
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.

~ 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!

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.

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.

Morris House Apartment
The Morris House Apartment is a completely separate, one bedroom apartment on the second floor of a beautiful Victorian home built in 1895 for Thomas Morris, founder of the University of WI-La Crosse. We are conveniently located just a five minute walk to the university and a ten minute walk to a thriving downtown area. We offer a spacious living area, fully equipped kitchen, off-street parking, two private entrances and a screened private porch. Come & enjoy! License # MWAS D6KQEV

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.

Downtown La Crosse Modern Flat
Experience the beauty of Downtown La Crosse, Wisconsin. - Renovated flat with exposed brick and industrial style ceiling - Modern, clean, wide open space for relaxation and socializing - High-end kitchen with granite countertops and full cooking amenities - Two cozy bedrooms, pull-out couch, and sleeper chair - Smart TVs with Hulu live in each space - Private parking available - Walk to restaurants, shops, The La Crosse Center, Riverfest, and Oktoberfest grounds

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.

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

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!

Cozy 3BR Apartment near Mayo
Clean, cozy 3BR ground-floor unit (bottom of duplex, 5 steps to enter) with modern-boho design. 5-min walk to Mayo/Viterbo, 5-min drive to downtown/UWL. We can’t wait to host you with extras for a great stay: ★ Helix mattresses ★ 300 Mbps Wi-Fi ★ Spacious 50-ft parking ★ Velvet couch ★ 55" Roku TV ★ K-Cup coffee maker ★ Full-length mirrors ★ USB/outlet hubs ★ Sound machines ★ Card games
Popular amenities for Winona apartment rentals
Weekly apartment rentals

Charming 2 Bedroom Apt & Patio, Historic District

Grandma's Trail House: Top Floor

Parkway Place - B

Bluff View Victorian - Free Bikes included

Mayoral Suite Above Paddle On

Lake Boulevard House

Main Floor Cabin (sleeps 4)

Cozy & Fully Remodeled 1-Bedroom Retreat
Private apartment rentals

Riverview Apartment - River Road Historic Home

Hokah Ohana House: Historic charm, Modern updates

Charming Oasis in the Heart of Historic Downtown

Riverview Respite- Sauna and Hot Tub

Two story apartment, spacious!

Modern Nordic-Style Apartment / Central Location

Entire cozy Rollingstone apt. 10 min to Winona!

Serene River View Loft
Family-friendly apartment rentals

Polyshades of Gray

Quiet Country Comfort w Long Views

Homey & Historic 2 Bedroom Haven- Main St, Viroqua

Bright airy 2 bedroom apartment - Yellow Door

Sunny & Historic 1 Bedroom Haven- Main St, Viroqua

Viroqua Studio With a Backyard View

Friendly-Farm Retreat.

Historic Withee Home / 3rd Level / Sleeps 2
When is the best time to visit Winona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$20,073 GYD | G$19,446 GYD | G$17,773 GYD | G$18,400 GYD | G$23,000 GYD | G$23,418 GYD | G$25,091 GYD | G$25,300 GYD | G$22,791 GYD | G$22,373 GYD | G$21,118 GYD | G$19,237 GYD |
| 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 apartment rentals in Winona

Total vacation rentals
Explore 20 vacation rentals in Winona

Nightly prices starting at
Winona vacation rentals start at G$12,546 GYD per night before taxes and fees

Verified guest reviews
Over 4,520 verified reviews to help you choose

Wi-Fi availability
20 of Winona vacation 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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