
Apartment vacation rentals in Winona
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Quick stats about apartment rentals in Winona

Total vacation rentals
Explore 30 vacation rentals in Winona

Nightly prices starting at
Winona vacation rentals start at G$12,548 GYD per night before taxes and fees

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

Wi-Fi availability
30 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!
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.
LocationValueBeach

Treetops Suite, 1 Bedroom @ 7th Street Retreat
Treetops for 2 is located in the heart of Winona a 7-minute walk from train station. The apartment has a secure, self check-in entrance located at the back of the house, has 1 BR (double bed), bathroom (shower), kitchenette and living area. It has a remote controlled heating/cooling system, cable and internet-enabled TV/DVD, and Wi-Fi. Guests share the driveway, back entrance, laundry room, and back patio. The steps up to the apartment are steep. The space is 3 blocks from a charging station.
FamilyValueBreakfast

Hokah Ohana House: Historic charm, Modern updates
Bright & airy upstairs 2 bedroom apartment boasts historic charm with a Hawaiian feel. Relax, unwind & slow down to "island time" in the comforts of this updated space. Located in the heart of our small downtown in the Driftless Region, you can explore the nearby rivers, bluffs and falls or stay in and escape from the hustle & bustle of your daily routine. *Ladybugs, boxelder beetles & house flies are common in our rural area, we treat the exterior of the building to reduce their presence.
FamilyValueComfort

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. :)
LocationFamilyLayout

"Escape to the Northwoods of Onalaska!" 7
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.
LocationFamilyParking

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.
ValueFamilyRiver

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
ValueFamilyDecor

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
ValueLocationAmenities

Luxury Downtown La Crosse Apartment - Sleeps 8!
Experience the best of La Crosse in this spacious 4-bedroom downtown apartment, perfect for families and groups. Enjoy comfortable sleeping arrangements, a large sectional, premium sound system, fully equipped kitchen, and modern amenities. Located steps from restaurants, shops, nightlife, and local attractions, this stylish space offers the perfect blend of comfort and convenience for your next getaway in downtown La Crosse.
LocationValueCheck-in

~ Third Street Suites ~ #10
Hi! This beautiful main level apartment is conveniently located in the heart of downtown Winona MN! Everything Winona has to offer is within close proximity. Examples include: Coffee, restaurants, a wine bar, 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!
LocationFamilyWifi

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
LocationFamilyBiking
Popular amenities for Winona apartment rentals
Weekly apartment rentals

Bluff View Victorian - Free Bikes included
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Charming Oasis in the Heart of Historic Downtown
LocationFamilyLong stay

The Bridge View
LocationValueAccuracy

Entire cozy Rollingstone apt. 10 min to Winona!
ValueFamilyParks

Big River Inn - River view apartment in Alma
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Riverview Apartment - River Road Historic Home
LocationFamilyComfort

Historic Withee Home / 3rd Level / Sleeps 2
FamilyLocationWifi

River Road Hideaway
ValueLocationCondition
Private apartment rentals

2 Bedrooms! Great Location! Country in the City!
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Top Shelf Suite
LocationFamilyWalkability

Sweet Retreat in Lanesboro~2 bedroom apartment
LocationFamilyCleanliness

Highland Place St. Charles
LocationFamilyCleanliness

Stunning Mississippi River Loft
FamilyLocationTV

The Snapdragon
FamilyLocationCleanliness

Welcome to the Cheese Cave!
LocationFamilyComfort

Pepin Marina Retreat: Cottage Apartment with Deck
LocationFamilyParks
Family-friendly apartment rentals

Adorable 2BR in La Crosse - Pet Friendly
ValueLocationComfort

Charming 2 Bedroom Apt & Patio, Historic District
LocationFamilyHospitality

Grandma's Trail House: Top Floor
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Historic Upper Apartment in Heart of Downtown
FamilyValueIndoor spaces

Unbeatable Location! Large Deck & Firetable!
ValueLocationQuiet

Lake Boulevard House
FamilyLocationView

Cozy & Fully Remodeled 1-Bedroom Retreat
LocationLaundryLong stay

The Exchange 14 | Historic Bldg, Studio, Dwntwn
LocationValueAir conditioning
When is the best time to visit Winona?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | G$18,613 GYD | G$19,032 GYD | G$19,659 GYD | G$20,077 GYD | G$23,842 GYD | G$21,960 GYD | G$25,097 GYD | G$25,306 GYD | G$22,796 GYD | G$25,097 GYD | G$20,705 GYD | G$17,777 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 |
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