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, 477 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, 268 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

Top guest favourite
A peaceful view reveals a calm pond surrounded by lush greenery, with tall trees and a clear blue sky reflecting off the water's surface. Comfortable outdoor seating and a decorative lantern are positioned on a wooden deck, inviting relaxation.
Cabin in Neillsville
4.95 out of 5 average rating, 171 reviews

Cheerful 2 bedroom cabin with hot tub and pond

This home is just minutes from Lake Arbutus, which has beaches, ATV trails, fishing, boating, swimming, hunting areas and much more. Direct access to ATV/UTV and snowmobile trails! 2 bedrooms with queen size beds; 1 king bed, 1 queen bed and futon in loft. Inflatable kayak and fishing poles for use on the pond or at nearby Lake Arbutus! UTV and Jet Ski rental available on site. We do have a 4 person can-am maverick and 2 Sea Doo jet skis available. Inquire at time of booking for availability.

Guest favourite
A dining area features a large wooden table surrounded by six dark chairs. A chandelier illuminates the space, which includes neutral-colored walls and framed artwork. An archway leads to a cozy living space with a sectional sofa in muted tones.
Home in Eau Claire
4.92 out of 5 average rating, 222 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, 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 cozy cabin exterior showcases a spacious wooden deck with tables and chairs arranged for relaxing. The green front door provides a welcoming entrance, with outdoor lighting suspended above. The surrounding grass and trees enhance the natural setting, inviting guests to unwind in a serene environment.
Cabin in Merrillan
4.98 out of 5 average rating, 50 reviews

Country Creek Retreat

Getaway and unwind at this secluded cozy cabin on 20-acre land. Enjoy the sounds of nature as you take a walk along the creek, relax near the tree-covered pond or warm up by the fire pit. If you’re someone who enjoys the simple things, this is the haven for you. An 8 mile drive to historical Black River Falls will greet you with charming shops, restaurants, and beautiful river views. Also explore nearby Lake Arbutus for a beach day, boating, or fishing. Access to ATV/snowmobile trails.

Top guest favourite
A spacious kitchen features hardwood flooring and rustic wooden walls. Red cabinets and a white stove provide a contrasting color scheme. A dining area with metal stools is visible, positioned near a doorway leading to a cozy living area. Natural light illuminates the space.
Home in Mondovi
4.91 out of 5 average rating, 88 reviews

Little House in the Valley

Little House in the Valley is a must-see property, carefully restored to maintain it's original farmhouse charm while adding the modern touches needed to unwind & recharge. It is situated at the end of a private road, surrounded by 120 acres of fields & rolling hills- a nature lover's dream. Located just minutes from town, golf courses, local wedding venues, snowmobile trails, wineries & so much more. Relax & allow yourself to be embraced by the calming, natural charm of this home.

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, 324 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.

Superhost
A single-story home features a blend of stone and red siding, with a gently sloping roof. Large windows provide ample natural light, while a well-manicured lawn surrounds the exterior. A driveway leads to a garage on the side, and trees are visible in the background.
Home in Independence
4.81 out of 5 average rating, 26 reviews

Elk Creek Vista: Quaint 3br Home

Our home is a great space for people who want to experience nature, while also being a short drive from city comforts. Centrally located between Eau Claire, Lacrosse, and the Mississippi River, you are right near many outdoor activities throughout the year. At the house, you also have a screened in porch off the back which is a great place to enjoy your coffee in the morning or a book in the evening. Our water is the best as we have a reverse osmosis system.

Top guest favourite
Farm stay in Hixton
5 out of 5 average rating, 26 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
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, 152 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.

Popular amenities for Osseo holiday rentals

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