Family-friendly vacation 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 favorite

The exterior of a wooden log cabin is showcased, featuring a steeply pitched roof and large windows that allow natural light to enter. Surrounding greenery is visible, and flower pots are placed at the base of the cabin, adding a touch of nature to the entryway.

Cabin in Richland Center

4.97 out of 5 average rating, 115 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 favorite

A remodeled country farmhouse is situated on a spacious lawn surrounded by greenery. The building features a pitched roof and a large deck extending from one side, inviting outdoor relaxation. Bright blue skies with wispy clouds create a picturesque backdrop.

Home in Muscoda

4.95 out of 5 average rating, 313 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 favorite

The exterior of the round yurt-style cabin is partially surrounded by lush greenery, with a wooden deck featuring a small seating area. A brick patio includes a built-in fire ring and a charcoal grill, creating a cozy outdoor space for gatherings.

Tiny home in Richland Center

4.91 out of 5 average rating, 273 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.

Top guest favorite

A modern kitchen and dining area are showcased, featuring wooden beams overhead and elegant cabinetry. A dining table is set for four, and stainless steel appliances are visible. Warm lighting casts a glow, creating a welcoming atmosphere in the space.

Bungalow in Richland Center

5 out of 5 average rating, 308 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 favorite

A well-lit living area features hardwood floors and classic wooden doors. A small table is surrounded by two chairs, with a vintage lamp providing soft lighting. Artwork adorns the walls, adding character to the inviting space.

Apartment in Hillsboro

4.88 out of 5 average rating, 104 reviews

The Shopkeeper's Apartment in Yuba

The Shopkeeper’s Apartment in Yuba is the lower rear apartment in a 4-unit commercial brick building. The historically renovated space has a mix of old and new, with hardwood floors, a few restored wooden windows, and a full kitchen and bathroom with a walk-in shower. 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. Most days, you can grab a drink and meal next door at Louie's Bar.

Top guest favorite

An aerial view captures the TerraVista House, surrounded by lush green lawn and colorful autumn trees. A winding gravel road leads to the property, with additional structures visible, including a barn and a shed in the background.

Home in Viola

4.99 out of 5 average rating, 141 reviews

TerraVista House in Driftless Wisconsin

Nestled in SW Wisconsin and the driftless area , this spacious house will let you relax while enjoying the rolling hills. Comfortably sleeps up to 15 with open space to play and places to chill. This house is close to public hunting and fishing, ATV friendly roads ( your own machines), snowmobiling, and an active farming area. Cook family meals in the large kitchen, dining area, or simply enjoy the country peacefulness. TerraVista House is inspected and licensed by the state of Wisconsin.

Guest favorite

The bedroom features a spacious bed dressed in navy bedding, complemented by decorative pillows. A bedside table with a lamp is positioned next to the bed. Natural light filters through a window adorned with dark curtains, while a framed landscape art piece decorates the wall.

Home in Richland Center

4.9 out of 5 average rating, 120 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 favorite

An outdoor fire pit area is surrounded by blue adirondack chairs, set on a gravel circle. Lush green hills and trees form a scenic backdrop under a partly cloudy sky. Colorful flowers line the pathway leading from the house to the fire pit.

Home in Richland Center

5 out of 5 average rating, 108 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 favorite

A fire pit is surrounded by several adirondack chairs on a stone patio. The log cabin is positioned in the background, illuminated by warm light as dusk settles. Green hills and trees provide a natural backdrop, enhancing the outdoor setting.

Cabin in Richland Center

4.9 out of 5 average rating, 146 reviews

The Driftless Escape! Modern, large cabin/57 acres

Nested in between 2 valleys is this abundant log cabin next to a stream. WI river: fishing, tubing, canoeing, water sports 10 min away. Nearby: biking, trout fishing, hiking, cross country skiing, sledding, snowmobiling, wine tasting tours, historic towns and sights. Note some photos are of the surrounding area/opportunities. The 2150 square foot home boasts a fireplace enhanced by a 2 story rock faced chimney, an expansive wrap-around porch, a master suite, and a generous great room.

Guest favorite

A rustic cabin sits surrounded by autumn foliage, showcasing a covered porch with railings. The exterior features a wooden structure with a metal roof, blending harmoniously with the wooded landscape. A hammock is visible in the distance beneath the trees.

Cabin in La Farge

4.95 out of 5 average rating, 208 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 favorite

A single-level home is surrounded by a well-maintained lawn, featuring green grass and a gravel road. The exterior showcases a combination of gray siding and a welcoming porch with seating, bordered by small plants and trees.

Home in Richland Center

4.95 out of 5 average rating, 269 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!

Top guest favorite

The fully equipped kitchen features wooden cabinetry and a double sink, with gray countertops providing ample workspace. A stainless steel refrigerator stands adjacent to the microwave. In the background, the inviting living area is visible, showcasing comfortable seating and ambient lighting.

Loft in Richland Center

4.96 out of 5 average rating, 107 reviews

Downtown Loft

This lovely, fully furnished loft is downtown Richland Center. The perfect place for a professional to live when in southwest Wisconsin on a 1-12 month business assignment. It's furnishings include a quiet patio outback with an outdoor dining area, queen sized bed in bedroom, plenty of closet space, fully functioning kitchen, washer/dryer, clean, updated, and just a short walk to the espresso shop, Occooch Books & libations, as well as other shopping and restaurants.