
Family-friendly vacation rentals in Columbia County
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Top-rated family-friendly rentals in Columbia County
Guests agree: these family-friendly homes are highly rated for location, cleanliness, and more.

Lake Wiscosnin Cozy Cottage
Relax and unwind at this cozy cottage on the Wisconsin River with fantastic views. Enjoy the park right across the street with fishing, a picnic pavilion, beach and playground for your kids. Public boat launch is only a block away. Full laundry and eat in kitchen features quartz counter tops and makes you feel like you're home away from home. Many local restaurants and bars within driving distance, as well as wine tasting and 2 ski resorts. Keurig and a propane grill provided. CableTV and Wifi

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.

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

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.

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.

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!

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

Real Christmas Tree Farm! Devil's Lake 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.

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!

★GLACIER CANYON RESORT WITH WATER-PARK AMENITIES★
Welcome to Wisconsin Dells and the city of Baraboo, a popular vacation playground best known for its beautiful river scenery, endless entertainment options and larger-than-life water parks. Inside the Wilderness Territory a theme park where family fun reign supreme is a top ranked indoor and outdoor water park. You can also find some excellent shopping, visit wineries for tastings, practice your swing on local golf courses, and win big at Ho-Chunk Casino.

Park Lake Cottages in Pardeeville Wi
A little slice of heaven right on Park Lake in Pardeeville, WI. Located just one mile from downtown Pardeeville, thirty miles north of Madison and roughly thirty miles east of Wisconsin Dells. This is a 3 bedroom cabin where you can enjoy campfires, fishing, swimming, and boating from the piers. Also, the sunsets do not disappoint! Local attractions include; dining at The Caddy Shack or The Upper Crust and be sure to visit Carol's Cones for desert!

Perfect for all Seasons, Top Amenities close by!
Parfreys Glen, Devil's Lake, Devil Heads Resort....We are right next to all of these very popular destinations! A few are even within walking distance! Located on just under 3 acres we have a beautiful home here in the country that we call the Chateau. Below us we have added a brand new, 2 level, spacious apartment. The apartment features a full bathroom on each level as well, a full kitchen and a deck with a spectacular view to relax and unwind.
Popular amenities for Columbia County family-friendly rentals
Family-friendly home rentals with a hot tub

Wyndham Glacier Canyon |1BR/1BA King Suite w/ Balc

Secluded Luxury Escape: 50 Acres | Hot Tub | Sauna

The Baraboo Chalet tucked in a canopy of trees.

Modern cabin with pool and Hot Tub!

Upper Dells River Walk [1BR]

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

NEW Hot Tub! Perfect Location, Downtown Baraboo

Secluded Cabin! Game & Escape Room! Baraboo/Dells
Family- and pet-friendly home rentals

Island View Hideaway-Peaceful, On Water, Sandbars!

Cambria Home with a View

Wild Rose Ranch Guest house

Cottage next to Ski/Golf/Hike

Wisconsin Dells Cabin in the Woods

Downtown Dells Bachelorette/Bachelor Headquarters

North Cliff Cabin on Lake Wisconsin

Ski & River House in Portage, WI
Family-friendly home rentals with a pool

Ground level Poolside Villa on Lake Delton

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

Spacious Pine Cabin at Island Pointe

Sundara Cottages-WI Dells-2Bd Suite

Wyndham Glacier Canyon Resort: 1-br Deluxe Suite

Luxury Family Getaway | 4BR Condo - Glacier Canyon

Luxury Lakefront Condo in Wisconsin Dells

Three Bedroom Condo, Glacier Canyon, (A698)
Destinations to explore
- Rentals with a kayak Columbia County
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- Rentals with a hot tub Columbia County
- Cabin rentals Columbia County
- Rentals with a fireplace Columbia County
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- Rentals with pools Columbia County
- Rentals with outdoor seating Columbia County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Wilderness Territory
- Devil's Lake State Park
- Kalahari Resorts Wisconsin Dells
- Mt. Olympus Water & Theme Parks
- Noah's Ark Waterpark
- Erin Hills Golf Course
- Mt. Olympus Parks, Outdoor Theme Park
- Chula Vista Resort Water Parks
- Wisconsin State Capitol
- Mirror Lake State Park
- Lake Kegonsa State Park
- Devil's Head Resort
- The Golf Courses of Lawsonia
- Tyrol Basin
- Kalahari Indoor Water Park
- Cabin 857-1- Christmas Mountain Village
- Henry Vilas Zoo
- Mt. Olympus Parks, Parthenon Indoor Theme Park
- Wild Rock Golf Club
- Alligator Alley
- Lost World Water Park
- Tom Foolerys Adventure Park
- Cascade Mountain
- Wild West water park
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