House holiday rentals in Columbia County

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

4.99 out of 5 average rating, 69 reviews

Contemporary Devils Lake Cottage

Peaceful setting for this 2 bedroom contemporary retreat with a soaring ceiling and lots of glass to take in the natural surroundings. Full modern kitchen, cozy fireplace, 2 patios, air conditioning, murphy bed for extra guests, gas grill & a fire pit. Quiet road-very close to Devils Lake, Devils Head, Lake Wisconsin and Baraboo. Great escape to read & relax or take in the trails at Devils Lake. Excellent restaurants are within 5-15 minutes. A truly unique experience in a great location!

4.95 out of 5 average rating, 113 reviews

Home in Portage

Grandma's House: Fall Colors have begun!

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, 111 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.

4.9 out of 5 average rating, 123 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!

5 out of 5 average rating, 100 reviews

Hawsin Haven

Welcome to our spacious three-bedroom, modern home with rustic decor nearby the Dells (9 miles) and Devil’s Lake (5miles)! It is in a quiet subdivision on the edge of Baraboo; so you’re close to the action but far enough away to feel like you’re in the country. You’ll feel at home with a full kitchen, large deck overlooking the woods, laundry room, game center, and an 89” TV in the living room. Outdoor grill/firepit coming next year!

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.

4.91 out of 5 average rating, 237 reviews

Home in Wisconsin Dells

The Field House @ Dells Vacay | Amazing 4 BR Home | Game Room | Downtown Wisconsin Dells | Basketball

***DISCOUNTED ATTRACTION TICKETS AVAILABLE*** PERFECT LOCATION - a short walk off Broadway in Downtown WI Dells, close to dining, shopping, entertainment & Just a Game Fieldhouse. GAME ROOM - Detached heated garage has ping pong table, foosball, arcade games, card table & flat screen TV. Perfect for friends, family or corporate getaways! OUTDOOR SPACES - Patio w/ table, gas grill & sport court w/ basketball hoop!