Places to stay in Hillsboro

Book unique places to stay, houses, and more on Airbnb

Top-rated places to stay in Hillsboro

Guests agree: these places to stay are highly rated for location, cleanliness, and more.

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Top guest favorite

Bungalow in Richland Center

5 out of 5 average rating, 291 reviews

Glory View Ridgetop Bungalow

Farmhouse Bungalow sits on top of a ridge in the Southwest WI driftless area, boasting spectacular views. A site that works for anyone from a relaxing retreat to a great spot for adventures. Fall photography dream, cyclists paradise, star gazing/campfire, hiking, kayaking, canoeing, fly fishing, Frank Lloyd Wright, WI Dells and other local attractions. The home was completely renovated with all the modern conveniences but the Farmhouse charm. A sleeping loft adds additional functionality.

Top guest favorite

A spacious deck is furnished with comfortable woven seating, including several armchairs and a large sectional. Soft outdoor lighting creates a warm ambiance, while potted flowers add a touch of color against the wooden railing and lush greenery in the background.

Home in Baraboo

5 out of 5 average rating, 79 reviews

Hawsin Haven

Welcome to our spacious three-bedroom home nearby the Dells and Devil’s Lake! You’re only 6 mi from the lake and 12 mi from the heart of the Dells. Enjoy our modern home with rustic decor. It is on the edge of the city of Baraboo; so you’re close to the action but far enough away to feel like you’re in the country. You’ll feel at home with a full kitchen, large deck overlooking the woods, laundry room, game center, and an 89” TV in the living room. Outdoor grill/firepit coming next year!

Guest favorite

A rustic cabin is situated among greenery, featuring a stone path leading to a fire pit surrounded by light blue chairs. The cabin has a covered porch and a large window, providing a connection to the natural landscape.

Cottage in Stoddard

4.92 out of 5 average rating, 244 reviews

Stylish 1 bedroom cottage on the Mississippi River

This unique place has a style all its own. Conveniently located by the Mississippi River and highway 35. The place gives you a cabin feel close to La Crosse! Goose Island is 5 minutes away. Great spot for bird watching, fishing, kayaking, boat launches, hiking or frisbee golf. Mt. La Crosse is super close to enjoy skiing/snowboarding. 15 minute drive to downtown La Crosse and 3 miles North of Stoddard puts you in a great central location for the area. Pets are welcome. No cleaning fee!

Top guest favorite

A quaint stone cottage with a gable roof and light-colored siding is shown. The front door, framed by two large windows, provides a welcoming touch. A well-maintained lawn with potted plants is visible, enhancing the cottage's charm in a peaceful neighborhood setting.

Cottage in Avoca

4.96 out of 5 average rating, 50 reviews

The Avoca Stone Cottage

Our 1860’s Stone cottage has historical significance and a great blend of old and new to provide a peaceful and memorable stay. It’s one bedroom one bath with fully furnished kitchen and kitchen island to eat at. Lots of books and games to stimulate you and our village has themed mini free libraries to go on a book treasure hunt. We are close to The House on the Rock, Cave of the mounds , Governor Dodge state park, Avoca prairie savanna , American Players Theater and several wineries.

Guest favorite

Cabin in Mindoro

4.97 out of 5 average rating, 107 reviews

Stunning Views! - Pettinger @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. Pettinger cabin is named after Petting Summit located just east of the cabin. Pettinger 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.

Top guest favorite

A hot tub sits on a patio, surrounded by a well-maintained yard. Colorful fall foliage is visible in the background, with vibrant red and yellow leaves contrasting against a white privacy fence. Steam rises gently from the water, suggesting a warm and inviting experience.

Home in Spring Green

4.94 out of 5 average rating, 87 reviews

Hot Tub/$0 Cleaning Fee/Golf Course/The Hemlock

Our 4 bedroom, 2.5 bath home in downtown Spring Green, Home to Frank Lloyd Wright’s Taliesin, American Players Theater, the House on the Rock, and Tower Hill State Park, the vibrant village of Spring Green is a place where nature and art meet. Just 45 minutes from Madison, And the Dells Waterpark. Do You enjoy Golfing Or snow mobile Riding? Relax with the whole family at this peaceful place to stay. walk to downtown or the Rec Park with soft ball diamond and skate board Park.

Superhost

A log cabin exterior is illuminated under the evening sky, highlighting the architectural features of the sloped roof and exposed beams. A spacious porch is supported by sturdy posts, with lights providing a warm glow, inviting guests to enjoy the surrounding outdoor space.

Cabin in Warrens

4.86 out of 5 average rating, 57 reviews

Cheerful 305 Hilltop Cabin near 3 Bears & Trails

Privately owned, fully furnished single family log cabin near Three Bears Resort, Jellystone Campground, and ATV/UTV trails in beautiful Warrens, WI. (Passes not included.) Close proximity with nearby access to 100’s of miles of ATV/UTV/snowmobile trails! Golf cars available for rent- first come, first serve! Other cabins available for larger parties with the ability to sleep up to 62 people! (Look for Yogi Cabin units 311, 718 & 901,903,905,907,909 on AirBNB.)

Top guest favorite

An aerial view captures a multi-story building surrounded by green lawns and trees. A pond is visible in the foreground, with a golf course nearby. The landscape shows a blend of natural beauty and developed spaces, suggesting a peaceful setting close to various amenities.

Condo in Wisconsin Dells

4.96 out of 5 average rating, 25 reviews

Studio on the Green - 2BD just Walk to Attractions

Studio on the Green by Great Lakes Getaways! Welcome to our freshly remodeled studio in Chula Vista, Wisconsin Dells! Enjoy two full-size beds, a smart TV, a fully equipped kitchen, and a full bathroom. Conveniently located on the first floor, this privately owned and managed studio is in the heart of vacation country, close to all the exciting attractions. Perfect for a solo escape or a couple's retreat, experience comfort in one of Wisconsin's premier destinations.

Top guest favorite

Home in Waterville

4.99 out of 5 average rating, 141 reviews

Chimney Rock Retreat

Beautiful, Peaceful Setting to get away and unwind. Quiet and Private for a Couples Retreat, Weekend Getaway, or Family Gathering. The House is nestled among the trees, up on a lovely hill. Scenic views and walking trails through the woods. Relaxing and Private. Campfire Pit for fun outdoors on chilly evenings. Nightly Price Listed for 1-6 Guests; Groups of 7-10 will have additional fees. Only Registered Guests are allowed on the Property during your stay

Top guest favorite

A staircase with wooden stairs features a black-painted riser. Light-filled walls frame a doorway that leads to a combined living and bedroom area in the background. A chair is positioned at a small table to the left, enhancing the inviting flow of the space.

Apartment in Viroqua

4.98 out of 5 average rating, 134 reviews

Two Bedroom upstairs airy modern apartment

This upper level apartment has beautiful natural light, a combined living/dining space, two well-appointed bedrooms with built-in desks, a fully furnished vintage kitchen, a full bath, and a private deck. It is available at a discounted price for longer stays. This apartment is part of three apartments in an older home but has a private indoor and outdoor access point. Two queen beds, one single bed and one sleeper sofa. Reserved parking by the entry door.

Guest favorite

A cabin-style home is nestled among tall pine trees, illuminated by warm outdoor lights. An inviting deck is visible, furnished with seating. Large glass doors lead into the interior, showcasing a cozy atmosphere. The setting maintains a peaceful and serene ambiance.

Cabin in Wisconsin Dells

4.88 out of 5 average rating, 214 reviews

Lake-view 3-bedroom Cabin Home on Lake Delton

Our place is close to ALL Lake Delton, WI Dells Downtown attractions. You’ll love our place because of the views of lake & pine trees, quiet setting, brand-new remolded interior with upscale furnishings, high ceilings, and the cabin coziness. Our Large, cabin accommodates up to 8 people very comfortable at over 1600 sq. ft. Best Resort in Town!!! Family fun atmosphere with two sandy beaches & large swimming pool. Kids love to fish off the piers.

Superhost

The spacious indoor pool area features a large swimming pool with clear blue water. A hot tub is positioned by the edge, with bubbling water visible. Adjacent seating is available along with lounge chairs, while large windows provide ample lighting.

Condo in Wisconsin Dells

4.84 out of 5 average rating, 55 reviews

YourBohoRetreat+FREE Waterpark Passes

DELLS VACATIONS CLUB SPECIALS: 1. BOOK 4 NIGHTS OR MORE & GET 2 MT. OLYMPUS WATER PARK PASSES 2. TWO FREE SPLASH PASSES, OFFERING OVER 70 BUY 1 GET 1 DISCOUNTS. 3. EXCLUSIVE DISCOUNTS FOR GOLF, ADVENTURES, WATER PARKS, RESTAURANTS & THEATER Check below for more Discounts & FREE Passes! Enjoy a stylish experience at this centrally-located place. Take advantage of this beautiful remodeled condo within minutes away from all attractions .