Pet-friendly holiday rentals in Columbia County

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Columbia County

Guests agree: These pet-friendly homes are highly rated for location, cleanliness and more.

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Guest favourite

Cabin in Baraboo

4.97 out of 5 average rating, 33 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.

PetsOutdoor spacesCleanliness

Top Guest favourite

A charming yellow house features a welcoming front porch with large windows and a decorative entry door. The well-maintained garden includes colorful flowers along a paved walkway. An American flag is displayed proudly beside the entrance, complemented by a grassy yard and mature trees in the background.

Home in Pardeeville

4.93 out of 5 average rating, 153 reviews

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.

WalkabilityOutdoor spacesHiking

Superhost

An outdoor living space is highlighted by a covered bar area with wooden seating and glowing string lights overhead. Yellow chairs are arranged around a fire pit, all set against a spacious fenced-in yard with a view of the propane grill.

Townhouse in Portage

4.96 out of 5 average rating, 106 reviews

Lower Condo Dog Friendly close to Wisconsin Dells

Bring the whole family to this great place with lots of room for fun. Come enjoy a Treasured Oasis of laughter & relaxation. Home has a large fenced in yard for children & pets. The outdoor living space has lawn games, gas firepit, propane grill, screened in pavilion, serving counter with bar, ample seating, soft outdoor lighting. Dog friendly. 15 min from Wisconsin Dells, 5 min from Cascade ski hill. Come enjoy a night under the stars at the Hummingbird House. Whole house rental option also.

WalkabilityPetsSkiing

Guest favourite

A two-story cabin is illuminated at night, showcasing wooden siding and a large deck. The deck features seating areas with soft lighting, enhancing the rustic charm. Surrounding trees and a dark sky filled with stars provide a serene backdrop.

Cabin in Baraboo

4.94 out of 5 average rating, 105 reviews

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

Experience the ultimate getaway at "DEVILS LAKE ESCAPE," a premier property featuring 5 bedrooms and 4 baths. Situated in the peaceful Tranquility subdivision, this location is truly unbeatable. With 8 beds, two full-size sofas, and 2 auto air beds, there is plenty of space to accommodate groups comfortably. Enjoy the convenience of having "TUMBLED ROCK KITCHEN AND BREWERY" and the park entrance within walking distance. Create lasting memories and embrace the serenity of Devils Lake Escape.

Outdoor spacesPetsNearby

Guest favourite

A serene lakeside view is captured, featuring calm waters reflecting the sky and surrounding greenery. A sandy beach is visible in the foreground, complemented by a large tree providing shade. Soft clouds drift across the blue sky, enhancing the tranquil atmosphere.

Guesthouse in Poynette

4.9 out of 5 average rating, 286 reviews

Simple Cabin*Lake View rustic cabin in rural WI

The Simple Cabin on Lake Wisconsin is a simple and clean space. It would be ideal for an individual or couple who are enjoying the beautiful outdoors by day, and would like a bed by night. It is 350 sq ft for the entire cabin consisting of bedroom, small full bathroom, and living area. You will enjoy 180 degrees of across-the-water views. It's a great hub for hiking with the following all within 15 - 35 minutes: Devil's Lake, Parfrey's Glen, Gibralter Rock (ice age tr) & Mirror Lake.

Outdoor spacesPetsParks

Top Guest favourite

A modern kitchen is presented with light-colored cabinets and dark countertops. Stainless steel appliances are visible, including a refrigerator and an oven. The spacious island features seating for two, while pendant lights hang above, providing ample illumination. A clock adorns the wall, adding to the functionality.

Home in Poynette

4.98 out of 5 average rating, 58 reviews

Private, Modern, Cozy Country Home

This is a very private and quiet new home in the country on 53 acres of land. Perfect for a family getaway or romantic getaway. There are many areas to explore on our land, including wooded trails. XC ski or snowmobile in winter. Enjoy the privacy of having a country home to yourselves, but only short drive to restaurants, shopping, a winery, or Cascade Mountain Skiing. Pickleball courts nearby! We are a 30 minute drive to Madison, Wisconsin Dells, or Devil’s Lake in Baraboo.

PetsOutdoor spacesBathroom

Guest favourite

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, 401 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

PetsWalkabilityQuiet

Guest favourite

The cozy cottage exterior features light-colored siding and large windows, allowing for natural light. A wooden deck with chairs provides a spot to enjoy the view. A serene sunset over the lake with reflective water complements the tranquil surroundings.

Cabin in Pardeeville

4.84 out of 5 average rating, 32 reviews

Cozy Lake View Retreat

A perfect spot to escape! Just a short stroll to Park Lake with stunning sunsets. Our cozy cottage/lake view is just what you need to relax and unwind after the day's adventures. A stocked kitchen/LR with coffee, games, DVD player, DVD'S, 40” smartTV. Prime location to all things fun! Lake activities, hiking, exploring in the summer and ice fishing, downhill skiing and snowmobiling in the winter! We love sharing our space and know you will love it just as much.

Outdoor spacesPetsSleep quality

Guest favourite

A spacious outdoor dining area is set up on the wooden rooftop deck, featuring a rectangular table surrounded by woven chairs. Each place is elegantly arranged with red mugs and coordinating plates, while warm sunlight casts elongated shadows across the deck.

Condo in Wisconsin Dells

4.86 out of 5 average rating, 148 reviews

Downtown Dells Bachelorette/Bachelor Headquarters

Downtown Wisconsin Dells Condo – The Perfect Getaway for Fun and Relaxation! Welcome to your ultimate vacation retreat in the heart of downtown Wisconsin Dells! This luxurious 3-bedroom, 2-bath condo is designed for both comfort and excitement, offering everything you need for an unforgettable stay. Perfectly situated just a 3-minute walk from the vibrant downtown attractions and top-notch restaurants, this is the ideal spot for your next adventure.

WalkabilityPetsBathroom

Top Guest favourite

Cabin in Merrimac

5 out of 5 average rating, 43 reviews

Quiet, Peaceful A-Frame Chalet

Quiet, Mid-Century Modern A-Frame Retreat with Hot Tub. Experience timeless style and modern comfort in this beautifully renovated A-Frame near Lake Wisconsin and just minutes away from the iconic Devil’s Lake State Park, the Merrimac Ferry, ATV trails, Lake Wisconsin, Parfrey’s Glen, Devil’s Head, and other popular attractions. The area offers tranquility and seasonal adventure. Perfect for families, friends, and pet lovers!

PetsGetting aroundAccuracy

Guest favourite

A single-story house is set on a well-maintained lawn, featuring a wooden exterior with a front porch and red railing. A paved driveway leads up to the house, while trees and open space are visible in the background under a clear blue sky.

Home in Baraboo

4.9 out of 5 average rating, 117 reviews

Wild Rose Ranch Guest house

Enjoy the quiet peaceful nature of the Baraboo Bluffs and the convenience of being close to WI Dells(15 min), Baraboo, ( 5 min), Baraboo Bluffs,(back yard), Devils Lake( 5 min), Cascade Mountain(10 min), Devils Head(10 min), Circus World(3 min). Good for couples, families and dogs (pet fee$200). Backyard views of the Baraboo bluffs. UTV route access from the house. Additional $20 fee/guest/night after 6 guests.

Outdoor spacesPetsQuiet

Guest favourite

Spacious gathering area features a cozy seating arrangement with a sectional sofa, complemented by a patterned chaise lounge. A wood burning stove serves as a focal point, while large windows allow natural light to illuminate the room, offering views of the surrounding greenery.

Home in Portage

4.97 out of 5 average rating, 36 reviews

Chic Country Home w/ Sprawling Acreage

Welcome to our Chic Country Home in Portage, Wisconsin—a beautifully renovated farmhouse set on 80 acres of scenic land. This charming 1.5-story retreat offers 1,900 square feet of thoughtfully designed space, perfect for family gatherings or a relaxing escape. Just 20 minutes from Cascade Mountain, enjoy skiing, snowboarding, and winter adventures before returning to unwind by one of our two cozy wood burners!

Outdoor spacesGetting aroundView