Vacation rentals in Williamson

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Top-rated vacation rentals in Williamson

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favourite
A single-story cabin with a welcoming front porch is illuminated by soft lighting. Colorful adirondack chairs are arranged along the porch, overlooking a gravel area. The structure features air conditioning units on each side, with surrounding trees in the background.
Cabin in Matewan
5 out of 5 average rating, 39 reviews

Sully's Cabin 2

Sully's Cabin 2 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.

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
4.8 out of 5 average rating, 20 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.

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
4.98 out of 5 average rating, 111 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.

Superhost
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 homes in Forest Hills
4.71 out of 5 average rating, 24 reviews

Cozy Creek Side Tiny Home - New Paint & Flooring

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
The open living area features wooden paneling and modern amenities. A comfortable black lounge chair sits alongside a beige futon. The kitchen area includes wooden cabinets, a microwave, and a refrigerator. Bright ceiling lights illuminate the space, creating a cozy ambiance.
Cabin in Pikeville
5 out of 5 average rating, 19 reviews

Backwoods Bungalow

Backwoods Bungalow at Harvey's Hideaway Haven is a rustic retreat designed to bring you closer to nature while offering the comforts of modern living. 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, frogs and other creatures that share this natural setting. Located just 9 miles from Pikeville Medical Center, Upike and The Appalachian Wireless arena.

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, 132 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 wooden bench is positioned under a covered porch, complemented by a decorative welcome sign. Sunlight filters through the large windows, illuminating the outdoor dining area with a vibrant umbrella in the background, enhancing the inviting ambiance of the space.
Home in Delbarton
4.98 out of 5 average rating, 63 reviews

* Large Coded Access Garage Area Included*

Discover your perfect getaway! The Decked Out Den is a 3-bed, 2-bath 1400sqft home with a detached 30'x30' garage to protect your machines from the weather. Enjoy ample parking, a spacious deck, and a cozy living room. Conveniently located near multiple trail access points, it’s just a short ride to Matewan or Delbarton—no need to trailer. Explore Buffalo, Devil's Anse, or Rockhouse trail systems. Book now for an adventure-filled stay with all the comforts of home!

Superhost
A comfortable seating area features a dark sofa adorned with contrasting plaid pillows. A wall-mounted television is positioned above a decorative shelf displaying a plant and a welcome sign. Natural light enters through nearby windows partially covered by dark curtains.
Cabin in Williamson
4.68 out of 5 average rating, 53 reviews

Hillbilly Hideout-The Cove

Whether you're looking to ride the Hatfield-McCoy Trails or plan a weekend getaway, this cabin is perfect for you! Hillbilly Hideout 2 ( The Cove ) is located in historical downtown Williamson, just 0.3 miles from the Trail #10 entrance. There are several restaurants and convenience stores within walking distance. Come Hideout with us! www.hillbillyhideout.com

Guest favourite
A dining area features a wooden table surrounded by six chairs, arranged for family meals. A white refrigerator and an oven are situated alongside wooden cabinetry, with a coffee maker and other appliances on the countertop. Natural light filters through a window, partially covered by light curtains.
Home in Belfry
4.96 out of 5 average rating, 48 reviews

Bourbon House

The prime place for outdoor enthusiasts. Minutes from the Hatfield McCoy trail systems, the Kentucky Hillbilly trail systems, kayaking and fishing in the tug fork river. Local amenities such as the mall, restaurants, gas stations and grocery stores. All of this helps to make your stay heavenly!

Superhost
A restful bedroom features a full-sized bed dressed in soft linens and a vibrant throw. Natural light floods the space through a window with blinds. A small desk and chair are present, alongside a mirror reflecting the room's bright, airy feel.
Apartment in Pikeville
4.88 out of 5 average rating, 16 reviews

Convenient & Cozy | Free Laundry, Wi-Fi, & Parking

Welcome to your home away from home - the perfect blend of comfort, convenience, and style for the traveling professional or those seeking a long-term stay. Our newly furnished one-bedroom apartment offers a tranquil retreat with all the modern amenities you need to live, work, and relax.

Superhost
A compact kitchen features modern appliances including a refrigerator and microwave, alongside a gas range. Gray cabinets hold kitchen essentials, while a white marble countertop offers workspace. A sink with a stylish faucet is positioned next to a variety of utensils and cooking tools.
Apartment in Pikeville
4.86 out of 5 average rating, 21 reviews

Quiet apart. w/ kitchen, laundry

Enjoy a restful nights sleep in one of the two premium queen beds. Light blocking shades, work desk, large capacity washer/dryer and other thoughtful touches should take care of any needs you may have. I am easy to contact and communicate with should you need anything at all.

Guest favourite
A single-story house is set against a hillside greenery, featuring a spacious gravel parking area. In the foreground, a fire pit surrounded by metal chairs is situated on a patch of grass, inviting guests to relax outdoors.
Vacation home in Williamson
4.96 out of 5 average rating, 52 reviews

Vacation Rental in Lenore, WV

This 3 bedroom house in Lenore, WV is perfect for your next adventure. No matter if you’re riding the trails or traveling for work, we have you covered with a home away from home. Find us on face book: Newsome Rentals

Popular amenities for Williamson vacation rentals

When is the best time to visit Williamson?

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Frequently Asked Questions

  • Do cabin rentals in Williamson have air conditioning?

    Absolutely! We offer over 10 cabin rentals with air conditioning in Williamson. Enjoy a tailored experience with all the comforts you desire.

  • Do cabin rentals in Williamson have a kitchen?

    Absolutely! We offer over 10 cabin rentals with a kitchen in Williamson. Enjoy a tailored experience with all the comforts you desire.

  • How much does it cost to stay in house rentals in Williamson?

    Experience the best of Williamson with our house rentals, starting at about $100 per day, before taxes and fees. Embrace comfort and style while staying within your budget in your home away from home.

  • Are there family-friendly vacation rentals in Williamson?

    Williamson has more than 20 family-friendly stays. Amenities on the property may include high chairs, travel cribs, or strollers.

  • Do cabin rentals in Williamson have free parking?

    Absolutely! We offer over 10 cabin rentals with free parking in Williamson. Enjoy a tailored experience with all the comforts you desire.

  • Are there pet-friendly vacation rentals in Williamson?

    Four-legged friends are welcome in Williamson. Choose from more than 10 vacation rentals for guests traveling with pets.

  • What are the most popular amenities for House Rentals in Williamson?

    Enhance your stay in our House Rentals with the most popular amenities: over 10 homes with free parking, over 10 homes with air conditioning, over 10 homes with wifi, over 10 homes with a kitchen, and more. Indulge in the ultimate retreat, tailored to your preferences.

  • Are there vacation rentals with a dedicated workspace in Williamson?

    Yes! Work meets play with ease at over 10 vacation rentals in Williamson featuring dedicated workspaces. Stay connected and productive in your home away from home.

Quick stats about vacation rentals in Williamson

  • Total vacation rentals

    Explore 40 vacation rentals in Williamson

  • Nightly prices starting at

    Williamson vacation rentals start at $82 CAD per night before taxes and fees

  • Verified guest reviews

    Over 850 verified reviews to help you choose

  • Family-friendly vacation rentals

    20 properties offer extra space and kid-friendly amenities

  • Pet-friendly vacation rentals

    Find 10 rentals that welcome pets

  • Rentals with dedicated workspaces

    10 properties have a dedicated workspace

  • Wifi availability

    40 of Williamson vacation rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi, and Pool across Williamson rentals

  • 4.8 Average rating

    Williamson stays are highly rated by guests—averaging 4.8 out of 5!

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