Family-friendly holiday 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, 172 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.

4.95 out of 5 average rating, 133 reviews

The open living area features high ceilings and large windows that allow natural light to fill the space. A green sectional sofa and matching ottoman are arranged around a coffee table. A wooden dining table is visible in the background, along with a modern kitchen.

Cabin in Portage

Secluded WI River Getaway w/ Hot Tub near Golfing

Get away from daily routines & refresh by the Wisconsin River at your private & peaceful retreat located near Devil's Lake, Cascade Ski & Devil's Head Ski/Golf Resorts & WI Dells. Perfect for families w/ 9 beds, 8 person Hot Tub, 6 Kayaks (May-Oct), Ping Pong, Foosball, Darts & Outdoor Games. The modern spacious design is filled w/ natural light, luxury comforts & new furnishings w/ Chef’s Kitchen, Weber Grill, Fireplace & Solo Stove. Ask us about nearby River Islands or day trips to ski/hike.

4.98 out of 5 average rating, 133 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

4.97 out of 5 average rating, 99 reviews

16ppl | Sauna. Hot tub. Theater. Games on 5 acres

Sleeps 16. Set 8 minutes from downtown Wisconsin Dells on 5 acres with towering pines, it is a majestic escape in nature but close to it all! Relax in the infrared sauna with loungers while the children play the arcade games steps away from the private in home movie theater where you can stream your favorite movies or sports game! There are trails throughout the back of the property and a wonderful fire pit off of the back deck! Spacious and comfortable for the entire family or group!

4.99 out of 5 average rating, 215 reviews

A recently renovated kitchen features stainless steel appliances and white cabinetry. Two windows allow natural light to fill the space, and a decorative plant enhances the aesthetic. A countertop with a marble-like finish provides ample workspace beside the stove and microwave.

Cottage in Baraboo

Cozy Farmhouse close to Devils Lake & Wis. Dells

Newly renovated and Listed July 2021!! *discount passes to some dells attractions* Relax with the whole family at this peaceful place to stay. This newly renovated farmhouse is conveniently located between Baraboo and Wisconsin Dells. This property has 3 bedrooms and 2 baths, sleeps up to 10 people, Sleeps 8 in beds additional futon and large sectional in basement. It is equipped with a game room in the basement with a pool table and air hockey table, along with other games. *inquire*

An open-concept living space is captured, featuring a modern kitchen, a dining table, and a stone fireplace. The cozy seating area invites togetherness. An inviting hot tub sits on a covered deck, surrounded by trees. A sauna made of warm wood offers an additional relaxation option.

4.98 out of 5 average rating, 119 reviews

Nestled in the country, this luxurious home offers a serene escape from the hustle of city life. Enjoy two spacious bedrooms and two meticulously designed bathrooms featuring indulgent amenities, such as a deep soaking tub. A cozy living area with a stone fireplace invites relaxation, while a gourmet kitchen beckons culinary adventures. Outside, soak in the hot tub, grill up some dinner, share stories around the fire, or watch the sunset from the sauna, all amidst nature's embrace.

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, 288 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.

4.92 out of 5 average rating, 278 reviews

Cabin in Merrimac

Lakeview Cabin> Unique Mid-Century Tucked in Bluff

Nestled in the bluffs of Caledonia, this cabin offers a true Wisconsin experience! Floor to ceiling windows boast amazing water views of Lake Wisconsin, all while you reside in the charm of the mid-century architecture of this cabin. Minutes from the bluffs of Devil's Lake which offer some of Wisconsin's best hiking, biking, walking trails, and swimming! Plus, a short drive from Baraboo or Wisconsin Dells, where you can check out shops, restaurants and local attractions!

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.

4.97 out of 5 average rating, 403 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

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.

4.93 out of 5 average rating, 168 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, 177 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.

The exterior of the home features a distinctive A-frame design surrounded by lush greenery and tall pine trees. A stone path leads to the entrance, complemented by a wrought iron gate and carefully arranged shrubs, enhancing the natural beauty of the setting.

4.92 out of 5 average rating, 206 reviews

Eagles Nest Retreat! Private Decks In Town

The Eagle's Nest is conveniently located nearby Timme's Dam and close to all the Dells’ attractions. If you have a fishing license, Timme's Dam is a perfect spot to make use of it. Kayak, paddle board or canoe into Mirror Lake just footsteps away from your front door. The best part about this home is the decks! There are 2 large decks on the back of the home that are perfect for grilling, hanging out and enjoying the beauty that made the Dells famous.

Popular amenities for Baraboo family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.97 out of 5 average rating, 629 reviews

A rustic cabin is surrounded by lush greenery, showcasing a spacious front porch with multiple wooden chairs and a swing. An outdoor fire pit is surrounded by seating, creating an inviting space for gatherings. A shaded gazebo adds to the outdoor comforts.

Cabin in Hill Point

Big R's Retreat Secluded and located in Nature

The living area showcases a spacious layout with a leather pullout couch and armchair, complemented by a modern coffee table. A smart TV is mounted on one wall, while an electric fireplace adds warmth. The kitchen features a bar with three stools, enhancing the inviting atmosphere.

4.97 out of 5 average rating, 212 reviews

The Wanderlust at the Sunset Cove

4.98 out of 5 average rating, 254 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

4.86 out of 5 average rating, 297 reviews

The hot tub is positioned on a deck with two glasses of red wine placed on its edge. A sunset casts warm hues over the water, while the silhouette of trees frames the scene. The distant hills create a serene backdrop.

Home in Poynette

Quietwater Cottage-Peaceful, On Water, Sandbars!

4.76 out of 5 average rating, 141 reviews

Luxurious Chula Vista Retreat

4.97 out of 5 average rating, 147 reviews

The collage highlights Wild Peak Cottage, featuring the A-frame exterior surrounded by greenery, a relaxing hot tub lit by string lights, a cozy bedroom with a plush bed, and a dog-friendly ambiance, inviting guests and their furry friends to enjoy the serene environment.

Cabin in Friendship

Oasis, NEW Hot Tub, Fire-pit lounge and Coffee Bar

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.

4.9 out of 5 average rating, 133 reviews

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

4.94 out of 5 average rating, 151 reviews

Cabin in Friendship

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

Family- and pet-friendly home rentals

5.0 out of 5 average rating, 103 reviews

Cabin in Montello

Haven on the Lake

A single-story house is set on a well-maintained lawn, featuring a wooden exterior with a front porch and red railing. A paved driveway leads up to the house, while trees and open space are visible in the background under a clear blue sky.

4.9 out of 5 average rating, 118 reviews

Wild Rose Ranch Guest house

4.95 out of 5 average rating, 500 reviews

Cabin in Adams

Cozy Log Cabin in the Woods

A two-story cabin is illuminated at night, showcasing wooden siding and a large deck. The deck features seating areas with soft lighting, enhancing the rustic charm. Surrounding trees and a dark sky filled with stars provide a serene backdrop.

4.94 out of 5 average rating, 107 reviews

Devils Lake Escape-5 Bedrooms-5 bath-Sleeps 14-16

4.9 out of 5 average rating, 147 reviews

A spacious bell tent is nestled among trees, adorned with string lights that create a subtle glow. A comfortable seating area is arranged nearby, inviting relaxation amidst lush greenery. The path leading to the tent is surrounded by dense plants, enhancing the serene camping experience.

Tent in Kendall

Driftless Glamping on a Bluff

4.95 out of 5 average rating, 110 reviews

The rustic log cabin is surrounded by trees and features a green metal roof. Stone steps lead to the entrance, where a decorative flower bed enhances the natural setting. A flag gently flutters, adding a welcoming touch to the facade.

Cabin in Grand Marsh

Private Log Cabin in 10 Acre Forest

4.88 out of 5 average rating, 258 reviews

A peaceful scene on a private pond features individuals enjoying the water. One person paddles a yellow kayak, accompanied by a dog, while two others relax on a floating lounge. Lush greenery surrounds the pond, providing a serene natural backdrop.

Cabin in Montello

Cabin in the woods with a pond!

Guesthouse in Wisconsin Dells

A serene view of the Wisconsin River is framed by two trees adorned with planters. A birdhouse is visible, surrounded by colorful flowerbeds that enhance the natural beauty of the waterfront landscape.

Waterfront Cottage with beautiful views

4.86 out of 5 average rating, 382 reviews

Family-friendly home rentals with a pool

4.86 out of 5 average rating, 132 reviews

Dells Retreat - Sleeps 8 + Jacuzzi | Waterpark

The image displays a scenic view of a riverfront condo complex with balconies overlooking the water. A red boat is docked nearby, reflecting blue skies and clouds. Below, a cozy interior is showcased with a queen bed, a television, and a seating area featuring a fireplace and large windows for natural light.

4.92 out of 5 average rating, 306 reviews

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

4.96 out of 5 average rating, 47 reviews

Cabin in Wisconsin Dells

Juniper Motel & Resort: King Cabin

4.98 out of 5 average rating, 66 reviews

Cabin in Lodi

Private Resort Cabin | Pool • Hot Tub • Sauna

4.83 out of 5 average rating, 64 reviews

A circular, above-ground swimming pool with clear, inviting water is visible, surrounded by lush greenery. The pool deck features wooden planks, and a set of steps leads into the water, creating easy access. The tranquil lake can be seen in the background.

Cottage in Montello

Lakefront Escape, Exclusive Pool, near WI Dells

5.0 out of 5 average rating, 6 reviews

River View Condo- Top Floor- Pools- Pet Friendly!

Apartment in Wisconsin Dells

Family-Friendly Lakefront Condo in WI Dells

5.0 out of 5 average rating, 18 reviews