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

Villa in Baraboo

4.98 out of 5 average rating, 133 reviews

HUGE! 5king, 86"TV> Dells, Ski Hills, Casino

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

Condo in Wisconsin Dells

4.82 out of 5 average rating, 223 reviews

*Pool/Hot Tub | Riverwalk Retreat @ Dells Vacay | Cozy 2 BR Condo | Breathtaking Views | Downtown WI Dells

**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

Condo in Wisconsin Dells

4.88 out of 5 average rating, 263 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.

Home in Wisconsin Dells

5 out of 5 average rating, 8 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

Rental unit in Baraboo

4.88 out of 5 average rating, 268 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.

Guest favorite

Cabin in Wisconsin Dells

4.88 out of 5 average rating, 210 reviews

Lake-view 3-bedroom Cabin Home on Lake Delton

Our place is close to ALL Lake Delton, WI Dells Downtown attractions. You’ll love our place because of the views of lake & pine trees, quiet setting, brand-new remolded interior with upscale furnishings, high ceilings, and the cabin coziness. Our Large, cabin accommodates up to 8 people very comfortable at over 1600 sq. ft. Best Resort in Town!!! Family fun atmosphere with two sandy beaches & large swimming pool. Kids love to fish off the piers.

Home in Wisconsin Dells

4.5 out of 5 average rating, 36 reviews

Whitetail Ridge with Access to Wilderness

Surrounded by the beauty of a wooded hillside, this log home is located just two miles east of downtown Wisconsin Dells. Outside the home you will find a 2-sided deck with a grill. This home includes up to 18 people that will be able to get to the Wilderness water park passes anyone 3 and above. No additional fee. Bring own towel. You will have to sign a waiver so bring your cell phone. SEND A REQUEST TO TAKE ADVANTAGE OF THE SPECIAL OFFER.

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Home in Poynette

4.84 out of 5 average rating, 245 reviews

Quietwater-Hot Tub, Peaceful, On Water, 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

Home in Baraboo

4.9 out of 5 average rating, 106 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.

Guest favorite

Home in Poynette

4.93 out of 5 average rating, 80 reviews

Book Robin's Roost for your Fall getaway!

Ahhh.... just look at that sunrise over the Wisconsin River. What??!! We're facing west? Huh, must be the sunset. You'll lose track of time but never your direction. Kick back and watch the river flow by from your private patio along the river's edge. Whether you’re looking for a fun vacation for the whole family or a romantic weekend getaway, Robin's Roost at Hookers Resort is the perfect answer!

Guest favorite

Condo in Wisconsin Dells

4.99 out of 5 average rating, 196 reviews

Dells, Devils Lake, Penthouse, Waterfront, Views!

Great Views of Lake Delton from this condo in Wis Dells. Newly furnished with comfy and stylish furniture, including smart TV's in bedrooms and living room. Jacuzzi tub in the master bathroom. Large Deck overlooking Lake Delton. Community Indoor/outdoor pools and hot tub. Free use of our kayaks. We offer our guests an evening pontoon cruise around the lake during season.

Cottage in Baraboo

4.78 out of 5 average rating, 49 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.