
Apartment holiday rentals in Winona
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Top-rated apartment rentals in Winona
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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.

~ Third Street Suites ~ #1
This beautiful 2nd story 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 shops, restaurants, cocktail lounges, bars, brewery, Winona State University, Mississippi River, Lake Winona, hiking Shakespeare Festival, Minnesota Marine Art Museum, & much more! Please allow us to make your next stay in beautiful Winona a memorable one!

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.

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
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

Two story apartment, spacious!
The whole group will be comfortable in this spacious and unique space. 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. Pets are welcome. Located a very short walk to Sylvan Park which has a wonderful playground. Plenty of counter space for a gathering.

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

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!

Historic Upper Apartment in Heart of Downtown
Large, 3 bedroom, 1 bath second floor apartment. Bright open concept living room and kitchen overlooking 4th Street, great for large or small groups. Charming natural decor highlights this updated vintage space. Amenities galore: Fully equipped kitchen and basic bathroom needs, WiFi, smart TV, laundry, workspace, and one designated parking spot (plus access to safe ramp parking less than a block away).
Popular amenities for Winona apartment rentals
Weekly apartment rentals

The Exchange 15 | Historic Bldg, Studio, Dwntwn

Grandma's Trail House: Top Floor

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

Historic Downtown Top Floor 2BR Apartment

Mayoral Suite Above Paddle On Coffee

Lake Boulevard House

The Bridge View

Cozy & Fully Remodeled 1-Bedroom Retreat
Private apartment rentals

Pepin Guest Haus - walk to the winery! Sauna!

Riverview Apartment - River Road Historic Home

Treetops Suite, 2 bedrooms @ 7th Street Retreat

Bluff View Victorian - Free Bikes included

The Crow’s Nest

Entire cozy Rollingstone apt. 10 min to Winona!

Above the Barrel

Historic Withee Home / 3rd Level / Sleeps 2
Family-friendly apartment rentals

Mabel Manor on Main Street

Polyshades of Gray

Homey & Historic 2 Bedroom Haven- Main St, Viroqua

Valley Apartment

Sunny & Historic 1 Bedroom Haven- Main St, Viroqua

Viroqua Studio With a Backyard View

Cozy & Private Viroqua Apartment near Downtown

Main Street Viroqua Apartment
When is the best time to visit Winona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $149 NZD | $152 NZD | $157 NZD | $147 NZD | $184 NZD | $187 NZD | $200 NZD | $202 NZD | $182 NZD | $200 NZD | $165 NZD | $142 NZD |
| 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 holiday rentals
Explore 30 holiday rentals in Winona

Nightly prices starting at
Winona holiday rentals start at $100 NZD per night before taxes and fees

Verified guest reviews
Over 5,050 verified reviews to help you choose

Wi-Fi availability
20 of Winona holiday 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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