The 30 Best Vacation rentals in in Madison, Indiana

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General's Quarters in Madison, Indiana offers two spacious vacation rentals perfect for gathering with friends and family to make lasting memories. Named after Civil War General Thomas Turpin Crittenden, these duplex homes each feature 4 bedrooms, 3.5 baths, and a queen sleeper sofa for additional guests. With two king beds, two queen beds, and modern amenities such as a 75" TV, fully equipped kitchen, and off-street parking, General's Quarters provides a comfortable and convenient stay in the heart of Madison's festival action. Enjoy easy access to Main Street, the river, and Bicentennial Park, as well as live music venues, shopping districts, and Clifty State Park for outdoor adventures. Whether you're looking to relax or explore, General's Quarters is the perfect home base for your Madison getaway.

Visit Madison, Inc. is a unique and historic travel agency located at 601 West 1st Street in Madison, Indiana, United States. Experience the timeless charm of this picturesque community along the banks of the Ohio River, surrounded by Clifty Falls State Park. With the largest contiguous National Historic Landmark District in the U.S., Madison offers a blend of rich history and modern conveniences. Plan your perfect day in Madison with the help of Visit Madison, Inc. Discover a variety of accommodations to suit your style and explore the fun events and activities the town has to offer. From the annual spring photo contest to holiday relaxation tips, there is something for everyone in Madison.

Comfort Inn is a cozy and inviting lodging establishment located at 3767 Clifty Drive in Madison, Indiana, United States. Our institution offers comfortable and well-appointed rooms, perfect for both leisure and business travelers. Guests can enjoy a complimentary hot breakfast, free Wi-Fi, and access to amenities such as a fitness center and indoor pool. Conveniently located near local attractions and dining options, Comfort Inn is the perfect choice for a relaxing stay in Madison.

Riverboat Inn & Suites is a charming lodging located at 906 East 1st Street in the picturesque town of Madison, Indiana, United States. Nestled along the Ohio River, this cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. The inn features a mix of traditional and modern amenities, including spacious rooms, complimentary breakfast, free Wi-Fi, and a riverside patio where guests can enjoy the stunning views. Whether you're visiting for business or pleasure, Riverboat Inn & Suites is the perfect choice for a memorable stay in Madison.

Hillside Inn is a charming lodging establishment located at 831 East Main Street in Madison, Indiana, United States. Nestled in a picturesque hillside setting, this inn offers comfortable accommodations and a peaceful atmosphere for guests to relax and unwind. Whether you are visiting for business or pleasure, Hillside Inn provides a welcoming environment with clean and spacious rooms, friendly staff, and convenient amenities. Experience a tranquil stay at Hillside Inn during your next trip to Madison, Indiana.

The Chandler Hotel is a charming lodging establishment located at 111 East 2nd Street in the historic town of Madison, Indiana, United States. This quaint hotel offers comfortable accommodations and a warm, welcoming atmosphere for guests to enjoy during their stay. With its convenient location near local attractions and amenities, The Chandler Hotel is the perfect choice for travelers looking to experience the charm and hospitality of Madison. Whether you're visiting for business or pleasure, you'll feel right at home at The Chandler Hotel.

The 2nd Street Carriage House & Inn is a charming lodging establishment located at 308 West 2nd Street in Madison, Indiana, United States. This historic building offers a unique blend of old-world charm and modern amenities, making it the perfect destination for travelers seeking a comfortable and memorable stay. As a real estate agency, the 2nd Street Carriage House & Inn also offers guests the opportunity to explore the local real estate market and potentially invest in property in the beautiful town of Madison. Additionally, the establishment operates as a travel agency, providing guests with personalized recommendations for local attractions, dining options, and activities to enhance their stay.

Dugan Hollow Retreats offers a cozy and peaceful getaway in the heart of nature at their charming log cabin and suites located at 1708 East Dugan Hollow Road in Madison, Indiana, United States. Whether you're looking for a relaxing retreat or an adventurous outdoor experience, this institution provides the perfect accommodation for your needs. As a lodging, real estate, and travel agency, Dugan Hollow Retreats ensures a comfortable and memorable stay for all guests. Experience the beauty of the surrounding landscape and enjoy a rejuvenating escape at this tranquil retreat.

River’s Edge Historic Hunger House is a charming lodging institution located at 213 Jefferson Street in Madison, Indiana, United States. Nestled along the scenic riverfront, this historic house offers a unique and cozy accommodation experience for guests looking to immerse themselves in the rich history and beauty of the area. With its picturesque location and comfortable amenities, River’s Edge Historic Hunger House is the perfect retreat for travelers seeking a peaceful and memorable stay.

The Fashion House on Central is a charming lodging establishment located at 320 Central Avenue in the historic town of Madison, Indiana, United States. This boutique hotel offers stylish and comfortable accommodations for travelers looking to experience the beauty and culture of the area. With its convenient location and unique design, The Fashion House on Central is the perfect choice for those seeking a memorable stay in Madison.

Cabin on the Ridge is a charming and cozy retreat nestled in the scenic countryside of Madison, Indiana. Our real estate and travel agency specializes in providing unique and unforgettable cabin rentals for those looking to escape the hustle and bustle of city life. Located at 7606 North Shaw Hollow Road, our cabins offer stunning views of the surrounding ridge and provide the perfect setting for a relaxing getaway. Whether you're looking for a romantic weekend for two or a family vacation, Cabin on the Ridge has the perfect accommodations for your needs. Book your stay with us today and experience the beauty and tranquility of the Indiana countryside.

Cabin on the Ridge: The Sequel is a charming real estate and travel agency located at 7600 North Shaw Hollow Road in Madison, Indiana, United States. We specialize in offering unique and cozy cabin rentals nestled in the picturesque countryside, providing the perfect getaway for those looking to escape the hustle and bustle of city life. Our team of experienced agents are dedicated to helping you find the perfect cabin for your next vacation or weekend retreat. Whether you're looking for a romantic getaway for two or a family-friendly vacation spot, Cabin on the Ridge: The Sequel has something for everyone. Book your stay with us today and experience the beauty and tranquility of the Indiana countryside.

Sonshine Cabin is a cozy lodging facility located at 9075 225 West in Madison, Indiana, United States. Nestled in a serene and picturesque setting, this charming cabin offers a peaceful retreat for guests seeking relaxation and tranquility. With its comfortable accommodations and beautiful surroundings, Sonshine Cabin provides the perfect getaway for those looking to escape the hustle and bustle of city life. Whether you're looking for a romantic weekend getaway or a family vacation, this idyllic retreat is the perfect destination for your next trip.