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Madison vacation rentals

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Top-rated vacation rentals in Madison

Guests agree: these vacation rentals are highly rated for location, cleanliness, and more.

Guesthouse in Madison
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!
$100 per night
Cottage in Madison
Cozy Farmhouse Retreat in Historic District
Located in the historic district in Madison! Lisa and Richard co-own and co-host this recently updated cottage. Welcome to our cozy, chic Farmhouse Retreat. It is one block from Main Street, featuring so many charming shops, restaurants, and historic buildings Madison is famous for. Three blocks from the mighty Ohio. A short five-minute drive from Clifty Falls State Park. We fell in love with Madison and know you will, too.
$99 per night
Rental unit in Madison
Mad River Suites—Suite #2
Newly remodeled, ground level, one-bedroom suite (part of a three-suite apartment building) with River views!! Located in Downtown Madison one block from the river. Short distance from local Main Street shopping and dining. Within walking distance to the River Walk and the Madison-Milton bridge. Fully equipped kitchen & washer/dryer. Free parking on premises. Ten minute drive to Clifty Falls State Park.
$96 per night

Stay near Madison's top sights

Photo of Hinkle's Sandwich Shop
Hinkle's Sandwich Shop17 locals recommend
Photo of The Red Pepperoni
The Red Pepperoni26 locals recommend
Photo of Key West Shrimp House
Key West Shrimp House9 locals recommend
Photo of Bicentennial Park
Bicentennial Park3 locals recommend
Photo of Shipley's Tavern
Shipley's Tavern14 locals recommend
Photo of Off Broadway Tap Room
Off Broadway Tap Room20 locals recommend

Other great vacation rentals in Madison

Home in Madison
The Artist’s A-Frame
$116 per night
Loft in Madison
Historic Madison Spa Retreat perfect location
$94 per night
Home in Madison
Historic Brick House. Near the River and downtown
$125 per night
Hotel room in Madison
Sunset on Broadway Suite 205 at The Chandler Hotel
$149 per night
Rental unit in Madison
Stablemaster’s Quarters/ Best downtown location!
$154 per night
Rental unit in Madison
Dragonfly Suite
$92 per night
Townhouse in Madison
Cozy downtown home with patio walk to everything.
$114 per night
Cabin in Madison
Cabin on the Ridge: The Sequel
$133 per night
Tiny home in Madison
$102 per night
Home in Madison
Charming shotgun in the heart of downtown Madison
$93 per night
Place to stay in Madison
The Riverside Retreat
$100 per night
Cottage in Madison
Cottage*historic Madison *Pets*Trails*Clean
$93 per night

Other types of stays on Airbnb

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  5. Madison