Pet-friendly holiday rentals in Columbia County

Oasis on 188 - Lake House, Kayaks, Ski Hills!

Beautiful, spacious fully remodeled 4 bedroom house with kid friendly amenities, bonus game room, and large pier. Fun outdoor space complete with a large patio and firepit. Includes a 3-season porch to relax and take in the amazing lake views. Excellent shoreline with a flat bottom to enjoy all water activities. 2 kayaks included. Walking distance to the Merrimac Ferry and extremely close to the best restaurants/bars. Pets welcome. Master bed and bath on first story. Life is better at the lake!

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.

Fireside Cabin 9 | Couples Cabin & Pet Friendly

Newly rebuilt 1930s-era, cute, cozy cabin with knotty pine and vaulted ceiling. Cabin 9 is perfect for couples, but sleeps up to 4 people with a comfy queen bed and full-sized pull-out sofa bed. Fast WiFi, Roku TV, quiet mini-split heat and AC, mini-fridge, and microwave. Outside, enjoy your private boulder-ring firepit, shared grills, and wooded trails. On-site wine and beer bar open Thu-Sat evenings and minutes to Devil’s Lake and the Wisconsin Dells. Pets welcome, but must be on reservation.

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.

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.

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.

Island View Hideaway-Hot Tub, Near 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.

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!

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

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.

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.

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.