Apartment vacation rentals in Winona

4.95 out of 5 average rating, 260 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.

4.81 out of 5 average rating, 119 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.

4.98 out of 5 average rating, 137 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.

4.83 out of 5 average rating, 157 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

4.81 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, 245 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*

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.

4.82 out of 5 average rating, 218 reviews

Charming Oasis in the Heart of Historic Downtown

A beautiful getaway right in the heart of iconic Wabasha, Minnesota. With a view of the Mississippi from the porch this top level apartment is the perfect landing pad for all visitors! The duplex is less than a block from the National Eagle Center, the Mississippi River and all of downtown Wabasha. Decorated beautifully with all brand new tuft and needle beds you will definitely sleep well and be able to embrace this small town lifestyle on foot.

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, 171 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, 121 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 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.

4.98 out of 5 average rating, 275 reviews

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!

A modern living room features a blue memory foam sleeper sofa paired with two light-colored accent chairs. A 65” Roku TV displays various streaming options on a dark accent wall. A vibrant piece of artwork, depicting trees in autumn, adds a colorful touch to the space.

4.99 out of 5 average rating, 185 reviews

Comfy 2BR by Mayo, Spacious Parking

Clean, comfy 2BR apartment (top of duplex) with modern design & art from Thailand and Vietnam. 5-min drive to downtown/UWL, 5-min walk to Mayo/Viterbo. We can’t wait to host you with extras for a great stay: ★ Spacious 50-ft parking ★ Helix mattresses ★ 300 Mbps Wi-Fi ★ Desk + monitor ★ 65" Roku TV ★ K-Cup coffee maker ★ Full-length mirrors ★ USB/outlet hubs ★ Sound machines ★ HEPA air purifier

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.

4.93 out of 5 average rating, 263 reviews

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

A cozy living area features a gray sofa adorned with decorative pillows. A wooden coffee table is positioned in front of the sofa. Natural light filters through the curtained windows, illuminating surrounding potted plants and a small desk with additional decor.

4.77 out of 5 average rating, 22 reviews

Heart of down town La Crosse

A well-lit bedroom features natural light streaming through two large windows, complemented by a ceiling fan. An original wooden built-in dresser with a mirror stands against one wall, and a cozy bed is adorned with a muted striped blanket. A small area rug adds warmth to the floor.

4.55 out of 5 average rating, 11 reviews

Charming 2 bed near hospitals!

An aerial view captures the sprawling layout of a city surrounded by rivers and lush, wooded terrain. The urban area features various buildings and roads, while the waterways weave around, reflecting the blue sky above. Green spaces and distant fields are visible in the background.

4.68 out of 5 average rating, 37 reviews

Summer on the Water! Studio with Water Access!

4.85 out of 5 average rating, 55 reviews

The entrance features a white door with a glass window, framed by a dark exterior wall with a smaller window nearby. A sign reading 'Life is Better on the Farm' stands next to the door, contrasting with the concrete surface of the entrance area.

Apartment in Wykoff

Friendly-Farm Retreat.

A spacious studio room features large windows dressed with light curtains, allowing natural light to fill the space. A comfortable bed with a quilted cover and a cozy seating area with a sofa invite relaxation. A small dining table and a television are also visible.

Apartment in Fountain City

Hawks View's La Crescent Suite

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

4.43 out of 5 average rating, 7 reviews

Lake Boulevard House

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

Private apartment rentals

Apartment in Saint Charles

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.

4.88 out of 5 average rating, 8 reviews

Highland Place St. Charles

4.91 out of 5 average rating, 86 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

4.86 out of 5 average rating, 7 reviews

A cozy living area is furnished with a light-colored sofa and an ottoman. A flat-screen television is placed on a black cabinet, with framed artwork decorating the walls. Natural light filters in through a window, complemented by patterned curtains, enhancing the space's comfort.

Apartment in La Crescent

Spacious 1 bed 1 bath apt #5D

5 out of 5 average rating, 54 reviews

A cozy courtyard area features a wooden sauna adjacent to a stone wall, while a small pool glimmers under soft lighting. A fire pit invites relaxation with seating nearby, and gentle lighting outlines the path leading to an elevated area enhanced by surrounding greenery.

Apartment in Pepin

Riverview Respite- Sauna and Hot Tub

4.87 out of 5 average rating, 15 reviews

Modern Nordic-Style Apartment / Central Location

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, 34 reviews

Entire cozy Rollingstone apt. 10 min to Winona!

Apartment in Fountain City

4.82 out of 5 average rating, 62 reviews

Farmhouse Apartment - River Road Historic Home

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.

4.9 out of 5 average rating, 83 reviews

Serene River View Loft

Family-friendly apartment rentals

A modern kitchen features sleek white cabinetry and stainless steel appliances, including a full stove and dishwasher. An island with seating options is present, with utensils neatly arranged on the wall. Natural light enters through a large window, illuminating the polished wooden floors.

4.98 out of 5 average rating, 162 reviews

~ Third Street Suites ~ #3

5 out of 5 average rating, 6 reviews

An exterior view of the building showcases a well-maintained landscape featuring a grassy area and colorful flower beds. The entrance sign identifies the property as 'Geneva's Hideaway.' Windows and air conditioning units are visible on the facade of the modern structure.

Private room in Peterson

Geneva's Hideaway Studio Apartment #4

The living area is characterized by a sleek black couch and two light-colored accent chairs. A wall-mounted television is positioned above a low coffee table, surrounded by bookshelves. Natural light filters through the large windows, softened by light drapes.

4.98 out of 5 average rating, 144 reviews

~Third Street Suites~ #2

Private room in Lake City

A well-lit room features a spacious bed with crisp white linens. Two vibrant paintings adorn the wall above a small nightstand, and a blue retro mini-fridge adds a pop of color. A seating area with a blue chair is positioned near the window, enhancing the inviting space.

4.83 out of 5 average rating, 71 reviews

Single King Room

The spacious living area features vintage furnishings, including a French-style chaise lounge and two rocking chairs. Decorative rugs cover the hardwood floor, while a light fixture hangs from the ceiling. Large windows provide natural light, illuminating the elegant decor and soft color palette.

Apartment in Spring Grove

4.67 out of 5 average rating, 3 reviews

Walkable Main Street Location: Spring Grove Apt

A spacious bedroom features a queen bed adorned with white linens and decorative pillows. Flanking the bed are two bedside tables with lamps, providing soft lighting. A floral arrangement adds a touch of nature, complementing the calming color scheme.

4.99 out of 5 average rating, 253 reviews

Lower Level Oasis - Suite #2 - Heart of Winona

4.93 out of 5 average rating, 30 reviews

The exterior of a red farmhouse-style guesthouse is visible, featuring a metal roof and a covered swing on a concrete patio. A gravel area surrounds the building, and trees are seen in the background, providing a natural, rural setting.

Apartment in Canton

Private country guesthouse

A spacious living area features hardwood flooring and high ceilings with exposed beams. Large windows allow natural light to fill the space. Seating includes a full-size couch and armchair, with a decorative area rug and a small coffee table complementing the room.