Vacation rentals in South Williamson

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Top-rated vacation rentals in South Williamson

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Guest favorite

Rental unit in Belfry

5 out of 5 average rating, 20 reviews

Ridge Runners Suite #4

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 #1 and Apt #3 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!

Guest favorite

Place to stay in Williamson

4.98 out of 5 average rating, 64 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.

Guest favorite

Rental unit in Lenore

5 out of 5 average rating, 18 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 temperpedic beds/bath/kitchen. 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!!

Guest favorite

Cabin in Belfry

5 out of 5 average rating, 51 reviews

Papa Bear Cabin 3 Bedroom, Huge Deck

Hidden Mountain ATV Resort- Slaters Branch Camp is the perfect place to rest after a exciting day on the HMT Trail-Buffalo , and many other trail systems . Located 1/2 mile from Buffalo trail and Williamson WV , Restaurants and All you will need to get ready for a day on the trails. Papa Bear Cabin 3 Bedroom 2-queens. 1- twin 1-Bath ATV /UTV wash pad WiFi Phone Digital Television Beautiful Mountain View Plenty parking secure location All Cabins have cookware , eatery and Linens .

Guest favorite

Home in Williamson

5 out of 5 average rating, 26 reviews

Entire house Privately located 4 bedroom

Private 4 bedroom house equipped with full kitchen, (2) living spaces, dining, 2 full baths, laundry room, kitchenette downstair. Outdoor pavilion area with with charcoal and gas grill, corn hole and fire pit. Free WiFi. Ride straight to buffalo and devil anse trails less than a mile. Or downtown Williamson is 2 miles. 5 access points from house on ATV. Note this house is on a hill. Plenty of parking to hold 5-6 trucks. We have an overflow lot to accommodate oversized trailers if needed.

Guest favorite

Home in Williamson

5 out of 5 average rating, 14 reviews

Trail Riders Retreat

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.

Guest favorite

Home in Delbarton

4.98 out of 5 average rating, 40 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.

Guest favorite

Home in McCarr

4.97 out of 5 average rating, 107 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

Guest favorite

Home in Matewan

4.96 out of 5 average rating, 47 reviews

Rogers Retreat 5 bdrm 3 bath, game room and garage

Bring the whole family to this great place with lots of room for fun. Ample parking and added amenities for atvs and trail riders. Property is adjacent to Hatfield McCoy trail system. No trailering required, park your truck and ride your atv to nearby trails, restaurants and stores. Large beds, sleeper sofa, screened porch with extra refrigerator, game room with pool table, fully equipped kitchen with dish washer, detached garage, and plenty of outdoor space to enjoy.

Guest favorite

Home in Delbarton

5 out of 5 average rating, 18 reviews

Relaxing stay at Creekside Lodge

Wonderful, homey getaway beside flowing creek with little traffic, less than a mile from the Buffalo Mountain Trailhead. This is not just a place for trail riders but has been used by people attending family reunions and local festivals. Creekside Lodge is within the town limits of Delbarton where there are several restaurants, a small general store, and soon to open Dollar General. Trail riders will pass a local gas station on the way to the trail head.

Guest favorite

Cottage in Williamson

5 out of 5 average rating, 25 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.

Guest favorite

Vacation home in Prestonsburg

4.99 out of 5 average rating, 100 reviews

The Burg

Enjoy local venues, The MAC, Planetarium, Jenny Wiley Lake, 1620 Distilling Company, hiking, biking, wildlife, local artisans and crafts. Home to Loretta Lynn's, Butcher Holler. Civil War History. Close to downtown shopping, walking distance to dining, coffee shops, and bakery. There are 2 rather short flights of stairs to access this unit.