Canada Holiday Rentals

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Holiday Rentals in Canada

Appalachian Hideaways Cabin #2
9.6 out of 10, Exceptional, (11)
"Very nice"
United States
Robert C.
The price is NZ$353
includes taxes & fees
8 Nov - 9 Nov
Appalachian Hideaways Cabin #2
Charming 2-bedroom cottage in Matewan with WiFi and AC
10.0 out of 10, Exceptional, (2)
"The host was a great communicator. She was excessively accommodating and went above and beyond to meet our requests without charging extra. Highly recommend renting from this host. "
United States
sandy f.
The price is NZ$335
includes taxes & fees
6 Nov - 7 Nov
Charming 2-bedroom cottage in Matewan with WiFi and AC
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery
10.0 out of 10, Exceptional, (2)
"Sarah was an amazing host, provided absolutely anything we needed and was always available to help with anything. Loved the home and everything else."
United States
James C.
The price is NZ$270
includes taxes & fees
11 Nov - 12 Nov
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery
Sheppard's Holler: Your WV Adventure Home
10.0 out of 10, Exceptional, (5)
"Such a great time! Quiet and relaxing. Everything we needed to stay. "
United States
Nikkilynn B.
The price is NZ$457
includes taxes & fees
6 Nov - 7 Nov
Sheppard's Holler: Your WV Adventure Home
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is NZ$329
includes taxes & fees
9 Nov - 10 Nov
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
10.0 out of 10, Exceptional, (7)
"Highly recommend staying at the mama bear den. Beautiful house and perfect for a group. We drove from south dakota and felt right at home. Gary is an outstanding host and we will definitely be back to stay again."
United States
Kelly F.
The price is NZ$363
includes taxes & fees
12 Nov - 13 Nov
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
9.8 out of 10, Exceptional, (39)
"Beautifully decorated, clean and comfortable rental with access to Buffalo Mountain trail across the road."
United States
Darlene R.
The price is NZ$458
includes taxes & fees
17 Nov - 18 Nov
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
2.0 star property
10.0 out of 10, Exceptional, (8)
"I liked that the property was very secluded and quiet the owner was very cool and was easy going I also loved the cabin feel for the property I was there for a weekend and enjoyed my stay the picture doesn't do any justice the inside is bigger than it looks "
United States
Orlando
The price is NZ$247
includes taxes & fees
16 Nov - 17 Nov
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts
Papa Bear's Den!! “The perfect location to visit the trails”
10.0 out of 10, Exceptional, (12)
"Very convenient location, close to Rock House and Devil Anse systems. We had a power outage our first night and Gary stopped in to check that we were okay and see if we needed more batteries for the provided lanterns. Just a note, when the power is out, the wifi obviously goes, too, and cell service though both Verizon and AT&T is nonexistent until you get closer to the gas station on 44 and 52. Well equipped cabin! It's nice to sit on the back porch and listen to the creek, or light a fire with...
United States
Shannon J.
The price is NZ$367
includes taxes & fees
17 Nov - 18 Nov
Papa Bear's Den!! “The perfect location to visit the trails”
Tiny Home on Wheels: Your Modern Escape Awaits"
2.0 star property
10.0 out of 10, Exceptional, (7)
"Had a great time at this little mountain getaway, would absolutely come back!"
United States
Dakota C.
The price is NZ$219
includes taxes & fees
11 Nov - 12 Nov
Tiny Home on Wheels: Your Modern Escape Awaits"
Cozy studio on US 23 between Pikeville and Prestonsburg
2.0 star property
10.0 out of 10, Exceptional, (1)
"I have no complaints. The property was nice and comfortable. It was clean. The property manager was very easy to get ahold of and extremely. Would stay her again. "
United States
Zach S.
The price is NZ$266
includes taxes & fees
13 Nov - 14 Nov
Cozy studio on US 23 between Pikeville and Prestonsburg
*The Decked out Den*
10.0 out of 10, Exceptional, (15)
"A nice place to stay that is pet friendly and close to the Hatfield & McCoy trails. You can ride right from the driveway to the trail head. "
United States
Michael G.
The price is NZ$644
includes taxes & fees
10 Nov - 11 Nov
*The Decked out Den*
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
9.8 out of 10, Exceptional, (7)
"Loved the house had a great experience would definitely stay again"
United Kingdom
Gregory S.
The price is NZ$488
includes taxes & fees
17 Nov - 18 Nov
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
2.0 star property
8.4 out of 10, Very good, (5)
"Location is a little up the hill and there is no cell signal, however the WiFi was very strong. Property was clean and no issues with it. Washer and dryer in the unit was a plus, large refrigerator and freezer. Easy check in process. Outside of the location, the place was great."
United States
Lanita C.
The price is NZ$274
includes taxes & fees
16 Nov - 17 Nov
Inspiration Station: Your Peaceful Getaway to Recharge and Refocus in Nature
Ryder's Retreat overlooking the city of Williamson!
8.8 out of 10, Excellent, (5)
"The house is pretty nice for what you pay for a night. The basement shower is terrible. It is smaller than a camper shower and you have absolutely no room to even wash your hair or body. The outside deck is unsafe to be used as it is falling off the house. Safety scale 0-10 I would rate (1) so don’t plan on having a family gathering out on the deck. (Parking) looks like a lot in the pictures but not so much once you get there. We had 5 trucks and definitely was out of room. The neighbor hood...
United States
Stephen M.
The price is NZ$562
includes taxes & fees
9 Nov - 10 Nov
Ryder's Retreat overlooking the city of Williamson!
Suite 3 South Williamson, Ky HMT 10
10.0 out of 10, Exceptional, (2)
"Good location for us being close to local family and friends. Clean, quiet place to rest and sleep. "
United States
David S.
Suite 3 South Williamson, Ky HMT 10
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
8.4 out of 10, Very good, (5)
"It' not worth it. I wish I would have heeded the negative reviews. "
United States
Amy D.
The price is NZ$652
includes taxes & fees
9 Nov - 10 Nov
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!
Large spacious house with ample parking for large groups.
10.0 out of 10, Exceptional, (1)
"We absolutely loved this home. Plenty of rooms and parking for our rides and a nice garage to empty in so we didn’t drag mud and dirt everywhere. Love the decorating fall touches made you feel welcomed. Definitely will be back. "
United States
Martha
The price is NZ$1,395
includes taxes & fees
17 Nov - 18 Nov
Large spacious house with ample parking for large groups.
South Williamson Suites 2 br 2 bath
South Williamson Suites 2 br 2 bath
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 Canada Hotel Reviews

Find out more about Canada

Everything you need to know about Canada 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 Canada 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 Canada holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Canada holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Canada. 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 Canada 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 Canada holiday rentals we have selected for you start as low as NZ$329 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Canada rentals

At Expedia, we put the best Canada 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 Canada 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 Canada 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 Canada. 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

Are there holiday rentals in Canada?

Yes, there are holiday rentals close to the most popular sights in Canada, 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 Canada has to offer?

A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths: This holiday home rental outside of Canada is located in the mountains, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family. Make the most of games in this rental home to help you unwind.

What’s there to see and do in Canada?

While you're exploring the area, Hatfield McCoy Trail - Buffalo Mountain Trail System and Rogers Park are a couple of picturesque spots to get outside and enjoy nature. Williamson Memorial Fieldhouse and The Coal House are a couple of places you'll find in the wider area.

What’s a holiday rental in Canada like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Canada. Holiday rentals feature amenities such as WiFi and washers and dryers so you'll have all the comforts of home. If you're concerned about a clean environment, holiday rentals can offer a sense of safety away from shared 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 makes a holiday rental an attractive option for a family getaway.