Canada Holiday Rentals

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Holiday Rentals in Canada

Cottage in Matewan

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 AU$289
includes taxes & fees
2 Jan - 3 Jan 2026
Charming 2-bedroom cottage in Matewan with WiFi and AC

Cabin in Pikeville

2.0 star property
9.8 out of 10, Exceptional, (10)
"I stayed here with my mom while visiting town, and we absolutely loved it! It was clean, cozy, and had plenty of space for the two of us. The location was quiet but still convenient to everything we needed. Would definitely stay here again! "
United States
Arielle D.
The price is AU$232
includes taxes & fees
4 Jan - 5 Jan 2026
Rustic Retreat at Backwoods Bungalow – Secluded Cabin with Modern Comforts

Cottage in Forest Hills

10.0 out of 10, Exceptional, (2)
"Great spot cabin had everything we needed and was a short drive from the buffalo mountain trail head. Would gladly stay there again. Host was very nice and is local to the cabin. "
United States
Carson G.
The price is AU$215
includes taxes & fees
9 Dec - 10 Dec
Cozy Creekside Tiny Home w/ Full Kitchen - Walk to Distillery

Apartment in Pikeville

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 AU$209
includes taxes & fees
7 Dec - 8 Dec
Tiny Home on Wheels: Your Modern Escape Awaits"

Holiday Home in Delbarton

9.8 out of 10, Exceptional, (7)
"Everything was wonderful, made traveling to a family reunion easy."
United States
Melissa
The price is AU$287
includes taxes & fees
5 Dec - 6 Dec
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner

Cabin in Williamson

9.6 out of 10, Exceptional, (12)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is AU$310
includes taxes & fees
5 Dec - 6 Dec
Appalachian Hideaways Cabin #2

Holiday Home in Sarah Ann

10.0 out of 10, Exceptional, (13)
"The house is a great location to trail ride. Ample space for our group of 9. There was a hornet nest on the side of the house but Gary was quick to take care of it. We would stay here again. "
United States
Kelly C.
The price is AU$316
includes taxes & fees
9 Dec - 10 Dec
Papa Bear's Den!! “The perfect location to visit the trails”

Holiday Home in Sarah Ann

10.0 out of 10, Exceptional, (7)
"We throughly enjoyed our stay. Gary is an excellent host. We’ll definitely stay again when we are in the area. "
United States
Jessica R.
The price is AU$318
includes taxes & fees
7 Dec - 8 Dec
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Apartment in Harold

2.0 star property
9.0 out of 10, Wonderful, (2)
"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 AU$233
includes taxes & fees
9 Dec - 10 Dec
Cozy studio on US 23 between Pikeville and Prestonsburg

Holiday Home in Delbarton

10.0 out of 10, Exceptional, (15)
"Excellent place to stay! Very cozy! Having the garage for side by sides was a huge plus! "
United States
SANDRA N.
The price is AU$373
includes taxes & fees
5 Dec - 6 Dec
*The Decked out Den*

Holiday Home in lenore

10.0 out of 10, Exceptional, (5)
"It was a great place to stay, quiet and peaceful. The lake was right up the road and the whole house just felt like home. The owners were very nice and helpful. Anytime I needed something they were there to answer any questions I had. Would definitely stay there again!"
United States
Christy
The price is AU$400
includes taxes & fees
9 Dec - 10 Dec
Sheppard's Holler: Your WV Adventure Home

Apartment in Pikeville

9.0 out of 10, Wonderful, (4)
"Small clean apartment like accommodations. Nicer than any hotel room I’ve stayed at in Pikeville and the price was great. "
United States
Dyana F.
The price is AU$279
includes taxes & fees
3 Jan - 4 Jan 2026
The Nook in Downtown Pikeville

Holiday Home in Delbarton

9.8 out of 10, Exceptional, (40)
"Very clean, had all of the amenities you would need, plenty of parking space, will definitely stay again"
United States
Brian L.
The price is AU$402
includes taxes & fees
5 Dec - 6 Dec
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

Holiday Home in Delbarton

9.6 out of 10, Exceptional, (8)
"The place was beautifully decorated and included all the amenities we needed. Stephanie was very responsive and helpful with any questions we had. We will definitely be staying here again."
United States
Amy L S.
The price is AU$522
includes taxes & fees
17 Dec - 18 Dec
2 miles from Buffalo Mountain Trail 8 Devil Anse

Holiday Home in Chattaroy

9.8 out of 10, Exceptional, (8)
"This location was perfect for our big group! "
United Kingdom
Dion V.
The price is AU$428
includes taxes & fees
8 Dec - 9 Dec
Buffalo Playhouse w/ game room. Easy trail access, Direct Trail Access

Holiday Home in Matewan

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 AU$743
includes taxes & fees
10 Dec - 11 Dec
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

Holiday Home in Delbarton

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 AU$1,270
includes taxes & fees
9 Dec - 10 Dec
Large spacious house with ample parking for large groups.

Condo in South Williamson

The price is AU$1,396
includes taxes & fees
3 Jan - 4 Jan 2026
South Williamson Suites 8br 6 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 favourite 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 depend 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 AU$232 per night. Entering your travel dates in the search wizard might find you 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?

Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14: This holiday home rental outside of Canada is located in the city centre, and has a patio, a garden and a BBQ to put you at ease in your new surroundings. It has 3 bedrooms, as well as a kitchen with a fridge, a stovetop and a microwave, so that you can cook with friends or family.

What’s there to see and do in Canada?

While you're exploring the area, Hatfield McCoy Trail - Buffalo Mountain Trail System and Blackberry Fork 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.