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Canaan Vacation Rentals

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Check prices for these dates

In two weeks
10 Jul - 12 Jul
In two months
21 Aug - 23 Aug
In three months
18 Sep - 20 Sep
In four months
16 Oct - 18 Oct

Our top choices for Canaan vacation rentals

TV, fireplace

Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Absolutely beautiful property! We want to live there! Will book again!"
United States
Julie R.
The price is AED 496
AED 912 total
includes taxes & fees
29 Jun - 30 Jun
Cabin on the Ridge: The Sequel
TV, fireplace, DVD player

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 AED 573
AED 1,056 total
includes taxes & fees
9 Jul - 10 Jul
Cabin on the Ridge
Property grounds

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 AED 496
AED 679 total
includes taxes & fees
2 Jul - 3 Jul
Briar Ridge Cabin in Osgood IN
Dining

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 AED 347
AED 656 total
includes taxes & fees
30 Jun - 1 Jul
The Blue Door Place
Private kitchen

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 AED 323
AED 712 total
includes taxes & fees
29 Jun - 30 Jun
Charming new tiny house-Friendship IN
Terrace/patio

Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (5 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is AED 367
AED 635 total
includes taxes & fees
20 Jul - 21 Jul
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, (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 AED 367
AED 635 total
includes taxes & fees
28 Jun - 29 Jun
Maple Cozy Cabin at Lost Trails
Room

King Bed|Smoking|Aurora

King Bed|Smoking|Aurora
Aurora, IN
10.0 out of 10, Exceptional, (70 reviews)
"Rooms provided more facilities than we anticipated, including cable TV and complimentary WiFi."
United States
Anonymous traveler
The price is AED 281
AED 315 total
includes taxes & fees
28 Jun - 29 Jun
King Bed|Smoking|Aurora
Exterior

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 AED 367
AED 635 total
includes taxes & fees
20 Jul - 21 Jul
Sassafras Woodland Cabin at Lost Trails
Exterior

The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (34 reviews)
"Everything was absolutely wonderful "
United States
Michael (alex) W.
The price is AED 444
AED 895 total
includes taxes & fees
29 Jun - 30 Jun
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!
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 AED 426
AED 921 total
includes taxes & fees
29 Jun - 30 Jun
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
9.6 out of 10, Exceptional, (11 reviews)
"We had a wonderful time. Place was awesome! "
United States
Neil T.
The price is AED 374
AED 687 total
includes taxes & fees
30 Jun - 1 Jul
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
Fridge, microwave, oven, stovetop

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 AED 367
AED 635 total
includes taxes & fees
20 Jul - 21 Jul
Mulberry Secluded Cabin at Lost Trails
Exterior detail

Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (27 reviews)
"Everything was great and we were taking care of excellently."
United States
Frank B.
The price is AED 404
AED 678 total
includes taxes & fees
29 Jun - 30 Jun
Cedar Rustic Cabin at Lost Trails
Interior

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

Cozy River View 1BR Near Creation Museum+ Perfect North Slopes
Aurora
The price is AED 479
AED 837 total
includes taxes & fees
28 Jun - 29 Jun
Cozy River View 1BR Near Creation Museum+ Perfect North Slopes
Exterior

Beautiful, cozy, lakeside wooded getaway in serene surroundings.

Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Osgood
10.0 out of 10, Exceptional, (4 reviews)
"The property is located in such a lovely peaceful setting. Early morning on the patio listening to the birds is calming. The inside of the property is charming and everything is spotless. Very nice and we will return if we ever go back through the area again."
United States
Vicki M.
The price is AED 643
AED 815 total
includes taxes & fees
28 Jun - 29 Jun
Beautiful, cozy, lakeside wooded getaway in serene surroundings.
Fridge, microwave, oven, stovetop

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

Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly
Warsaw
8.0 out of 10, Very Good, (9 reviews)
"The area is very quiet with plenty of space to stretch out. Quiet little town with friendly people. "
United States
Karen C.
The price is AED 626
AED 1,849 total
includes taxes & fees
28 Jun - 29 Jun
Waterfront Cabin w/ A View! Large Family Retreat + Pet-Friendly
Interior

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 AED 314
AED 615 total
includes taxes & fees
29 Jun - 30 Jun
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
Dining

Unwind Haven

Unwind Haven
Versailles
The price is AED 570
AED 733 total
includes taxes & fees
5 Jul - 6 Jul
Unwind Haven
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, (13 reviews)
"Wonderful vacation home. Very clean, great host that was very helpful. "
United States
Ashley C.
The price is AED 648
AED 1,454 total
includes taxes & fees
30 Jun - 1 Jul
Lake House with Private Dock - Ark Encounter & Creation Museum Warsaw Getaway
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

Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

10/10 Excellent
"Clean room nice stay great location"
Carisa 4-night trip
Posted 2 hours ago
Hillcrest Motel By OYO Aurora IN Near Lawrenceburg

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?

Unique! Edgar Allan Poe inspired Gothic themed home in Madison: Visitors like this Canaan vacation home rental. It 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 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.