Apartment vacation rentals in Winona

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.

4.93 out of 5 average rating, 205 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

4.95 out of 5 average rating, 268 reviews

Apartment in Winona

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.

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, 133 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, 139 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.

4.81 out of 5 average rating, 204 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.

4.89 out of 5 average rating, 248 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, 179 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

A welcoming living area is showcased, featuring a plush velvet couch in green, paired with two curved rattan chairs adorned with white cushions. A wooden coffee table sits centrally, and a unique pendant light hangs above, complemented by a floor lamp and natural light from the window.

5 out of 5 average rating, 179 reviews

Cozy 3BR Apartment near Mayo

Clean, cozy 3BR ground-floor unit (main floor of 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 and hope 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

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, 124 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.

4.98 out of 5 average rating, 280 reviews

A back deck with a river view is furnished with two comfortable chairs and a small table, allowing for relaxation and enjoyment of the scenic landscape. The backdrop features lush trees and the Mississippi River, with a bridge visible in the distance under a clear blue sky.

Apartment in Wabasha

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!

Superhost

The spacious living room showcases large windows allowing natural light to fill the area. A comfortable sectional and a plush sofa are positioned around a central coffee table. A television is mounted on the wall, while decorative accents are displayed on a wooden shelf.

4.78 out of 5 average rating, 105 reviews

Downtown La Crosse Modern Flat

Experience the beauty of Downtown La Crosse, Wisconsin. - Renovated flat with exposed brick and industrial style ceiling - Comfortable and modern atmosphere - High-end kitchen with granite countertops - Two cozy bedrooms plus pull-out couch and sleeper chair - Smart TVs with Hulu live in each space - Private parking available - Walk to restaurants, shops, and local events

4.93 out of 5 average rating, 264 reviews

A spacious sleeping area is framed by sliding barn doors, showcasing a soft white bed with a decorative pink throw. Two windows allow natural light to fill the room, illuminating the cozy reading nook with a chair and lamp nearby. A side table displays books and a candle.

Apartment in Wabasha

Beautiful Historic Apartment

This is a beautiful historic apartment with modern decor in the heart of Wabasha. It is only two blocks from The National Eagle Center and a 5 min drive from Coffee Mill. You will also be close walking distance to the river and many nearby restaurants. There is free street parking right outside the apartment.

Popular amenities for Winona apartment rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Weekly apartment rentals

4.96 out of 5 average rating, 28 reviews

A cozy living area features a comfortable grey sofa and two armchairs positioned around a central coffee table. Natural light enters through large windows, illuminating a patterned area rug on a hardwood floor. Decorative elements include a wall clock and a mirror.

Apartment in Nelson

The Snapdragon

A spacious bedroom features a large bed dressed in blue linens, flanked by two lamps on nightstands. Artwork adorns the walls, while a cozy armchair and a small chair are positioned nearby. A decorative area rug adds warmth to the hardwood floor.

4.91 out of 5 average rating, 68 reviews

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

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.

4.97 out of 5 average rating, 34 reviews

Sweet Retreat in Lanesboro~

A spacious kitchen features dark wood cabinetry and a large white countertop, with seating for four. Decorative lighting illuminates the area, highlighting a variety of kitchen essentials on the shelves and counter. A stainless steel refrigerator is positioned nearby, along with a coffee maker.

5 out of 5 average rating, 47 reviews

2 Bedroom! Great Location! Country in the City!

4.86 out of 5 average rating, 14 reviews

The kitchen features a contemporary design with wooden walls and a metallic countertop. Stainless steel appliances are visible, including a stove and a refrigerator. A kitchen island with seating for four is present, and natural light enters through the window above the sink.

Apartment in Caledonia

Warm and Cozy Upstairs Apartment

A scenic view of the Mississippi River is framed by lush green foliage. Two boat docks are visible, one equipped with boats, while the other offers a spacious platform. The calm water reflects the surrounding trees, creating a serene riverside atmosphere.

4.98 out of 5 average rating, 92 reviews

Waterfront Mississippi River Retreat

4.91 out of 5 average rating, 23 reviews

An open-concept living area is featured with high ceilings and large windows allowing natural light. A comfortable sectional sofa is positioned facing a television, with a dining table nearby. The kitchen showcases modern cabinetry and is equipped with essential appliances. A front deck is visible, offering outdoor access.

Apartment in Alma

River Road Hideaway

4.9 out of 5 average rating, 20 reviews

A comfortable living area is furnished with two light gray sofas and a dark wood coffee table. A television is mounted on the wall across from the seating. Natural light enters through multiple windows, and a stylish staircase is visible in the background.

Apartment in Alma

Mississippi River Rustic Retreat

Private apartment rentals

4.91 out of 5 average rating, 35 reviews

The kitchen features white cabinets and countertops with a light beige hue. An electric stove and refrigerator are visible, alongside a small dining table set for two. A window offers natural light, enhancing the warmth of the space.

Apartment in Wabasha

Charming 2 Bedroom Apt & Patio, Historic District

The sitting area features comfortable green sofas with decorative pillows, arranged around a dark coffee table. Two lamps with green bases provide soft lighting. A large window allows natural light to illuminate the space, while a television sits on a media console against the wall.

5 out of 5 average rating, 27 reviews

Grandma's Trail House: Top Floor

4.79 out of 5 average rating, 199 reviews

EXCEPTIONAL, CONTEMPORARY 2BD/1 BA/ CLOSE TO MAYO

4.91 out of 5 average rating, 87 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

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, 173 reviews

Bluff View Victorian - Free Bikes included

The kitchen features modern appliances, including a stainless steel refrigerator and microwave, set against white cabinetry. A round wooden table with black chairs occupies the center, and open shelving displays various kitchen items. Soft overhead lighting illuminates the space.

4.9 out of 5 average rating, 20 reviews

Parkway Place - A

Superhost

A spacious living area features wooden flooring and a large sectional couch, alongside a matching leather armchair. A coffee table sits centrally, and a desk is positioned in a well-lit corner. Wall art adds visual interest to the neutral-colored walls.

4.84 out of 5 average rating, 69 reviews

Historic Downtown Top Floor 2BR Apartment

A studio-style bedroom features a spacious bed with white linens and a dark headboard. A leather ottoman sits in front of the bed, while a green sofa and patterned rug occupy the seating area. Natural light enters through multiple windows, highlighting the wooden flooring.

5 out of 5 average rating, 8 reviews

Mayoral Suite Above Paddle On

Family-friendly apartment rentals

4.93 out of 5 average rating, 310 reviews

A bright living area features a light sofa adorned with teal and mustard throw pillows. A wooden coffee table sits in front of the sofa, complemented by a decorative bowl. Built-in shelves display various items, while a window seat offers natural light.

Apartment in Viroqua

Homey & Historic 2 Bedroom Haven- Main St, Viroqua

A well-appointed bedroom features a spacious bed with a textured blue coverlet. Nightstands flank the bed, each with a lamp providing soft illumination. Light-colored curtains frame the oversized window, allowing natural light to brighten the warm hardwood floors.

4.9 out of 5 average rating, 181 reviews

NEW: Calming main floor retreat near Mayo Clinic

4.94 out of 5 average rating, 411 reviews

A green sofa sits centrally in a light-filled living area, flanked by two windows. A vintage map hangs above, adding a decorative touch. A round black table with a magazine and a woven basket are visible in the space, complemented by a patterned rug underfoot.

Apartment in Viroqua

Sunny & Historic 1 Bedroom Haven- Main St, Viroqua

A welcoming living room is highlighted by a vibrant flower arrangement on a gold side table. A cozy couch faces a fireplace, with a television mounted above a white entertainment center. Musical decor and seasonal garlands add a touch of charm to the space.

4.85 out of 5 average rating, 33 reviews

Discount Charming 2 Bedroom Close to Mayo

A spacious living area features warm wood floors and sloped ceilings. A gray couch and a striped accent chair provide seating, complemented by a coffee table and a woven basket. A dining area with a table and chairs is visible in the background, leading to the kitchen.

4.99 out of 5 average rating, 91 reviews

Kaleidoscope Flat 1 bd 1 mi to Mayo, Free Parking

A cozy bedroom features a spacious bed with neatly arranged pillows and a navy throw blanket. Two lamps illuminate the nightstands flanking the bed. Wall art and a large mirror enhance the inviting atmosphere, while natural light filters in through nearby windows.

4.93 out of 5 average rating, 165 reviews

Home for the Traveler, a walk to St. Mary's

Superhost

A neutral-toned living area features a comfortable beige sofa with decorative cushions. Two floor lamps provide soft lighting, and a glass coffee table rests on a colorful area rug. Two abstract art pieces adorn the walls, adding visual interest to the space.

4.75 out of 5 average rating, 165 reviews

Relaxing, main floor apartment in 4plex, #2.

A cozy living room space features a beige couch adorned with decorative pillows and a low coffee table. The white brick wall serves as a backdrop for a fireplace, which is framed by a wooden mantle decorated with artwork and a wreath. Natural light enters through a window.