Canaan Holiday Rentals

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Check prices for these dates

In two weeks
20 Mar - 22 Mar
In two months
1 May - 3 May
In three months
29 May - 31 May
In four months
26 Jun - 28 Jun

Our top choices for Canaan holiday rentals

Interior

Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (16 reviews)
"Nice cabin"
United States
Nathan M.
The price is HK$837
HK$1,727 total
includes taxes & fees
3 Mar - 4 Mar
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, (17 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
The price is HK$837
HK$1,619 total
includes taxes & fees
3 Mar - 4 Mar
Cabin on the Ridge: The Sequel
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, (10 reviews)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
The price is HK$1,232
HK$2,908 total
includes taxes & fees
3 Mar - 4 Mar
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
Exterior

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (7 reviews)
"Very nice place definitely recommend "
United States
Eric T.
The price is HK$665
HK$1,218 total
includes taxes & fees
3 Mar - 4 Mar
Maple Cozy Cabin at Lost Trails
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (2 reviews)
"Was a great space! Clean, modern and very cute! Would highly recommend "
United States
Anna M.
The price is HK$751
HK$1,317 total
includes taxes & fees
3 Mar - 4 Mar
Walnut Secluded Cabin at Lost Trails
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, (54 reviews)
"We had a great visit— thank you!!!"
United States
Amy D.
The price is HK$1,611
HK$4,039 total
includes taxes & fees
5 Mar - 6 Mar
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (27 reviews)
"This is a fantastic property with attentive hosts! Super easy from start to finish. Clean and homey accommodations. We would definitely choose to stay here again!"
United States
Laura P.
The price is HK$782
HK$1,619 total
includes taxes & fees
3 Mar - 4 Mar
The Artist’s A-Frame
Exterior

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (7 reviews)
"Very clean, quiet location. Very relaxing. Host was very helpful. Would definitely stay here again!"
United States
Wendy E.
The price is HK$688
HK$1,245 total
includes taxes & fees
11 Mar - 12 Mar
Sassafras Woodland Cabin at Lost Trails
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 HK$1,540
HK$3,562 total
includes taxes & fees
3 Mar - 4 Mar
Riverside Storybook Cottage
Terrace/patio

Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
The price is HK$1,557
HK$1,945 total
includes taxes & fees
3 Mar - 4 Mar
Briar Ridge Cabin in Osgood IN
Exterior detail

Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (21 reviews)
"The Rustic Cabin was perfect for our quick visit to the Madison area. The place was comfortable and inviting and tucked away ensuring a quiet and relaxing stay."
United States
Rachel L.
The price is HK$704
HK$1,263 total
includes taxes & fees
3 Mar - 4 Mar
Cedar Rustic Cabin at Lost Trails
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
9.6 out of 10, Exceptional, (39 reviews)
"Great place to stay for Hanover college "
United States
Lindsey M.
The price is HK$908
HK$1,971 total
includes taxes & fees
3 Mar - 4 Mar
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!
Property grounds

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

Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Madison
8.8 out of 10, Excellent, (3 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 HK$697
HK$1,341 total
includes taxes & fees
3 Mar - 4 Mar
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
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 HK$1,408
HK$2,267 total
includes taxes & fees
3 Mar - 4 Mar
Peaceful Cozy Cabin 10 minutes from Historic downtown Madison
Private kitchen

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
The price is HK$688
HK$1,516 total
includes taxes & fees
3 Mar - 4 Mar
Charming new tiny house-Friendship IN
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, (55 reviews)
"Nice friendly town and eating places"
United States
Paul P.
The price is HK$861
HK$1,799 total
includes taxes & fees
5 Mar - 6 Mar
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
Fridge, microwave, oven, stovetop

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (1 review)
"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 HK$845
HK$1,434 total
includes taxes & fees
3 Mar - 4 Mar
Mulberry Secluded Cabin at Lost Trails
Pool

#209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison
10.0 out of 10, Exceptional, (63 reviews)
"Great house, great location and the host was very responsive! I would definitely recommend this place. "
United States
Lisa C.
The price is HK$1,479
HK$3,286 total
includes taxes & fees
3 Mar - 4 Mar
#209 Kings, River View, Deck, Bicentennial Park
Smart TV

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Madison
10.0 out of 10, Exceptional, (24 reviews)
"Always a wonderful place to stay!"
United States
Leann L.
The price is HK$838
HK$1,674 total
includes taxes & fees
3 Mar - 4 Mar
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining
Pool

#207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison
10.0 out of 10, Exceptional, (38 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 HK$1,479
HK$3,286 total
includes taxes & fees
3 Mar - 4 Mar
#207 King Suites, River Views, Deck, 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

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

10/10 Excellent
"love it"
Angela 2-night trip
Posted 5 days ago
Fairfield Inn & Suites Madison Historic Eagle Cotton Mill

Find out more about Canaan

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Frequently asked questions

Can I find a holiday rental in Canaan?

Yes, there are holiday rentals close to the most popular sights in Canaan, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Canaan has to offer?

Glenda’s Overlook..everything you need to make visiting Madison a great getaway!: This holiday home rental outside of Canaan 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 wider area.

What’s a holiday rental in Canaan like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Canaan. Holiday rentals provide amenities like laundry facilities and kitchens so you'll feel just like you're at home. If you're concerned about a clean environment, a holiday rental can provide a sense of privacy away from public hotel lifts and busy concierge desks while still allowing you the experience of travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family trips or small group gatherings.