Holiday houses in Whitewater

Highland Place St. Charles

Welcome to our cozy home away from home that overlooks the beautiful St. Charles main street. The Highland Place features 2 bedrooms, one with a King bed and one with a queen, 1 bathroom, and a game area with a foosball table for a fun night in! This upper level condo sleeps up to 4 people and is steps away from the main street attractions. Highland Place is a short 25 minute drive from Rochester and Mayo Clinic, 30 minute drive from Winona, and a short 10 minute drive to Whitewater State Park.

Location · Family · Kitchen

NEW Build with Outdoor Oasis | Party/Game Room

A NEW flamingo themed escape in Wabasha, MN — perfect for families, friends, pets and fun-lovers of all ages! Sleeps 13 | 3 Bedrooms Enjoy 2 king suites, a wild bunk room with loft, and an indoor moody arcade bar/lounge w/ fitness area. Unwind outback in a completely private fenced in backyard including a patio w/ gas grill & fire pit, outdoor dining, hammock swings & lawn games on turf! Near the Mississippi River, Lark Toys & Coffee Mill Ski & Golf! Ample parking to bring boats & ATVs!

Location · Family · Check-in

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.

Family · Location · Breakfast

~ 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!

Location · Family · Kitchen

Martha's Place

This cabin is conveniently located right next to the city park and 3 Bar and Grill establishments. 1 mile from Whitewater State Park and just 15 minutes to put your boat in the Mississippi River. Lots of beautiful scenery to hike, bike, walk the trails, fishing in natural streams and climb the Elba Fire Tower for some sights to see! Great for hunting of all kinds or just to get away for a weekend! Completely remodeled inside and out. Modern amenities with a little old school flare.

Location · Family · Kitchen

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.

Family · Location · Indoor spaces

Paradise Point sleeps 2 Hot Tub

1 bedroom 1 bath with loft. Cozy home where you can see Paradise. This memorable place is anything but ordinary. Views for miles of the Mississippi River, bluff tops and you can soar with the Eagles. What a place to relax in the newly added hot tub while you enjoy the view in what is call "God's Country". This is promised to be a one of a kind view. The Deck with comfortable outdoor seating Located in the heart of WIsconsin's Driftless Region.

Value · Family · Nearby

Bin There, Done That (and Pickleball too!)

Bin There, Done That inspiration came from the television series "Texas Flip N Move." During one episode, an old grain bin was moved and repurposed into a home and from that Bin There, Done That was born. Here you will find a place to relax and refresh, a farming community surrounded by nature, good eateries, and local artisans. You can enjoy a variety of experiences and at the end of your stay you can say, "I've Bin There, Done That."

Family · Location · Layout

August Ridge / HOT TUB / Sleeps 4

Welcome to August Ridge, a thoughtfully designed blufftop retreat where modern comfort meets unforgettable views. Perched high above the Mississippi River Valley, this two-bedroom, 1.5-bath getaway offers the perfect place to relax, reconnect, and soak in the beauty of Wisconsin’s Driftless Region. Hosted by Rentals Justin Time Hot tub is available year round!

Location · Cleanliness · River

Tiny Treehouse Cabin | Bluff Woodlands North #1

Experience glamping in the Driftless Blufflands of the Whitewater River Valley at Aefintyr campground in Southeastern Minnesota! Our tiny treehouse cabin blends the thrill of camping with the ease of modern lodging. Aefintyr is a small campground featuring 3 tiny treehouse cabins (book separately or together) and 8 rustic hike-in glamping site.

Location · Family · Accuracy

Beautiful Historic Apartment

This is a beautiful historic apartment with modern decor in the heart of Wabasha. It is only two blocks from The National Eagle Center and a 5 min drive from Coffee Mill. You will also be close walking distance to the river and many nearby restaurants. There is free street parking right outside the apartment.

Value · Family · Parking

EXPERIENCE COZY home! Goats, sheep, cattle, views!

Relax with the family or friends in this little farmhouse located on 120 acres in the whitewater state park management area. Beautiful views, walking trails,and awesome views! PLEASE NOTE: For safety during the months of October and November the private and state trails are closed.

Value · Location · Outdoor spaces