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Canada Holiday Rentals

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Check prices for these dates

In two weeks
23 Oct - 25 Oct
In two months
4 Dec - 6 Dec
In three months
1 Jan - 3 Jan
In four months
29 Jan - 31 Jan

Our top choices for Canada holiday rentals

A two-story house with a porch and a staircase.

1. Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery

Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
Forest Hills
9.8 out of 10, Exceptional, (10 reviews)
"It was a peaceful and quiet place. Very clean and tidy. Has it's own driveway to park. The host was amazing, nice and very responsive."
United States
deborah j.
The price is NZ$261
includes taxes & fees
26 Oct - 27 Oct
Recently Updated - Cozy Creekside Tiny Home w/ Full Kitchen; Walk to Distillery
A dining area with a marble table, black chairs, a potted plant, a window with a view of greenery, and a mounted TV.

2. Cozy studio on US 23 between Pikeville and Prestonsburg

Cozy studio on US 23 between Pikeville and Prestonsburg
Harold
9.6 out of 10, Exceptional, (4 reviews)
"This property was perfect for us. Basically just used it to sleep as we were down here hunting. Communication was great."
United States
Jeremy
The price is NZ$270
includes taxes & fees
11 Oct - 12 Oct
Cozy studio on US 23 between Pikeville and Prestonsburg
A covered deck with a grill, two chairs, and a table.

3. Modern Escape

Modern Escape
Pikeville
9.8 out of 10, Exceptional, (9 reviews)
"Super nice place will stay again for sure. "
United States
Rosa M.
The price is NZ$257
includes taxes & fees
11 Oct - 12 Oct
Modern Escape
A cozy living room with a sofa, a chair, a TV, and a fireplace.

4. Appalachian Hideaways Cabin #2

Appalachian Hideaways Cabin #2
Williamson
9.4 out of 10, Exceptional, (16 reviews)
"Nice little spot to stay after a day riding the trails."
United States
Curtis J.
The price is NZ$354
includes taxes & fees
9 Oct - 10 Oct
Appalachian Hideaways Cabin #2
A wooden interior with a sofa, a blue armchair, and a potted plant.

5. Inspiration Station

Inspiration Station
Pikeville
9.2 out of 10, Wonderful, (9 reviews)
"Great place to stay for a solo outing or couples getaway. The road leading up to the property is pretty dicey, but the place itself was great and the host was fantastic!"
United States
John H.
The price is NZ$307
includes taxes & fees
9 Oct - 10 Oct
Inspiration Station
A compact kitchen with a refrigerator, microwave, stove, and cabinets.

6. Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner

Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
Delbarton
9.8 out of 10, Exceptional, (16 reviews)
"Everything about the place was excellent! I have not one negative thing to say."
United States
Michael
The price is NZ$332
includes taxes & fees
21 Oct - 22 Oct
Walking distance to gas station, riding passes, and the famous Sherry Bo’s diner
A wooden interior with a kitchen, a sofa, a ceiling fan, and a sign reading 'Backwoods Bungalow'.

7. Backwoods Bungalow

Backwoods Bungalow
Pikeville
10.0 out of 10, Exceptional, (13 reviews)
"Worked out very nice for our stay. "
United States
Cole A.
The price is NZ$295
includes taxes & fees
20 Oct - 21 Oct
Backwoods Bungalow
A spacious dining area with a wooden table and chairs, a kitchen in the background, and a ceiling with a grid pattern.

8. Suite 1 Trail 10 HMT

Suite 1 Trail 10 HMT
South Williamson
10.0 out of 10, Exceptional, (1 review)
"Great value for the accommodations. Great location. Some difficulty in getting checking information from host. Otherwise a good experience overall and would stay there again."
United States
Cammy R.
The price is NZ$427
includes taxes & fees
11 Oct - 12 Oct
Suite 1 Trail 10 HMT
A wooden deck with red Adirondack chairs and a table, overlooking a town and mountains.

9. Ryder's Retreat overlooking the city of Williamson!

Ryder's Retreat overlooking the city of Williamson!
Williamson
9.2 out of 10, Wonderful, (7 reviews)
"The house was very nice. We didn’t care for the neighborhood. The people that owned the house was nice and very helpful!!! "
United States
Linda P.
The price is NZ$559
includes taxes & fees
18 Oct - 19 Oct
Ryder's Retreat overlooking the city of Williamson!
A wooden bench overlooking a river, surrounded by lush greenery and a stone wall.

10. Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
Delbarton
9.8 out of 10, Exceptional, (48 reviews)
"Very easy access to trail system"
United States
stehen
The price is NZ$454
includes taxes & fees
19 Oct - 20 Oct
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14
A wooden deck with a red umbrella, a black chair, and a table.

11. *The Decked out Den*

*The Decked out Den*
Delbarton
10.0 out of 10, Exceptional, (19 reviews)
"Excellent place to stay! Clean Cool,"
United States
Ryan Z.
The price is NZ$699
includes taxes & fees
15 Oct - 16 Oct
*The Decked out Den*
A cozy living room with a sofa, a ceiling fan, and a patterned rug.

12. 2 miles from Buffalo Mountain Trail 8 Devil Anse

2 miles from Buffalo Mountain Trail 8 Devil Anse
Delbarton
9.6 out of 10, Exceptional, (13 reviews)
"Overall it was a good place to stay. There was a couple of small things: garage door opener wouldn’t work and the shampoo/conditioner was out, but as a whole it was a nice place."
United States
Justin L.
The price is NZ$601
includes taxes & fees
13 Oct - 14 Oct
2 miles from Buffalo Mountain Trail 8 Devil Anse
A hot tub with seating and a table, surrounded by a wooden deck and trees.

13. The Mountain Magnolia *Hot tub on private deck*

The Mountain Magnolia *Hot tub on private deck*
Inez
10.0 out of 10, Exceptional, (6 reviews)
"Tina and Jake were excellent hosts! Loved their cozy cabin and will be back!"
United States
Gavin L.
The price is NZ$523
includes taxes & fees
14 Oct - 15 Oct
The Mountain Magnolia *Hot tub on private deck*
A bathroom with a shower curtain depicting a forest scene with a cabin, bear, and birds.

14. Sheppard's Holler: Your WV Adventure Home

Sheppard's Holler: Your WV Adventure Home
lenore
10.0 out of 10, Exceptional, (6 reviews)
"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 NZ$477
includes taxes & fees
4 Nov - 5 Nov
Sheppard's Holler: Your WV Adventure Home
A hot tub in a wooden deck area with a view of greenery.

15. Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out

Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out
Matewan
10.0 out of 10, Exceptional, (1 review)
"Was a great place"
United States
Terry P.
The price is NZ$1,033
includes taxes & fees
2 Nov - 3 Nov
Trailside Saloon Lodge| Hot Tub+Arcade+Ride In/Out
A modern kitchen with wooden cabinets, stainless steel appliances, and a black countertop.

16. Papa Bear's Den!! “The perfect location to visit the trails”

Papa Bear's Den!! “The perfect location to visit the trails”
Sarah Ann
10.0 out of 10, Exceptional, (22 reviews)
"Excellent place to stay"
United States
Austin H.
The price is NZ$388
includes taxes & fees
1 Nov - 2 Nov
Papa Bear's Den!! “The perfect location to visit the trails”
A compact kitchen with wooden cabinets, a refrigerator, a microwave, and a sink.

17. Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”

Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
Sarah Ann
9.8 out of 10, Exceptional, (15 reviews)
"Check in was easy. Great communication and pictures fairly represented the actual stay "
United States
Jordan B.
The price is NZ$449
includes taxes & fees
12 Oct - 13 Oct
Mama Bears den “The perfect location to visit the Hatfield and McCoy trails”
A two-story house with a porch, steps, and potted plants.

18. Large spacious house with ample parking for large groups.

Large spacious house with ample parking for large groups.
Delbarton
10.0 out of 10, Exceptional, (8 reviews)
"Very clean place very nice owners where awesome very nice people"
United States
Matthew S.
The price is NZ$1,600
includes taxes & fees
28 Oct - 29 Oct
Large spacious house with ample parking for large groups.
A hot tub in a wooden deck area with a view of greenery.

19. Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out

Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out
Matewan
10.0 out of 10, Exceptional, (2 reviews)
"We stayed 4 nights at Tyler’s cabin, everything was brand new and exceptionally clean. We loved the privacy and location on top of the mountain, plenty of room to park trailers and off load machines. Tyler was very friendly answered any questions we had. Highly recommend this cabin!"
United States
Dan W.
The price is NZ$1,257
includes taxes & fees
21 Oct - 22 Oct
Trailside Rodeo Lodge|FirePit+Hot Tub+Ride In/Out
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

Hampton Inn Pikeville

Hampton Inn Pikeville

10/10 Excellent
"Front desk & breakfast/community area staff were phenomenal. Kind. Considerate. !!"
Gary 3-night trip
Posted 4 days ago
Hampton Inn Pikeville

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$332 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 3 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. Southern West Virginia Community Technical College - Williamson Campus 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.