Holiday rentals in Osseo

Come unwind with us at Kindred Tiny House.

Come unwind with us at Kindred Tiny House. Take in beautiful Wisconsin outdoors in a Scandinavian-inspired tiny home themed with simplicity & relaxation in mind. This home features a full bath, kitchenette, & room to sleep three. Step out to experience a wooded private outdoor space featuring a fire pit, access to trails, & seasonally available shared access to a large salt water pool. Located approximately 15 minutes from downtown La Crosse, you’ll be able to enjoy all the area has to offer!

Peaceful Cabin Nestled on Robinson Creek

Get away among the sights, sounds, and smells of nature at the Fat Porcupine Cabin in Black River Falls. Robinson Creek runs along the back of the property below a stunning rock face. The sandy shore is the perfect place to relax. The home sits on a 2.5 acre wooded lot filled with aromatic evergreens. The cabin is ideal for couples looking for a cozy quiet retreat, and there's also plenty of sleeping space for families or groups to make many happy memories. We hope you make yourself at home!

The Hogstad Homestead

The Hogstad Homestead has been in our family for nearly 70 years. The name is in honor of my great grandparents Ardell&Elaine Hogstad who bought the property in the early 1950's. They raised their two children there and also operated a farm for many years. Since then it has been home to many family members. In 2017 my husband & I had the opportunity to buy it. It was home to us for 5 amazing years where we created many happy memories. We are now ready to share this special property with others!

A cozy shed house located in the rolling hills.

A cozy shed house located in the hills of Coral City, WI. This Shed house includes a private deck, cozy living room, full kitchen, 1 bedroom with queen bed, 1 bathroom with shower and extra air mattresses for guests. It is surrounded by nature but near to the city. We are also located close to many wedding venues. The Shed House is a separate building, but located on the same property as the owner's home. During the winter months, 4-wheel drive is necessary to make it up & down our driveway!

A Suite Getaway

You'll love this place because of the spectacular views, horses, wildlife, fishing, hiking and hot tub for relaxing, a romantic getaway or simply just girl time. This spot is perfect for couples or solo adventurers! A unique suite is attached to an elegant vintage peg barn. Space for bringing horses, snowmobiles or ATV's since we have trails. A mile away from snowmobile trails and 25 mins from a State Park. Also, perfect for snowshoeing and cross country skiing. Fire pit available as well.

Skyline Cabin

Escape to our cozy 192 sq. ft. cabin in nature! Enjoy electricity, a Keurig, microwave, toaster, electric stove, A/C, and heat. With no running water, a porta potty and hand washing jug are provided. Stay refreshed with bottled water and unwind in tranquility. The cabin is perched in the upper corner of our 15 acre property. We are in the heart of the driftless region and amish country! Enjoy nearby outdoor activities at state parks and many lakes, rivers, hiking trails, & much more!!

Country Retreat. Beautiful sunsets and sunrises.

Fresh country air. Beautiful view. Cable TV. Wi-Fi. Hot Tub (chemical free). Spacious furnished kitchen. Sectional sofa with recliners. Recliner. Electric fireplace. Outdoor firepit (bring your own wood). Washer and dryer. 12 inch step into tub/shower. This beautiful getaway is attached to the family business shop. We do load trailers occasionally and will be working in shop at times. Minimal noise. 30 Minutes from Eau Claire. We are only 25 minutes from two lakes with beaches.

Four Bedroom Apartment Near Downtown!

A perfect four bed one bath upper apartment located near the bike trail and with access to all of the downtown amenities . Newly renovated, clean, and cute. This four bedroom unit can sleep six and has plenty of room for your group to enjoy Eau Claire. Two of the bedrooms are on the smaller size and contain twin beds. The other two bedrooms each have full size beds. The kitchen is fully stocked and ready for preparing your meals and snacks.

The Granary Guesthouse @ Harvest Home Farm

Harvest Home Farm is located at the end of a dead end road nestled in a valley, just 4 miles northeast of Whitehall, Wisconsin, in beautiful Trempealeau County. The 160 acre farm has a long term focus on raising grass fed sheep and poultry. We also have a produce garden, a berry patch, and an apple orchard. The farm has 80 acres of mixed hardwoods and softwoods and an abundance of wildlife as well as a network of walking trails.