Holiday Homes in Canada

    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

Next weekend
In two weeks
In one month
In two months

Featured Holiday Homes in Canada

Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home

9.8 out of 10, Exceptional, (15)
"Great 4 wheeling from this location and a beautiful house. "
Creek View Retreat 3 Bedroom- 2 Full Bathroom. Cozy home

*The Decked out Den*

10.0 out of 10, Exceptional, (11)
"House was great, very clean, exactly as advertised, close and easy access to trails and dining. Will stay again. "
The price is AU$473
includes taxes & fees
26 Aug - 27 Aug
*The Decked out Den*

Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!

10.0 out of 10, Exceptional, (23)
"Was our 2nd stay at this location. Has everything needed, clean, comfortable beds, fire pit, grill, porchs, 1 mile from trails. Was a great trip and stay."
Trail Riders Retreat! Hatfield McCoy Trails. Private Pool. Loads of Parking!

Creekside Lodge: 10 Sec Ride to Trail, Sleeps 10!

9.4 out of 10, Exceptional, (29)
"Close to trails, gas and car wash. "
Creekside Lodge: 10 Sec Ride to Trail, Sleeps 10!

Ryder's Retreat overlooking the city of Williamson!

8.8 out of 10, Excellent, (5)
"One end of the neighborhood is sketch, other end is nice. People were nice to us in both ends."
Ryder's Retreat overlooking the city of Williamson!

Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails

9.6 out of 10, Exceptional, (21)
"We really enjoyed our stay. The home was extremely spacious for all of us. The home was extremely clean And Welcoming when you enter. We will Definitely lease this property again on our next trip. "
Large 4BR Buffalo Mountain Retreat in Williamson with pool, Ride to trails

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

9.8 out of 10, Exceptional, (10)
"Stayed to ride sxs on trails easy access to trail system "
The price is AU$340
includes taxes & fees
24 Aug - 25 Aug
Papa Bear's Den!! “The perfect location to visit the trails”

A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths

9.8 out of 10, Exceptional, (16)
"Very clean and up-kept property, Beds seemed like they were new, our group was happy. The included fire pit and grill were a plus! Our only inconvenience was no hose or wash station to wash off our machines, The owner told us the area has been having water problems at the time we stayed and that was the reason. The air conditioning is also fantastic here. "
A & B TRAIL HOUSE @ Hatfield-McCoy Trails, 5 Beds Plus Futon 2 Couches & 2 Baths

Center of Buffalo Mountain Devil Anse and Rockhouse Hatfield & McCoy Trailheads

10.0 out of 10, Exceptional, (33)
"Very nice place would stay again on my next trip"
Center of Buffalo Mountain Devil Anse and Rockhouse Hatfield & McCoy Trailheads

Trailhouse66 is located in the heart of the Hatfield and McCoy feud territory.

10.0 out of 10, Exceptional, (11)
"Nice clean house really enjoyed it"
Trailhouse66 is located in the heart of the Hatfield and McCoy feud territory.

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

9.8 out of 10, Exceptional, (37)
"Great location "
The price is AU$410
includes taxes & fees
2 Aug - 3 Aug
Creekside Retreat, 3 bedroom, Large parking, Picnic area. Across from Trail 14

The Mate Creek House, The Mate Creek House

9.6 out of 10, Exceptional, (5)
"House was super nice and spotless. Great deal and location if Trail riding Hatfield McCoy Trails. Will definitely stay again"
The Mate Creek House, The Mate Creek House

Cozy trail house at the Hatfield McCoy Trails

10.0 out of 10, Exceptional, (40)
"The kids loved the house and the pingping and darts. The house was beautiful. "
Cozy trail house at the Hatfield McCoy Trails

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

9.8 out of 10, Exceptional, (6)
"Everything was wonderful, made traveling to a family reunion easy."
The price is AU$294
includes taxes & fees
1 Aug - 2 Aug
Walking distance to gas station/riding passes, and the famous Sherry Bo’s diner

Devil Anse Off Road Lodging Hatfield & McCoy Trail House

10.0 out of 10, Exceptional, (42)
"Great reasonably priced place to stay with a group to ride the trails"
Devil Anse Off Road Lodging Hatfield & McCoy Trail House

11 bed 7 bath large home and able to ride right from the home to the HMT trails

2.0 star property
10.0 out of 10, Exceptional, (1)
11 bed 7 bath large home and able to ride right from the home to the HMT trails

Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

4.0 out of 10, (1)
"It' not worth it. I wish I would have heeded the negative reviews. "
The price is AU$744
includes taxes & fees
16 Aug - 17 Aug
Nice private home in Matewan, close to trails! Hottub, Pool, fire pits & games!

💙The Mountain Mama💛 Trail Riders “Home Away From Home”

10.0 out of 10, Exceptional, (28)
"Nice place to stray close to town and close to the utv trails! Enjoyed our stay!"
💙The Mountain Mama💛 Trail Riders “Home Away From Home”

Spacious 4-bedroom house with all the extra amenities you’re looking for!

10.0 out of 10, Exceptional, (1)
"Best stay we have had in this area! Very responsive and helpful host!"
Spacious 4-bedroom house with all the extra amenities you’re looking for!

Spacious home off 300+ miles of Hatfield McCoy Trails on Devil Anse Trail System

9.4 out of 10, Exceptional, (3)
"So close to the HM trails. Nice and clean home with ample space."
Spacious home off 300+ miles of Hatfield McCoy Trails on Devil Anse Trail System
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.
Save an average of 15% on thousands of hotels when you're signed in