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Canaan Holiday Rentals

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Our top choices for Canaan holiday rentals

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Our stay was amazing! Loved this cozy cabin in the woods! "
United States
Alison F.
The price is AU$376
includes taxes & fees
2 Aug - 3 Aug
Cabin on the Ridge: The Sequel

Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (19 reviews)
"Super nice and cute! Would definitely stay again! "
United States
Angela G.
The price is AU$394
includes taxes & fees
2 Aug - 3 Aug
Cabin on the Ridge

King Bed|Non-Smoking

King Bed|Non-Smoking
Aurora, IN
10.0 out of 10, Exceptional, (74 reviews)
"Simple comforts really made this stay better than expected like fresh towels daily along with quality toiletries provided in room,small things add up nicely!"
United States
Anonymous traveller
The price is AU$148
includes taxes & fees
8 July - 9 July
King Bed|Non-Smoking

The Blue Door Place

The Blue Door Place
Florence
9.8 out of 10, Exceptional, (25 reviews)
"Very clean, had everything we needed! "
United States
james w.
The price is AU$262
includes taxes & fees
6 July - 7 July
The Blue Door Place

Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (12 reviews)
"The overall stay was perfect for just the two of us and we loved how everything was a close drive but still felt far enough away. "
United States
Shyanne D.
The price is AU$254
includes taxes & fees
8 July - 9 July
Maple Cozy Cabin at Lost Trails

Briar Ridge Cabin in Osgood IN

Briar Ridge Cabin in Osgood IN
Osgood
10.0 out of 10, Exceptional, (4 reviews)
"A lovely accommodation! The cabin was spotless, well kept and comfortable, and the property was private and quiet. Great hosts that were very responsive and quick to help with anything. Would absolutely recommend!"
United States
Shirley Z.
The price is AU$229
includes taxes & fees
6 July - 7 July
Briar Ridge Cabin in Osgood IN

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, (11 reviews)
"Host was very accommodating and this place was perfect for a place to stay while visiting friends. Everything was very comfortable, especially the very soft bed!! "
United States
C J.
The price is AU$289
includes taxes & fees
13 July - 14 July
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
Madison
9.6 out of 10, Exceptional, (18 reviews)
"Perfect place for our short stay! Had everything we needed and was super clean!! Would definitely stay there again!"
United Kingdom
Heather E.
The price is AU$236
includes taxes & fees
13 July - 14 July
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201

Modern cabin very close to scenic riverfront walks

Modern cabin very close to scenic riverfront walks
Hanover
10.0 out of 10, Exceptional, (17 reviews)
"Excellent!! Thanks for a great stay. "
United States
Dave M.
The price is AU$311
includes taxes & fees
8 July - 9 July
Modern cabin very close to scenic riverfront walks

Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
10.0 out of 10, Exceptional, (2 reviews)
"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 AU$283
includes taxes & fees
9 July - 10 July
Charming new tiny house-Friendship IN

Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (3 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 AU$254
includes taxes & fees
22 July - 23 July
Mulberry Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (6 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is AU$254
includes taxes & fees
20 July - 21 July
Walnut Secluded Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (12 reviews)
"We had a wonderful stay! Everything was clean, communication was great - it was the perfect weekend getaway!"
United Kingdom
Karen L.
The price is AU$253
includes taxes & fees
27 July - 28 July
Sassafras Woodland Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (27 reviews)
"Peaceful and quiet loved it "
United States
Robert V.
The price is AU$271
includes taxes & fees
6 July - 7 July
Cedar Rustic Cabin at Lost Trails

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (35 reviews)
"Everything was absolutely wonderful "
United States
Michael (alex) W.
The price is AU$356
includes taxes & fees
29 July - 30 July
The Artist’s A-Frame

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, (44 reviews)
"It was great to have easy parking and available garage. The home was very pet and kid friendly. Super close to Hanover. Will stay here many times over in the future for visits. "
United States
Abby E.
The price is AU$386
includes taxes & fees
20 July - 21 July
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Cozy River View 1BR Near Creation Museum+ Perfect North Slopes

Cozy River View 1BR Near Creation Museum+ Perfect North Slopes
Aurora
The price is AU$331
includes taxes & fees
9 July - 10 July
Cozy River View 1BR Near Creation Museum+ Perfect North Slopes

Charming 2-bedroom house with a river view in wonderful Madison

Charming 2-bedroom house with a river view in wonderful Madison
Madison
9.0 out of 10, Wonderful, (4 reviews)
"The place was indeed charming. The host was wonderful and available for all questions! "
United States
Amy W.
The price is AU$452
includes taxes & fees
7 July - 8 July
Charming 2-bedroom house with a river view in wonderful Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Madison
10.0 out of 10, Exceptional, (1 review)
"The host was extremely nice and allowed us to get into the loft a little early. The loft was really nice and we enjoyed out stay. "
United States
Judi K.
The price is AU$251
includes taxes & fees
8 July - 9 July
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus

Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
Hanover
9.6 out of 10, Exceptional, (4 reviews)
"Everything was as described and clean. Beds were extremely comfortable and house was spotless. "
United States
Ed S.
The price is AU$319
includes taxes & fees
2 Aug - 3 Aug
Campus Cottage: Cozy, Convenient, Captivating on Hanover College Campus
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

Find out more about Canaan

Everything you need to know about Canaan holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Canaan holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Canaan holiday rental for you by simply entering your desired dates. Then check your favourite filters to narrow down your search. 

Canaan holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Canaan. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depend on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Canaan holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Canaan holiday rentals we have selected for you start as low as AU$251 per night. Entering your travel dates in the search wizard might find you even better deals!

How to find incredible deals on Canaan rentals

At Expedia, we put the best Canaan holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Canaan rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Canaan holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Canaan. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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?

Unique! Edgar Allan Poe inspired Gothic themed home in Madison: This holiday home rental outside of Canaan has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings.

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.