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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Guest favorite

A charming white cottage features a well-maintained exterior, highlighted by two dormer windows. A welcoming front porch is adorned with two wooden chairs and flower planters, adding a touch of color. Lush greenery surrounds the property, enhancing the rural setting.

Loft in Cashton

4.86 out of 5 average rating, 322 reviews

Loft Guest House on 100+ Acres

Plumfield Stable is a family homestead that is located on 100+ -acres of beautiful, rolling farmland located within the Eurkea Maple Woods of Wisconsin's Driftless Region. While you're here, you will enjoy the beauty of the hills and valleys as you view the immediate area from our ridgetop location and the quiet setting on a dead-end road. In addition to the breathtaking night sky and its incomprable display of stars, we often have an unobstructed view of sunrises and sunsets. You'll see our Amish neighbors farming their land or heading to town in their buggies. You are also likely to see deer and wild turkeys in the fields. Family Friendly? For the interest of children, there is a neat playhouse, as well as a 3-level tree house to explore. In the spring and summer, the children can also enjoy the baby ducks, baby goats, and baby rabbits.For the toddlers, there is an enclosed play area with a sandbox and swings. Fun Things to Do at Plumfield Stable Canoe on the Kickapoo River. Bike on the Sparta/Elroy bike trail or on the La Crosse River Bike Trail. Both are within 15 miles. Hike and Horseback Ride on trails in the beautiful Wildcat Mountain State Park. For the fishing enthusiasts, there are several rivers and streams within 20 miles. Golf on any of the three, public courses within 15 miles of our stable. Shop the large, Amish community nearby. There are bakeries and candy shops to explore and quilts, crafts, and other Amish goods for sale. Tours are available. Boat or take a cruise on the Mighty Mississippi River!

Guest favorite

A spacious kitchen area is highlighted by a wooden ceiling and a large granite countertop with seating for several. Dark wood cabinetry complements the space, while a black refrigerator stands against the wall. Warm lighting enhances the inviting atmosphere.

Loft in Ontario

4.97 out of 5 average rating, 149 reviews

Hansen House

My place is close to great views and family-friendly activities. My place is good for couples, solo adventurers, business travelers, families, and big groups. Located in the small town of Ontario, WI the suite has a full kitchen and bathroom. Includes a pool table and Foosball table. 2 queen beds, 2 queen sleeper-sofas, 1 full-size bed, and 1 full sleeper-sofa . DirectTV & WiFi.The 1100 square foot suite is located above our garage has its own entrance. Newly completed and includes every thing.

Top 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, 298 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!

Top guest favorite

The cozy cabin features a log exterior with a welcoming deck surrounded by nature. The structure is set on a slight incline, decorated with stone landscaping and a few pumpkins. Trees frame the background, contributing to the serene atmosphere.

Cabin in Boscobel

4.95 out of 5 average rating, 110 reviews

Cozy creekside Driftless Log Cabin on beaver pond!

Peeping frogs, singing birds, rustling trees, hooting owls, gurgling creek, howling coyotes: these sounds will surround you during a week here! Cabin is cozy, with an aesthetic we're calling (coining?:) supper-club-chic. The perfect place to read, relax, reconnect. Nestled in the heart of Wisconsin's Driftless area, a remote, lovely, nearly-wild kingdom, easy driving distance from Chicago and Madison. 45 minutes to Taliesin, 10 minutes to the Wisconsin River, epic bike rides out the front door.

Guest favorite

A restored red cabin is set amidst a lush green lawn, surrounded by trees. Large windows provide natural light to the inviting interior. The sloping hills of the farm are visible in the background, creating a serene rural atmosphere.

Farm stay in Plain

4.94 out of 5 average rating, 209 reviews

Grateful Farms Cabin: Hills, Creek, Gorgeous Views

Fully-renovated 1890s cabin located on a 60+ acre farm just north of Spring Green. The cabin has radiant floor heat, is air conditioned, has a small kitchenette, bathroom with shower, and wireless internet. The farm has a barn from 1895, a main home built in 1923, apple trees, hiking trails, creek with a swimming hole, and a large hill with marvelous views. Make this your private weekend cabin or a longer-term retreat. Farm powered primarily by a large solar array atop one of the barns.

Superhost

A charming white cottage is surrounded by greenery, featuring a sloped roof and a prominent red chimney. A covered porch with white railings offers a welcoming entrance, while large windows allow natural light to fill the interior.

Cottage in Arena

4.89 out of 5 average rating, 291 reviews

Sugarland Cottage

The Sugarland cottage is designed to accommodate up to 8 guests. It has a full kitchen, bathroom with shower, two bedrooms, one with a queen bed and the other with a double and 2 twin beds. Downstairs is a pull out queen sized Murphy bed. Situated in a major southern Wisconsin tourism area, Sugarland cottage is close to the Wisconsin River and only 30 minutes from Madison and 10 minutes from Spring Green home of Frank Lloyd Wright’s Taliesin, American Player’s Theater, and House on the Rock.

Top guest favorite

A well-maintained garden area features a variety of plants and flowers, surrounded by decorative stone paths. Two comfortable outdoor chairs sit adjacent to a small fire pit, with a patio umbrella providing shade. A gas grill is visible nearby, completing the inviting outdoor space.

Guesthouse in Spring Green

4.95 out of 5 average rating, 111 reviews

Teacher’s Lounge

One bedroom suite within walking distance of downtown, beautiful Spring Green, WI. Enjoy small town living at it's best. Free Wi-fi and Chromecast TV. A/C, kitchen, & full bath. Easy parking, & access to parks, village pool, & many shops, restaurants & bars. A few miles from APT, Taliesin, House on The Rock & Gov Dodge. Pets <50 lbs welcome, they are not allowed on ANY furniture, if evidence is found of such, you’ll be charged for replacement of damaged property. $25/animal fee per visit.

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, 143 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.

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, 253 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 favorite

A modern cabin is seen perched on a hillside, surrounded by tall trees. The cabin features a welcoming deck overlooking a tranquil pond with clear water reflecting the natural surroundings. The landscape includes gently sloping greenery leading to the water's edge.

Cabin in Readstown

4.89 out of 5 average rating, 219 reviews

Driftless Cabin Acreage, valley stream & pond

Modern Amish built cabin secluded on a hillside. Comforts+rustic charm, nestled in a ruggedly beautiful Driftless valley 10 mi. to Viroqua. Deck & patio overlooking pond, stream and natural springs; surrounded by steep ridges. *Freezing temperatures make slick conditions possible throughout the property.* 5 queen beds +sleeper sofa & 2 full bathrooms. Basement makes for a good “suite” w/ Couch or air mattress. AC & furnace, wood stove, stocked kitchen & good WiFi.

Top guest favorite

A combined living and dining area features hardwood flooring and large windows allowing natural light to fill the space. A dark leather sofa is accompanied by a matching ottoman and a plant. A dining table with wooden chairs is positioned nearby, adding to the inviting layout.

Apartment in Viroqua

4.98 out of 5 average rating, 138 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.

Top guest favorite

A character home with a modern exterior features a light-colored facade and a distinctive metal roof. A welcoming porch with a railing is visible in front, and a large tree provides shade nearby. A fenced yard offers privacy, enhancing the home's inviting appearance.

Home in Viroqua

4.99 out of 5 average rating, 151 reviews

Driftless House

Character home located in the heart of Viroqua ("The Heart of the Driftless"). Recently remodeled. Locally made Amish furniture; 1930's look and feel; original hw floors and layout. Near trout creeks. Two minute walk to Driftless Angler and downtown amenities; kitty corner to Driftless Cafe. Gas BBQ. Patio dining. Outdoor fire pit. Central A/C. Washer&drier. PROFESSIONALLY CLEANED. No chores. See guest reviews for insights about the house!