Pet-friendly holiday rentals in Jefferson County

Walnut Street Saloon BNB

Step back in time to enjoy a historic tavern-turned-getaway in downtown Madison, Indiana. This spacious home, once a bustling town staple, combines rich history with modern amenities. Immerse yourself in Madison's vibrant heritage while staying just blocks away from locally owned shops, bars, and restaurants, as well as the beautiful Ohio River. It's the perfect vacation spot, whether you're here to shop, explore Clifty Falls State Park, or check out one of Madison's many festivals and events.

The little house

Located right in downtown historic Madison just a few blocks from the river, great restaurants, bars, hiking trails and all the different events going on In Madison. Full kitchen, washer dryer, and a firepit with seating out back, everything you could need for a relaxing stay! *House was previously smoked in as a rental and a guest at the beginning of my Airbnb journey. I am working diligently on removing the smell. I just disclaimer for anyone that is super sensitive to light cigarette smoke*

The Main St. Oasis - Heart of Downtown Madison

Welcome to the Main St. Oasis in the heart of Historic Downtown Madison! We're steps away from Lanthier Winery, shopping, fine dining, the Ohio River, a bakery underneath the apt & have a coffee shop right across the street. Close to Clifty Falls State Park (3 min) & Hanover College (9 min). Enjoy a unique retro-western theme, with games & luxuries for all ages. Perfect for couples, families, or small groups. Ideal for exploring Madison’s top attractions or relaxing in comfort right on Main St!

Cozy Cottage downtown *Pets*Trails*firepit*Clean

Sue’s Cottage is a quaint two bedroom cottage with a porch over looking the Heritage Trail of Madison. It is perfect for pets. It is a home to many species of birds and wildlife. Relax on the deck bird watching or stroll through the heritage trail & scenic railroad tracks surrounding the cottage, which leads to the river walk. We are walking distance to all historic Madison offers. We are less than a mile from Clifty Park. A portion of each stay is donated to local charity.

Bicentennial Park View

New June 2024! Full time Airbnb. Come stay at this newly renovated home in historic downtown Madison. This 3-bed/2-bath home is adjacent to Bicentennial Park and includes a fully stocked kitchen, washer & dryer, internet, keyless entry, front porch that overlooks the Ohio River and more. From the front porch of this home, enjoy the festivities of live concerts and Friday-night movies. You will enjoy easy access to everything Main Street offers from this centrally located home.

Main Street - Heart of downtown Madison!

Main St is the HEART of Madison! We are centrally-located in downtown Madison. Our home is within walking distance for all of your downtown shopping adventures and the beautiful Riverfront. Start your mornings with a walk to one of our local coffee shops on your way to shop or enjoy a peaceful morning in of our amazing parks. Lunch and dinner can be their own adventure with all the local downtown eateries. Located only a few minutes away from the beautiful Clifty Falls State Park!

Hardy Lake Vacation House

The House sits On Hardy Lake. 2 beds, 2 bath. Inside it has a full kitchen . The living room has queen sized sofa beds for extra guests. Gas grill and wood burning Fire pit, hot tub. Self-check-in. Smart TV that gets local channels. We provide board games, playing cards. Quiet getaway where guests can simply relax away from the city. 15 minutes from Scottsburg IN, 50 minutes from Louisville Ky. Lakeside Camping 4 min, Hardy Lake public Beach 15 min.boat parking space available

Mulberry Cottage In The Heart Of Downtown Madison

This quaint studio cottage is located in the heart of Madison, Indiana. The entire building was fully renovated in 2020 and offers a modern luxurious stay in our beautiful historic town. This property features off-street parking, fast private WiFi, and complimentary beverages/snacks. Within walking distance of shopping, restaurants, and all downtown events. Few properties come close to the accessibility that this Madison cottage provides. We look forward to hearing from you!

2 King Beds-1 Block to Main St-Downtown Cottage!

🏠 This updated historic home features two bedrooms, both with king beds, and one full bathroom with a washer and dryer. The home is clean and charming, sure to be just what you need for a family trip, girls' weekend, or romantic getaway! 🚸 Enjoy a brief walk to all that downtown Madison, Indiana has to offer. It is also a quick drive to Madison's hilltop, Hanover College, and Clifty Falls State Park. 🚙 On street parking only.