Pet-friendly vacation 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!

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.

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.

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.

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.

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.

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.

Conway Cottage at the Ringling House

Your family and friends will be close to everything when you stay at this centrally-located cottage in Baraboo, WI. This charming, fully remodeled, two bedroom cottage, was originally built for Charles Ringling's mother-in-law, Ms. Conway, after she became a widow. It is part of the Estate in which the Ringling House Bed & Breakfast sits. This two-bedroom cottage welcomes both families and pets, offers modern comforts and is handicap accessible.

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.