, island and furniture. New appliances and fixtures. View granddad’s bluff out the bedroom window! Close to UWL, Viterbo, Mayo Clinic, and downtown (8 block walk to 3rd street). We currently live in the downstairs apartment with our dogs.

Spacious River View 2 br apt near Eagle Center
Discover this hidden gem in the heart of Wabasha! This fully renovated 2BR/2BA apartment blends historic charm with modern comfort. Walk to the Eagle Center, riverfront bandstand, and downtown dining. Enjoy a new kitchen, spacious living/dining room, fireplace, and large deck with Mississippi River views—all fully furnished for your stay. Plus, get 50% off the Wild Wings golf simulator in Lake City when you book!
Popular amenities for Winona apartment rentals
Weekly apartment rentals

The Snapdragon

Highland Place St. Charles

Modern Nordic-Style Apartment / Central Location

Sweet Retreat in Lanesboro~

Main Street Viroqua Apartment

Great Location! 2 Bedroom! Country in the City!

Farmhouse Apartment - River Road Historic Home

Big River Inn - River view apartment in Alma
Private apartment rentals

Quiet Country Comfort w Long Views

Historic Downtown Top Floor 2BR Apartment

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

Mayoral Suite Above Paddle On

Zumbro Valley Getaway

Warm and Cozy Upstairs Apartment

Top Shelf Suite

Adorable 2BR in La Crosse - Pet Friendly
Family-friendly apartment rentals

Tranquil 2Bed/2Bath w/Balcony near Mayo

Apt A ! Close to Dn town and mayo clinic and Gonda

NEW: Calming main floor retreat near Mayo Clinic

Kaleidoscope Flat 1 bd 1 mi to Mayo, Free Parking

Fresh space near Mayo Clinic and downtown

Home for the Traveler, a walk to St. Mary's

Viola Suite #2 | Quiet 2BR, Lg Yard, 3 Mi to Mayo!

Restful sanctuary close to Mayo Clinic
Quick stats about apartment rentals in Winona
Total vacation rentals
Explore 20 vacation rentals in Winona
Nightly prices starting at
Winona vacation rentals start at $84 CAD per night before taxes and fees
Verified guest reviews
Over 4,520 verified reviews to help you choose
Wifi availability
20 of Winona vacation 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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