Holiday houses in Williamson

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Top-rated holiday rentals in Williamson

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Guest favourite

Apartment in Belfry

5.0 out of 5 average rating, 15 reviews

Ridge Runners Suite #1

A Ridge Runnercan refer to someone from the Appalachian mountains, a moonshiner, a trail guide, or a guest of our rentals! This brand new 1 bedroom/1 bath apartment has been reclaimed from a vintage building and is situated in a lovely corner of Eastern Kentucky. The comfy queen bed is in a private bedroom with its own remote-controlled heat/air unit and a window peeking out onto the Appalachian mountains. (We also offer two other similar units in this same location...be sure to see our listings for Apt #3 and Apt #4 as well! Book all three units to house up to 12 guests). One step outside the bedroom is a coffee bar sure to make waking up a pleasure. The bathroom sports a shower with plenty of room for your toiletries in addition to the shampoo and soap we provide. In the living room area, you'll find another remote-controlled heat/air unit, a plush couch, a coffee table, an electric fireplace, and a 50" TV. The couch contains a queen pull-out with an additional cushioning mattress topper. The coffee table contains storage for the pull-out bedding and extra pillows, all vacuum sealed to stay perfectly clean and ready for your use if needed. The large kitchenette is equipped with a microwave, fridge, plates, glasses, silverware, salt, pepper, etc, and a table for four if you'd like to eat in the privacy of your apartment. You'll also love the covered porch just outside the front door of your apartment as well as the deck at the rear of the building. Yet, if you're looking to venture out, you'll be mere moments from restaurants, shopping, groceries, gas, ice, and nightlife all within a 2-mile radius of your location. If you're hauling a trailer, you'll have no problem here, as our parking area is very trailer-friendly. Plus, there is no need for trailering once you've parked...ride to the trailhead on your machine! We're very easy to find as we're just one minute off State Route 119 between Pikeville, KY and Logan, WV with no winding mountain roads to navigate. The property is nestled into a valley surrounded by mountains views all around, and yet is within walking distance of a grocery store, bank, mall, and restaurants. Our property is just over a football field away from the highway, so you get both the convenience you crave as well as the quiet you need to rest...no loud highway noise or nearby train tracks to disturb you. As such, this rental has the best mix of comfort, cleanliness, charm, and convenience you'll find. Become a Kentucky Ridge Runner with us!

21–28 Feb

$264 NZD per night

Guest favourite

Apartment in Lenore

5.0 out of 5 average rating, 12 reviews

NEW Clean Build 2 bed by Outlaw Trails! Unit 1

Perfect spot for any large group of riders. NEW clean & modern - motel style setup. Parking lot fits many trks/trailers. Best part is 4 separate units to yourself w/ own beds/bath/kitchen. Being located next to miles of outlaw trails & short ride to Buffalo Mt trail, it's the ideal layout for your trail riding stay. Close enough to the action but far enough to enjoy the peace & quiet the area has to offer 8 miles -"America's Bloodiest Tunnel" *Tablet available to rent w/ ALL Outlaws & HMT Maps!!

17–24 Mar

$194 NZD per night

Guest favourite

Place to stay in Williamson

4.97 out of 5 average rating, 39 reviews

The Red Dog Cottage In The Woods w/ Hot Tub

We created a place for couples to enjoy and relax that feels like home. A place we hope you will make memories and will always want to return. Private parking with a 30ft walking bridge overlooking a water stream to lead you to your getaway. Queen bedroom downstairs; spiral staircase takes you to your loft queen bedroom; one full bath; full kitchen; TV/WIFI; indoor loft hammock; wrap around covered porch; tree covered outdoor shower area with hot tub; covered dining back porch; outdoor hammock.

1–8 Mar

$501 NZD per night

Superhost

Home in Williamson

4.9 out of 5 average rating, 10 reviews

The Coal Miners Daughter

We would love to welcome you to our home in the mountains! Come enjoy a thrill seeking adventure then relax in the tranquility of your private home. Located at 717 Ruth Trace. Near Delbarton WV and 14mi town of Williamson WV. Trail riders can ride directly from the house to Buffalo Mountain Trails. Trail 14 is 7mi and 9mi to the trail head. Outlaws trails 1mi from home. Other info: spacious parking, 3bd home,2bd Queen,1bd dbl bunks(full bottom/twin tops) full kitchen,wifi,pet friendly :)

17–24 Sep

$310 NZD per night

Guest favourite

Home in Williamson

5.0 out of 5 average rating, 17 reviews

The Mountain Mama

If you’re looking for plenty of space that’s all your own, then look no further. Sleeps 10-12 guests. Up to (4) additional guests can utilize the tent/camping area, with access to the downstairs bar/game room with kitchen and bathroom. Blackstone grill and two fire pits for your downtime. No trailering. 3.6 miles to HMT Williamson connector and 5 miles to Buffalo Mountain. Groceries, fuel, parts, dining and shopping all within a few miles. Plenty of space for parking and all your gear.

15–22 Oct

$584 NZD per night

Guest favourite

Home in Delbarton

5.0 out of 5 average rating, 25 reviews

Rockhouse Hillside Retreat

Relax with the whole family at this peaceful place to stay. This 2 bedroom 2 bath has close access to Buffalo Mtn trail system. It is located a mile and a half from the Hatfield McCoy trail 14. We offer a fully stocked kitchen and bathroom. One bedroom has two queen beds. The other offers one King bed. There is also a twin size trundle bed. We also offer a queen size air mattress for more than 8 guests staying. Come visit Rockhouse Hillside Retreat and enjoy a peaceful Mtn view.

15–22 Dec

$324 NZD per night

Guest favourite

Holiday home in Logan

4.97 out of 5 average rating, 34 reviews

Franklin’s Lodge. Cozy little home.

Nice little getaway. Most roads are ATV friendly. Close to 4 Hatfield and McCoy Off Road trails. Close to State Park, hiking, biking, kayaking, fishing, hunting, and much more. Plenty of parking. Pet friendly. Newly remodeled. Heat and A/C. Covered porches. Grill and firepit. Perfect getaway or daily rental. Neighbors are extremely friendly and helpful. Don't miss out! Close to many restaurants, grocery stores, and shopping. Delivery is available if you don't feel like driving.

1–8 Jan

$167 NZD per night

Guest favourite

Cottage in Williamson

5.0 out of 5 average rating, 10 reviews

A cozy 2 bedroom cottage

The Mountain Laurel House is a cottage that can comfortably accommodate 6 guests. Tucked in the Heart of the Appalachian Mountains, our cottage appeals to both adventurous ATV riders & couples looking for a relaxing getaway. Guests can enjoy the beautiful mountain views from the covered front porch, or they can sit by a fire in the yard. We are located 1/2 mile from Buffalo Mountain trailhead, which means no trailering necessary. Ample parking is provided.

21–28 Mar

$268 NZD per night

Superhost

Home in Williamson

4.84 out of 5 average rating, 76 reviews

White 2 story home 3 Bedroom 2 bath

This home was recently flipped and completely restored. It is one of the first homes in Williamson and is full of history. We cannot wait to host you. Trail riders, marathon runners, business people, or stopping by for vacation, we got you covered. The house is complete with two full baths, three bedrooms, living and dining room, kitchen, fire pit, and much more. We also offer a garage ($25 per machine per stay) to house your toys. Clean. Fun. Lodging.

12–19 May

$320 NZD per night

Guest favourite

Cabin in Logan

4.95 out of 5 average rating, 108 reviews

Riverfront cabin and mini campground

Relax with the whole family at this Brand new Cabin. A very peaceful place to stay. Sits on the Guyandotte River that's great for kayaking. Very close to the Hatfield McCoy Bear Wallow trailhead. Unload your ATV and hit the trail. Restaurant on site and also very close to a car wash. If you need a place to stay for the holidays while visiting family, this is the place for you!

25 Jul – 1 Aug

$347 NZD per night

Superhost

Home in Williamson

5.0 out of 5 average rating, 4 reviews

Country Roads Cliffside Cottage

New Door Properties, LLC manages short and long term property leases. Our goal is to provide quality accommodations and flexibility. Cliffside Cottage is nestled in the heart of historic Williamson, West Virginia. Our newly renovated two (2) bedroom one (1) bath has been completely renovated; comfortably sleeps six (6) and is very close to plenty of activities.

8–15 Dec

$245 NZD per night

Guest favourite

Home in Delbarton

4.88 out of 5 average rating, 17 reviews

Maria’s Cabin Hatfield McCoy Trail Buffalo Mtn.

Maria’s Cabin— Check out our 2-Bedroom home in Delbarton, WV. (Just off HMT Buffalo Mountain trail 14 on the main road aprox 1/4 mile). 🛌 1 Full Bed/Private room 🛏️ 3 Twin beds/ private room 🛋️ Full couch bed 🥘 Complete Equipped Kitchen 🚽 Fresh bedding and towels 📺 WiFi and Smart TVs 🔥 Outdoor Fire-pit 🧼 Washer and Dryer 👨 No head count limit

8–15 Mar

$238 NZD per night