Holiday houses in Richmond

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.

Renovated Barn Sure To Impress w/ Loft & Game Room

Live your best life with a stay you won't forget! Originally built in the 1920's, this recently updated barn sleeps 13 & features full kitchen, coffee bar, spiral staircase to access loft overlooking great room with floor to ceiling stone fireplace, game room with wet bar, two 70" TV's, 2 bathrooms, laundry with washer & dryer, office space, free wi-fi, & off street parking. Conveniently located a mere block from the mighty Mississippi, boat landing, & only 10 min to La Crosse & 15 min to Winona

Charming home with views of the Mississippi River

Bring your whole family to this charming river town for boating, hiking, biking, vineyards, apple orchards and more. This open concept home is a great gathering place in spring, summer, fall and winter. Everyone can find their place with a full sized kitchen, dining room, living room, family room, game room, large deck over looking the Mississippi, bedroom, and bathrooms. The home is close to the Trempealeau Hotel, Perot State Park, boat launches, bike paths, golfing, Elmaro Vineyard and more!

Bright, spacious 3-bedroom farmhouse on 3 acres

Come stay in our recently updated 1800's farmhouse. Situated on 3 acres in a rural setting, this home is the perfect escape while still being centrally located among area attractions. Just 5 miles from the Mississippi, a state park and bike trail, a winery and an orchard, there is an abundance of nearby entertainment throughout the seasons. It is conveniently located between LaCrosse, WI and Winona, MN. WiFi and Roku available. There is ample off-street parking with space for trucks/trailers.

River House

Perfect for those seeking tranquility & natural beauty. A peaceful haven offering an ideal setting to relax, recharge, & reconnect while enjoying modern comforts. Start your day with a cup of coffee on the spacious deck as the sun rises over the majestic Mississippi. Breathtaking views make every morning unforgettable. Located just outside Great River Bluffs State Park, miles of scenic hiking / cross country trails that wind through forests & dramatic bluffs view over the Mississippi valley.

~ 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!

Stunning Views! - Bunker Hill @HighPointRetreats

Picture perfectly placed atop one of La Crosse counties highest ridges, Bunker Hill offers breathtaking views, in unmatched tranquility. Unwind to the sounds of nature, spectacular sunsets, and find inspiration in pure serenity. Whether you're looking to spend time relaxing with family and friends, enjoy an intimate evening, or simply finding peace in nature, an unforgettable Wisconsin escape awaits at High Point Retreats. We look forward to making your stay as memorable as our views.

Sunsets on the Edge

My place is 10 minutes from downtown La Crosse, close to the airport, but you'll feel a world away. You’ll love my place because of the peace and quiet, but mostly THE VIEWS. All the modern conveniences of dishwasher, microwave, shower and stove/fridge, washer & dryer. You'll never see the same sunset! My place is good for two people or a solo adventurer.Full list of amenities available, but worth noting here that coffee isn't provided. There is a drip coffee maker, also kpods use.

"Escape to the Northwoods of Onalaska!" 8

Escape to the "Northwoods" of Onalaska! This guest room is next door to our restaurant, Red Pines Bar & Grill so a stay here means access to a full-service restaurant & bar, volleyball courts, the lake and great people. We are always available if you need anything during your stay. We also have our Red Pines Cafe open 7:30 am seven days a week when the main restaurant is closed. There are 5 other rooms in Red Pines Lodging so the space is basically a hotel with your own private access.

Northshore Studio on Lake Onalaska

Lakefront studio where retro and rustic charm meets modern convenience. Studio offers everything you need for a relaxing and enjoyable stay including a queen-sized bed, a living area with a Roku TV, a full kitchen and a bathroom with a step in shower. The lakefront screen porch provides the perfect spot to enjoy your morning coffee or unwind with a good book. Two sit on top kayaks are included. Bikes are available and hiking and biking trails are just across the street.

Waterfront Studio

Waterfront studio The studio is on the edge of the Upper Mississippi Wildlife Refuge. Surrounded on one side by beautiful Lake Onalaska with prairie walking trails on the other. You will not find a closer view of Lake Onalaska. There are two public boat landings less than a mile away. The property is family-owned and operated and has been offered for vacation rentals since the 1960s. Stay and experience all that "God's Country" has to offer. *No cleaning fees*

Grand home with views of the Mississippi!

This beautiful house is 3900 square feet, includes eight bedrooms and 4 bathrooms allowing 18 people to comfortably sleep. It features four patio areas, a partially fenced yard, a wheelchair ramp, and handicap-accessible first floor, a large kitchen and dining area, sunroom, 7 TV’s, Wi-Fi, full laundry, free parking, fire pit and beautiful views of the Mississippi River. We welcome dogs as pets only, sorry no cats. One block from Main Street Trempealeau!