Holiday rentals 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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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, 472 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 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, 265 reviews

Stunning Views! - Bunker Hill @HighPointRetreats

Perched in the solitude of nature, our ridge top cabin offers a picturesque view at one of the top elevations in all La Crosse County. Cozy up to your loved ones, relax with friends, or find inspiration in this luxury cabin in the woods. Bunker Hill sleeps four and is non-smoking. Get your front row sunset seats on the private patio and relax by the fire. Immerse yourself in the tranquility and come stay us. *Check out our six other one-of-a-kind retreats listed on Airbnb located in Mindoro, WI

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Home in Eau Claire
4.92 out of 5 average rating, 216 reviews

Bellevue bnb

This newly remodeled, conveniently located house is so comfortable that you won't want to go home. Memory foam beds in every room provide restful sleep and the 65 inch TV is perfect for watching your favorite shows or games. Enjoy the spacious front and back porch with friends and family. Off street parking, fully equipped kitchen, comfy patio furniture, coffee bar, spotless rooms, washer and dryer and unique artwork are just a few of the things that will make your stay relaxing and memorable.

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 out of 5 average rating, 204 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.

Guest favourite
The exterior of the lakeside home is shown, surrounded by trees with bright green leaves. A wooden deck is visible, along with a private dock leading to calm water. A canoe rests on the shore, and steps ascend from the water to the property.
Home in Chippewa Falls
4.96 out of 5 average rating, 312 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
Guest suite in Hixton
4.9 out of 5 average rating, 320 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.

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.
Guest house 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
The exterior of a red home is visible, featuring large windows and a deck with an umbrella. A rocky landscape with various sizes of stones gently slopes towards the back of the property, surrounding the house and enhancing its natural setting.
Home in Cadott
4.97 out of 5 average rating, 123 reviews

Riverside Retreat

Relax with the whole family at this peaceful place to stay. Riverside Retreat offers all the amenities for a fun and relaxing stay. BBQ on back patio while listening to the River flow by. Relax by the fire or on a rainy day play a game of pool inside. Located on the Yellow River and within minutes of many Wedding Venues & Country Fest. Sunroom offers an evening glistening of the rapids,and the covered front porch is a wonderful place to start out the day

Top guest favourite
A wooden sauna is positioned in the center of a rustic room with exposed beams and corrugated metal walls. Two wooden rocking chairs sit nearby. Light enters through several windows, and a basket is placed on the floor, enhancing the inviting, serene environment.
Home in Stockholm
4.96 out of 5 average rating, 282 reviews

Bogus Valley Holm Country/Farm Pepin/Stockholm

Come to the country and enjoy lodging at our Bogus Valley Holm. Located in picturesque Bogus Valley, between Pepin and Stockholm Wisconsin. Just a short drive to the area wedding venues and other West Coast Wisconsin attractions. This vintage home farmstead on 4 acres, was built in the mid 1850s and has old world character architecture with the comforts of modern-day amenities. If you are looking for a quiet rural getaway, this is your place.

Top guest favourite
The exterior of the lodge is shown from a distance, with the building set on a slight hill. Two trees with vibrant autumn foliage flank the structure, and a covered deck extends along part of the front. A clear blue sky provides a contrasting backdrop.
Home in Arcadia
4.95 out of 5 average rating, 182 reviews

Sonney Lodge

Perched on a hilltop in scenic Newcomb Valley, Sonney Lodge provides a quiet, country setting while still only a 10 minute drive to downtown Arcadia. Located on a dead end with a private drive and no through traffic, the lodge features 3 bedrooms, 2 bathrooms, a full kitchen, dining room and lower level entertainment room. A covered deck wraps around 2 sides of the home offering spectacular views of the surrounding hills and countryside.

Top guest favourite
A rustic red barn-style structure is surrounded by snow-covered trees, creating a serene winter scene. The building features white accents and a porch area, with snow blanketing the ground and clinging to the branches of nearby trees.
Guest house in Whitehall
4.96 out of 5 average rating, 148 reviews

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.

Top guest favourite
A stylish kitchen and dining area are showcased under a vaulted ceiling with wooden beams. Dark cabinetry contrasts with light countertops. A wooden dining table is surrounded by four white chairs, with a patterned rug beneath. Natural light enters through a large window, offering a serene view.
Home in Osseo
4.93 out of 5 average rating, 233 reviews

Secluded Modern Farmhouse

Escape the busy day to day hustle and come relax at this secluded stylish farmhouse located on peaceful private road and 30 acres. Spend time hiking, snowshoeing, or relaxing by the fire pit. Bring the snowmobiles, or UTV'S / ATV'S and jump on the trails. Home offers 3 bedrooms, 2 bathrooms, laundry, custom kitchen, and a 2 car attached garage. We are pet friendly and offer high speed internet.

Popular amenities for Osseo holiday rentals

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