House holiday rentals in Columbia County

4.98 out of 5 average rating, 110 reviews

Hot Tub! Fire Pit! Game Room! Secluded! Near Dells

Welcome to the perfect secluded family getaway. Centered on 5 acres and surrounded by oaks, pines and Wisconsin wildlife. Our sunroom is great for enjoying family, friends and a fire in our vintage fireplace. Our back patio is outfitted with a hot tub, grill, smokeless fire pit and plenty of chairs to enjoy the surrounding wilderness. Our Game Room keep your crew entertained! Location 9 Min=Wisconsin Dells 8 Min=Downtown Baraboo 17 Min=Devils Lake 16 Min=Cascade Mountain 6 Min=Baraboo Airport

4.92 out of 5 average rating, 143 reviews

Home in Pardeeville

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.

4.96 out of 5 average rating, 129 reviews

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.

5 out of 5 average rating, 146 reviews

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

4.97 out of 5 average rating, 32 reviews

Epic Mario Game Rm: 15min Ski+Dells

Escape to Adventure: 2-Bedroom Retreat with Epic Game Room Near Wisconsin Dells Welcome to your charming retreat in Baraboo! Super Baraboo Bliss is a cozy 2-bedroom, 1.5-bath home. Located just minutes from the breathtaking Devil's Lake State Park, Wisconsin Dells, Downtown Baraboo, and popular ski destinations like Cascade Mountain & Devil's Head Resort. Whether you're hiking, skiing, or simply enjoying the great outdoors, you'll love coming back to unwind in our Super Mario-themed game room.

4.95 out of 5 average rating, 113 reviews

Home in Portage

Grandma's House: Coming Soon-Fall Colors!

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. 2023 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.

4.89 out of 5 average rating, 224 reviews

Home in Wisconsin Dells

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.

4.98 out of 5 average rating, 110 reviews

Home in Merrimac

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.

4.96 out of 5 average rating, 134 reviews

Home in Wisconsin Dells

LeGros Chateau Guest Favorite!Downtown Dells

*Elm St Plaza entertainment and downtown just steps away! *Game Room new in 2025 LeGros Chateau is French for "The Big House" and that it is! Plenty of room for your entire family and just steps away from all that downtown Dells has to offer! You'll love relaxing on the wrap around porch day or night. You'll appreciate private vanities in 2 of the bedrooms, a deep soaking tub in the queen suite, dual shower heads in the main bathroom, and a full 2nd bathroom down.

4.9 out of 5 average rating, 122 reviews

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!

4.85 out of 5 average rating, 272 reviews

Home in Poynette

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.