Vacation rentals in Stockton

✨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

Penthouse Retreat-Near Downtown Winona!

Hi! This beautiful loft is conveniently located in the heart of Winona MN! Only a few blocks from the downtown and in close proximity to many other attractions Winona has to offer such as: 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 extended stay in beautiful Winona a memorable one! * MUST CLIMB STAIRS TO UNIT- LOCATED ON THE 3RD LEVEL

*Prairie Island Bungalow with Water Access*

Welcome to Prairie Island Bungalow (PIB)! Located on Prairie Island in Winona, this home provides the perfect, quiet getaway for work or play, and is your gateway to outdoor adventure in the Winona area. River access is available on our private dock next door! With thoughtful amenities including a fully-stocked kitchen (with coffee and tea!), plush linens, Smart TVs, games and books, a fire pit, snowshoes, and kayak and canoe rentals; we invite you to simply show up and enjoy your stay at PIB!

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.

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.

Our Little River House

A cozy, 2 bedroom, 2 bathroom home nestled in the bluffs of Fountain City, WI two blocks off the Great River Road. The house sleeps six comfortably w/ four brand-new extra-long twin beds that can be combined to form two king-sized beds. There is also a queen-sized bed with a single bunk bed above it in the master bedroom This house has a fully stocked kitchen, fenced-in backyard w/ fire pit, off-street parking for 1 vehicle and view of the Mississippi River from the kitchen window!

Creekside Cabin

Looking for a getaway? Come to the Creekside cabin just outside city limits to test out "Tiny House Living"! All the amenities of home only smaller. This is a great place! Sit by the creek and listen to the water run or cozy up to the "Tiny" wood burning fireplace to get away from it all. Situated right on the Minnesota State Snowmobile trails. Trails also great for walking/4 wheeling/biking. Please note: you are not by yourself. We live on the property Pets not allowed.

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.

Bluffside cottage with gorgeous river views

Hill Street House is the quintessential river-town residence, located within walking distance of Fountain City's quaint downtown, legendary pubs, and riverfront, but just far enough from the highway and trains to still get a good night's sleep. Perched snuggly on the bluffside overlooking the Mississippi River, you'll see an ever-changing panorama of river boats, barges, and birds in flight against a backdrop of Minnesota bluffs in the distance and a jumble of rooftops below.

Treetops Suite, 2 bedrooms @ 7th Street Retreat

Treetops Suite for Four is the perfect weekend getaway, conveniently located in the heart of Winona and only a 7-minute walk from the train station. The self check-in apartment has a secure keypad entrance. 2 bedrooms, 1 double bed and 2 twin beds, bathroom w/shower, kitchenette and sitting area. Wi-Fi; Cable, Netflix/Prime/DVD player. Please use caution on the steep steps to the apartment. There is a hand railing. We are located three blocks from a charging station.

Warbler Lodge

Warbler Lodge is situated within Prairie Island Campground along the backwaters of the Mississippi River. With cottony sheets, coffee & towels, paddle sport equipment & bikes, and an outdoor fire ring, you can simply show-up, relax, reconnect, and recreate. This tiny house tells a story about the flora and fauna of the Prairie Island park area.

Winona West End Loft

A roomy, but cozy upstairs loft with den, kitchen, bedroom with new queen bed, and full bath. The futon couch in the den can be made into a full size bed. Guest wifi and television with cable included. Shared entrance with homeowner but completely private space with locked door at top of main stairs.