Holiday rentals in Cochrane

Main Level Farmhouse @ Suncrest Gardens Pizza Farm

Enjoy the natural world around you on our 16 acre sustainable farm where you can walkabout and visit our sheep, poultry, and summertime pigs. Explore the vegetable and flower gardens. Eat foods grown from the farm, play games around the table, or simply curl up with a good book. Relax by a campfire while taking time to appreciate the night sky. This is a space where friends and family gather to slow down and rejuvenate in our modern simply styled farmhouse. Book 3+ nights and receive a discount!

Carol's Cottage

Carol's Cottage is truly a one-of-a-kind property! Originally built in the 1850s you will find the majority of the home still full of all it’s original charm! The cottage is situated on a beautifully manicured yard that is extremely spacious. Enjoy exploring the creek beds for unique gems and stones. The home is cozy and quaint but still spacious. Large living room. All the beds are located in one central area in the loft, along with a toy room and a built in gate at the top of the loft stairs.

Mississippi Urban Cottage

An urban cottage located on the Wisconsin banks of the Mississippi River. A place where family and friends gather around the fire pit to make memories and laugh into the hours of the early morning. Two large living areas to curl up next to the fireplace with a good movie and a cozy blanket. Surrounded by the bluffs full of wildlife, and the river on a half acre just one block from boat landing. You'll be sure to enjoy hikes, late evening boat cruises, and world famous Buffalo County hunting.

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!

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.

Kindred Tiny House

The Kindred Tiny House is a cozy retreat tucked in a quiet residential neighborhood near the Mississippi River bluffs. While not fully secluded, it offers privacy and comfort with easy access to trails, coffee shops, and local dining. Inside you’ll find a comfortable bed, a smartly designed kitchenette, and big windows that fill the space with natural light. Perfect for couples or solo travelers seeking a restful stay with modern comforts close at hand.

R & K Cozy Cabin

Make some memories at this unique and family-friendly place. Nestled in the beautiful bluffs of Alma WI. Only a 1/2 Mile from the mighty Mississippi River and 3 miles from Alma. Great for any outdoor adventures. Snowmobile trail runs through the property. Pet Friendly with many local attractions.

Riverview, 5BR, Hot tub, Fireplace, Arcade Game

Luxury 5-bedroom riverfront home in Minneiska overlooking the Mississippi River featuring a hot tub, fireplace, arcade game, expansive deck, Smart TVs, high-speed WiFi, and flexible sleeping for 16+ guests. Perfect for family gatherings, retreats, fishing trips, and outdoor adventures.

Rut'n Duck Lodge

We sleep up to 11 people, 7 with your own bed....more can crash in the great room. Cater to outdoor enthusiast....hunting, fishing, biking, hiking, cruising the Great River Road and mighty Mississippi River. Located in Cochrane, WI walking distance to food and drink.

Lost Creek Retreat

Embrace the serenity of your private hideaway, nestled amidst the picturesque landscape of an apple orchard and rolling hills. This modern country home, featured in Martha Stewart Living July/Aug 2019, offers a tranquil escape amidst breathtaking natural beauty.