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Vacation rentals in Madison

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Madison

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

Cabin on the Ridge
SUPERHOST
Entire cabin · 4 guests · 2 beds · 2 baths

Cabin on the RidgeThis is the perfect destination for those who want to getaway yet enjoy the luxuries of nearby amenities such as Belterra Casino Resort (20 minutes), Kentucky Speedway (30 minutes) and Historic Downtown Madison (20 minutes), recognized as “The prettiest small town in the Midwest” by Ladies Home Journal and “Best Preserved Town in the Midwest” by the Chicago Tribune. •Fast wifi •Apple TV/Netflix/HBONOW •Keurig (K-Cups Available)

The Artist’s A-Frame
SUPERHOST
Entire house · 4 guests · 2 beds · 1 bath

The Artist’s A-FrameGetaway and enjoy the comfort and convenience of this unique, newly remodeled A-Frame home nestled in a quiet, upscale neighborhood. minutes away from Clifty Falls State Park (10 min.) and Historic Downtown Madison (5 min.): recognized as "The prettiest small town in the Midwest" by Ladies Home Journal and "Best Preserved Town in the Midwest" by the Chicago Tribune. •Private Paved Driveway •Fast Wi-Fi •Electric Fireplace •Two 55 inch 4K Roku TVs •Keurig & Drip Coffee (K-Cups Available)

Cabin on the Ridge: The Sequel
SUPERHOST
Entire cabin · 2 guests · 1 bed · 1 bath

Cabin on the Ridge: The SequelWelcome to the area's first new construction Airbnb tailored for you, the guest. This contemporary cabin is nestled in the woods right in the heart of Amish country. This is the perfect destination for those who want to getaway yet enjoy the unique beauty of Historic Downtown Madison (20 minutes) recognized as "The prettiest small town in the Midwest" or chase waterfalls at Clifty Falls State Park (25 minutes). •Fast wifi •Roku TV •Keurig (K-Cups Available)

Vacation rentals for every style

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Popular amenities for Madison vacation rentals

  • Kitchen
  • Wifi
  • Pool
  • Free parking on premises
  • Air conditioning

Other great vacation rentals in Madison

SUPERHOST
  1. Entire cottage
  2. Madison
Sue’s Nature Cottage
SUPERHOST
  1. Entire house
  2. Madison
Entire House - Madison PerryHill Shotgun Home
SUPERHOST
  1. Entire guesthouse
  2. Madison
Mulberry Cottage In The Heart Of Downtown Madison
SUPERHOST
  1. Entire cabin
  2. Madison
The River Cabin
SUPERHOST
  1. Entire apartment
  2. Madison
Dragonfly Suite
SUPERHOST
  1. Entire house
  2. Madison
Rivertown Retreat in Historic Downtown
SUPERHOST
  1. Entire house
  2. Madison
Extremely Clean! The Fireplace House
SUPERHOST
  1. Entire house
  2. Bedford
Atoka Farms
SUPERHOST
  1. Entire house
  2. Madison
Little Pink House north
SUPERHOST
  1. Entire apartment
  2. Madison
Stablemaster’s Quarters/ Best downtown location!
SUPERHOST
  1. Private room
  2. Sulphur
Faul Family Riverside Farm Experience
SUPERHOST
  1. Entire apartment
  2. Madison
River's Edge II-Historic Hunger House-Downstairs

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