Canaan Holiday Rentals

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Holiday Rentals in Canaan

Cabin on the Ridge: The Sequel

Madison
10.0 out of 10, Exceptional, (17)
"This was an excellent property and had everything we needed for a relaxing girls night!!! The cabin was very clean and in a quiet, secluded area which was perfect for enjoying nature!!!"
United States
Samantha B.
The price is NZ$378
includes taxes & fees
23 Nov - 24 Nov
Cabin on the Ridge: The Sequel

Cabin on the Ridge Su

Madison
10.0 out of 10, Exceptional, (15)
"Peaceful relaxing stay. Will go back."
United States
Wendy P.
The price is NZ$455
includes taxes & fees
18 Dec - 19 Dec
Cabin on the Ridge Su

Rustic cabin just outside of Madison!

Madison
10.0 out of 10, Exceptional, (49)
"Great day, we loved the cabin!"
United States
Mark C.
Rustic cabin just outside of Madison!

Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Madison
10.0 out of 10, Exceptional, (60)
"This was the best place I have ever stayed. The place was amazing and the hospitality exceeded expectations. I would definitely recommend staying here. "
United States
Adam K.
Best downtown location! Stablemaster’s Quarters. Awarded winning! Come see why…

Sunset over the city Suite 201, Sunset over the city Suite 201

Madison
9.6 out of 10, Exceptional, (13)
"Quick and easy one night stay. Comfy bed. Didn’t use much in the space but seemed well stocked. Clean and cozy property. Will definitely stay here again. "
United States
Christy H.
The price is NZ$228
includes taxes & fees
9 Dec - 10 Dec
Sunset over the city Suite 201, Sunset over the city Suite 201

Stoney Creek - Sit back and unwind

Madison
10.0 out of 10, Exceptional, (101)
"This cabin has always been clean & has all the necessities needed when we have stayed here. Close enough to Madison, IN but in a quiet area for privacy. We definitely would stay here again. "
United States
Linda C.
Stoney Creek - Sit back and unwind

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

Madison
10.0 out of 10, Exceptional, (20)
"Great downtown location in a peaceful little town. "
United States
Megan M.
The price is NZ$379
includes taxes & fees
23 Nov - 24 Nov
The Main St. Oasis - Heart of Downtown Madison - Steps from Shopping & Dining

Sleeps 4, Rustic, Secluded

Lexington
8.0 out of 10, Very good, (3)
"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.
The price is NZ$409
includes taxes & fees
2 Dec - 3 Dec
Sleeps 4, Rustic, Secluded

Madison's Only YURT Experience

Madison
9.2 out of 10, Wonderful, (11)
"This place is adorable and has so much potential. The beds were comfortable and the Yurt was cozy. "
United States
Nicole E.
Madison's Only YURT Experience

Cozy Cabin Madison Indiana

Milton
10.0 out of 10, Exceptional, (18)
"The cabin was just as described online it's very quiet and was the perfect getaway "
United States
christy m.
Cozy Cabin Madison Indiana

Red comfy cottage

Madison
10.0 out of 10, Exceptional, (80)
"Very nice property. The air worked great in the heat and loved the hot tub at nights"
United States
Jared S.
Red comfy cottage

1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Madison
10.0 out of 10, Exceptional, (209)
"Francine's Cabin is such a peaceful and private place to stay. We love it and have stayed there several times. "
United States
Tammy C.
1800’s restored log cabin on 26 private rolling wooded acres with sunset views

Unique Secluded Cabin with Loft on Classified Forest

Florence
9.6 out of 10, Exceptional, (45)
"beautiful cabin. picture perfect very secluded "
United States
Deborah P.
Unique Secluded Cabin with Loft on Classified Forest

Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

Madison
9.8 out of 10, Exceptional, (10)
"Super comfortable, clean little apartment in a quiet area off the main strip. We loved out stay!"
United States
Courtney G.
The price is NZ$209
includes taxes & fees
9 Dec - 10 Dec
Hometown on Main Street, Suite 102, Charlottes corner overlook, Suite 102

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

Aurora
10.0 out of 10, Exceptional, (50)
"We had a great visit— thank you!!!"
United States
Amy D.
The price is NZ$874
includes taxes & fees
1 Dec - 2 Dec
Riverview Home Near Creation Museum/Ark/Ski/Bikes/Cincinnati/Hot Tub-Sleeps 11

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

Madison
9.8 out of 10, Exceptional, (49)
"It is a nice place. We were able to walk to the river and main street fairly easy. "
United States
Paul W.
The price is NZ$396
includes taxes & fees
23 Nov - 24 Nov
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!

Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

2.0 star property
Madison
10.0 out of 10, Exceptional, (13)
"We could not have been happier with this cute little place. Wonderful location with easy walking access to both the riverfront and all Madison had to offer with shops and dining options. We would not hesitate to stay here again!"
United States
Gary W.
The price is NZ$297
includes taxes & fees
25 Nov - 26 Nov
Cozy 1-bedroom apartment in fabulous Madison with WiFi, AC, Smart TV

Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!

Madison
10.0 out of 10, Exceptional, (1)
"Cozy, fun get away close to downtown yet secluded enough to feel like you had privacy. "
United States
Raena E.
Rhythm & Blues! Quiet, private, downtown! -Golf Cart Available!

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

Hanover
9.8 out of 10, Exceptional, (33)
"The house was clean, great location. Would stay again"
United States
Kelly R.
The price is NZ$445
includes taxes & fees
2 Dec - 3 Dec
The Hanover Hideaway! Minutes from Hanover College, 5 Miles to Downtown Madison!

Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101

Madison
8.8 out of 10, Excellent, (10)
"Very easy check in and nice location. Very comfortable stay. "
United Kingdom
Michael S.
The price is NZ$244
includes taxes & fees
1 Dec - 2 Dec
Charolotte's Corner Overlook, Suite 101, Hometown on Main Street Suite 101
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 favorite 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 depends 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 NZ$209 per night. Entering your travel dates in the search wizard you might find 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?

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.