Holiday houses in Whitehall

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Top-rated holiday rentals in Whitehall

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, 486 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

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Top Guest favourite
A wooden tray is positioned on a neatly made bed, featuring a bottle of rose wine and two wine glasses. A small vase with a sprig of greenery adds a touch of freshness, complementing the subtle colors of the decorative pillows and bedspread.
Home in Galesville
4.95 out of 5 average rating, 127 reviews

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.

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Guest favourite
The expansive home is nestled among a vibrant forest of fall foliage, showcasing a rich palette of oranges, yellows, and greens. Large windows reflect the natural beauty surrounding the property, offering a serene view of the landscape.
Home in Winona
4.95 out of 5 average rating, 212 reviews

Beautiful Views of the Mississippi river

Escape to a private Mississippi River retreat on 18 wooded acres. This spacious 6,300 sq ft home sits up high with stunning views of the river. It sleeps up to 14 with 5 bedrooms, 10 beds, and multiple living areas perfect for groups and gatherings. Enjoy a fully stocked kitchen with two fridges, complimentary coffee, laundry, a game room, games, and an outdoor fire pit. Peaceful, secluded, and designed for comfort—your ideal riverside getaway. No pets. Nearly 200 5-star reviews!!!

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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, 141 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.

ValueLocationDecor

Top Guest favourite
The exterior of The Old Mill is shown, featuring a modern structure positioned by the water. A dam is visible in the foreground, while trees provide a natural backdrop, enhancing the serene surroundings. Sunlight illuminates the building, creating a welcoming atmosphere.
Home in Blair
4.97 out of 5 average rating, 70 reviews

The Old Mill

The Old Mill is a beautiful, fully-furnished vacation rental nestled on the banks of Lake Henry and the Trempealeau River in Blair, WI. The Old Mill is perfect for anyone looking to curl up with a good book and enjoy the serenity of a peaceful atmosphere, or for the outdoors enthusiast looking to spend the weekend outdoors doing what they love. Whether you are interested in hunting, fishing, or enjoying local wineries, you'll find the perfect accommodations nearby.

LocationFamilyOutdoor spaces

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
4.77 out of 5 average rating, 30 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.

ValueLocationHospitality

Superhost
A spacious bedroom features a wooden ceiling and warm-toned walls. A large window allows natural light, while a cozy quilt covers the bed. A decorative rug is placed on the wooden floor, and a dresser with a mirror adds functional charm to the room.
Cabin in Hixton
4.9 out of 5 average rating, 556 reviews

Living Waters Cabin Getaway

Stunning 92 acre property. Fishing, swimming, hiking, biking, birding, campfires all in an atmosphere of the great outdoors. Spacious bedroom overlooks acres of wooded scenery and landscapes of the rolling hills of Western Wisconsin. Owners home is located approx. 200 ft from cabin. A 2.5 car garage separates buildings. Second Airbnb is located approximately 200 feet from Cabin however no shared areas and completely private and separate from each other.

FamilyValueKitchen

Guest favourite
A cozy living room features a grand stone fireplace surrounded by natural wood accents. Comfortable leather sofas face a wooden coffee table with decor, while colorful rugs add warmth to the space. Natural light pours in through large windows with wood blinds.
Home in Black River Falls
4.85 out of 5 average rating, 129 reviews

Casa Bella Rosa - Private Custom Estate

Beautiful custom home for up to 18 guests, located on a private estate just minutes from town. The perfect location for a large group to gather. The entire lower level is set up for fun with a game room, featuring a poker table, entertainment center and sound system, pool table, shuffleboard table, air hockey, tables and extra seating. Walking trails, wooded acreage and beautiful gardens throughout. We welcome all guests and treat you like family.

ValueFamilyCheckout

Guest favourite
The open kitchen features wooden cabinets and stainless-steel appliances, complemented by a dining area with a circular table surrounded by six wooden chairs. Natural light floods through large windows, illuminating the polished hardwood floor.
Home in Blair
4.83 out of 5 average rating, 81 reviews

Med Park House

Bring the whole family to this great place with lots of room for fun. 4 bedroom 2 full bath house, comes with TV and wifi, pots and pans for cooking, plates, cutlery etc. Pond in the backyard for swimming and fishing, Zipline , private overhang for family get togethers, We also have campers so you may have occasional neighbors! This is country living, nothing fancy but homey and comfy!! As of Oct 2025, we have added a shower house by the pond!

LocationFamilyPets

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, 187 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.

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Top Guest favourite
Guesthouse in Whitehall
4.96 out of 5 average rating, 155 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.

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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, 244 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.

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Popular amenities for Whitehall holiday rentals