
Family-friendly vacation rentals in Columbia County
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Top-rated family-friendly rentals in Columbia County
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5BD/Sleeps 12-Relax by the lake or wander to town
Create wonderful family memories year round - hang by the lake, around the campfire, fish, paddle, have a movie or game night in or take a soak in the hot tub that over looks the lake. Stay in or go out there’s so many options. Games, puzzles, books, movies, cozy spots to curl up with a good book + a wonderful backyard with a fire pit. This house has so much to offer - we put a lot of thought and love into making your stay comfortable and relaxing. We truly hope you enjoy it as much as we do.

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.

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.

Enjoy a secluded cabin with epic sunsets & horses
An enticing retreat nestled in the heart of Wisconsin’s hidden gems. 3 miles from Devil’s Lake State Park, plenty of local eateries nearby, and Devil’s Head Ski Resort located across the street. There’s no shortage of opportunities for family time & adventure. Wisconsin Dells is 20 minutes away. Bring the whole family to this spacious getaway, located on a horse ranch in the quiet, secluded area of Merrimac, WI. Take the ferry for ice cream, and fish off the dock for a fresh, relaxing dinner.

Grandma's House: Summer Vacation Time!
Welcome to Grandma's House, a single level home nestled in the beautiful hills of Caledonia, between Portage and Baraboo. Three bedrooms, sleeps 8, full kitchen, dining room, living room and an attached 2-car garage. Just 4 miles from I90/94, Grandma's House enjoys easy access to Portage, Baraboo and Wisconsin Dells. Renovations include, new vanity mirror in bathroom, new queen hide-a-bed with memory foam mattress (no bar at the back), and new queen bed with pillow- top mattress.

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.

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!

Real Christmas Tree Farm! Skiing 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.

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!

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.

Secluded Patio! Game Room! Fire Pit! Hot Tub!
Unwind, reconnect and play. Secluded in the country on 5 acres, yet minutes from great skiing at Cascade and Devil's Head. Stacked with a game room, cozy 4 season room w/fireplace and a traditional family room. Whether you’re planning a family getaway, friends’ reunion, or weekend adventure near the Dells, this cabin delivers the perfect blend of comfort, fun, and tranquility. Ready to make memories? Book now and experience for yourself!
Popular amenities for Columbia County family-friendly rentals
Family-friendly home rentals with a hot tub

NEW Hot Tub! Perfect Location, Downtown Baraboo

1BR UpperDells Riverfront: Jacuzzi, Pool & Hot Tub

The Wanderlust at the Sunset Cove

Lakefront Condo - Private Beach | Indoor Pool

Cottage near Devils Lake Baraboo

Kate's Place - Newly Remodeled - Romantic

Private Resort Cabin | Pool • Hot Tub • Sauna

*NEW OWNR SPECL Private Getaway w/ Sauna + Hot Tub
Family- and pet-friendly home rentals

Wild Rose Ranch Guest house

Private Baraboo Bluffs Cabin with Peacocks!

Lake Wisconsin 2BR* GreatHiking nearby -Water View

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

Lower Condo Dog Friendly close to Wisconsin Dells

Fisher's Flop- Special Mid-Week Pricing!

Downtown Dells Bachelorette/Bachelor Headquarters

LeGros Chateau Guest Favorite!Downtown Dells
Family-friendly home rentals with a pool

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

Spacious Pine Cabin on Lake Delton

Juniper Motel & Resort: King Cabin

Family-Friendly Lakefront Condo in WI Dells

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf

Lakeview cabin on Lake Delton | Private Beach

Upper Dells River Walk [2BR]

Cozy Cabin on Lake Delton in Wisconsin Dells
Destinations to explore
- Hotel rooms Columbia County
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- Pet-friendly rentals Columbia County
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- Rentals with lake access Columbia County
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- Rentals with a hot tub Columbia County
- House rentals Columbia County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Devil's Lake State Park
- House on the Rock
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Lake Kegonsa State Park
- Mirror Lake State Park
- Glacier Canyon Lodge
- Wollersheim Winery & Distillery
- University of Wisconsin
- Cascade Mountain
- Governor Dodge State Park
- Henry Vilas Zoo
- Camp Randall Stadium
- American Players Theatre
- Chazen Museum of Art
- Tyrol Basin
- Overture Center For The Arts
- Dane County Farmers' Market
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- Cave Of The Mounds Lowest Point
- Ho-Chunk Gaming Wisconsin Dells
- Vines & Rushes Winery
- Roche-A-Cri State Park





