Pet-friendly holiday rentals in Sauk County

Circus City Retreat

The Circus City Retreat is your delightfully unique home base for exploring Baraboo’s history and the stunning beauty of the Devil’s Lake region. Nestled in a quiet downtown neighborhood, this charming pet-friendly home offers a private hot tub, full privacy fencing, relaxing patio, and a chill vibe. Whether you’re here for hiking, kayaking, skiing, shopping and dining, or to simply unwind with your loved ones and furry family members, you’ll find everything you need for a memorable getaway.

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.

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.

Fireside Cabin 15 | The Cow Cabin | Pet Friendly

Cabin 15, The Cow Cabin, is a 360 sq. ft. stand-alone retreat, the roomiest of our cozy cabins, with a full kitchen, living and dining room, separate bedroom, & covered porch. Perfect for couples or solo travelers who want a little more room to breathe. Sleep on a comfy queen bed, cook a real meal, work from the dedicated desk with fast WiFi, and get ready in the unique live-edge custom bathroom. Steps from our Wine and Beer Bar. Pet-friendly, but please add them to your reservation.

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

Cottage next to Ski/Golf/Hike

“The School House Suite” - Studio cottage (450 sq ft) with loft sleeps 8 max. Great location! Across from Devil’s Head Ski & Golf Resort and Parfrey’s Glen State Natural Area with beautiful hike to a waterfall. Devil’s Lake State Park 3 miles, Wineries/Breweries 10 mins. Queen Bed in main area with a full bed sofa pull out sleeper. 2 Full Beds in the loft. Small stocked kitchen to cook meals! Large Private Deck with grill, Fire table, & Outdoor Seating. Bluff Views!

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.

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.

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.