Pet-friendly holiday rentals in Columbia County

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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
4.92 out of 5 average rating, 12 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 favourite
Cabin in Pardeeville
4.88 out of 5 average rating, 49 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
4.92 out of 5 average rating, 146 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
Home in Poynette
4.96 out of 5 average rating, 23 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.

Guest favourite
A dining area is situated on the back deck, featuring a large outdoor table surrounded by chairs. Potted plants add a touch of greenery, while the view overlooks the lake and surrounding trees, creating a serene setting for outdoor meals.
Holiday home in Pardeeville
4.84 out of 5 average rating, 87 reviews

Family Lake House with three bedrooms

Relax with the whole family at this peaceful home on Park Lake. Dogs are welcome! This three bedroom home has two rooms with queen beds, and one bunk room with four beds. The kitchen is fully stocked. Enjoy game night in the converted garage, fires in the yard, and kayaking or paddle boarding on a 330 acre lake. Fishing is excellent and you can boat or fish right off the dock on property! Relax and enjoy. We are only thirty minutes from the Dells and fifteen minutes from skiing in Portage.

Guest favourite
A serene lakeside view captures a vibrant sunset, with hues of orange and blue reflecting on the calm water. Clouds scatter across the sky, complementing the tranquil scene where the water mirrors the colorful sky, suggesting a peaceful natural environment.
Cottage in Poynette
4.86 out of 5 average rating, 105 reviews

Riverbluff Cottage *near WI's best hiking& Cascade

This cottage is located in a beautiful rural setting. Set back off the main street on a private dead-end gravel drive. It's quiet and dark. This is a simple, clean, and affordable space for those who are looking to get closer to nature. Conveniently located nearly equidistant to Madison, Wisconsin Dells, and Devil's Lake State Park. A wonderful HQ for exploring the natural beauty of Driftless Wisconsin. Plenty of hiking, skiing, wineries, and agri-tourism. This cabin is part of a duplex.

Guest favourite
The hot tub is positioned on a deck with two glasses of red wine placed on its edge. A sunset casts warm hues over the water, while the silhouette of trees frames the scene. The distant hills create a serene backdrop.
Home in Poynette
4.85 out of 5 average rating, 281 reviews

Quietwater Cottage-Hot Tub, Nearby Skiing, Nature!

Hot Tub on deck with sunset and water view! Near Cascade Mountain Ski Resort, Devilshead, Christmas Mountain!!! XC skiing nearby at Mirror Lake State Pk & Lodi Ski Trails. Great place to come back to after a day of skiing for a soak with a GREAT view of nature! Conveniently located on the Lake Wisconsin waterfront between Madison and the Wisconsin Dells, just 1.5 hours from Milw and 3 hours from Chicago. We are pet friendly for well behaved dogs with a $25/night pet fee per dog.

Top guest favourite
A deck area is furnished with four Adirondack chairs, positioned around a fire pit. The backdrop features vibrant autumn foliage and a view of Lake Wisconsin. The space offers a peaceful outdoor retreat, inviting relaxation and enjoyment of nature.
Cottage in Poynette
4.91 out of 5 average rating, 68 reviews

North Cliff Cabin on Lake Wisconsin

Enjoy lake life at its finest in this completely renovated 2-bedroom cozy cabin on Lake Wisconsin. The south facing views can be embraced from the entirety of the cabin or from your favorite seat on the deck. Keep an eye out for hints of the original cabin and for charms that are uniquely Wisconsin. Quick access to I-90/I-94 and 15 minutes from Cascade Mountain. Perfect for an extended stay, weekend getaway, or work escape. Enjoy the up north experience without the drive!

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, 371 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 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, 134 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.

Guest favourite
A cozy studio apartment features a queen-size bed with light bedding and two large windows providing natural light. A comfortable loveseat complements the space, while a decorative area rug adds visual interest. A small table sits in front of the seating area, enhancing the layout.
Flat in Portage
5 out of 5 average rating, 7 reviews

Boho Studio,20 Minutes from Wisconsin Dells

Enjoy a stylish experience at this centrally-located place.Welcome to our cozy boho-style studio apartment! This charming space is perfect for a relaxing getaway, featuring a comfortable queen-size bed, a cozy loveseat, and a well-equipped kitchen for all your needs. Thoughtfully decorated with earthy tones, plush textiles, and unique decor, the apartment offers a warm atmosphere. This tranquil retreat is the perfect spot to unwind and feel at home.

Guest favourite
The two-story building is characterized by its bright yellow facade and green accents. Large windows provide natural light, and a manicured lawn borders the home. The fenced backyard features a patio area with shaded seating, enhancing the inviting outdoor space.
Townhouse in Portage
4.97 out of 5 average rating, 104 reviews

Lower Condo 5 min to Cascade Ski Hill

Dog friendly. 5 min to Cascade Ski Hill, 15 min to downtown Wisconsin Dells, 15 min to Devils Lake State Park. Huge Fenced in backyard with fire pit & grill. Home offers a fresh modern décor in a quiet neighborhood. It's a great vacation getaway & a convenient location to many activities. It has everything you need for a comfortable retreat. Come enjoy evenings under the stars sitting by the fire. See you soon.

Popular amenities for Columbia County pet-friendly home rentals