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 Pardeeville

4.88 out of 5 average rating, 56 reviews

Lakeview Cabin, Perfect Sunsets!

This cottage is directly across a county road from beautiful Park Lake in Pardeeville, WI. The cottage is not on the water, but just across the road from the lake shore for fishing, boating, or the provided kayaks. The open floor plan sleeps four comfortably. 2 kayaks, a charcoal grill and gas fire pit available for your pleasure. You may even see an Amish buggy coming down the road, or one of the many Bald Eagles that call Park Lake Home. The sunsets are amazing memories you will keep forever.

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, 149 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.

Guest favourite

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, 105 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.

Guest favourite

Home in Poynette

4.91 out of 5 average rating, 34 reviews

Cozy Cabin on Crooked Lane close to Lake Wisconsin

Nestled in a quiet, woodsy neighborhood, this cozy cabin offers everything you need for a relaxing getaway — fire pit, propane grill, fenced dog-friendly yard, high-speed WiFi, two large smart TVs, & a mini air hockey table. You’ll be just a short walk from Lake WI, with public boat launches, trails, and playgrounds nearby. Spend the day boating, fishing, or exploring local spots like the Mackenzie Center, or take a quick drive to Devil’s Lake or Wisconsin Dells for even more outdoor adventure.

Superhost

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.

Guest house in Poynette

4.9 out of 5 average rating, 275 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.

Superhost

Cabin in Baraboo

5 out of 5 average rating, 4 reviews

Fireside Cabin 15 | The Cow Cabin | Pet Friendly

Cabin 15, The Cow Cabin, is a 360 sq. ft. stand-alone retreat, the roomiest of our cozy cabins, with a full kitchen, living and dining room, separate bedroom, & covered porch. Perfect for couples or solo travelers who want a little more room to breathe. Sleep on a comfy queen bed, cook a real meal, work from the dedicated desk with fast WiFi, and get ready in the unique live-edge custom bathroom. Steps from our Wine and Beer Bar. Pet-friendly, but please add them to your reservation.

Top 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

4.98 out of 5 average rating, 383 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

Superhost

A charming cottage is nestled among tall trees, illuminated by soft outdoor lighting. The house features a welcoming front window, and a pathway leads to a fenced area. The night sky provides a serene backdrop to this inviting setting.

Cottage in Merrimac

4.79 out of 5 average rating, 34 reviews

Cottage next to Ski/Golf/Hike

“The School House Suite” - Studio cottage (450 sq ft) with loft sleeps 8 max. Great location! Across from Devil’s Head Ski & Golf Resort and Parfrey’s Glen State Natural Area with beautiful hike to a waterfall. Devil’s Lake State Park 3 miles, Wineries/Breweries 10 mins. Queen Bed in main area with a full bed sofa pull out sleeper. 2 Full Beds in the loft. Small stocked kitchen to cook meals! Large Private Deck with grill, Fire table, & Outdoor Seating. Bluff Views!

Superhost

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.

Apartment in Wisconsin Dells

4.87 out of 5 average rating, 136 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.

Top guest favourite

Cabin in Merrimac

5 out of 5 average rating, 28 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!

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

4.89 out of 5 average rating, 113 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.

Guest favourite

A screened-in porch features wooden ceilings and large windows allowing for river views. A black railing encloses the space. Red cushions adorn the seating area, which includes a low table at the center. Natural light streams in, creating a bright and inviting atmosphere.

Home in Portage

4.9 out of 5 average rating, 31 reviews

Ski & River House in Portage, WI

The house is located on a river close to Cascade Mountain Ski resort. This is a mix of a lot of beautiful river views and family activities. 30 minutes away from Wisconsin Dells and Madison, 25 minutes away from Kalahari Waterpark Resort. 3 large bedrooms with king size beds, 2 twin beds and 1 sofa. River front fire pit, patio and much more. Bring your friends and family to enjoy this peaceful place to stay.