Family-friendly holiday rentals in Richland County

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Top-rated family-friendly rentals in Richland County

Guests agree: These family-friendly homes are highly rated for location, cleanliness and more.

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Top Guest favourite

Cabin in Hill Point

4.97 out of 5 average rating, 564 reviews

Big R's Retreat Secluded and located in Nature

Welcome to our home: where we have found peace and relaxation for over 20 years. A German native, Big R fell in love with the open land and rolling hills of Wisconsin, becoming a US citizen in the 80s. He met Curly, a Chicago city girl, who brought a little city to his country life. They enjoy raising buffalo and spending warmer days on their porch enjoying the fresh air and beautiful views (with no mosquitos!). Now they want to share their idyllic and peaceful home with you. Drive down a dead-end road and pull up to a rustic cabin filled with high-tech and cozy amenities. We have something for everyone with a gas fireplace, tv (complete with dish, Cinemax, HBO and a Bluetooth sound system), board games and a full kitchen. Take a drink outside to soak in the hot tub or sit around the campfire. When the day is done, you will fall asleep instantly on the memory foam bed, either in the loft or the bedroom, and wake up to a beautiful sunrise looking out over your little getaway.

Guest favourite

Cabin in Richland Center

4.96 out of 5 average rating, 120 reviews

Tree Bear Cabin, on a 67 acre Tree Farm

Step away from the demands of life into this hidden gem. Tree Bear Cabin is a 100% real wood log cabin above the bustle of town, nestled among a 67-acre tree farm. Enjoy the quiet of the forest, and the cozy cabin interior. Play games on the wide lawn, explore the trails throughout the property, and make the most of your trip with our noon check-in time and 4 pm check-out times! Activities close by include fishing, kayaking, hiking, wine tasting, UTV Tours, and visiting local shops & Orchards!

Guest favourite

Home in Muscoda

4.95 out of 5 average rating, 317 reviews

Century Old Charming Farmhouse Atop Rolling Hills

All Season fun! A place to get out in the fresh air, sit by the campfire, & gaze at the stars. Fish the many TROUT streams nearby. Hike, bike, and horseback trails at Ash Creek Forest. WI River-4 miles away. Wild Hills Winery - right next door! Richland Center offers a Drive-in, Pine River Trails & Kayaking, beautiful parks, aquatic center, 18 hole disc golf course, books, coffee shop. Eagle Cave is a fun,brief, tour -10 miles away. *NOTE: NO PETS, NO SMOKING! **WE ARE 1 Hour from the DELLS!

Guest favourite

Tiny home in Richland Center

4.91 out of 5 average rating, 276 reviews

Little Round Cabin on the Pine 2 - The "Pine Cone"

The 250 square foot "Pine Cone" is a one room, round yurt-style cabin located on our 8 acre property. We border the Pine River in Richland County, center of the beautiful Driftless region of southwest Wisconsin. Perfect for a quiet, nature-based retreat, we are less than four hours drive from Chicago, Milwaukee, and the Twin Cities. Staying with us supports our nonprofit, My Renewed Hope, which assists those living with or recovering from cancer. Read on for more info about the space and area.

Guest favourite

Apartment in Hillsboro

4.95 out of 5 average rating, 119 reviews

Yuba State Bank Apartment

The Yuba State Bank Apartment is the lower front apartment in a 4-unit commercial brick building. The historically renovated space has a mix of old and new, with hardwood floors, large storefront windows, a full kitchen and bathroom, and the bank vault off one of the two bedrooms. The apartment is located in the quaint village of Yuba (pop. 53), which is the smallest incorporated village in Wisconsin, 15 minutes (11 miles) from Hillsboro. You can grab a drink and meal next door at Louie's Bar.

Top Guest favourite

Bungalow in Richland Center

5 out of 5 average rating, 311 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.

Guest favourite

Home in Richland Center

4.9 out of 5 average rating, 124 reviews

The Sweet Suite

The Sweet Suite is an upper duplex unit. We are located in the middle of the Driftless Area known for its scenic beauty and charm. A comfortable country atmosphere ideal for relaxation. We welcome traveling nurses! Feel free to inquire about a longer stay. The distance is: 8 miles to Richland Hospital in Richland Center 19 miles to Muscoda Health Center in Muscoda 24 miles to Gundersen St Joseph's Hospital in Hillsboro The location is also ideal for hunters and other sports enthusiasts.

Top Guest favourite

Home in Richland Center

5 out of 5 average rating, 113 reviews

Twin Pines Ridgetop Home

All new renovated home atop a beautiful bluff in the Driftless Area. This house is set perfect for some of the most beautiful views in the area. Enjoy a cup of coffee around the gas fire pit on the front porch overlooking the the valley. Then transition to the back porch at night for more great views around the campfire. Everything about this house and the area will make you want to stay longer. Come stay at Twin Pines! ●41 miles from Wisconsin Dells ●42 miles from Devils Lake State Park

Guest favourite

Tiny home in Richland Center

4.96 out of 5 average rating, 187 reviews

Walnut Cabin w/Sauna-Dog Friendly

We designed this space for a cozy getaway. The overall goal of the design was a connection with nature and with the one you love, highlighting the beauty of the Driftless region. Use the onsite sauna or outdoor tub for a unique experience. Connect with nature in the Driftless Area of SW Wisconsin, drive to one of the attractions from this central location including the House on the Rock, Taliesin, Devil’s Lake Park, and more. Bring your canine companion as well, there is acreage to roam.

Guest favourite

Cabin in La Farge

4.95 out of 5 average rating, 211 reviews

Back Roads Cabin Retreat

Enjoy a weekend off the grid in our rustic cabin on 30 acres of wooded serenity. Watch the sunset on the covered porch, or relax around a campfire. Feel free to explore the woods taking a hike on the network of trails. Nearby you can visit winery's, Wildcat Mountain State Park, the Kickapoo Valley Reserve and more. The driftless region is known for great fishing, scenic drives through the hills and biking. Contact us about additional camp sites on the property for larger groups.

Top Guest favourite

Home in Richland Center

4.95 out of 5 average rating, 272 reviews

Gramps Getaway

Gramps Getaway is a spacious 3 bedroom 2 Bath home five minutes from Richland Center, Featuring a new Amish made kitchen and lots of open spaces. Located on a quiet Lane, enjoy hiking, bicycling, or simply enjoy the quietness of country life. Gramps Getaway is a family friendly, all on one level home, You will enjoy the comfy gas fireplace in the Sun Room We have a gas grill on the back deck, lots of yard to roam and a life size Checker board and fire pit area for your enjoyment!

Guest favourite

Chalet in Muscoda

4.92 out of 5 average rating, 176 reviews

Riverside Chalet, LLC.

Welcome to the Wisconsin River! Our 1750 sq. ft. cozy riverside chalet features 300 feet of river frontage, master bedroom in the loft, deck overlooking the river, bunk beds, full kitchen, propane fireplace, firepit, and a natural spring running through the yard. The property offers stunning views from every room in the house as well as easy access to the river. Our location has a beautiful view, stunning in fact, but we are very close to Hwy. 60 and there is heavy traffic noise.