Search Vacation Homes in Canaan

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Our top choices for Canaan vacation homes

Smart TV
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Madison
9.8 out of 10, Exceptional, (53)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
$195 nightly
The price is $224
Dec 23 - Dec 24
Total with taxes and fees
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Exterior
The Artist’s A-Frame

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (25)
"Wonderful place to stay "
United States
Susan H.
$191 nightly
The price is $220
Dec 28 - Dec 29
Total with taxes and fees
The Artist’s A-Frame
Smart TV
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Hanover
9.8 out of 10, Exceptional, (34)
"Great place to stay for Hanover college "
United States
Lindsey M.
$219 nightly
The price is $252
Dec 28 - Dec 29
Total with taxes and fees
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Exterior
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway

Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Sparta
9.8 out of 10, Exceptional, (9)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
$337 nightly
The price is $372
Dec 23 - Dec 24
Total with taxes and fees
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Exterior
Sleeps 4, Rustic, Secluded

Sleeps 4, Rustic, Secluded

Sleeps 4, Rustic, Secluded
Lexington
8.0 out of 10, Very Good, (4)
"The cabin and property were very clean and easy to find. We loved the back yard for chilling around after we got back from the event we were attending. Host was very friendly and had good communication. Will stay again if we are back in the area! "
United States
Nicole C.
$213 nightly
The price is $217
Jan 2 - Jan 3, 2026
Total with taxes and fees
Sleeps 4, Rustic, Secluded
Fridge, microwave, oven, stovetop
Modern Nature Cabin | Private Escape in the Forest

Modern Nature Cabin | Private Escape in the Forest

Modern Nature Cabin | Private Escape in the Forest
Hanover
9.8 out of 10, Exceptional, (7)
"Very nice facility and relaxing setting . "
United States
Robert V.
$187 nightly
The price is $199
Jan 21 - Jan 22, 2026
Total with taxes and fees
Modern Nature Cabin | Private Escape in the Forest
Microwave, oven, stovetop, dishwasher
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison

The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Hanover
9.2 out of 10, Wonderful, (5)
"It was lovely!"
United States
Carolyne R.
$391 nightly
The price is $450
Dec 23 - Dec 24
Total with taxes and fees
The Hanover Haven - Slice of Paradise - 10 minutes to Downtown Madison
Fridge, microwave, oven, stovetop
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill

"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
Madison
10.0 out of 10, Exceptional, (14)
"Madison Manor II was perfect for our annual girls trip. We were comfortable, location was great, the home was very clean."
United States
Carissa N.
$313 nightly
The price is $360
Jan 4 - Jan 5, 2026
Total with taxes and fees
"Madison Manor II" by The River: Hot Tub, Patio, FirePit, Grill
Private kitchen
Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
$173 nightly
The price is $194
Dec 23 - Dec 24
Total with taxes and fees
Charming new tiny house-Friendship IN
Pool
#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (37)
"This is a beautiful historic house. Everything was neat, clean and perfect working order. Will definitely stay there again."
United States
Rick M.
$367 nightly
The price is $432
Dec 23 - Dec 24
Total with taxes and fees
#207 King Suites, River Views, Deck, Downtown
Outdoor dining
"Madison Manor I" By the River - Special Dec 6 - Tickets to Christmas Homes Tour

"Madison Manor I" By the River - Special Dec 6 - Tickets to Christmas Homes Tour

"Madison Manor I" By the River - Special Dec 6 - Tickets to Christmas Homes Tour
Madison
9.6 out of 10, Exceptional, (12)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
$317 nightly
The price is $365
Jan 8 - Jan 9, 2026
Total with taxes and fees
"Madison Manor I" By the River - Special Dec 6 - Tickets to Christmas Homes Tour
Outdoor dining
Riverside Storybook Cottage

Riverside Storybook Cottage

Riverside Storybook Cottage
Aurora
10.0 out of 10, Exceptional, (2)
"Great time and place!!!"
United States
Brad T.
$408 nightly
The price is $438
Jan 4 - Jan 5, 2026
Total with taxes and fees
Riverside Storybook Cottage
Fridge, microwave, oven, stovetop
Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly

Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly

Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly
Warsaw
8.8 out of 10, Excellent, (8)
"The area is very quiet with plenty of space to stretch out. Quiet little town with friendly people. "
United States
Karen C.
$433 nightly
The price is $477
Dec 27 - Dec 28
Total with taxes and fees
Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly
Pool
#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (62)
"Great house, great location and the host was very responsive! I would definitely recommend this place. "
United States
Lisa C.
$367 nightly
The price is $432
Dec 23 - Dec 24
Total with taxes and fees
#209 Kings, River View, Deck, Bicentennial Park
Microwave, oven, stovetop, dishwasher
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
2.0 star property
Madison
$365 nightly
The price is $420
Dec 30 - Dec 31
Total with taxes and fees
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Dining
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11

Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11

Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
Aurora
10.0 out of 10, Exceptional, (52)
"We had a great visit— thank you!!!"
United States
Amy D.
$441 nightly
The price is $494
Jan 4 - Jan 5, 2026
Total with taxes and fees
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
Interior
Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Osgood
10.0 out of 10, Exceptional, (1)
"We had a nice, peaceful couple's weekend at this property. The guest house was very clean and well-equipped. All the linen was fresh. The bed was VERY comfortable - it was top quality. We enjoyed fishing and kayaking at the lake. We also enjoyed star gazing at the firepit at night. It was a great place to unwind."
United States
Rachael G.
$220 nightly
The price is $246
Dec 23 - Dec 24
Total with taxes and fees
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Private kitchen
Madison Manor By the River: Sleeps up to 15, Walk to Historic Downtown

Madison Manor By the River: Sleeps up to 15, Walk to Historic Downtown

Madison Manor By the River: Sleeps up to 15, Walk to Historic Downtown
2.0 star property
Madison
$599 nightly
The price is $689
Jan 4 - Jan 5, 2026
Total with taxes and fees
Madison Manor By the River: Sleeps up to 15, Walk to Historic Downtown
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Canaan Hotel Reviews

Holiday Inn Express Hotel & Suites Madison by IHG

Holiday Inn Express Hotel & Suites Madison by IHG

10/10 Excellent
"Food was hot and enjoyable "
Mark 5-night trip
Posted 1 day ago
Holiday Inn Express Hotel & Suites Madison by IHG

Find out more about Canaan

Canaan Vacation Homes information

Number of reviews
318
Accommodation
66 Vacation Homes
Lowest Price
$194
Highest Price
$689

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