Pet-friendly holiday rentals in Baraboo

Oasis, NEW Hot Tub, Fire-pit lounge and Coffee Bar

Wild Peak Cottage a newly renovated A-Frame, just a hop, skip, and a jump from Castle Rock Lake, less than 1 mile! Gather around the fire pit, swing on hammocks, roast marshmallows, and create lasting memories. Relax in our large hot tub, under the stars surrounded by pine trees Walking distance (less than 1 mile) to Castle Rock Lake, 25 minutes to Wisconsin Dells, and a short distance to hiking, fishing, wineries, and so much more! Furry friends (dogs) are welcome for your Pawesome 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.

Walnut Cabin w/Sauna-Dog Friendly

We designed this space for a warm, cozy getaway. The overall goal of the design was a connection with nature and with the one you love, highlighting the beauty of the Driftless region. Use the onsite sauna or outdoor tub for a unique experience. Connect with nature in the Driftless Area of SW Wisconsin, drive to one of the attractions from this central location including the House on the Rock, Taliesin, Devil’s Lake Park, and more. Bring your canine companion as well, there is acreage to roam.

Nature Getaway - Escape Room, Speakeasy & Hot Tub

This fully remodeled a-frame style cabin sits in the old forest of Lake Alpine: perfect for a family or couple getaway. Lake Escape has all the things you’d expect from a lake house getaway: lake/beach access, kayaks, canoe, swimming, fishing, hot tub, board games, yard games, dock. But, Lake Escape has so many bonus secrets hidden within! You'll discover a built in escape room, bookshelf doors, tricky puzzles, underground speakeasy, put-put golf, 90s video games, private forest, and more!

Cool quiet country cabin on boulders and 120 acres

Funky, tidy 23 year old country cabin on 120 acres of farmland & woods in a private, quiet rural setting. It's cozy, 950 sq ft, built with stone and wood. Open concept with a two story fireplace, porch fireplace, firepit, and open loft for sleeping (1 bed), with spiral stairs, lots of windows, walnut floors and trim, oak beams and pine kitchen tops. Shower is big and open, with doors opening to a back deck for outdoor showering. Beautiful covered porch overlooking rolling meadows and woods.

The Shopkeeper's Apartment in Yuba

The Shopkeeper’s Apartment in Yuba is the lower rear apartment in a 4-unit commercial brick building. The historically renovated space has a mix of old and new, with hardwood floors, a few restored wooden windows, and a full kitchen and bathroom with a walk-in shower. The apartment is located in the quaint village of Yuba (pop. 53), which is the smallest incorporated village in Wisconsin, 15 minutes (11 miles) from Hillsboro. Most days, you can grab a drink and meal next door at Louie's Bar.

Private Log Cabin in 10 Acre Forest

Take it easy at this rustic authentic log cabin. Deep in the woods, your private haven awaits on over 10 acres to hike or hunt. Enjoy the stunning rock formations in the backyard and shady trees welcoming you along the drive to this peaceful escape! Sit on the wrap around deck and watch the deer, turkey and other wildlife or build a bonfire to warm yourself on the cool evenings. This is a truly unique and tranquil getaway. Less than 20 minutes to all the action of The Wisconsin Dells.

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.

Luxurious Chula Vista Retreat

No resort fees! Experience all the Wisconsin Dells has to offer while staying in this luxurious condo, located inside the action-packed Chula Vista Resort! Enjoy the resort's restaurants, 18-hole golf course, zip line and so much more! Minutes from all of the area's attractions including Mt. Olympus, Noah's Ark and hiking trails! Then relax in our Jacuzzi tub, cozy up to our two fireplaces, hang out in our spacious living room or cook a family meal in our full-size kitchen!

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

Lakefront 3BR Retreat – Sauna · HotTub · Fireplace

Stay in your private 3BR, 2BA section of our lakefront downtown home. Enjoy lake access, a hot tub, sauna, fireplace, and calm views plus you're steps from restaurants in the Willy St. neighborhood and on the bike path. Relax with coffee on the dock, play board games, or roast marshmallows by the fire. Cozy up indoors with parking, a full kitchen for holiday meals, and festive seasonal touches. (Paddleboards and pontoon available in warmer months.)

Breezeway Bay - Waterfront House

Relax with the whole family (and friends) at this peaceful place. Breezeway Bay is a spacious home-like place with an amazing riverfront view. Enjoy time outside on the breezeway and in front of the fire pit. Go back inside to the sun porch (3-season room) and 3 bedrooms, 2 bathrooms, full kitchen, dining area and living room. You also have water views from the second floor balcony!