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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)
The Artist’s A-Frame
SUPERHOST
Entire residential home · 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, safe, upscale neighborhood, minutes from Clifty Falls State Park (10 min. drive) and Historic Downtown (5 min. drive): recognized as "The prettiest small town in the Midwest" by Ladies Home Journal and "Best Preserved Town in the Midwest" by the Chicago Tribune. • Paved Driveway •Fast Wi-Fi •Electric Fireplace •Two 55 inch 4K Roku TVs •Keurig & Drip Coffee, K-cups, local coffee, tea

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Other great vacation rentals in Canaan

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Stablemaster’s Quarters/ Best downtown location!
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OFF THE CLOCK River House
$170 per night
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Rivers Edge-Historic Hunger House-Upstairs-Madison
$94 per night
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The Bridgeview Cottage
$129 per night
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Dragonfly Suite
$85 per night
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Cozy downtown home with patio walk to everything.
$101 per night
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Mamaw's Cabin, Hot Tub, NMLRA, Creation Museum/Ark
$120 per night
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Vineyard Château - peaceful country setting!
$169 per night
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Little Pink House south
$94 per night
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Charming Bungalow in Historic Downtown Madison
$109 per night
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Beautiful riverfront home
$207 per night
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Extremely Clean! The Fireplace House
$125 per night