Canaan Vacation Rentals

  • Change your mind

    Book hotels with free cancellation

  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
    Sign in

  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
May 22 - May 24
In two months
Jul 3 - Jul 5
In three months
Jul 31 - Aug 2
In four months
Aug 28 - Aug 30

Our top choices for Canaan vacation rentals

TV, fireplace, DVD player

Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Nice cabin"
United States
Nathan M.
The price is ￥22,325
￥41,042 total
includes taxes & fees
May 7 - May 8
Cabin on the Ridge
TV, fireplace

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
The price is ￥22,325
￥39,234 total
includes taxes & fees
May 7 - May 8
Cabin on the Ridge: The Sequel
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
Aurora
10.0 out of 10, Exceptional, (55 reviews)
"My family had a wonderful stay and the host was very responsive and accommodating. Very comfortable rooms and a beautiful view. "
United States
Ashlee B.
The price is ￥33,790
￥82,042 total
includes taxes & fees
May 10 - May 11
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
Exterior

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, (12 reviews)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
The price is ￥27,734
￥62,239 total
includes taxes & fees
May 11 - May 12
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Property grounds

Riverside Storybook Cottage

Riverside Storybook Cottage
Aurora
10.0 out of 10, Exceptional, (4 reviews)
"Great time and place!!!"
United States
Brad T.
The price is ￥34,450
￥79,071 total
includes taxes & fees
May 10 - May 11
Riverside Storybook Cottage
Dining

The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (21 reviews)
"Very clean, had everything we needed! "
United States
james w.
The price is ￥14,857
￥28,087 total
includes taxes & fees
May 9 - May 10
The Blue Door Place
1 bedroom, bed sheets

Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
The price is ￥21,225
￥29,055 total
includes taxes & fees
May 7 - May 8
Briar Ridge Cabin in Osgood IN
Interior

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison

Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Madison
9.6 out of 10, Exceptional, (21 reviews)
"My wife and I enjoyed our stay here while checking out Madison. Great location, nicely decorated. "
United States
Justin L.
The price is ￥28,300
￥45,563 total
includes taxes & fees
May 14 - May 15
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Exterior

Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Osgood
10.0 out of 10, Exceptional, (2 reviews)
"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.
The price is ￥24,762
￥31,609 total
includes taxes & fees
May 7 - May 8
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (5 reviews)
"Was a great space! Clean, modern and very cute! Would highly recommend "
United States
Anna M.
The price is ￥15,722
￥27,199 total
includes taxes & fees
May 11 - May 12
Walnut Secluded Cabin at Lost Trails
Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (9 reviews)
"Very nice place definitely recommend "
United States
Eric T.
The price is ￥15,722
￥27,199 total
includes taxes & fees
May 10 - May 11
Maple Cozy Cabin at Lost Trails
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!
Madison
9.8 out of 10, Exceptional, (58 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is ￥17,294
￥36,160 total
includes taxes & fees
May 11 - May 12
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
1 bedroom, WiFi, bed sheets

East Main Lofts - Boho 203

East Main Lofts - Boho 203
Madison
9.6 out of 10, Exceptional, (8 reviews)
"Very tasteful loft in convenient location. Enjoyed our stay."
United States
Teresa P.
The price is ￥44,966
￥72,684 total
includes taxes & fees
May 7 - May 8
East Main Lofts - Boho 203
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!
Hanover
9.8 out of 10, Exceptional, (41 reviews)
"The property was clean and the host was very responsive prior to and during the stay ensuring a positive trip. "
United States
Natalie H.
The price is ￥18,253
￥39,434 total
includes taxes & fees
May 11 - May 12
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (11 reviews)
"The amenities were in excellent condition and great layout of the property. "
United States
Ed S.
The price is ￥15,722
￥27,199 total
includes taxes & fees
May 18 - May 19
Sassafras Woodland Cabin at Lost Trails
Fridge, microwave, oven, stovetop

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (2 reviews)
"Mulberry Cabin at Lost Trails was great! The cabin was cozy and felt pretty private (even though the other cabins are within view). The bed was super comfy, and they did a great job making sure the cabin had everything one might need on a trip away from home. It was also very close to all things Madison, so it felt very convenient. We would definitely stay there again!"
United States
Emily I.
The price is ￥15,722
￥27,199 total
includes taxes & fees
May 7 - May 8
Mulberry Secluded Cabin at Lost Trails
Private kitchen

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
10.0 out of 10, Exceptional, (1 review)
"This tiny home was exactly what we had expected. Very clean, nice and welcoming. The owners were great and communication was excellent. We will be sure to see if it is Ava when we come to visit family again. "
United States
Randall B.
The price is ￥13,835
￥30,463 total
includes taxes & fees
Jun 1 - Jun 2
Charming new tiny house-Friendship IN
Pool

#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (39 reviews)
"Loved this place, very clean and well stocked with the little extras that you always seem to need. "
United States
Matt C.
The price is ￥28,142
￥63,449 total
includes taxes & fees
May 10 - May 11
#207 King Suites, River Views, Deck, Downtown
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (31 reviews)
"The place was quiet, well laid out, and exactly as advertised. The snacks and drinks were a nice add-on as well"
United States
Andrew S.
The price is ￥19,024
￥38,331 total
includes taxes & fees
May 18 - May 19
The Artist’s A-Frame
Property grounds

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
9.6 out of 10, Exceptional, (8 reviews)
"The host was communicative! The space was clean:) Our pups were cozy! The host sent recommendations as well! Thanks, Laurel! "
United States
Meghan B.
The price is ￥14,008
￥26,958 total
includes taxes & fees
May 11 - May 12
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
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.
View all properties
Save an average of 15% on thousands of hotels when you're signed in
Sign in
Sign up, it's free

Top Canaan Hotel Reviews

Red Roof Inn Carrollton

Red Roof Inn Carrollton

4/10 Poor
"The entire building needs renovation. Water leak marks in the room ceiling. Tub faucet with slow constant dripping. Breakfast at 6a. 6:15-6-30 dining still close. No breakfast. Stayed 5 nights same everyday. Only donut served. McDonald is nxt door if you want good coffee in AM. AC works ok. Bed is ok..Sheets and towels clean. But they don't straightened or make bed when cleaning. Just take garbage. What you pay is what you get. AJay is professional and friendly and welcoming Needs to hire a good English speaking staff. Property close to everything - fast food, Walmart, gas station.and I-71."
Elsie 5-night trip
Posted 7 hours ago
Red Roof Inn Carrollton

Find out more about Canaan

Search for holiday rentals in Canaan on Expedia! You can easily find your home rentals, villas, holiday apartments in Canaan using one of the methods below:

  • View our selection of featured holiday rentals in Canaan
  • Use the map to find apartments and other holiday homes in the Canaan neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Canaan while they last

Look no further and take a look at our great range of rental properties in Canaan!

Frequently asked questions

Can I find a vacation rental in Canaan?

Yes, there are vacation rentals near popular points of interest in Canaan, or you can select a secluded option if you want a relaxing place to stay.

What's the top vacation rental that Canaan has to offer?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: Visitors like this Canaan vacation home rental. It offers a patio, a selection of games, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop.

What’s there to see and do in Canaan?

While exploring the area, visit family-friendly sights like Madison Railroad Station Museum, or get outside and enjoy nature at General Butler State Resort Park. Versailles State Park and Historic District are a couple of places you'll find in the larger area.

What’s a vacation rental in Canaan like?

A vacation rental is a private property you can stay in for a couple of days or more in Canaan. Vacation rentals provide amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about a sanitized environment, a vacation rental can offer a sense of security away from public hotel elevators and lobbies packed with people while still allowing you to travel. You'll also get more space in a vacation rental than in a standard hotel, which is another reason why a vacation rental is a great choice for family trips or small group gatherings.