Vacation rentals in Canaan

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Canaan

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

Tiny home in Milton

The Rustic River Retreat.

A perfect getaway in a Brand New home. This Tiny Home was built BIG. It features 1 bedroom with Queen size mattress. The bathroom is equipped with 36” walk in shower, full size toilet, and Washer and Dryer. The Kitchen comes equipped with a cooktop stove, air fryer microwave, Blender, Keurig Coffee maker, large refrigerator, you have access to all basic kitchen needs. Living room couch converts to a full size bed. Easy River Access for kayaking and fishing. Outdoor seating and grill!

$101 per night

SUPERHOST

Cabin in Madison

Cabin on the Ridge: The Sequel

Welcome to the area's first new construction short term rental 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 (25 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)

$140 per night

SUPERHOST

Cabin in Madison

Cabin on the Ridge

This 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 (25 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 •Roku TV/Streaming services •Keurig (K-Cups Available)

$119 per night