
Apartment holiday rentals in Winona
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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 $102 NZD per night before taxes and fees

Verified guest reviews
Over 5,720 verified reviews to help you choose

Wi-Fi availability
30 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!
Top-rated apartment rentals in Winona
Guests agree: These apartments are highly rated for location, cleanliness and more.

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.
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Two story apartment, spacious!
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, upon request. Pets are welcome. Located a very short walk to Sylvan Park which has a wonderful playground. Plenty of counter space for a gathering. You’re welcome to park your bikes inside the apartment if you don’t mind bringing them up the exterior stairs. :)
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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.
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Modern Flat in Downtown La Crosse
Experience the best of La Crosse from this stylish downtown apartment. Located on 3rd Street, you are steps away from vibrant dining, shopping, and entertainment. Whether you are here for business or to explore the scenic Mississippi River and Grandad Bluff, our two bedroom home offers the perfect base. Enjoy modern amenities, a fully equipped kitchen, and free parking. Ideal for families or professionals seeking comfort and convenience in the heart of the beautiful Driftless Area.
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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.
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Treetops Suite, 2 bedrooms @ 7th Street Retreat
Treetops Suite for Four is the perfect weekend getaway, conveniently located in the heart of Winona and only a 7-minute walk from the train station. The self check-in apartment has a secure keypad entrance. 2 bedrooms, 1 double bed and 2 twin beds, bathroom w/shower, kitchenette and sitting area. Wi-Fi; Cable, Netflix/Prime/DVD player. Please use caution on the steep steps to the apartment. There is a hand railing. We are located three blocks from a charging station.
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~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!
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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*
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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
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1 Bedroom with Extra Amenities, Quiet Neighborhood
Our light-filled two-bedroom apartment is the perfect home away from home in Winona. * Spacious main bedroom with queen size bed * Second bedroom with twin daybed and 90s throwback CRTV * Hardwood floors throughout * Full kitchen with oven, refrigerator, microwave + coffee/tea station * Within walking distance of Winona State University and Cotter High School * Located on the ground floor with parking * Easy self-check-in process
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Bluff View Victorian - Free Bikes included
Modern Victorian home, dates back to La Crosses Lumber mill days. Built by the Molzahn family in 1895, key features included open concept with tons of natural light. Located one of the best neighborhoods in La Crosse. This is the upper unit of the house, stairs are required to get into the unit. Key pad for easy entrance. We look forward to having you! Well trained & behaved pets welcome. Pet fee of $50.00 each. Max 2
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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
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Popular amenities for Winona apartment rentals
Weekly apartment rentals

Hokah Ohana House: Historic charm, Modern updates
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Charming Oasis in the Heart of Historic Downtown
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The Bridge View
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Entire cozy Rollingstone apt. 10 min to Winona!
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Historic Withee Home / 3rd Level / Sleeps 2
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Riverview Apartment - River Road Historic Home
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Big River Inn - River view apartment in Alma
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River Road Hideaway
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Private apartment rentals

2 Bedrooms! Great Location! Country in the City!
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Mrs Hippie Inn- Riverside Suite
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Sweet Retreat in Lanesboro~2 bedroom apartment
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Stunning Mississippi River Loft
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Pepin Marina Retreat: Cottage Apartment with Deck
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Welcome to the Cheese Cave!
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Small Town Vibe
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Parkway Place - A
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Family-friendly apartment rentals

One Bedroom with Kitchenette - Red Door
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Sunny & Historic 1 Bedroom Haven- Main St, Viroqua
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Viroqua Studio With a Backyard View
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Bright two bedroom rental in the heart of downtown
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Homey & Historic 2 Bedroom Haven- Main St, Viroqua
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Polyshades of Gray
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Main Street Viroqua Apartment
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Quiet Country Comfort w Long Views
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When is the best time to visit Winona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | $151 NZD | $154 NZD | $160 NZD | $163 NZD | $194 NZD | $178 NZD | $204 NZD | $205 NZD | $185 NZD | $204 NZD | $168 NZD | $144 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 |
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