Family-friendly vacation rentals in Richland County

4.95 out of 5 average rating, 300 reviews

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

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!

4.96 out of 5 average rating, 113 reviews

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

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.

4.94 out of 5 average rating, 213 reviews

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

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.

4.92 out of 5 average rating, 224 reviews

The exterior of The Old Church Inn is shown, featuring a light brown wood siding and a green-metal roof. The building's tall steeple is visible, along with a prominent red door. Three vertical windows line one side, set against a backdrop of green grass and a clear blue sky.

Home in La Farge

The Old Church Inn La Farge

The Old Church Inn La Farge was built in the 1890’s and served as the community’s Free Methodist Church until the early 2000’s.The property has now been converted to a studio rental. This space includes an open kitchen, dining room and living room area along with 2 full-sized beds and a futon. Conveniently located on main street, you’ll find yourself a short walk from downtown businesses, one mile from Organic Valley’s Headquarters and a little over two miles from the Kickapoo Valley Reserve.

Superhost

An open living area features wooden vaulted ceilings and large windows offering expansive views of the surrounding landscape. A cozy seating arrangement with a sofa is positioned near a dining area. A kitchen island with a stone countertop is visible, enhancing the space's functionality.

Guesthouse in Viroqua

4.87 out of 5 average rating, 243 reviews

The Country Loft

Enjoy the country life with great views and a peaceful setting. Fully furnished, full kitchen and bath. Great area for fishing, hunting, biking, horse back riding, hiking, snowmobiling, shoe shoeing, shopping, site seeing, and relaxing! Not far from Westby, LaFarge, Viola, Richland Center, & LaCrosse. A close drive to Kickapoo Valley Reserve, Wild Cat Mountain, and Duck Egg. * This is upstairs only. The bottom of the rental is storage. Note: I offer weekly/monthly discounts

4.9 out of 5 average rating, 144 reviews

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

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.

4.95 out of 5 average rating, 257 reviews

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

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!

4.97 out of 5 average rating, 144 reviews

The cabin's exterior showcases rustic wooden walls complemented by a maroon metal roof. Flower boxes adorn the windows, and a spacious deck features seating arrangements. Lush green landscaping surrounds the cabin, enhancing the tranquil wooded setting.

Cabin in Viroqua

Squirrel Ridge Log Cabin

A cozy cabin nestled in the country side of southwest Wisconsin. This cabin is located on the corner of our 28 acre organic maple syrup farm. The Amish built log cabin is in a wooded area with its own driveway offering privacy for a perfect getaway! Comfortably sleeps 4 adults, which includes a queen bed in the master bedroom, 2 single beds in a loft area, & a queen size pullout sleeper in the main room. Centrally located in the Ocooch Area of WI for excellent trout fishing.

5 out of 5 average rating, 215 reviews

A wooden cabin with a metal roof is set against a backdrop of trees. A spacious deck with railings extends across the front, providing an outdoor area to relax. The lush green lawn leads from the cabin to the surrounding nature.

Cabin in Cashton

Olde Wisconsin Hearth Cabin

Our Cabin is located in the Heart of Amish Country on 44 Acres. (maps for Amish tours located in the cupboard) We have Wild Cat Mountain State Park, 5 miles away for horseback riding, hiking trails, and a scenic overlook. As well as the Kickapoo Wild Life Reserve in Lafarge. There is Canoe, Kayak and tubing rentals at the Kickapoo River 3 miles away. Elroy-Sparta Bike trail is about 15 miles away. We are located off of Highway 33 between Cashton and Ontario WI.

4.9 out of 5 average rating, 221 reviews

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

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.

4.96 out of 5 average rating, 284 reviews

The exterior of the cottage-style home features a brick facade with a stone chimney and green accents. Well-maintained landscaping includes a manicured lawn and shrubs, while the front path leads to a welcoming entrance. A clear blue sky provides a bright backdrop.

Home in Loganville

Hido House - cottage, 1 block from eateries

Enjoy a small village's most iconic home only about 30 minutes from Wisconsin Dells, Baraboo and Spring Green. This cottage-style home was built in the 1920s, and within walking distance to a few delicious eateries & bars. Visit Wis. Dells waterparks, Circus World (Baraboo), Devil's Lake State Park (Baraboo), House on the Rock (Spring Green), American Players Theater (Spring Green), Amish country (Loganville/Hillpoint), and more! We're also licensed & insured.

4.92 out of 5 average rating, 149 reviews

The farmhouse exhibits a white exterior with a green metal roof, surrounded by a well-maintained grassy lawn. Decorative orange pumpkins and yellow mum flowers line the front, while trees provide shade and a sense of privacy.

Home in Soldiers Grove

Driftless Century Farm

Historic farmhouse with modern comfort in the scenic Ocooch Mountains. Originally a one-room log home from the 1800s, this spacious retreat offers peace, charm, and all the comforts of home. Relax in the large backyard, listen to the sounds of nature, and enjoy the quiet beauty of Wisconsin’s driftless region. Perfect for a cozy escape or outdoor adventure.

Vacation rentals for every style

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Kick off your hiking boots at these rustic lodgings

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Stylish accommodations and amenities

Popular amenities for Richland County family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

A modern cabin is set on elevated stilts, surrounded by a blanket of white snow. Soft lighting from multiple windows creates a warm glow against the evening sky. The structure features a spacious balcony, accessible for outdoor enjoyment.

Home in Wisconsin Dells

4 out of 5 average rating, 4 reviews

Beautiful Wisconsin Dells cabin

LilianRating, 5 stars57 months ago

Rea’s place was cozy, comfortable and clean. Would definitely recommend it!

The exterior of a one-story timber cabin is showcased, featuring a sloped roof and large windows. The cabin is surrounded by a grassy area with scattered leaves and trees, offering a natural setting. The warm wood tones of the cabin are highlighted against the earthy landscape.

Condo in Wisconsin Dells

Brian EdwardRating, 5 stars35 months ago

Christmas Mountain Village Timbers

We loved staying in this cabin. The screened in back porch was my favorite. It backed up to the golf course so it was pretty private. The pool and patio/grill area in this section was very nicely kept. The only negative, which may be a positive, is that the wifi has a pretty bad signal. So if you’re planning on doing a lot of work, this might be a problem BUT if you’re looking to get away and have a reason not to get work done, this is perfect. I would happily stay here again.

Two wooden cabins are nestled among tall trees, showcasing a serene natural setting. One cabin features a welcoming porch with light illuminating the entrance, while the other cabin's windows are softly lit, hinting at the cozy interior. A lush green lawn complements the rustic ambiance.

Cabin in Wisconsin Dells

BritishRating, 5 stars39 months ago

Cozy 2 bedroom with Fireplace

I highly recommend this place for a small family or a small group. Riv’s Cottage is so cute and cozy. The staff was nice, everything you needed was on the Resort. I took my kids for Spring Break, we also went into town which is only 10mins away, waterparks, Arcades and good eats! If you want a home away from home check out Riv’s place, you won’t be disappointed.

Cottage in Wisconsin Dells

The resort entrance is framed by lush greenery and decorative flower beds. A rock waterfall feature adds a natural touch, while the spacious driveway leads to a charming building with a sloped roof and wooden accents.

4.84 out of 5 average rating, 50 reviews

Enjoy Fun & Relaxation This Summer in Wis. Dells!

KeithRating, 5 stars9 months ago

Christmas Mountain Resort is a nice place to stay. Been there several times before.

A large outdoor swimming pool is surrounded by lounge chairs arranged neatly on the deck. Umbrellas provide shade for some seating areas. Lush greenery and trees are visible in the background, creating a serene environment.

Cabin in Wisconsin Dells

4.73 out of 5 average rating, 89 reviews

Christmas Mountain 2br Golf 27 holes Pools Ski too

DianaRating, 5 stars9 months ago

We loved loved our stay. Will definitely come back.

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Family- and pet-friendly home rentals

4.97 out of 5 average rating, 37 reviews

A gravel driveway leads to the inviting entrance of a charming home with light siding and a blue roof. A wooden fence borders the front yard, which features green grass and landscaped areas. Lush greenery surrounds the property, enhancing the serene country setting.

Farm stay in Boscobel

Homestead Rural Ranch House

TedRating, 5 stars13 months ago

Owners were very responsive and provided clear directions to the property. Property was as described, no surprises, and worked perfectly as a meeting point for our large group. Kids loved visiting the farm animals! Wouldn't hesitate to book again.

4.89 out of 5 average rating, 238 reviews

A charming country home is shown, set against a backdrop of rolling hills. The exterior features gray siding and a welcoming front porch with steps leading to the entrance. Surrounding landscaping includes a mix of grasses and low shrubs, creating a peaceful outdoor setting.

Home in Soldiers Grove

Simply Creekside, LLC

ChristopherRating, 5 stars3 weeks ago

Simply Creekside is simply the best. Super clean, cozy, and private. Located close to great trout fishing and lovely Driftless towns. Jesse is a fabulous host and I will always keep returning to this location. Thank you for such a lovely stay!

4.9 out of 5 average rating, 290 reviews

A sheltered sitting porch is furnished with a wooden table and six blue Adirondack chairs. A potted flower sits at the center of the table, adding a touch of color. The walls feature circular cutouts, providing an airy feel while maintaining privacy.

Apartment in Viroqua

2 Bedroom Stylish apartment with porch

ChelseaRating, 5 stars2 weeks ago

A perfect spot for a quick trip visiting friends. Highly recommended!

4.86 out of 5 average rating, 326 reviews

A charming playhouse nestled among the trees is visible in the verdant lawn. Sunlight casts soft shadows, enhancing the serene, green landscape, which includes a well-maintained yard and a friendly dog resting against a tree. Fields stretch out in the background.

Loft in Cashton

Loft Guest House on 100+ Acres

CandaceRating, 5 stars1 week ago

Beautiful scenery and very quiet area. The drive over to the air BNB was incredible, almost felt like you were in another country! Lots to explore in the area, plenty of opportunities to take photos. The booking was simple, tidy and easily accessible. Friendly hosts with a good knowledge of the area. The freshwater spring was a huge perk to have access to clean pure drinking water!

4.81 out of 5 average rating, 88 reviews

A dining area features a round table surrounded by four distinctive barrel-style chairs. Behind, a doorway leads to a full kitchen, while additional doors connect to other rooms. Wooden cabinets and decor add to the western theme of the space.

Apartment in Boscobel

Cozy Den In The Country

NathanRating, 5 stars3 weeks ago

Sherri was very personable, down to earth and responsive. We are from the country and Sherri felt like one of our country neighbors. She was very willing to help and accommodate. Would definitely stay there again.

Guesthouse in Spring Green

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.

4.95 out of 5 average rating, 113 reviews

Teacher’s Lounge

HollieRating, 5 stars2 weeks ago

Cute little spot. Great for weekends away. Downtown is walking distance and has a variety of shops. Cell service can be hit or miss, but not fault of host. Daisy is very sweet and will come greet you for pets. House was very comfortable and has everything you need (except washcloths, so if you're used to that bring your own). We enjoyed our time and would recommend it for anyone coming to the area.

4.87 out of 5 average rating, 99 reviews

A renovated farmhouse is set against a backdrop of lush greenery. A red metal roof complements the white exterior, while large front windows provide ample natural light. Colorful flowers adorn the well-manicured lawn, contributing to the tranquil landscape surrounding the home.

Home in La Farge

Bar W Bunkhouse

ThomasRating, 5 stars3 weeks ago

Janis was a wonderful host, and the bunk house was absolutely fantastic! Beautiful views of the Driftless scenery, incredibly comfortable home with plenty of space for a large group. We fished on the local streams for trout, and had plenty of success and tons of fun. Can't recommend Janis' place enough, so thankful; we will be coming back!

A rustic living room features a large stone fireplace as its focal point, complemented by wooden walls. A cozy seating area includes a recliner chair and a wooden coffee table. Natural light filters through sliding glass doors that lead to an outdoor deck.

Home in Lyndon Station

4.47 out of 5 average rating, 53 reviews

Happy Heaven

JasonRating, 5 stars22 months ago

We really enjoyed our stay at Happy Haven. The location is a little remote but it is an extremely comfortable and quiet stay. The house had everything we needed and everything worked well. I highly recommend this house for a stay in the Dells area.

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Family-friendly home rentals with a pool

An outdoor area features a swimming pool shaped like a natural lagoon, surrounded by smooth stones and lounge chairs. Nearby, a fenced patio accommodates several tables and chairs, with well-maintained greenery creating a relaxing environment.

Home in Wisconsin Dells

4 out of 5 average rating, 4 reviews

Beautiful Wisconsin Dells cabin

LilianRating, 5 stars57 months ago

Rea’s place was cozy, comfortable and clean. Would definitely recommend it!

A playground area features a multi-colored, canopy-covered play structure with a slide and swings. The surface is covered with wood chips, and a fenced area highlights a nearby sandpit, offering a space suitable for children to play outdoors.

Condo in Wisconsin Dells

Brian EdwardRating, 5 stars35 months ago

Christmas Mountain Village Timbers

We loved staying in this cabin. The screened in back porch was my favorite. It backed up to the golf course so it was pretty private. The pool and patio/grill area in this section was very nicely kept. The only negative, which may be a positive, is that the wifi has a pretty bad signal. So if you’re planning on doing a lot of work, this might be a problem BUT if you’re looking to get away and have a reason not to get work done, this is perfect. I would happily stay here again.

An indoor pool area features a playful frog-themed sculpture alongside a gentle water slide. Surrounding the pool, comfortable seating areas with tables are visible. Water play equipment is scattered throughout the pool, and large windows allow natural light to fill the space.

Cabin in Wisconsin Dells

BritishRating, 5 stars39 months ago

Cozy 2 bedroom with Fireplace

I highly recommend this place for a small family or a small group. Riv’s Cottage is so cute and cozy. The staff was nice, everything you needed was on the Resort. I took my kids for Spring Break, we also went into town which is only 10mins away, waterparks, Arcades and good eats! If you want a home away from home check out Riv’s place, you won’t be disappointed.