Pet-friendly holiday rentals in Sauk County

Fireside Cabin 8 | Baraboo • Dells Cabin | Pets OK

Cabin 8 is a cozy couples' hideaway near Wisconsin Dells and Devil’s Lake. Unwind under vaulted ceilings with warm knotty pine, LED accents, and custom live-edge vanity. Sleep on a comfy queen, plus friends or kids can join on a full pull-out sofa. Dine at the two-seat table with slide-out stools. WiFi, Roku TV, mini fridge, microwave, and mini split heat and AC. Outside, relax on the porch swing, then enjoy your private stone fire ring and wooded trails. Pets welcome but must be on reservation.

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.

Teacher’s Lounge

One bedroom suite within walking distance of downtown, beautiful Spring Green, WI. Enjoy small town living at it's best. Free Wi-fi and Chromecast TV. A/C, kitchen, & full bath. Easy parking, & access to parks, village pool, & many shops, restaurants & bars. A few miles from APT, Taliesin, House on The Rock & Gov Dodge. Pets <50 lbs welcome, they are not allowed on ANY furniture, if evidence is found of such, you’ll be charged for replacement of damaged property. $25/animal fee per visit.

Sunrise Haven Country Cabin with a view

From our family to yours - welcome to Sunrise Haven, a rustic log cabin nestled high in the Driftless hills of Southwest WI that overlooks farmland, a Class I trout steam and woodland. We invite you to enjoy the peace, connection to nature and outdoor adventure that we truly treasure. Hiking in the woods, watching wildlife and stargazing by the campfire await. While remote, we are still just a short drive to many of our area's greatest attractions that make SW WI a great place to visit.

Unique Rustic Log Cabin Home

Welcome to Pinewoods Cabin – a custom-built log home nestled in the cozy pines of SW Wisconsin. This charming retreat features a one-of-a-kind design, room to sleep five, a large wood-burning stove, rooftop deck with railings, and more. Rustic charm meets modern comforts (52" 4K TV, Fast WiFi). Just minutes from Spring Green, WI - with cute shops, dining options, the Wisconsin River, American Players Theatre, Taliesin home of Frank Lloyd Wright, the House on the Rock Resort, and more!

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!

Little Willow SW WI Restored Farmhouse Cold plunge

Get away from it all at our cottage, Little Willow, located in the Driftless area of SW Wisconsin. In a quiet valley, this beautifully restored historic home offers visitors three sunny covered porches, bathing in our fresh water spring 15 feet from the front door, hiking through the driftless woods, forest bathing, bird watching… Enjoy our springs, trout stream, owls and even coyotes. Create a bonfire at the fire pit for a warm romantic night. Country living at its finest.

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.

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!

River Valley Retreat

Enjoy your stay in the Spring Green area! This private apartment occupies the entire lower level of our home and features its own private entrance. Located on the edge of town, you’re close to everything. Clean, comfortable, and highly rated, it includes a queen bedroom plus space for up to 4 more guests (single bed, sectional, air mattress), a stocked kitchenette (no stove), dining area, bathroom, foosball, and private patio.