Vacation rentals in Columbia County

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Top-rated vacation rentals in Columbia County

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Guest favorite
Cabin in Baraboo
4.96 out of 5 average rating, 26 reviews

Fireside Cabin 8 | Baraboo • Dells Cabin | Pets OK

Cabin 8 is a cozy couples' hideaway near Wisconsin Dells and Devil’s Lake. Unwind under vaulted ceilings with warm knotty pine, LED accents, and custom live-edge vanity. Sleep on a comfy queen, plus friends or kids can join on a full pull-out sofa. Dine at the two-seat table with slide-out stools. WiFi, Roku TV, mini fridge, microwave, and mini split heat and AC. Outside, relax on the porch swing, then enjoy your private stone fire ring and wooded trails. Pets welcome but must be on reservation.

Guest favorite
Aerial view of a house nestled among dense green trees, showcasing a red roof that contrasts with the surrounding foliage. The property is partially visible, with a patio area indicated by an outdoor table and chairs situated near the home.
Home in Portage
4.94 out of 5 average rating, 87 reviews

*NEW OWNR SPECL Private Getaway w/ Sauna + Hot Tub

Atop the hills of the Town of Caledonia surrounded by woods, a true escape for some R&R. Some of the best skiing in the area, both Cascade Mountain & Devil's Head within minutes! Expansive floor-to-ceiling windows w/sunset views. Outdoor spaces surrounded by nature, indoor hot tub & sauna, plus rec area for enjoying games by the LL wet bar. Covered patio & firepit to warm up. Close to WI Dells, Baraboo, Portage, a perfect retreat for a peaceful getaway for the whole family or a romantic getaway!

Top guest favorite
A quaint gray house features a dark front door framed by two windows with flower boxes. A stone path leads to the entrance, surrounded by lush green grass and shrubs. The home's simple design is complemented by a picturesque backdrop of leafy trees.
Home in Baraboo
4.96 out of 5 average rating, 156 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.

Guest favorite
Apartment in Portage
4.9 out of 5 average rating, 178 reviews

Comfy Nook, 20 Minutes From Wisconsin Dells

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.

Top guest favorite
Home in Baraboo
5 out of 5 average rating, 45 reviews

Tree House Lodge, Baraboo Bluffs

Not just a place to stay but an experience! One of a kind, stunningly beautiful, peaceful retreat on a dead end road in the Baraboo Bluffs. Feel one with nature with more windows than walls. Listen to the owls talk to one another and see deer and turkey pass through daily. Numerous critters to see and hear whether sitting inside or out. Just minutes from Devils Lake, Devils Head, Durwards Glen, ice age trails, winery's and only 25 min from the Dells but you probably won't want to go anywhere!

Guest favorite
A spacious dining area features a wooden table set for six, adorned with lace placemats and a floral centerpiece. The open layout leads to a cozy living room, highlighted by comfortable seating and large windows allowing natural light to brighten the space.
Home in Portage
4.94 out of 5 average rating, 123 reviews

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.

Top guest favorite
Cabin in Pardeeville
4.96 out of 5 average rating, 51 reviews

Northwoods Pine Haven - Log Cabin Lodge

Handcrafted, rustic log cabin with a loft. Authentic logs give you a "walk in the woods" candle scent throughout your stay. Remote location for those looking for a peaceful, quiet getaway with wildlife to observe. Relaxing atmosphere with modern amenities to simulate a home away from home. Beautiful front porch for morning coffee and after dinner drinks to enjoy the surroundings. Includes a more private back porch for quiet relaxation. Enjoy an ideal setting for avid birdwatchers.

Guest favorite
Cabin in Merrimac
4.92 out of 5 average rating, 265 reviews

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!

Guest favorite
A cozy nook features a large window adorned with a stained glass design, allowing natural light to fill the space. A plush armchair sits beside a simple blue table, while a window seat is decorated with soft cushions, inviting relaxation in a wooden interior.
Cabin in Baraboo
4.97 out of 5 average rating, 390 reviews

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

Top guest favorite
A scenic view showcases the modern home nestled among vibrant trees on a Christmas tree farm. Rolling hills are seen in the background, adorned with foliage in shades of red, orange, and green. Neatly arranged rows of Christmas trees line the foreground.
Home in Merrimac
4.99 out of 5 average rating, 145 reviews

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.

Top guest favorite
Home in Portage
5 out of 5 average rating, 60 reviews

Sweet Farmhouse Retreat - Sun-Drenched Porch!

Historic farmhouse on a working livestock farm! Enjoy river valley views, peaceful sunporches, and sightings of our Belted Galloway cows & sheep. Top Nearby: ~Devil’s Lake (13mi) & Wisconsin Dells (23min) ~Skiing: Cascade (9mi) & Devil’s Head (7mi) ~Wollersheim Winery & Lake Wisconsin Relax by the firepit under the stars. 3 cozy bedrooms (Queen on main; Double/2 Twins up). Historic charm meets modern comfort. Minutes from everything, yet worlds away!

Guest favorite
Home in Baraboo
4.97 out of 5 average rating, 143 reviews

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 vacation rentals