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Vacation rentals in Canaan

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Top-rated vacation rentals in Canaan

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

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)
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/Streaming services •Keurig (K-Cups Available)
Stoney Creek Cabin - Sit back and unwind
Entire cabin · 4 guests · 2 beds · 1 bath
Stoney Creek Cabin - Sit back and unwindWelcome to Stoney Creek Cabin. This charming 2 bedroom cabin is nestled in the hills of Madison, IN. Situated far enough away to offer all the privacy you want, yet only 8 miles from historic downtown, where there are so many gems nearby to explore. There could not be a more relaxing place to unwind.

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Other great vacation rentals in Canaan

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  1. Entire guest suite
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Down On Main Street; Circa 1850
SUPERHOST
  1. Entire cottage
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Cozy Farmhouse Retreat in Historic District
SUPERHOST
  1. Entire cabin
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Mamaw's Cabin, Hot Tub, NMLRA, Creation Museum/Ark
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  1. Entire residential home
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Little Pink House south
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  1. Entire rental unit
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Dragonfly Suite
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Madison's only Yurt experience!!!
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  1. Entire rental unit
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Historic Madison Spa Retreat perfect location
SUPERHOST
  1. Entire place
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The Riverside Retreat
SUPERHOST
  1. Entire bungalow
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Charming Bungalow in Historic Downtown Madison
SUPERHOST
  1. Entire rental unit
  2. Madison
Stablemaster’s Quarters/ Best downtown location!
SUPERHOST
  1. Entire residential home
  2. Madison
Extremely clean! Bungalow one block to Main Street
SUPERHOST
  1. Entire cottage
  2. Madison
Sue’s Nature Cottage**Downtown *Pets*Trails*Clean