Holiday rentals in Canada

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Top-rated holiday rentals in Canada

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Superhost
A comfortable bedroom is present, featuring a neatly made bed covered with a light quilt. A decorative pillow adds a touch of accent. Natural light enters through a window with blinds, and a stylish light fixture illuminates the room. A nightstand with a lamp is positioned beside the bed.
Home in Pikeville
4.82 out of 5 average rating, 146 reviews

Living The Dream

*If you book for 7 days or more, you will receive a 20% discount off your stay. Our home is perfect for your visit in Pikeville, especially for a large group. Enjoy the complete home with 3 bedrooms, 2 full baths, a complete kitchen with dishwasher, & washer/dryer. You'll enjoy a good nights sleep in a quiet space on high quality mattresses. We are located just down the street from a Food City. We have free WIFI & a Smart TV (NO CABLE TV). We’re a short 5 minute drive from downtown Pikeville.

Top guest favourite
A spacious living and dining area features a wooden dining table surrounded by six chairs. A comfortable sofa and two armchairs are arranged for relaxation. Natural light streams in through large windows, highlighting the country-themed decor and the welcoming ambiance of the room.
Cabin in Williamson
5 out of 5 average rating, 30 reviews

Trail Riders Retreat with private in-ground pool

If you’re looking for a place to relax and unwind on either a huge front porch or a cool, cozy secluded back porch after a long day on the Hatfield – McCoy Trails, you’ve found the perfect place. With a constant cool, mountain breeze and the sounds of nature, you’re sure to enjoy your stay here at Trail Riders Retreat located in Lick Creek, Williamson, WV. This house is conveniently located within 3.5 miles of shopping and dining and is approximately 1.5 miles from #26 trail entrance. Pool Open!

Superhost
A single-story home is depicted from the front, featuring a welcoming porch with wooden steps. Large windows are adorned with dark shutters, allowing natural light inside. Surrounding greenery complements the exterior, and a gentle hillside is visible in the background.
Home in Williamson
4.79 out of 5 average rating, 14 reviews

Lil’ Owls Hideout

Located in Chattaroy, WV., Outside of Williamson, WV. 25 Mins from Matewan, WV. We are about 4.4 miles from the Buffalo Mountain Trail Head, access to Buffalo Moutain Trail 10 (WV Swing Overlook) is about 3.5 Miles away & Trail 12 about 3 Miles. About 2 Miles from Outlaw trails. Access to Devil Anse & Rockhouse Trails. The closest gas station is less than 3 miles away, who sells Hatfield & McCoy Trail passes. We are less than 5 Miles away from Shopping, Restaurants, & additional Gas Stations.

Guest favourite
The exterior of the cabin is illuminated by warm lighting, showcasing a wooden porch with multiple colorful chairs. Gravel pathways lead to the entrance, framed by natural greenery and mountainous scenery in the background.
Cabin in Matewan
4.93 out of 5 average rating, 28 reviews

Sully's Cabin 1

Sully's Cabin 1 is built and furnished as a small home. Designed for couples, small families, or friends who want a smaller space but don't want to sacrifice luxury with their stay. Come off the trails and in 2 minutes you are back at your luxury cabin that offers the amenities of a full home. Fix meals in the fully stocked kitchen, or Blackstone Griddle, then relax on the front porch, or back patio by the fire pit, or just watch some TV. Max 4 guests, rent both cabins if you need added space.

Top guest favourite
The living area features a spacious sofa, wood coffee table, and an electric fireplace. A dining table for four is visible, along with a kitchenette that includes a refrigerator. Lighting is provided by a ceiling fan and a nearby table lamp.
Flat in Belfry
4.98 out of 5 average rating, 60 reviews

Ridge Runners Suite #1

This is a 1 bed/1 ba suite with a queen bedroom. (Also see listings for #2, #3 & #4). Kitchenette with coffee bar, microwave, fridge, plates, glasses, silverware, etc, & table for 4. Bathroom with shower, towels, shampoo & soap. Living room with queen pull-out couch, sofa table, electric fireplace, & TV. Easy parking! Just off Route 119 on flat ground. Mountain views yet within walking distance of groceries, banks, a mall, & restaurants. Comfort, cleanliness, charm, & convenience!

Guest favourite
The kitchen features a spacious island with four cushioned stools, modern pendant lighting, and a distinctive SMEG fridge. Clean countertops offer ample prep space, while stylish green tile backsplashes add a chic touch. The area is well-lit and flows seamlessly into the living space.
Flat in Pikeville
4.94 out of 5 average rating, 118 reviews

Walk to dinner, UPIKE, hospital•3 Lux Bed• Balcony

Upstairs-The Eccentric Privy is the best of the best worlds. Retro, glam & quirky! You’ll obsess over the thought put into each room & even get some inspiration. Extra amenities include… Outdoor deck Quartz Countertops Luxury tile SMEG fridge Smart thermostat Bathroom Bluetooth speaker USB outlet in each room Soft close doors & drawers in kitchen & bathroom 550 TC cotton bed sheets and pillow covers Allergy defense, antimocrobial pillow protectors Tankless water heater for endless hot water

Top guest favourite
The exterior of the chalet features a two-story structure surrounded by lush greenery. A covered porch extends from the second level, and a staircase leads down to the landscaped yard. Pathways and railings create a welcoming access to the home.
Treehouse in Williamson
4.99 out of 5 average rating, 104 reviews

The Red Dog Chalet Couples Retreat w/ Hot Tub

Trailer access pull-thru private parking area with a beautiful lighted walking bridge that leads you to the chalet. A beautiful getaway with a spiral staircase leading you to the 2nd story covered porch with a wraparound walking deck. Large firepit area with dried fire wood. Large 12ft by 12ft hammock beside fire pit area. Two person copper tub; private outdoor shower; hot tub and large bed swing. Loft bedroom. Free WIFI. Park Series charcoal grill outside. Buffalo Mt trailhead 1/2 mile.

Guest favourite
A custom hanging bed is framed by a nature mural featuring tall trees, creating a serene ambiance. Soft bedding and decorative pillows add comfort. A sliding glass door leads to a private deck with seating, allowing for views of the lush surroundings.
Home in Inez
5 out of 5 average rating, 52 reviews

Luxury Creekside Cottage

Come soak up nature and get away from the hustle and bustle, check the completely remodeled cottage in downtown Inez, Ky The vacation rental features a luxurious interior, a spacious deck, and awe-inspiring views of the mountainous landscape. Spend your days walking the trails, hiking or riding ATV’s through the mountains. For a more relaxing adventure, take a short ride for the best elk viewing in the state. Sleeps 8 guests; 2 bedrooms; 1 Bathroom; https://www.airbnb.com/slink/VNxk38u6

Guest favourite
A cozy living area includes a neutral-colored sofa with turquoise accent pillows and a soft area rug. Natural light enters through two windows with floral valances, illuminating the space. A small dining table with white chairs is visible in the background, enhancing comfort and functionality.
Tiny home in Forest Hills
4.84 out of 5 average rating, 19 reviews

Creekside Tiny Home w/Kitchen - Walk to Distillery

Little Cottage offers a comfortable space for a quick visit or a lingering stay to explore everything in the community from riding the Hatfield-McCoy Trails, fishing the Tug River, hiking to the West Virginia swing, or some peace and quiet in a safe and friendly neighborhood. Conveniently located near shopping, restaurants and just a few miles from a trailhead. Plan a visit to Pauley Hollow Distillery less than a half a mile from Little Cottage for real moonshine and Kentucky bourbon!

Top guest favourite
A spacious living area features a comfortable brown leather sofa and a circular chair. A 58" TV is mounted on the wall, accompanied by a wooden entertainment unit. Natural light filters through sheer curtains, and decorative artwork is displayed on the walls.
Home in Prestonsburg
4.96 out of 5 average rating, 117 reviews

The Shotgun House

Enjoy your stay at the Shotgun house located in the heart of Prestonsburg within walking distance to a popular restaurant and downtown shopping. This cozy house offers a 58" TV and playstation in the living and also a 50" TV in the bedroom. Relax outside on a covered porch and enjoy the occasional local live music. Located close to the Prestonsburg Passage Trail, Mountain Arts Center, Middle Creek National Battlefield, Pikeville Exp Center and a short drive to the Red River Gorge.

Top guest favourite
An aerial view of a ranch-style house with wood siding, surrounded by a large yard and featuring an in-ground pool. The property includes manicured landscaping and a private setting against a hillside, showcasing ample outdoor space for relaxation and activities.
Home in McCarr
4.98 out of 5 average rating, 131 reviews

God's Country

Property is a ranch style house with wood siding, nestled against a hillside with a private setting. This property offers a large yard with a in-ground pool as well as a large front porch. There are two patio areas in the back with a built in grill station and a fire-pit to enjoy on those cool evenings. The house boasts six bedrooms, open concept living room, kitchen, and dining room area with gas fireplace, and large family room.Please enter the correct number of guest

Top guest favourite
A cozy living area features warm wooden walls and a gray sofa, complemented by decorative pillows. A blue accent chair adds a pop of color, while a large plant brings a touch of nature indoors. Light streams in from a skylight above.
Cabin in Pikeville
5 out of 5 average rating, 26 reviews

Inspiration Station

Inspiration Station at Harvey's Hideaway Haven is designed to uplift your spirit and ignite your inner drive. You will be immersed in nature, surrounded by the beauty of the wilderness. While this offers a peaceful escape, please be aware that you may encounter local wildlife, including bugs, bees, and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena!

Popular amenities for Canada holiday rentals

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  4. Pike County
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