Pet-friendly holiday rentals in Columbia County

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.

Pets · Outdoor spaces · View

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.

Outdoor spaces · Walkability · Parks

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.

Pets · Outdoor spaces · Location

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 spaces · Pets · Nearby

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.

Walkability · Outdoor spaces · Kitchen

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.

Outdoor spaces · Walkability · Comfort

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

Walkability · Outdoor spaces · Breakfast

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.

Pets · Outdoor spaces · Indoor spaces

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.

Outdoor spaces · Pets · Checkout

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!

Pets · Getting around · Condition

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.

Pets · Outdoor spaces · TV

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.

Outdoor spaces · Comfort · Sleep quality