Holiday rentals in Homer Township

✨Vintage Lustron Home✨

Enjoy a stay in this vintage Lustron Home. It is a unique home. It has two bedrooms, and a sofa sleeper in the living room. The master bedroom has a queen size bed. The second bedroom has two twin beds. This home offers a washer and dryer for your convenience. It has a large fenced yard to enjoy during your stay. Off street parking and Wi-Fi included. This home is in a very peaceful neighborhood. Located close to Winona State University and St. Mary's University. There are State Parks close also

Luxury Cabin Retreat | Hot Tub + Bluff Views

Escape to a secluded modern cabin in Winona County. This 2BR, 2BA luxury tiny home offers bluff and farmland views, an 800-sq-ft wraparound deck, 5-6 person hot tub, smokeless fire pit, and pergola seating under the stars. Inside: quartz counters, high-end appliances, fiber WiFi, and big windows for stargazing. Dog-friendly, available, and only 20–25 min from Winona & La Crosse. Perfect for a romantic getaway, family retreat, glamping, or remote work. Your private Minnesota cabin rental awaits.

Esther’s River Cottage

Nestled in the bluffs overlooking the Mississippi River enjoy Esther’s cottage. Relax, regroup, reset …. watch the Eagles, take in the Bluffs, enjoy boats, and barges make their way up and down the river or catch the Mississippi Queen in all her glory. 2 private bedrooms with queen beds, and a queen size pull out in the living room . 2 full bathrooms - one on each level. Fully equipped kitchen with everything you need to enjoy your stay. The 49 steps to the top are well worth the climb!

Quiet Cottage in the Valley with Sauna

Nestled in the bluffs of Winona, Minnesota, The Driftless Retreat is a cottage in the valley just one mile from Saint Mary's University and a 10 minute drive to downtown Winona and the Mississippi River. The cottage features a private front and back entrance, large backyard, and woodburning fireplace. Our hope is that The Driftless Retreat is just that, a retreat away from the every day. We believe that every detail matters and take pride in making your time here relaxing and enjoyable.

~ 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!

Beautiful Views of the Mississippi river

Escape to a private Mississippi River retreat on 18 wooded acres. This spacious 6,300 sq ft home sits up high with stunning views of the river. It sleeps up to 14 with 5 bedrooms, 10 beds, and multiple living areas perfect for groups and gatherings. Enjoy a fully stocked kitchen with two fridges, complimentary coffee, laundry, a game room, games, and an outdoor fire pit. Peaceful, secluded, and designed for comfort—your ideal riverside getaway. No pets. Nearly 200 5-star reviews!!!

Haven on Huff

Your spacious oasis in central Winona welcomes you for a peaceful and relaxing stay. Haven on Huff is a single family home, adjacent to Winona State University and nearby all the amenities of Winona. Enjoy a large kitchen with dining area, living room with pull-out sofa, and a dedicated office space with desk, TV and chaise that can sleep 1 person. Reserved parking area for multiple cars and a seasonal private patio with grill and seating area tucked away behind the house.

The Guest House

Modern one-bedroom home— bright, fresh, and fully updated! This beautifully designed space seamlessly blends modern comfort with calming touches, making it perfect for relaxing after a long day of work, travel, or adventure. The home is just minutes from Winona’s lakes, trails, dining, and downtown attractions. Whether you’re here for outdoor adventure, a weekend getaway, or a comfortable remote-work base, this space offers everything you need for a smooth and enjoyable stay.

The Guest Nest

Escape to the Guest Nest! Immersed in nature, the beautiful landscape of the Driftless region valleys are one of the world’s most beautiful locations to explore. Walk the roughly 2 acre yard of grass and wildflowers. Enjoy a cup of coffee by the creek. Play a yard game. Or just sit on the deck and enjoy all the sights and sounds and solitude. Watch for deer, turkey, an occasional black bear, and an abundance of song birds, humming birds, and other small critters.

Winona, MN- Cozy 3 bdrm bungalow with river view

Our home/cabin is up along the bluffs allowing eagle eye views of the Mississippi River. A perfect quiet place to take everything in. There are three bedrooms intended for large families or group get-aways. Everything is at your fingertips from beaches, to hikes in the bluffs. It is 3 miles south of Winona. While you can see the river, there is easy access to public landing if you choose to bring a boat to partake in the various islands and water sports.

Tiny Home

Enjoy tiny home living with extra comfort at Camp Everyday. This spacious little getaway includes a bedroom, 2 bed loft, full bath, kitchen, dining area, and relaxing living room with beautiful windows. It is a great spot for families, couples, or anyone wanting a unique campground stay near Win Enjoy the sounds of nature when you stay in this unique place. All camp ground amenities including, including Pool between memorial and labor day weekends.

Scrappin' on the Ranch

Scrappin’ on the Ranch is designed specifically for anyone who needs a place to stay. We are located 20 minutes from La Crosse, Wis., and 15 minutes from Winona, Minn. Scrappin’ on the Ranch is a renovated barn trees tucked in the bluffs of the Mississippi River Valley. The property is located on 80 acres of natural beauty. The perfect setting from inside and out for those who want to get away.