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Canaan Vacation Rentals

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Check prices for these dates

In two weeks
16 Oct - 18 Oct
In two months
27 Nov - 29 Nov
In three months
25 Dec - 27 Dec
In four months
22 Jan - 24 Jan

Our top choices for Canaan vacation rentals

A spacious wooden cabin with a loft bedroom, a dining area, and a kitchen.

1. Cabin on the Ridge

Cabin on the Ridge
Madison
10.0 out of 10, Exceptional, (20 reviews)
"Super nice and cute! Would definitely stay again! "
United States
Angela G.
The price is AED 566
AED 1,024 total
includes taxes & fees
18 Oct - 19 Oct
Cabin on the Ridge
A cozy wooden cabin interior with a sofa, a dining table, and a TV.

2. Cabin on the Ridge: The Sequel

Cabin on the Ridge: The Sequel
Madison
10.0 out of 10, Exceptional, (22 reviews)
"Beautiful, clean, serene! Perfect place for a weekend anniversary getaway!"
United States
Mallory T.
The price is AED 566
AED 981 total
includes taxes & fees
15 Oct - 16 Oct
Cabin on the Ridge: The Sequel
A log cabin with a covered porch, wooden rocking chairs, and a potted plant.

3. Stoney Creek - Sit back and unwind

Stoney Creek - Sit back and unwind
Madison
10.0 out of 10, Exceptional, (128 reviews)
"Very well kept and beautiful home to stay in. The hot tub, for pit, and wrap around porch were all very nice amenities."
United States
Daniel N.
The price is AED 459
AED 955 total
includes taxes & fees
5 Oct - 6 Oct
Stoney Creek - Sit back and unwind
A wooden cabin with a porch, a staircase, and a deck.

4. Sassafras Woodland Cabin at Lost Trails

Sassafras Woodland Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (16 reviews)
"Perfect little weekend getaway "
United Kingdom
Carrie M.
The price is AED 338
AED 602 total
includes taxes & fees
2 Nov - 3 Nov
Sassafras Woodland Cabin at Lost Trails
A kitchen with white cabinets, a granite countertop, a stainless steel sink, a coffee maker, and a refrigerator.

5. Charming new tiny house-Friendship IN

Charming new tiny house-Friendship IN
Versailles
10.0 out of 10, Exceptional, (4 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
21 Oct - 22 Oct
Charming new tiny house-Friendship IN
cd294e93-b148-4eb4-b858-151fabf1d0ec

6. Maple Cozy Cabin at Lost Trails

Maple Cozy Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (15 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
2 Nov - 3 Nov
Maple Cozy Cabin at Lost Trails
A wooden log cabin with a dark brown door featuring a metal latch and a glass panel.

7. Cedar Rustic Cabin at Lost Trails

Cedar Rustic Cabin at Lost Trails
Madison
10.0 out of 10, Exceptional, (31 reviews)
"Charming, cozy cabin! Perfect for a weekend getaway!"
United States
Mollie B.
The price is AED 404
AED 678 total
includes taxes & fees
6 Oct - 7 Oct
Cedar Rustic Cabin at Lost Trails
A wooden deck with two black rocking chairs and a small table, surrounded by a wooden railing.

8. Walnut Secluded Cabin at Lost Trails

Walnut Secluded Cabin at Lost Trails
Madison Township
10.0 out of 10, Exceptional, (10 reviews)
"Beautiful cabin. Enjoyed our stay."
United States
Jim A.
The price is AED 367
AED 635 total
includes taxes & fees
12 Oct - 13 Oct
Walnut Secluded Cabin at Lost Trails
A compact kitchen with wooden cabinets, a black refrigerator, a microwave, and a coffee machine on a small shelf.

9. Mulberry Secluded Cabin at Lost Trails

Mulberry Secluded Cabin at Lost Trails
Madison Township
9.8 out of 10, Exceptional, (8 reviews)
"This is a total hidden gem! The cabin seemed brand new and was outfitted with everything you might need. We spent our 25th wedding anniversary weekend here and loved every second! Would highly recommend!"
United States
Jodi E.
The price is AED 367
AED 635 total
includes taxes & fees
5 Oct - 6 Oct
Mulberry Secluded Cabin at Lost Trails
An outdoor patio with wicker furniture, a fire pit, and a table with candles and fruit.

10. Romantic 1 BR Retreat on the edge of woods with private hot tub

Romantic 1 BR Retreat on the edge of woods with private hot tub
Madison
10.0 out of 10, Exceptional, (1 review)
"This was a relaxing & romantic way to celebrate our 57th wedding anniversary. Everything was clean & the host very cordial. We enjoyed the rear deck with its fireplace & hot tube as as the comfortable bed & romantic tent interior."
United States
jon h.
The price is AED 612
AED 796 total
includes taxes & fees
7 Oct - 8 Oct
Romantic 1 BR Retreat on the edge of woods with private hot tub
A covered porch with a wooden door, potted plants, and a metal railing.

11. The Artist’s A-Frame

The Artist’s A-Frame
Madison
10.0 out of 10, Exceptional, (41 reviews)
"Very nice house and convenient to downtown, etc. If you stay here you definitely won’t be disappointed."
United States
Shirley L.
The price is AED 503
AED 948 total
includes taxes & fees
25 Oct - 26 Oct
The Artist’s A-Frame
Property grounds

12. 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, (17 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 AED 327
AED 630 total
includes taxes & fees
5 Oct - 6 Oct
Cute Cottage/Pet Friendly/Clean/Trails/ Nature and Historic Madison
A stone wall with a metal gate and a sign that reads "The Madison Inn Circa 1925."

13. 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 Historic District
9.6 out of 10, Exceptional, (23 reviews)
"Our room was so cute and perfect for a couple. We loved it! The location was perfect as well!"
United States
Stee
The price is AED 250
AED 462 total
includes taxes & fees
6 Oct - 7 Oct
The Madison Inn, Sunset over the city Suite 201, Sunset over the city Suite 201
An aerial view of a swimming pool complex with multiple water slides and a surrounding area with lounge chairs and umbrellas.

14. #207 King Suites, River Views, Deck, Downtown

#207 King Suites, River Views, Deck, Downtown
Madison Historic District
10.0 out of 10, Exceptional, (46 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 AED 853
AED 1,743 total
includes taxes & fees
5 Oct - 6 Oct
#207 King Suites, River Views, Deck, Downtown
A cozy room with a bed, a chair, a sofa, and a small table.

15. 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 Historic District
9.6 out of 10, Exceptional, (8 reviews)
"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 370
AED 679 total
includes taxes & fees
2 Nov - 3 Nov
Enchanting Historic Spa Loft. 3rd story private deck/jetted tub/Heart of Madison
A modern kitchen with a central island, bar stools, and a dining area with a patterned table.

16. 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, (77 reviews)
"Love the stay very relaxed"
United States
Steve C.
The price is AED 413
AED 847 total
includes taxes & fees
5 Oct - 6 Oct
Glenda’s Overlook..everything you need to make visiting Madison a great getaway!
A modern kitchen with white cabinetry, a granite island, stainless steel appliances, and a hanging light fixture.

17. The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St

The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
Madison Historic District
9.8 out of 10, Exceptional, (29 reviews)
"Great stay and beautiful house. The location was really outstanding and many restaurants, boutiques, and coffee shops were within walking distance. "
United States
Stephanie B.
The price is AED 922
AED 2,307 total
includes taxes & fees
26 Oct - 27 Oct
The Main Stay - Steps from Ohio River, Shopping, & Dining on Main St
An aerial view of a water park with multiple swimming pools, slides, and a large blue spiral water feature.

18. #209 Kings, River View, Deck, Bicentennial Park

#209 Kings, River View, Deck, Bicentennial Park
Madison Historic District
10.0 out of 10, Exceptional, (72 reviews)
"The house was clean, comfortable, and had everything we needed. The location was great; very close to restaurants and shops on Main Street as well as the parks by the river. "
United States
Hannah M.
The price is AED 756
AED 1,737 total
includes taxes & fees
5 Oct - 6 Oct
#209 Kings, River View, Deck, Bicentennial Park
A bedroom with a bed, a decorative wall piece, a rug, and a window with curtains.

19. The River View at Esther’s

The River View at Esther’s
Vevay
The price is AED 413
AED 800 total
includes taxes & fees
5 Oct - 6 Oct
The River View at Esther’s
An outdoor patio with a hot tub, a fire pit, and string lights.

20. "Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8

"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
Madison Historic District
9.8 out of 10, Exceptional, (17 reviews)
"We thoroughly enjoyed our time! Great place! We would definitely stay there again!"
United States
Howard B.
The price is AED 537
AED 1,411 total
includes taxes & fees
5 Oct - 6 Oct
"Madison Manor I" | Hot Tub, Game Room | 3 BR · 2 Baths · Sleeps 8
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

Riverboat Inn and Suites

Riverboat Inn and Suites

10/10 Excellent
"Very friendly staff. Fun outdoor area with a great view of the water."
Kimberly 1-night trip
Posted 2 hours ago
Riverboat Inn and Suites

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?

Red comfy cottage : Visitors like this Canaan vacation home rental. It offers an indoor pool, a patio, and a barbecue grill to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge, and a stovetop. It offers a garden, a selection of games, and a hot tub so you can immerse yourself in your vacation.

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.