Family-friendly holiday rentals in Wisconsin Dells

4.97 out of 5 average rating, 162 reviews

The dome structure glimmers in the moonlight, surrounded by tall trees that create a serene ambiance. A warm glow from a nearby fire pit reflects off the dome's surface, enhancing its unique design. The wooden platform adds a cozy touch to the natural setting.

Dome in Wisconsin Dells

Dells Domes - Riverview Escape - Glamping Dome 4

Staying in a dome amidst nature is a unique experience. The circular structure offers an amazing view of the surroundings, with peaceful sounds of rustling leaves, chirping birds, and a flowing river below. The cozy dome has a queen size bed, night stands, a seating area, mini fridge, and a k-cup coffee maker & heater/ac. At night, the starry sky and nature's sounds lull you to sleep. Waking up, you feel refreshed, and the peaceful surroundings and breathtaking views leave a lasting impression.

5 out of 5 average rating, 116 reviews

A spacious outdoor porch is equipped with comfortable seating arranged around a central coffee table. A gas grill is positioned nearby, and decorative cafe lights add a cozy ambiance. Lush greenery surrounds the area, enhancing the inviting outdoor space.

Flat in Wisconsin Dells

Downtown! Updated cozy unit. Firepit*Porch*Patio!

Coming in 2026! We will be adding a washer/dryer plus an outdoor TV! Welcome to DELL-ightfully Downtown Dells! This comfy, cozy, and crazy clean 1 bedroom downstairs unit, also boasts 2 separate outdoor spaces, so you may never want to leave! All of this PERFECTLY located just one block off of the Downtown Strip. And because we want you to focus on enjoying yourself, we provide our guests with everything we can think of and more, and not just for your first night, but for your ENTIRE stay!

Guest house in Wisconsin Dells

A multi-level deck is set amidst trees, featuring vibrant pink flowers in hanging baskets. A stone pathway leads up the stairs, showcasing landscaped garden beds with seasonal blooms. The cozy cottage is visible in the background, surrounded by greenery.

4.86 out of 5 average rating, 353 reviews

Waterfront Cottage with beautiful views

This waterfront cottage has beautiful views of the Wisconsin River. My husband and I have lived here for more than 20 years. We love this area - there is nothing like a cool, crisp Midwest morning overlooking the Wisconsin River. Or enjoying a great glass of wine (or Wisconsin beer) while watching a spectacular summer sunset from the deck. Expect peace and tranquility as we are far enough from Downtown Dells to avoid the crowds and noise. We look forward to hosting you and your loved ones.

4.99 out of 5 average rating, 104 reviews

Home in Baraboo

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, 115 reviews

A traditional log cabin, surrounded by tall trees, sits in a spacious clearing. The porch features a rail and seating area. A picnic table can be seen in the yard, with the natural landscape providing a peaceful backdrop.

Cabin in Wisconsin Dells

Cozy Log Cabin with Private Hiking Trail & Firepit

Come relax at this secluded 3 bedroom cabin just moments from Wisconsin Dells! Our traditional log cabin provides a clean and comfortable experience for your vacation stay. Enjoy the peaceful setting, private hiking trail, and convenient location. You'll be less than five minutes from the Woodside Sports Complex, Coldwater Canyon Golf Course, Chula Vista Resort & Waterpark, Downtown Wisconsin Dells, and the Wisconsin River! You won't find a better "Home Base" for your Dells vacation.

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, 189 reviews

The Wanderlust at the Sunset Cove

Riverfront one bedroom condo in a tranquil area of Downtown Wisconsin Dells. Take a stroll near the beautiful River Walk and enjoy the magnificent scenery and unique attractions of Downtown Wisconsin Dells. Whether you need a few days to relax and decompress or if you are in town for business or games, our condo offers a fully equipped kitchen, a king size bed and a queen size pull out couch . There is an indoor community pool, hot tub and sauna. There is also a seasonal outdoor pool .

4.86 out of 5 average rating, 104 reviews

A serene lakeside view captures a vibrant sunset, with hues of orange and blue reflecting on the calm water. Clouds scatter across the sky, complementing the tranquil scene where the water mirrors the colorful sky, suggesting a peaceful natural environment.

Cottage in Poynette

Riverbluff Cottage *near WI's best hiking& Cascade

This cottage is located in a beautiful rural setting. Set back off the main street on a private dead-end gravel drive. It's quiet and dark. This is a simple, clean, and affordable space for those who are looking to get closer to nature. Conveniently located nearly equidistant to Madison, Wisconsin Dells, and Devil's Lake State Park. A wonderful HQ for exploring the natural beauty of Driftless Wisconsin. Plenty of hiking, skiing, wineries, and agri-tourism. This cabin is part of a duplex.

4.95 out of 5 average rating, 101 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

Take it easy at this rustic authentic log cabin. Deep in the woods, your private haven awaits on over 10 acres to hike or hunt. Enjoy the stunning rock formations in the backyard and shady trees welcoming you along the drive to this peaceful escape! Sit on the wrap around deck and watch the deer, turkey and other wildlife or build a bonfire to warm yourself on the cool evenings. This is a truly unique and tranquil getaway. Less than 20 minutes to all the action of The Wisconsin Dells.

An indoor arcade area features a variety of brightly colored game machines. Flashing lights illuminate air hockey tables and claw machines, while a large ticket redemption game stands prominently in the back, creating a lively entertainment space.

4.8 out of 5 average rating, 113 reviews

Luxurious Chula Vista Retreat

No resort fees! Experience all the Wisconsin Dells has to offer while staying in this luxurious condo, located inside the action-packed Chula Vista Resort! Enjoy the resort's restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including Mt. Olympus, Noah's Ark and hiking trails! Then relax in our Jacuzzi tub, cozy up to our two fireplaces, hang out in our spacious living room or cook a family meal in our full-size kitchen!

4.91 out of 5 average rating, 136 reviews

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.

Home in Baraboo

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!

4.99 out of 5 average rating, 127 reviews

A charming chalet is nestled among tall trees, featuring a stone and wood exterior. The expansive deck wraps around the house, with an inviting gas grill positioned for outdoor cooking. The sun sets in the background, casting a warm glow through the leaves.

Chalet in Oxford

Lakefront Chalet | Ice Fishing | Near Dells

Welcome to Parker Lake Chalet! Your perfect lakeside getaway awaits at this modern 3-bedroom lake house in Oxford, WI—just 20 minutes from the Dells and an hour from Madison. Enjoy stunning lake views from huge windows, paddle the crystal-clear waters, or kick back on the deck, dock, or around the fire. Inside, we've thought of everything to make your stay effortless and fun. In winter? Hit the slopes at Cascade Mountain, just 30 minutes away.

A welcoming living area is highlighted by a comfortable seating arrangement, featuring a leather sofa and accent chairs. Natural light pours in through the windows, illuminating the wood flooring and a stone fireplace. A large SMART TV is mounted on the wall, adding modern convenience.

4.97 out of 5 average rating, 499 reviews

COZY, Pickleball, Fireplace, Devils Lake

NO RESORT FEES, WATERFRONT Relax on the porch and watch the boats glide by, soaking in the serene lake views. Whether you're looking for relaxation or recreation, our condo offers the best of both worlds. Book your stay today and experience the ultimate lakeside escape! Resort-Style Amenities • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

Popular amenities for Wisconsin Dells family-friendly rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Family-friendly home rentals with a hot tub

4.94 out of 5 average rating, 140 reviews

Home in Lyndon Station

Wisconsin Dells Country Chalet & Spa

4.93 out of 5 average rating, 220 reviews

A hot tub is set against a backdrop of snowy terrain and bare trees. The clear blue water appears inviting under the bright sky, with steps leading up to the side for easy access.

Cabin in Grand Marsh

Easton Lake Retreat – Cozy Cottage & Hot Tub

4.96 out of 5 average rating, 131 reviews

A warmly lit entrance to the home features a wooden sign reading 'Welcome to Sunset Cottage.' Natural wood accents, including decorative fish, complement the rustic design. A ceiling fan above provides a sense of comfort, while the inviting space transitions into the cozy living area.

Home in Friendship

Sunset Cottage

Superhost

A full kitchen is shown with wooden cabinetry and modern appliances, including a refrigerator, microwave, and stove. A granite countertop with seating for four is visible. The room features tile flooring and warm-colored walls, creating a comfortable cooking space.

4.88 out of 5 average rating, 152 reviews

Awesome Condo in Wisconsin Dells – Chula Vista

5 out of 5 average rating, 74 reviews

Cabin in Baraboo

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, 108 reviews

Dells Retreat At Tamarack Resort

4.96 out of 5 average rating, 179 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

4.85 out of 5 average rating, 280 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-Hot Tub, Nearby Skiing, Nature!

Family- and pet-friendly home rentals

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

4.95 out of 5 average rating, 443 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

Totally remodeled 3 bedroom cabin in the woods

4.93 out of 5 average rating, 270 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

4.78 out of 5 average rating, 45 reviews

A spacious dining area features a large wooden table surrounded by eight chairs. Natural light fills the room from nearby windows, highlighting a stone fireplace and a flat-screen television mounted above the mantel. Comfortable seating is visible in the adjoining living area.

Flat in Wisconsin Dells

First Floor Condo - Pet Friendly!

4.88 out of 5 average rating, 360 reviews

Farm stay in Montello

20 Acre Farm- Farm Fun, Games & Movie Theater

Tiny home in Richland Center

A functional kitchenette is equipped with teal cabinetry and open shelving, displaying dishware and decorative items. A countertop holds a coffee maker and a compact refrigerator. Natural light enters through a window above the sink, illuminating the space.

4.96 out of 5 average rating, 198 reviews

Walnut Cabin w/Sauna-Dog Friendly

4.91 out of 5 average rating, 205 reviews

Home in Grand Marsh

Luxury Mansion in the woods on 25acres

Family-friendly home rentals with a pool

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.

4.9 out of 5 average rating, 116 reviews

Lakefront Condo - Private Beach | Boat Slip| Pool

Superhost

An indoor pool area is visible, featuring a variety of colorful water play structures, including a frog-shaped slide and small boats. Natural light is allowed in through large windows, illuminating the smooth surface of the water and creating an inviting space for families.

Cottage in Wisconsin Dells

4.89 out of 5 average rating, 9 reviews

Ski @ Christmas Mountain Village - 2BR Cottage I

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.

4.83 out of 5 average rating, 254 reviews

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

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 at Island Pointe

A serene night view of the Wisconsin River is captured from a patio. The calm water reflects lights from nearby buildings and trees along the shore. A boat is moored nearby, enhancing the tranquil riverside ambiance.

4.93 out of 5 average rating, 61 reviews

Upper Dells River Walk [1BR]

A spacious outdoor wave pool is surrounded by shaded lounge areas and seating. Guests are seen enjoying the water on inflatable floats, while a nearby snack bar is partially visible in the background, framed by lush greenery.

5 out of 5 average rating, 24 reviews

Hotel-Style Room with a View

The spacious living room features two comfortable sofas and a central coffee table. Soft lighting is provided by a side table lamp. Large windows offer natural light and views, complemented by warm, earthy wall colors and a patterned area rug beneath the furniture.