Pet-friendly holiday rentals in Columbia County

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.

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.

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.

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.

The Bobber Simple Cabin -Quaint 1BR/1BA-perfect HQ

This cottage is located in a beautiful rural setting. Set back off the main street with a private dead-end gravel drive. It's quiet and dark - perfect for stargazing. 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, breweries, wineries, and agri-tourism.

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.

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.

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

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.

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!

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.

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.