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Welcome to 2nd Street Carriage House & Inn

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2nd Street Carriage House

2nd Street Carriage House (sleeps 4) is a renovated 1850's carriage house in the heart of historic Madison, Indiana. We are located a block away from Main Street, where a variety of shops, art galleries, and restaurants await you. Two blocks south from our cottage is the gorgeous Ohio Riverwalk. Wineries, Mad Paddle Brewery, and wonderful antique malls are all within a few blocks away.
A charming and spacious bedroom with a queen size bed is located on the main floor, along with a master bathroom, complete with a clawfoot tub and shower. Upstairs in  the loft you will find a comfortable family room, where you can relax, watch TV, or have a glass of wine. A  twin bed with a trundle (2 twin mattresses) is tucked in the corner. A fully equipped kitchen with a microwave, stove, refrigerator, and  coffee  maker is next to the family room.    
Enjoy sitting outside on the patio in the fenced in private backyard, surrounded by gardens full of seasonal flowers. We are excited to share our town with you!

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2nd Street Inn

  2nd Street Inn (sleeps 4) sits directly in front of the Carriage House, and is a fully restored 1850's Folk Victorian.  The Inn shares the block with several historical sites, most notably the Jeremiah Sullivan House, the Talbot-Hyatt House, and the Masonic Schofield House. The Shrewsbury House can be viewed from the front porch as well. This inviting one story guest house has two bedrooms, one with a king, and the other with two twin beds.  It offers two full baths, a fully equipped kitchen, dining room, family room, and washer and dryer.           

  A welcoming covered front porch is the perfect place to sit outside and enjoy this charming historic neighborhood.  

  Both guest houses offer WiFi, Hulu Live, streaming, and a DVD player.  

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A Peek at Our Gardens

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Visit Madison!

Madison is a beautiful town nestled along the Ohio River, and is distinquished for its 133 blocks of historic buildings listed on the National Register of Historic Places. Enjoy 10 public historic sites, along with a wide assortment of gorgeous architecture as you explore Madison. Allow time for shopping in the specialty shops along Main Street, or in the several antique malls and art galleries in town. Enjoy a stroll along the gorgeous riverfront or hike up Heritage Trail. Relax at several wineries and savor a meal at one of our fine restaurants.
A few miles outside of town is Clifty Falls State Park, a gorgeous park with a variety of trails and waterfalls to enjoy. You also don't want to miss a visit to our beautiful Hanover College, which overlooks the Ohio River.
Madison is fun all year round, or during one of its many popular festival weekends. Relax, Explore, Enjoy!

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2nd Street Carriage House 

1 queen bed, 1 daybed/trundle (2 twin mattresses), (sleeps 4), 1 full bath with clawfoot tub/shower, a fully equipped kitchen with microwave, stove, refrigerator, coffee maker, iron, hairdryer, WIFI, Hulu Live, streaming, DVD player, off-street parking (1,000 sq.ft individual; structure)

2nd Street Carriage Inn

1 king bed, 2 twin beds, (sleeps 4), 2 full baths, one with a walk-in shower, and the other with a shower/bathtub, a fully equipped kitchen with a microwave, stove, refrigerator and coffee maker, iron, hairdryer, WIFI, Hulu Live, streaming, DVD player, washer and dryer (1,200 sq.ft; individual structure)

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2nd Street Carriage House

$189 per night (includes all fees, before taxes) - 2 adults, 2 night minimum, sleeps 4

2nd Street Inn

$209 per night (includes all fees, before taxes) - 2 adults, 2 night minimum, sleeps 4 

  • Indiana Sales Tax of 7% and Innkeeper's Tax of 5% will be added to your total reservation fee.           

  • Each additional adult guest is $30 per night + tax

  • A $100.00 deposit is required to hold a reservation. Cancellation of a reservation after 14 days prior to a stay will result in the forfeiture of the $100.00 deposit

  • Check in after 3:30 pm / Check out before 10:30 am

  • Our guest cottages are non-smoking, pet-free environments.


About Us

We met at Hanover College, which is just outside of Madison.  After graduating, we married and moved to Valparaiso, Indiana, where we lived for 40 years.  After raising our family, we retired in 2013, and returned to Madison, a town that we always loved for its beauty and friendliness. We love sharing Madison with friends and family and now having our guest cottages allows us to do just that!

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Please call or email the Innkeepers, Sandy and Dick Freeman, to reserve the Carriage House or Inn, and to make arrangements for your deposit payment. Reservation payments can be made by check, cash, or credit cards.


308 W 2nd Street
Madison, IN 47250



219.508.9644-Sandy, 219.508.9645-Dick

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