Pet-friendly holiday rentals in Sauk County

6 min to Kalahari - King Suite - Game Room - Pets

🔹Large families & groups - 5,000 sq/ft 🔸sleeps 20 - 2 King, 7 Queen, 5 couches, & 1 pack n' play 🔹10 parking spaces, fire pit, gas grill, dining set, & outdoor games 🔸Basement game room w/ wet bar, shuffleboard, darts, kids toys, board games, & three 85" smart TV's 🔹Open concept main level living area w/ gas fire place, 18 dining seats, and large kitchen 🔸Cascade Mountain, Christmas Mountain Village, Justagame Fieldhouse, Noah's Ark, Mount Olympus, Lake Delton, & all Dells attraction

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.

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

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.

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.

Dog-Friendly Mighty Pine Cabin Escape w/Sauna

We welcome you to Ridge & Valley Hospitality where our overall goal is to create a place of rest and relaxation. We use beautiful design aesthetics and intentional planning to weave together a property that will clear your mind, and stimulate your senses. Connect with nature in the phenomenal Driftless Area of SW Wisconsin close to House on the Rock, Wisconsin Dells, and more. Bring your canine companion too.