Family-friendly vacation rentals in Columbia County

Find and book unique family-friendly homes on Airbnb

Top-rated family-friendly rentals in Columbia County

Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

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Guest favorite

A playground area is featured with colorful equipment, including swings and climbing structures, set on a gravel surface. Two benches are positioned on the grassy edge, offering comfortable seating. The lodge with red siding is visible in the background, surrounded by trees.

Cabin in Baraboo

4.96 out of 5 average rating, 149 reviews

Magical Secluded 5king Lodge > Parks & Attractions

Welcome to Devil's Lodge! Amazing home, perfect location and unforgettable experience are all waiting for you and your group. Lodge offers 3 separate living spaces, each with large TV. Huge dining table, pool and foosball table and beautiful outdoor space with games, firepit area and playset. For those looking for adventure, Devil's Lake, Wisconsin Dells attractions, Casino, shopping, nightlife, restaurants and ski hills are short drive away. Please contact us before booking for best pricing!

Superhost

A covered patio area features a set of four cushioned chairs and a small decorative table. The view overlooks a calm stretch of water, with boat docks visible in the distance and gently sloping green grass leading down to the water's edge.

Condo in Wisconsin Dells

4.83 out of 5 average rating, 233 reviews

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

**INDOOR & OUTDOOR POOL ACCESS | DISCOUNTED ATTRACTION TIX | WATERFRONT** The Riverwalk Retreat is the perfect spot to enjoy your next WI Dells trip with friends or family. This cozy vacation rental is located at the Sunset Cove Condo complex just 2 blocks off of Broadway & overlooks Crandalls Bay. Enjoy your morning coffee with a spectacular view of the WI River & the adjoining bay. This central location provides easy access to the area’s many athletics venues, nightlife, dining, & shopping.

Guest favorite

The family room features a comfortable sofa with decorative pillows facing a large 58" Roku TV mounted on a wooden accent wall. An electric fireplace adds warmth, while a coffee table occupies the center space. Large windows allow natural light and open to a door leading outside.

Condo in Wisconsin Dells

4.87 out of 5 average rating, 295 reviews

The Docksider for Couples & Young Families

NO SMOKING The Docksider is the original Williamson Family Condo. Located right by the boat docks, this is perfect for a quick getaway as a couple or bring the kids. The property is situated right on beautiful Lake Delton in a quiet neighborhood in the heart of the Dells. The property has both indoor and outdoor (open seasonally only) pools and hot tubs for your year-round enjoyment. In the summer you are just steps away from the private beach and you can fish from the docks or the ice.

Top guest favorite

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.

Condo in Wisconsin Dells

4.97 out of 5 average rating, 478 reviews

COZY, Lakefront, Fireplace, Kayaks, Pontoon Ride

NO RESORT FEES + PONTOON RIDE 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 • Free Kayaks and Stand Up Paddle Board • Indoor and outdoor pools • Hot tub • Walking distance to Noah's Ark • First Responder Discounts • Smart TVs • Jetted Tub • Fireplace • Washer/Dryer

Superhost

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

4.88 out of 5 average rating, 217 reviews

Spacious Pine Cabin at Island Pointe

Relax on Lake Delton and escape to fresh air, calm waters, and beautiful sunsets. Lake Delton is minutes away from Wisconsin Dells so you can enjoy all the activities at the waterparks. Nestled on fifteen acres of towering pines with two private sandy beaches, you’ll feel far from the commotion of the Dells, yet just minutes away. Once you’re here you can enjoy the many amenities we have on-site, such as a heated outdoor pool, playground, picnic area, and two sandy beaches.

Home in Wisconsin Dells

5 out of 5 average rating, 9 reviews

4 Bedroom Lakefront Home on Stunning Lake Delton

Relax in a private four-bedroom, pet-friendly home on beautiful Lake Delton, located just minutes from the attractions of Wisconsin Dells and 45 minutes from Madison. Spend your days kayaking or boating on the lake (with a kayak available on-site and boats for rent from local outfitters during the summer), skiing nearby at Cascade Mountain, or exploring the countless attractions and waterparks that Wisconsin Dells has to offer. Rental ID #VLD000504

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

4.87 out of 5 average rating, 276 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.

Superhost

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

4.85 out of 5 average rating, 268 reviews

Quietwater-Peaceful, On Water, Nature, Sandbars!

Hot Tub on deck with sunset and water view! Enjoy the beauty of nature on the Wisconsin River and Lake Wisconsin in this rustic, yet cozy river/lake cottage. Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. Peaceful with GREAT VIEWS ACROSS THE WATER! We are pet friendly for well behaved dogs with a $25/night pet fee per dog.

Guest favorite

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.

Home in Baraboo

4.89 out of 5 average rating, 109 reviews

Wild Rose Ranch Guest house

Enjoy the quiet peaceful nature of the Baraboo Bluffs and the convenience of being close to WI Dells(15 min), Baraboo, ( 5 min), Baraboo Bluffs,(back yard), Devils Lake( 5 min), Cascade Mountain(10 min), Devils Head(10 min), Circus World(3 min). Good for couples, families and dogs (pet fee$100). Backyard views of the Baraboo bluffs. UTV route access from the house. Additional $20 fee/guest/night after 6 guests.

A quaint outdoor space features a substantial picnic table atop a concrete surface, complemented by a propane grill nearby. The serene view reveals Lake Delton with trees lining the banks and boats visible in the distance, providing a peaceful backdrop for gatherings.

Condo in Wisconsin Dells

4.56 out of 5 average rating, 34 reviews

Light House Cove 205 on Lake Delton

Lighthouse Cove #205 is located on the shores of Lake Delton. This condo has a living & dining area with a fully equipped kitchen and Wifi. The bedroom suite includes 1 queen bed and a 2-person jacuzzi. Fireplace is living room is decorative only. Relax on your patio and enjoy the sunrise or sunset over beautiful Lake Delton or the condo is mere minutes to many of the major Wisconsin Dells attractions.

Superhost

An outdoor space is depicted, featuring a swing set and slide alongside a grassy area. Two chairs are situated near a picnic table, and a small storage area is visible at the corner of the house. Lush greenery surrounds the space.

Cottage in Baraboo

4.78 out of 5 average rating, 50 reviews

Cozy Cottage in Baraboo Bluffs

Cozy cottage nestled on 11 acres atop the beautiful Baraboo bluffs. 5 miles to Devil's Lake, Devil's Head Ski/Golf Resort, & to beautiful historic downtown Baraboo & 12 miles to Wisconsin Dells. Huge yard with patio, furniture, gas grill, fire pit & woods to explore. Pet friendly with prior approval & separate pet fee & refundable pet deposit.

A charming yellow house is visible behind a well-maintained lawn, framed by trees. A table, dressed in a red gingham tablecloth, is set with wine glasses and a bottle, suggesting an inviting outdoor dining space.

Home in Baraboo

4.82 out of 5 average rating, 77 reviews

The Rookery

My place is close to restaurants and dining and nightlife. You’ll love my place because of the location. My place is good for couples, business travelers, and families (with kids). We have 2 TV's with the latest 4K Firesticks with Alexa and TV controls. We no longer have cable TV. Guests must be at least 25 years old to rent.