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$12,531 GYD per night before taxes and fees

  • Verified guest reviews

    Over 5,050 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!

Top-rated apartment rentals in Winona

Guests agree: these apartments are highly rated for location, cleanliness, and more.

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Top guest favorite
A garden-level apartment is accessed via a gravel driveway that leads to a charming home. Lush greenery surrounds the path, and the structure features a mix of siding colors, with large windows framed by blue shutters, creating an inviting exterior appearance.
Apartment in Rochester
4.94 out of 5 average rating, 243 reviews

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

Guest favorite
Apartment in La Crosse
4.95 out of 5 average rating, 237 reviews

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.

Guest favorite
The living area features a plush, comfortable sofa facing a media console. A designated workspace is visible, alongside a chair and a bookshelf. Warm lighting from lamps enhances the cozy ambiance, and a window allows natural light to illuminate the space.
Apartment in Winona
4.93 out of 5 average rating, 102 reviews

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.

Top guest favorite
An open living space features a skylight that allows natural light to fill the area. A dining table is set with a bowl of pastries, while a modern kitchenette is visible alongside a cozy seating area with a large television. The inviting bedroom is seen through an archway.
Apartment in Winona
5 out of 5 average rating, 147 reviews

~ 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!

Top guest favorite
A view of the Mississippi River is seen from the apartment, with lush green bluffs in the background. Nearby buildings exhibit charming architecture, and parked cars line the streets. A light post adorned with an American flag stands in the foreground.
Apartment in Trempealeau
4.98 out of 5 average rating, 153 reviews

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.

Top guest favorite
Apartment in Onalaska
4.82 out of 5 average rating, 216 reviews

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.

Top guest favorite
Apartment in Rochester
4.97 out of 5 average rating, 275 reviews

Restful sanctuary close to Mayo Clinic

This cozy space has private, self-entrance with off-street parking at no cost...a mere 2.5 miles or 10 minute drive to the Mayo Clinic downtown. Located in a quiet neighborhood in northwest Rochester. Easy access to highways, grocery store, coffee shop, Target, restaurants and biking/walking trail. Completely furnished with linens, hair-dryer, Netflix and Hulu, Smart TV and Wi-fi, and coffee maker. The laundry is shared with the host. Truly a home away from home!

Superhost
Apartment in Winona
4.96 out of 5 average rating, 286 reviews

1 Bedroom with Extra Amenities, Quiet Neighborhood

Our light-filled one-bedroom apartment is the perfect home away from home in Winona. * Spacious bedroom with queen size bed * 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 We want you to love your time in Winona and are here to make your stay as pleasant as possible.

Top guest favorite
A modern living area features a dark sofa complemented by a vibrant orange chair. A decorative area rug with blue and orange patterns adds warmth. Natural light filters through three windows, illuminating the stylish decor and shelving on the wall.
Apartment in Viroqua
4.94 out of 5 average rating, 189 reviews

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!

Top guest favorite
The lakefront view captures a serene sunset over Lake Onalaska, with reflections of orange and purple hues on the calm water. Grassy reeds along the shoreline frame the scene, offering a peaceful atmosphere amidst the natural beauty of the surroundings.
Apartment in Onalaska
4.94 out of 5 average rating, 126 reviews

Waterfront Studio

Waterfront studio The studio is 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. The property is family-owned and operated and has been offered for vacation rentals since the 1960s. Stay and experience all that "God's Country" has to offer. *No cleaning fees*

Guest favorite
A spacious living area features comfortable seating with a gray sofa and matching armchair adorned with textured throws. A wooden coffee table is centered on a decorative rug, while exposed brick walls and large arched windows add character and natural light to the space.
Apartment in La Crosse
4.95 out of 5 average rating, 196 reviews

Downtown La Crosse Loft: Modern Comfort & Style

Experience comfort and convenience in this stylish 3-bedroom La Crosse apartment, perfect for families and groups. The spacious home includes 2 full bathrooms, a fully equipped kitchen, and in-unit laundry. Enjoy 2 dedicated parking spaces and a prime location near local attractions, dining, and entertainment. Ideal for short getaways or longer stays, this welcoming apartment offers all the modern essentials for a relaxing and memorable visit to Wisconsin.

Top guest favorite
The exterior of a remodeled brick church is showcased, featuring large arched windows and a white entry door. Stairs lead up to the entrance, with pumpkins placed on either side, adding a seasonal touch to the landscaped area.
Apartment in Lanesboro
4.96 out of 5 average rating, 111 reviews

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.

Popular amenities for Winona apartment rentals

When is the best time to visit Winona?

MonthJanFebMarAprMayJunJulAugSepOctNovDec
Avg. priceG$18,587 GYDG$19,005 GYDG$19,631 GYDG$18,378 GYDG$22,973 GYDG$23,390 GYDG$25,061 GYDG$25,270 GYDG$22,764 GYDG$25,061 GYDG$20,675 GYDG$17,752 GYD
Avg. temp-7°C-5°C2°C10°C16°C22°C24°C23°C18°C11°C3°C-4°C
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