Holiday rentals with a patio in McGregor

Prairiedise Riverside Retreat!

Nestled along the picturesque banks of the Mississippi River, our charming 2-bedroom, 1-bath Prairiedise Cabin retreat promises an unforgettable experience in the heart of the enchanting Driftless Area Feel free to launch your watercraft at the nearby public access boat launch within walking distance of the property. Adequate space for a truck/trailer on the property Prepare delicious meals in the fully-equipped kitchen, complete with all the amenities you need to whip up your favorite dishes.

Tree Bear Cabin, on a 67 acre Tree Farm

Step away from the demands of life into this hidden gem. Tree Bear Cabin is a 100% real wood log cabin above the bustle of town, nestled among a 67-acre tree farm. Enjoy the quiet of the forest, and the cozy cabin interior. Play games on the wide lawn, explore the trails throughout the property, and make the most of your trip with our noon check-in time and 4 pm check-out times! Activities close by include fishing, kayaking, hiking, wine tasting, UTV Tours, and visiting local shops & Orchards!

The Cottage Cabin

The Cottage Cabin is a unique modern cabin. It is an addition to the Railway Lodge , Cabin area. Still private and peaceful but yet perfect for couples or bigger families to be together on this large property if needed. Plenty of space to roam ,fish , sit and relax by the fire. If you are looking for a relaxing place the Cottage Cabin is perfect. Don’t be alarmed by the Trains “ Railway Lodge” when going by pretty cool to see at night. You are secluded but still close enough to nearby towns.

Main St. McGregor! Beautifully updated sleeps 10

Welcome to your perfect getaway! This fully furnished home on Main St. is just a short walk from the Mississippi River and the charming, shop-filled downtown. Ideal for couples, families, fishermen, and hikers, it's a year-round retreat—whether you're enjoying the river in summer, taking in the fall colors, or hitting the trails for snowmobiling or ice fishing in winter. Close to Prairie du Chien, Pikes Peak State Park, Effigy Mounds, and just a 20-minute drive to Yellow River Forest.

American House 1854- Steamboat Landing Suite

The whole group will be comfortable in this spacious and unique boutique hotel. The American House, built in 1854 is the oldest standing building in the city of McGregor! Dr. Lucy Hobbs the first woman to graduate a dental college in the world had her dental office in this building from 1862-1865! The building is on the National Registry of Historic Places and offers a one of a kind experience you can’t find anywhere else! Enjoy the best view of the Mississippi in all of McGregor!

Barn On The Ridge / HOT TUB / Sleeps 6

Kick back & relax in this cozy, stylish cabin with beautiful river views during all seasons. Enjoy evening dinners on the screened in porch, sip your coffee from the upper deck & unwind in a luxurious hot tub! This loft style cabin was crafted in 2020 & has sleeping space for up to 6 guests, featuring a king bed, full size bed & full size futon. You’ll be minutes from De Soto & Lansing area and only 30 minutes to the La Crosse area! Hosted with Love, Rentals Justin Time.

Rock ‘n Reel by Jeff and Krista

Relax with the whole family at this peaceful place to stay. This vacation home is located just one block off Main Street and central to all the great things Harper’s has to offer (public landing (fishing), city splash pad, bar&grills). 2bd + pull out couch 1 ba that can sleep 6 people comfortably. There is a full size kitchen stocked with your basic needs. Easy parking (3 parking spaces). Flexible check-in/out depending on previous/next guest

Cozy Casita

A peaceful little place to rest and refresh while visiting family and friends or exploring the driftless region of NE Iowa and SW Wisconsin. Nestled in the bluffs on the western bank of the Mississippi you'll be only a couple minutes from the bridge to Prairie du Chien and all the other places of interest up and down both sides of the river; including Pikes Peak State Park, Effigy Mounds, Wyalusing State Park and Cabela's just to name a few.

#StayBluffside: Mississippi River Oasis-> McGregor

The Bluffside Retreat is an ideal location for the adventure seekers who want a unique and private experience that is still close to all the action. The home is situated alongside the bluff on a private & partially wooded lot within walking distance of the Mississippi River, historic downtown McGregor and a Pikes Peak State Park TrailHead. It is a charming “home away from home” that has all the amenities for a memorable vacation stay.