Holiday houses in Osseo

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Top-rated holiday rentals in Osseo

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A comfortable living area features a mix of wooden accents and natural light. A futon is paired with a coffee table, while a dining table with chairs is positioned near large windows. Shelving holds books and decorative items, enhancing the cabin's cozy charm.
Cabin in Chippewa Falls
4.96 out of 5 average rating, 106 reviews

Hideaway Resort Jack Pine #6/Lake Wissota

Warm, inviting, one bdrm cabin, (422 sq')3 miles east of Chippewa Falls (10 miles from Eau Claire)easy access to Hwy 29, Hwy 53, I-94. Features beautiful views of Lake Wissota (about 170' from shore), looking east, low elevation access to the lake. Kayaks, canoes and paddle boats available... pontoon and fishing boat extra w/reservation. Fully equipped kitchen, queen sized bed, full size fold out futon, cable TV/DVD player, wireless internet, AC, on site laundry and bed linens/towels furnished.

Top Guest favourite
A modern tiny house is set within a lush green yard, featuring wooden siding and a metal roof. Large windows provide views of surrounding trees and landscaping. Decorative stones and plants enhance the outdoor space, while a wooden deck offers an entryway to the home.
Tiny home in Black River Falls
4.97 out of 5 average rating, 480 reviews

Tiny on the River

According to Forbes, Escape makes "the most beautiful tiny houses in the world". Ours is perched near our home above the Black River. It's a quiet neighborhood just minutes from the interstate, parks, trails, and our vibrant downtown with cafés, shops, and great restaurants. Enjoy privacy and breathtaking views from the enormous windows or the cozy daybed on the porch! Deer, beaver, eagles, and more make frequent cameos as the seasons paint shifting riverscapes and astonishing sunsets. *No Pets

Top Guest favourite
A cozy living area features a large blue sectional sofa and a comfortable brown armchair. A wooden coffee table is centered on a patterned area rug. Natural light enters through the window, adorned with white curtains, illuminating the space.
Home in Eau Claire
4.98 out of 5 average rating, 167 reviews

WanderInn Riverview

Nestled in a peaceful cul-de-sac, our cozy retreat offers the perfect getaway! Conveniently located near key thoroughfares, you're just minutes from public boat landings, beaches, parks, scenic bike trails, and downtown Eau Claire, making it easy to explore the area. Thoughtfully decorated with comfort in mind, our home provides a relaxing space to unwind. We take pride in using non-toxic cleaning products, ensuring a safe and eco-friendly stay. The ideal base for both relaxation and adventure!

Top Guest favourite
The rustic log cabin features handmade log construction and a steel roof. A stone chimney is present, and a wooden deck extends from the entrance. Surrounded by trees, the cabin is set in a natural landscape, providing a peaceful, secluded atmosphere.
Cabin in Elk Mound
5.0 out of 5 average rating, 206 reviews

Lil’ Kickback on Elk Creek (Eau Claire area)

Remote, tranquil, quiet and private getaway on 5.8 acres on the banks of the Elk Creek; only 1.5 hours from the Twin Cities! This creek is known as a class 1 trout stream. Guests can enjoy fishing, sight seeing, canoeing and kayaking the Chippewa River or Elk Lake, biking, hiking, atv/utv and snowmobile trails nearby as well. Enter a world of peace and calm deep in the woods. This is a beautiful rustic cabin that has been beautifully restored. Permit issued and inspected by Dunn County.

Top Guest favourite
A dining table is set on a covered wooden patio, featuring a variety of breakfast items, including eggs, fruit, and beverages. Lush greenery and tree canopies create a natural backdrop, while the expansive view offers a glimpse of the landscape stretching toward the horizon.
Cabin in Mindoro
4.97 out of 5 average rating, 270 reviews

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.

Guest favourite
An aerial view of the living space highlights wood-paneled walls and natural light from multiple windows. A comfortable sofa faces a wood stove, while blue accent chairs are positioned nearby. A dining table and clock are visible, complementing the open layout.
Home in Chippewa Falls
4.95 out of 5 average rating, 317 reviews

Moon Bay Getaway: 2BR on Lake Wissota with Hot Tub

Come stay on a calm and quiet section of the lake. This newly renovated home on Lake Wissota makes for the perfect lake getaway any time of year. Our 2 bedroom, 1.5 bath home comes with a full kitchen, a deck overlooking the lake, private dock, fire pit, 2 queen beds, a hot tub, and a 4 season room. Explore Lake Wissota State Park or tour the Leinie Lodge. If you want to get out on the water, canoe, kayaks and paddles are included. Chippewa County Zoning Permit #09-ZON-20200667

Guest favourite
An A-frame cabin is nestled among trees, with warm light glowing from its windows. Two bright orange chairs are positioned around a fire pit made of stones, providing a cozy gathering spot just outside the cabin. A spacious deck extends from the entrance.
Cabin in Colfax
4.97 out of 5 average rating, 107 reviews

A-Frame DGP | a cozy riverside cabin ~1hr from MSP

This retro, but modern A-frame cabin is tucked neatly into a wooded hillside, overlooking a peaceful river, near Menomonie, WI. ~1 hour from the Twin Cities. The space has been revived by lovers of architecture, design and the great outdoors as a quiet getaway for couples or friends looking to slow down and reconnect. Note: we do not allow parties or pets, and the property isn't suitable for children or those with mobility challenges **please read entire description before booking**

Guest favourite
A bright living area features a comfortable couch with yellow accents and a decorative area rug. Large windows allow natural light to fill the room, offering views of the surrounding greenery. Wall art adds a touch of color to the light-toned walls.
Guest suite in Hixton
4.89 out of 5 average rating, 326 reviews

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.

Superhost
A cozy living area is furnished with a soft couch, a patterned chair, and two side tables. Soft lighting is provided by matching lamps next to the windows, where bright natural light enters. A gentle fan hangs from the ceiling, contributing to a comfortable environment.
Apartment in Eau Claire
4.87 out of 5 average rating, 357 reviews

The Emery Inn

This two-bedroom, one-bath *second story* loft style living space is perfect for your stay in Eau Claire. Boasting a washer and dryer, full kitchen, keyless entry, many windows and comfortable furniture – you will feel right at home in this cozy and functional space. Nestled in a quiet neighborhood minutes away from downtown and UW-Eau Claire. This area offers many options for dining, the arts and shopping. Everything you could want or need is a short drive, bike ride or walk away.

Top Guest favourite
A spacious two-story building is shown with a metal roof and a welcoming front porch. Colorful hanging flower planters add vibrancy, and outdoor seating is arranged near the entrance. The surrounding grassy area offers a relaxed, natural setting.
Guesthouse in Hixton
4.96 out of 5 average rating, 136 reviews

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.

Top Guest favourite
Farm stay in Hixton
5.0 out of 5 average rating, 27 reviews

The RidgeHaus: 40-Acre Farm Stay, Fire Pit & Views

Escape to The RidgeHaus, a horse-friendly retreat on 40 acres in Hixton’s rolling hills. Home to our grazing cattle, part of the land is reserved for the herd, but guests enjoy private yard space, fire pit, and trailer/ATV parking. Stroll quiet country roads, explore antique shops, orchards, and trails, or hunt nearby public lands. Inside, enjoy a full kitchen, high-speed WiFi, and cozy spaces to relax under Wisconsin’s starry skies.

Top Guest favourite
Guest suite in Eleva
5.0 out of 5 average rating, 10 reviews

The Keep at Pleasant Valley | Country Retreat

Rest easy in our handcrafted country retreat just 15 minutes from Eau Claire and 35 minutes from Cadott. Sip your coffee by the fire in the morning and listen to the crickets sing as you watch the stars come awake in the evening. The Keep features a full kitchen with custom hickory and cedar cabinetry, in floor heat for chilly nights, and a large private patio—perfect for grilling out or roasting s’mores. See you soon at the Keep!

Popular amenities for Osseo holiday rentals

  1. Airbnb
  2. United States
  3. Wisconsin
  4. Trempealeau County
  5. Osseo