Family-friendly vacation rentals in Baraboo

A quaint gray house features a dark front door framed by two windows with flower boxes. A stone path leads to the entrance, surrounded by lush green grass and shrubs. The home's simple design is complemented by a picturesque backdrop of leafy trees.

4.96 out of 5 average rating, 146 reviews

Cottage Near Devil's Lake

Perfect Location! Under ten minutes to almost everything. Our cozy and romantic getaway is nestled in the scenic Baraboo Bluffs, just minutes to Devil's Lake, Devil's Head Resort, Historic Downtown Baraboo, wineries, distilleries & more. Take the picnic set to Devil's Lake or Parfrey's Glen, then relax on the patio for smores and yard games around the fire pit. Finish the evening snuggled up with wine & vinyl on the player. We have ample parking so bring the boat, we'd love to help you getaway.

The house is illuminated at night, revealing a spacious deck adorned with soft lighting. Large windows display a welcoming interior ambiance. The surrounding garden features lush greenery and blooming flowers, while the towering trees create a serene backdrop.

5 out of 5 average rating, 157 reviews

Crown Lodge, Baraboo Bluffs

Nestled deep in the Baraboo Bluffs on a dead-end country road. A true cabin-in-the-woods feel without sacrificing space or amenities. Perfect for family getaways, outdoor enthusiasts, or anyone craving a peaceful recharge. Whether you’re sipping coffee or drinks on the deck while watching wildlife, hiking the bluffs, skiing nearby or visiting the Dells, there’s no shortage of things to do, or not do! Minutes from Devil’s Lake, Devil’s Head Resort, Ice Age Trails & 25 minutes to Wisconsin Dells

4.95 out of 5 average rating, 484 reviews

Cabin in Adams

Cozy Log Cabin in the Woods

Adams County TRH License #7333 Welcome to the Lucky Dog Cabin! Nestled in the trees, our charming log cabin is located 25 minutes North of the Wisconsin Dells and less than 10 minutes from Castle Rock Lake, Wisconsin River, and Quincy Bluff State Park. Come relax, unplug, and get away from it all. Enjoy the fresh air, starry nights, and peaceful nature sounds. Our 9 acre property offers a beautiful trail that leads to gorgeous sunset views, through the forest. A true nature-lover's paradise!

4.99 out of 5 average rating, 112 reviews

NEW Hot Tub! Perfect Location, Downtown Baraboo

Welcome to this thoughtfully renovated 80-year-old home that lives in the heart of Baraboo. With its perfect blend of vintage charm and modern comfort, this adorable home will be the perfect getaway. From being in the perfect neighborly location between Wisconsin Dells and Devils Lake State Park you have endless options to cater to any of your desires. You are only: 2 min to Downtown Baraboo 4 min to Circus World 11 min to Devils Lake 18 min to Wisconsin Dells 18 min to Cascade Mountain

4.91 out of 5 average rating, 206 reviews

Bungalow in Baraboo

Close to Wisconsin Dells freshly renovated home!

Beautiful bungalow located 15 minutes away from Lake Delton and all Wisconsin Dells attractions. And 4 minutes from gorgeous Devils Lake park. 15 minutes from all 3 different winter activities. Place has a beautiful sunroom, where you can enjoy a quiet neighborhood and read a book on the swing chair. House comes with a full kitchen, air fryer, coffee maker etc. Wi-Fi and electric fireplace. Fire pit with comfy chairs. We have variety of board games. House could accommodate up to 9 people.

The exterior of the log cabin features rich, dark wood and smooth stone elements, contrasting harmoniously with the blue sky. Large windows allow natural light to brighten the living space, while double balconies provide outdoor seating areas for relaxation.

4.97 out of 5 average rating, 276 reviews

Lovely Devils Lake Cabin Baraboo Dells Huge Yard!

The Devils Lake Grand Cabin is a beautifully built Amish log cabin located next to the entrance of Devil’s Lake State Park (Wisconsin’s largest & busiest state park). 1 mile to North Shore beach. 8 miles to Devil’s Head Ski Resort. 15 miles to Cascade Mountain. 15 miles to Wisconsin Dells. The Tumbled Rock Microbrewery/Restaurant has live music during the summer, which you can view from the front porch. The cabin boasts a huge backyard that your family & friends will enjoy.

A cozy nook features a large window adorned with a stained glass design, allowing natural light to fill the space. A plush armchair sits beside a simple blue table, while a window seat is decorated with soft cushions, inviting relaxation in a wooden interior.

4.98 out of 5 average rating, 379 reviews

Private Baraboo Bluffs Cabin with Peacocks!

This is a beautiful getaway surrounded by nature. It’s on 180 acres with walking trails. The vibe is unbeatable. You will find your peace. Hike! Relax in nature! Way up in the Baraboo bluffs and right by some of Wisconsin's favorite attractions. Minutes away from Devil’s Lake, ski hills and great hiking. Relax by the fire surrounded by nature. Nature therapy! Forest, wildflowers, and peacocks right out your window. Dogs allowed with prior approval but no other pets

4.99 out of 5 average rating, 134 reviews

A scenic view showcases the modern home nestled among vibrant trees on a Christmas tree farm. Rolling hills are seen in the background, adorned with foliage in shades of red, orange, and green. Neatly arranged rows of Christmas trees line the foreground.

Home in Merrimac

Real Christmas Tree Farm! Skiing nearby

Get lost in nature and stay where the magic grows on a real Christmas tree farm! Situated on rolling hills below the Baraboo bluffs, this 125 acre farm and nature preserve has several miles of hike/bike/ski trails, a private lake and two creeks. Modern home in a quiet rural neighborhood. Easy drive on beautiful country roads to the many attractions in the area--less than 10 minutes to Devil's Lake State Park, Lake Wisconsin as well as Devil's Head & Cascade ski areas.

4.96 out of 5 average rating, 182 reviews

The exterior of a green cottage is surrounded by trees, featuring a welcoming front porch with a swing. A small bistro table and two red chairs are visible, complemented by natural landscaping of gravel and stones.

Cottage in Baraboo

Cottage near Devils Lake Baraboo

Welcome to our charming two-bedroom cottage, perfect for rejuvenation! It features a queen-sized and a full-sized bed, ideal for a small family or couple. Enjoy the double jetted tub or the luxury shower. A fully equipped kitchen, satellite TV, DVD player, and air-conditioning ensure comfort. Warm up by the Vermont wood-burning stove from November to April. Enjoy the pond view, Baraboo bluff, and meet our friendly horses and dogs. We look forward to welcoming you!

A dining area features a light wood table surrounded by six chairs, positioned beneath a modern light fixture. Green walls offer a warm contrast to white accents. A decorative centerpiece holds plants, while large windows allow natural light to illuminate the space.

4.92 out of 5 average rating, 146 reviews

Green Door Getaway

Take a moment. Make yourself a cup of coffee in the bright kitchen. Find a cozy corner to read a good book. Grab the yoga mat and get your workout in while you stay. Spread out at the desk and finish your project. Connect with family and friends in the spacious living and dining areas. Enjoy a hike at a nearby State Park. Take in the thrills in the Dells. Ski down Christmas Mountain, Devil's Head or Cascade. Maggie's Green Door Getaway is ready for you to enjoy!

The open living area features a high, vaulted ceiling and wooden walls, creating a warm atmosphere. A stone fireplace stands at the center, flanked by large windows. A rustic dining table accommodates several chairs, while cozy seating arrangements are visible beside the fireplace.

4.96 out of 5 average rating, 163 reviews

Devils Lake Lodge - Beautiful Lodge, Sleeps 10

Devil’s Lake Lodge is a stone’s throw from the entrance of Devil’s Lake State Park. Available for rental all year. 5 bedroom Rustic Chic Log Lodge is perfect for friends and family trips! Full kitchen, dining area, great room w/ gas fireplace, rec room w/ gas fireplace and Foosball table, lofted sitting area w/ reading nook and 3.5 baths. Stay to Hike, Bike, Swim, Run, Ski, Snowboard, Spa, Shop, Eat, Play. It's all near Devil's Lake Lodge. Enjoy the Journey.

Superhost

Two light-colored Adirondack chairs are positioned on a grassy area, offering a view of the lush surrounding landscape. Wildflowers and tall grasses are visible in the background, providing a natural setting. A cluster of trees stands nearby under a clear blue sky.

Apartment in Baraboo

4.86 out of 5 average rating, 295 reviews

Orchard Prairie B&B

Welcome to my home - Orchard Prairie Air B&B! This unique space was built by an amateur pilot, "MacGyver-Type," Renaissance Man roughly 30 years ago. It is set on 38 acres of pristine Wisconsin Land and is perfect for nature lovers and "Glampers" looking for the great outdoors with the comforts of home. It is a "rustic-industrial" oasis in the heart of South Central Wisconsin, steps from Devils Lake and miles from Baraboo and the Wisconsin Dells.

Popular amenities for Baraboo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.9 out of 5 average rating, 211 reviews

A hot tub is shown in the foreground, its water illuminated in soft light. Behind, a cottage is visible with large windows revealing a warm, inviting glow. The exterior is adorned with twinkling lights that enhance the cozy atmosphere of the setting.

Home in Poynette

Island View Hideaway-Peaceful, On Water, Sandbars!

4.93 out of 5 average rating, 137 reviews

A scenic view from above showcases the lush, green lawn leading down to the riverbank. Cozy seating areas with umbrellas are visible on the patio, surrounded by well-maintained flower beds and a pathway that guides to the water's edge.

Home in Wisconsin Dells

Breezeway Bay - Waterfront House

4.92 out of 5 average rating, 118 reviews

A cozy seating area features a blue sectional sofa complemented by two bedside tables with lamps. A vibrant green wall adorned with faux plants adds a natural element. A neon sign stating 'Wisconsin Dells' is prominently displayed above the sofa.

Home in Wisconsin Dells

Dells Retreat | Family Friendly Sleeps 8 + Jacuzzi

4.87 out of 5 average rating, 104 reviews

A charming lakefront cabin nestled among vibrant autumn foliage. The property features a staircase leading down to the water, with a yellow kayak resting on the edge. Large windows of the cabin reflect natural light, enhancing the scenic view of trees in warm fall colors.

Cabin in Wautoma

Bayside Getaway

4.98 out of 5 average rating, 236 reviews

The cabin exterior is surrounded by a serene pine forest. A spacious porch features a dining table and seating areas, while a fire pit is situated nearby. A hot tub rests on the patio, inviting relaxation amidst nature.

Cabin in Montello

The Loch at WhiskyWood - secluded cabin + hot-tub

Superhost

Cottage in Neshkoro

4.91 out of 5 average rating, 242 reviews

90s Nostalgic Lakehouse with Pontoon, HotTub & VHS

4.97 out of 5 average rating, 116 reviews

An inviting hot tub is positioned on a spacious deck, surrounded by serene woods. Inside, cozy living spaces feature natural wood paneling, plush seating, and a fire pit. The bedroom highlights a triangular A-frame design with comfortable bedding, complemented by views through large windows.

Cabin in Friendship

Timber Haven - Cozy A-frame + Hot Tub + Fireplace

4.93 out of 5 average rating, 101 reviews

A charming cabin is featured with a gray shingled roof and wooden exterior. The building includes a front porch with a railing and steps leading to the yard. In the foreground, a circular stone fire pit constructed from gray blocks is visible, surrounded by a grass area.

Cabin in Necedah

(#1)Pine Forest Cabins

Family- and pet-friendly home rentals

4.95 out of 5 average rating, 448 reviews

Cabin in Hancock

Cozy Cabin Retreat | Fireplace & Movie Nights

4.91 out of 5 average rating, 105 reviews

An open-concept living area displays a combination of natural wood beams and a stone fireplace. A dark brown sofa and a wooden coffee table are positioned on a large area rug. Large windows allow natural light to illuminate the space, leading to the dining area and kitchen in the background.

Cabin in New Lisbon

Beautiful remodeled private cabin in the woods

4.9 out of 5 average rating, 153 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

4.9 out of 5 average rating, 145 reviews

Adirondack chairs are arranged along the shoreline, facing a calm lake. A large tree provides shade, while vibrant green grass extends along the bank. A small dock is visible on the water, reflecting the surrounding trees under a clear blue sky.

Vacation home in Adams

Vacation on the Lake! 15 min from Downtown Dells!

Superhost

A serene lakeside view is captured, featuring calm waters reflecting the sky and surrounding greenery. A sandy beach is visible in the foreground, complemented by a large tree providing shade. Soft clouds drift across the blue sky, enhancing the tranquil atmosphere.

Guesthouse in Poynette

4.9 out of 5 average rating, 273 reviews

Simple Cabin*Lake View rustic cabin in rural WI

4.93 out of 5 average rating, 200 reviews

A quaint a-frame cabin is nestled among tall trees, with a wooden path leading to its entrance. A small porch features a wooden chair, while a sauna is positioned nearby, blending seamlessly into the forested surroundings.

Cabin in Cazenovia

Drift House, a peaceful a-frame retreat

4.92 out of 5 average rating, 194 reviews

Tiny home in Wild Rose

1 Bed Cabin - Postcard Cabins Wild Rose

4.93 out of 5 average rating, 271 reviews

A rustic cabin is nestled among tall trees, surrounded by greenery. The blue exterior is complemented by a brown shingled roof, with a chimney visible. A cleared area in front suggests a tranquil entryway, enhancing the cabin's natural setting.

Cabin in Friendship

Rustic cabin retreat

Family-friendly home rentals with a pool

4.9 out of 5 average rating, 121 reviews

A sandy beach area stretches along the tranquil shore of Lake Delton. White lounge chairs are arranged in neat rows, facing the calm water. Gentle waves lap at the edge of the shore, bordered by lush greenery and a stone embankment.

Condo in Wisconsin Dells

Lakefront Condo - Private Beach | Pool

4.9 out of 5 average rating, 126 reviews

A log cabin-style home features a wide front deck with sturdy railings, complemented by large windows that allow natural light to flood the interior. A stone chimney and well-maintained landscaping add to the inviting exterior.

Cabin in Nekoosa

Lake Arrowhead Brown Bear Lodge Sand Valley GOLF

5 out of 5 average rating, 24 reviews

An aerial view of a spacious Amish-built cabin surrounded by lush greenery, featuring a prominent green metal roof. Two outbuildings are visible, along with a large driveway leading to the main entrance, creating a tranquil and inviting setting amidst expansive natural landscapes.

Home in Mauston

Revilo Moose Ridge (Private Pool-20 mins to Dells)

4.84 out of 5 average rating, 260 reviews

An indoor pool area is featured with large windows allowing for ample natural light. Two separate outdoor seating areas overlook the water, with patio chairs positioned along the poolside and balcony. A comfortable living room setup includes a sofa, coffee table, and window view of the surroundings.

Condo in Wisconsin Dells

*Pool/Hot Tub | 2 BR Condo | Waterfront | Downtown

4.98 out of 5 average rating, 58 reviews

Cabin in Lodi

Modern Cabin with pool, hot tub and outdoor sauna

4.91 out of 5 average rating, 117 reviews

A unique A-frame exterior features a mix of black wooden siding and natural brown shingles. A small patio area is visible with a round table and four black chairs, surrounded by well-kept shrubs and landscaped gravel.

Condo in Wisconsin Dells

Dells Retreat-A Romantic Haven-Jacuzzi,Pool&HotTub

4.89 out of 5 average rating, 228 reviews

A warm and inviting living area features wood paneling and exposed beams. A spacious sofa, adorned with patterned throws, faces a large flat-screen TV. Natural light filters through sliding glass doors that lead to an outdoor space. A rustic stone fireplace adds a cozy touch.

Home in Wisconsin Dells

Spacious Pine Cabin on Lake Delton

A charming wooden cabin sits surrounded by lush greenery. A small porch features two adirondack chairs, inviting relaxation. Nearby, a picnic table is positioned on a gravel surface, ideal for outdoor dining. The natural setting provides a serene backdrop for the cabin.