Apartment vacation rentals in Winona

The bedroom features a queen size bed with white bedding and decorative pillows. A bench sits at the foot of the bed, and a nightstand with a lamp is located beside it. A piece of wall art adds character, while curtains provide light control.

4.95 out of 5 average rating, 239 reviews

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.

A charming A-frame house sits amidst greenery, showcasing wooden shingles and a steep roof. A patio area is visible, furnished with umbrellas and seating. Sunlight filters through the trees, illuminating the outdoor space, while garden flowers add a touch of color.

4.99 out of 5 average rating, 108 reviews

Amazing River Retreat with cozy shabby-chic design

Relax, exhale and unwind at our off-the-beaten path, resort-like suite. Whether you're here for work or play, you'll be thrilled with the comfort of our private lower efficiency: living room, dining, 1 bedroom, private bath & porch. The patio is nestled along the river, so you can soak up amazing views of the French Island slough — backwaters of the Mississippi River. Juxtaposing the unique calm is a bustling 'lil river community that offers water sports, live music and Friday fish frys.

4.81 out of 5 average rating, 117 reviews

A quaint guest room features a spacious bed with a colorful patchwork quilt. A small nightstand holds a lamp, while a closet provides storage. A bathroom door is visible in the background, and a welcome sign adds a friendly touch to the decor.

Apartment in Onalaska

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.

The exterior of a charming Victorian home is displayed, featuring a light yellow façade complemented by a dark shingled roof. A decorative porch wraps around the front, adorned with hanging plants. Large windows provide an inviting glimpse into the beautifully maintained structure.

4.97 out of 5 average rating, 130 reviews

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

4.98 out of 5 average rating, 127 reviews

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

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.

The living area features large windows allowing natural light to fill the space. A comfortable sofa and chairs are arranged around a coffee table, creating a relaxed atmosphere. A rustic dining table made from a barrel complements modern decor, while a flat-screen TV is mounted on the wall.

4.82 out of 5 average rating, 141 reviews

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

4.8 out of 5 average rating, 185 reviews

A serene lakeside view is presented at sunset, with vibrant colors reflected on the water. Tall trees border the scene, and a grassy area leads toward the water's edge. A dock is visible, positioned for easy access to the lake.

Apartment in Onalaska

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.

4.88 out of 5 average rating, 232 reviews

The serene lake is captured at sunset, reflecting soft hues of orange and pink across the calm water. Gentle ripples can be seen, with distant hills framed against the colorful sky. The scene evokes a peaceful atmosphere, showcasing the lakeside setting.

Apartment in Onalaska

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*

The exterior of a two-story apartment building is shown, featuring a balanced facade with large windows and a welcoming front entrance. Shallow steps lead to the door, which is flanked by decorative lights. Lush greenery surrounds the property, including shrubs and trees, offering a serene appearance.

4.86 out of 5 average rating, 153 reviews

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

An open-concept living area features a spacious dark green couch and a wooden coffee table placed on a patterned rug. A dining table with chairs is positioned in the background, with the kitchen visible, showcasing updated appliances and cabinetry.

4.98 out of 5 average rating, 109 reviews

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.

A spacious living area features a sectional couch adorned with throw pillows, set beside a wooden coffee table. A well-equipped kitchen is visible, showcasing modern appliances and ample countertop space. Natural light filters through two skylights, enhancing the open and airy feel of the room.

4.99 out of 5 average rating, 612 reviews

~ 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!

A spacious living area features two comfortable sofas and a rustic coffee table atop a decorative rug. A television is positioned against the wall, while natural light fills the room through archways leading to adjacent spaces.

4.97 out of 5 average rating, 166 reviews

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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Weekly apartment rentals

A cozy living area features a spacious couch adorned with decorative pillows and a coffee table topped with a tray holding fresh flowers. Soft lighting from a ceiling fan enhances the inviting atmosphere, while large windows allow natural light to fill the room.

4.85 out of 5 average rating, 26 reviews

The Hidden Gem

A modern kitchen is presented with white cabinets and stainless steel appliances. Open shelving displays various dishware, while a spacious countertop offers ample room for meal preparation. A window allows natural light to illuminate the area, enhancing its clean and functional design.

5 out of 5 average rating, 13 reviews

Parkway Place - B

A bright and airy living area features a cozy couch positioned next to a glass coffee table. Two stylish lamps provide soft lighting. A framed artwork hangs on the wall, and a window overlooks the street, allowing natural light to fill the space.

Apartment in Saint Charles

4.8 out of 5 average rating, 5 reviews

Highland Place St. Charles

A historic building from 1888 features an inviting front porch supported by tall columns. The exterior showcases a combination of yellow and gray siding, with intricate architectural details. Lush greenery surrounds the property, enhancing the charming neighborhood setting.

4.85 out of 5 average rating, 20 reviews

Victorian Château Suite

A spacious studio bedroom is shown, featuring a large bed with a patterned white comforter. A modern seating area is present with a green sofa and brown leather chair arranged on a geometric area rug. Natural light streams through two windows, enhancing the open atmosphere.

5 out of 5 average rating, 5 reviews

Mayoral Suite Above Paddle On

A modern kitchen features a large wooden island with seating. Stainless steel appliances are present, alongside a well-equipped cooking area. Natural light fills the space through the window, highlighting the warmly toned wooden flooring and eclectic decor, including framed art on the walls.

5 out of 5 average rating, 8 reviews

Sweet Retreat in Lanesboro~

An upper-level apartment building is depicted with a private entrance and a side staircase leading to the balcony. A parked black vehicle is visible underneath the carport. Lush green grass and trees surround the property, providing a welcoming neighborhood atmosphere.

4.8 out of 5 average rating, 303 reviews

Cute - Clean -Cozy

A cozy living room features a spacious sectional sofa adorned with decorative pillows and a soft throw. Natural light filters through two large windows, highlighting a patterned area rug placed beneath a coffee table with decorative items, creating a comfortable gathering space.

Apartment in La Crescent

4.71 out of 5 average rating, 49 reviews

The Hub Hideaway

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Private apartment rentals

4.9 out of 5 average rating, 77 reviews

A spacious hallway connects the two bedrooms and dining area, showcasing polished hardwood floors. Natural light filters through windows, illuminating the modern dining table surrounded by chairs and highlighting potted plants. A cozy bedroom entrance features decorative accents and a muted color palette.

Apartment in Hokah

Hokah Ohana House: Historic charm, Modern updates

4.83 out of 5 average rating, 213 reviews

A spacious bedroom features a large bed with crisp white linens, accompanied by two bedside tables with lamps. Natural light filters through a window adorned with blue curtains, and a shelf is positioned against the wall for added storage.

Apartment in Wabasha

Charming Oasis in the Heart of Historic Downtown

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.

4.98 out of 5 average rating, 41 reviews

Two story apartment, spacious!

A spacious living area is featured, showcasing a light-colored sectional sofa facing a modern fireplace. A clear coffee table rests on a hexagonal-patterned rug, while a window allows natural light to brighten the room. A desk and chair are positioned in the corner for work.

5 out of 5 average rating, 9 reviews

Modern apartment close to everything

Apartment in Rollingstone

A cozy living room features a dark blue sofa and a comfortable brown leather armchair. A round coffee table sits on a patterned area rug, surrounded by framed artwork on the walls. Natural light enters through large windows with gray drapes.

5 out of 5 average rating, 27 reviews

Entire cozy Rollingstone apt. 10 min to Winona!

4.88 out of 5 average rating, 67 reviews

A cozy living area is displayed with a plush sectional sofa and an accent chair, complemented by a coffee table. Exposed brick walls provide character, while a breakfast bar with high chairs connects to a well-equipped kitchen in the background.

Apartment in Wabasha

Serene River View Loft

A vibrant green and gold floral wallpaper creates a charming backdrop for a decorative mirror. Positioned on a round, white table are a framed piece of art and a simple vase containing dried grasses. A neon sign glowing 'good vibes' adds a contemporary touch.

4.89 out of 5 average rating, 44 reviews

Historic Withee Home / 3rd Level / Sleeps 2

A green tufted sofa sits comfortably in the bright open living area. A small white side table holds a potted plant. Large windows allow ample natural light, enhancing the space with warmth. In the background, dining chairs are arranged around a wooden table.

4.9 out of 5 average rating, 41 reviews

The Exchange 11 | Historic Bldg, 1 BR, Dwntwn

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Family-friendly apartment rentals

A cozy bedroom features a queen-sized bed with a floral coverlet, complemented by plush pillows. Two striped chairs are positioned nearby, alongside a wooden desk topped with books and a lamp. Floor-to-wall curtains add warmth, and a vibrant area rug enhances the space.

Apartment in Alma

4.67 out of 5 average rating, 24 reviews

Swan Suite River front comfort

A cozy living area is highlighted by floral wallpaper and a vintage patterned sofa. A wooden bookshelf contains books and decorative items, while a table lamp adds soft lighting. A suit of armor stands nearby, and a doorway leads into a formal dining area.

Apartment in Alma

4.92 out of 5 average rating, 12 reviews

Fountain Suite Apartment

An open kitchen area features a wooden island with a double basin sink and shelving below. Light fixtures hang above, and a potted fern adds a touch of greenery. Glass doors lead to an outdoor space, with a dark curtain framing the entrance.

Apartment in Melrose

4.56 out of 5 average rating, 9 reviews

Sunrise Two Story in Wooded Resort

The living area features a dark leather couch adorned with decorative pillows, a wooden coffee table, and a comfortable recliner. A warm wooden floor complements the space, while the kitchen is visible in the background, showcasing modern appliances and ample cabinetry.