
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.

Comfy Nook, 5 Miles from Cascade Mountain
This apartment has two bedrooms and one bath. Located in downtown Portage, just 20 minutes from Wisconsin Dells easy access to the interstate. Cascade mountain just a few minutes away. There is a driveway for off-street parking for two cars. There is a private outside stairwell entrance and keypad door lock for access. This apartment is older construction and is on the 2nd floor. The floors are squeaky and noise will carry to the lower unit. Quiet time at 10:00pm. Just a short walk to downtown.

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.

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

Grandma's House: Let's go Skiing!
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.

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!

Devils Lake, hiking & Dells near peaceful retreat
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.

Secluded w/Game Room & Hot Tub! Dells/Baraboo!
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

Lakefront Condo - Private Beach | Pool

Slope&Stable | Pickleball, Hot tub, Sauna, Arcade

Dells Family Staycation - Pool & Pickle Ball

Circus City Retreat

Modern Cabin with pool, hot tub and outdoor sauna

16ppl | Sauna. hot tub. Theater. Games on 5 acres

Upper Dells River Walk [1BR]

Exec Retreat Heated Pool 7 Beds; 2.5 Bath 6000 sf
Family- and pet-friendly home rentals

Island View Hideaway-Peaceful, On Water, Sandbars!

Wild Rose Ranch Guest house

Quiet, Peaceful A-Frame Chalet

Downtown Dells Bachelorette/Bachelor Headquarters

Ski & River House in Portage, WI

Simple Cabin*Lake View rustic cabin in rural WI

Fireside Cabin 15 | The Cow Cabin | Pet Friendly

Lower Condo Dog Friendly close to Wisconsin Dells
Family-friendly home rentals with a pool

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

3 bedroom deluxe Wyndham Glacier Canyon WI Dells

Ground level Poolside Villa on Lake Delton

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

Visa Trailer

Spacious Pine Cabin on Lake Delton

Luxury Family Getaway | 4BR Condo - Glacier Canyon

Luxury Lakefront Condo in Wisconsin Dells
Destinations to explore
- Rentals with lake access Columbia County
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- Rentals with pools Columbia County
- Rentals with a patio Columbia County
- Resort rentals Columbia County
- Rentals with a kayak Columbia County
- Pet-friendly rentals Columbia County
- Rentals with a hot tub Columbia County
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- Hotel rooms Columbia County
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- House rentals Columbia County
- Family-friendly rentals Wisconsin
- Family-friendly rentals United States
- Devil's Lake State Park
- Glacier Canyon Lodge
- Noah's Ark Waterpark
- Wisconsin State Capitol
- Erin Hills Golf Course
- Lake Kegonsa State Park
- Mirror Lake State Park
- House on the Rock
- Cascade Mountain
- Wollersheim Winery & Distillery
- Henry Vilas Zoo
- Kohl Center
- Governor Dodge State Park
- Chazen Museum of Art
- Overture Center For The Arts
- Dane County Farmers' Market
- Camp Randall Stadium
- Monona Terrace Community And Convention Center
- Madison Childrens Museum
- American Players Theatre
- Alliant Energy Center





