Pet-friendly vacation rentals in Sauk 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!

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.

River Valley Retreat

Enjoy your stay in the Spring Green Area! This private apartment in the lower level of our home is located on the edge of town - close to everything you're here to see! This space provides a home-like feel while you tour the area. Offering a one bedroom (queen bed) with the ability to sleep up to 4 more people (2 on sectional sofa and 2 on air mattress), plus a loaded kitchenette (no stove), dining area, bathroom, extra space for gaming (includes a free arcade and foosball) and private patio.

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.

Devils Lake Escape (5 bedrooms,8 beds, 4 baths

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.

Cozy cabin on Lake Redstone

Our cozy cabin in the Driftless Region near Wisconsin Dells offers a peaceful nature escape. Accented with stained glass, it features a lofted reading nook, vintage books, DVDs, puzzles, and quirky décor. Relax in hammock chairs overlooking a wooded ravine where wildlife often wander by. A stone-stepped trail leads down to a private boat dock with swimming, SUPs, kayaks, and a canoe. Enjoy the Zen garden loop, wildflowers, and games, indoors or out. A perfect spot to unwind and explore.

Brisbane House: Restored Historic Country House

Twice-awarded and the only house like it in Wisconsin! Built in 1868 by an abolitionist from South Carolina, this gem of a historic stone home has been lovingly restored. Brisbane is all about inclusivity, great comfort, and extraordinary style. Set on 18 wooded acres, you can hike the surrounding area, play croquet, build an outdoor fire. New kitchen and bath, and great wifi, too. Close to APT and Taliesin in Spring Green. Your stay contributes to this important restoration!

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

The Willows

Experience the charm of this beautifully restored farmhouse nestled in the rolling hills of The Driftless Area. With ties to AD German & Frank Lloyd Wright, this home is perfect to make some history of your own. Enjoy stunning countryside views, modern amenities, and plenty of space to relax—whether indoors, on the property, or on one of 3 porches. Explore nearby hiking trails, trout streams, and charming small towns, or simply unwind in this peaceful rural escape.

Devil's Lake Schoolhouse

Step back in time at Devil's Lake Schoolhouse, a renovated 1877 schoolhouse just outside the north entrance to the park. You can walk to the North Shore beach! Perfect for family getaways, group retreats or a weekend with friends, this spacious home blends historic charm with modern updates. With 9 beds, it comfortably sleeps 12 guests. Enjoy large gathering spaces, a screened porch, and a fire pit for relaxing and reconnecting. There’s something here for everyone!

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.