Apartment holiday rentals in Winona County

Lake Boulevard House

“Lake Boulevard House” is nestled in the bluffs under Sugar Loaf in charming Winona Minnesota! This downstairs dwelling features picturesque views of Winona lake. This centrally located home offers: 1 bedroom features a single trundle bed that comfortably sleeps two guests. 1 sectional couch that converts to a queen bed. Linens and pillows provided. 1 bathroom with standing shower and towels Kitchenette features a fridge/freezer, stocked Keurig coffee machine, air fryer, and microwave.

Entire cozy Rollingstone apt. 10 min to Winona!

In town it's simply known as “Hattie’s”, and she's always been known for her kind smile. Whether you're planning family visits or local adventures, we hope you love staying at Hattie’s. Just 10-mins. from Winona (WSU/St. Mary’s University), Whitewater State Park & Prairie Island, hiking, biking, snowmobiling, hunting, kayaking, boating, fishing & wineries. Hattie's is an entire apt. above once Jung and River’s Mercantile (1850s) combining comfy old and new, with a touch of Luxemburg history.

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.

The Aberdeen St. Charles, MN

The Aberdeen features 2 bedrooms, both with queen beds, 1 bathroom, and an open concept living room and kitchen, perfect for gathering! This lower level apartment sleeps up to 4 people and is steps away from the main street attractions. This unit also features a washer/dryer along with backyard access and one off-street parking spot under the carport. The Aberdeen is a short 25 minute drive from Rochester, 30 minute drive from Winona, and a short 10 minute drive to Whitewater State Park.

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.

Riverview Apartment - River Road Historic Home

Beautifully restored 1898 Victorian with River View! The Riverview Apartment is located within the 1898 Joseph Fugina Historic Home and contains 3 bedrooms, 3 bathrooms, private living room, kitchen, balcony, back deck, and laundry in home. Amazing panoramic Mississippi River Views from nearly every room. Outside patios and seating available, as well as wrap-around porch, balcony, and back deck with gas grill! Stay connected with fast Wi-Fi and TVs in every bedroom and living room.

The Exchange 26 | Historic Bldg, 2 Bed, Dwntwn

Newly renovated, The Exchange offers comfort and modern amenities surrounded by old world charm. Located in the historic district of this spectacular river town, you can experience and explore the culture and natural playground that is Winona. The Exchange was built in 1900 as the commodities exchange for ship and rail transport coming along the Mississippi River. Keep an eye out throughout the building for subtle mentions to the past and the stories this unique building holds.

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.

~Third Street Suites ~ #4

This beautiful 2nd story loft suite (accessed by stairs only) is conveniently located in the heart of downtown Winona MN! Everything Winona and the downtown area has to offer is within close proximity. Examples include: Coffee, restaurants, bars, brewery, 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!

2nd Floor Retreat - 7 Blocks from WSU

Our one-bedroom apartment is perfect for two guests. * 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.

Downtown Apt with Historic Charm & Character

This newly renovated apartment in the heart of downtown Winona was thoughtfully designed for guests who value both comfort and character. Set within one of Winona’s most historic buildings, nearly every piece inside has been thoughtfully collected to create a space that feels both refined and rooted in Winona’s rich history. You will stay just steps from the riverfront, dining, bars and cultural attractions.

Spacious 1 bed 1 bath apt #5D

UNDER NEW MANAGEMENT! Spacious 1 bed 1 bath fully furnished private unit in the quiet, safe, and quaint town of Dresbach with scenic views of the Mississippi River just across the street. All units are professionally cleaned. Off street parking available. Coin operated laundry available on the premises. Max of 2 house broken, well behaved pets with current vaccinations are welcome for a fee.