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Vacation rentals in Williamson

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Top-rated vacation rentals in Williamson

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Rental unit in Belfry

5 out of 5 average rating, 21 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!

Home in Red Jacket

4.81 out of 5 average rating, 31 reviews

Benchmark Hideout

Benchmark Hideout is the perfect getaway for a couple or large group! Rates adjust accordingly to be fair for everyone! We are located in the beautiful mountains of West Virginia! Only 1/4 mile to connector 59, Devil Anse, Buffalo & Rockhouse! Also just 3 miles to KY Outlaw Trails, restaurants, gas stations, museums, grocery/general stores, & car wash! Fenced in Pool, covered HOT TUB‼️ Grill, picnic table, fire pit, games! (we do provide fire wood) The calendar is filling up quickly! Book today!

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.

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!!

Home in Williamson

4.82 out of 5 average rating, 22 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 :)

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.

Home in McCarr

4.97 out of 5 average rating, 108 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

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.

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.

Home in Williamson

4.96 out of 5 average rating, 23 reviews

The Mountain Mama

If you’re looking for plenty of space then look no further. Sleeps 10-12 guests. 7 beds total, 3 full BR, 2 full beds in open area downstairs and an additional full in open space upstairs. Downstairs bar/game room with kitchen, bathroom and pool table: Blackstone grill & fire pit 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.

Cabin in Grundy

4.96 out of 5 average rating, 112 reviews

Hoot Owl Hideaway ~ Direct Spearhead trail access!

Hoot Owl Hideaway is situated in scenic Southwest Virginia. It is ideal for ATV enthusiasts looking for a nightly or weekly cabin rental. You will be able to access Spearhead's Coal Canyon trail at the end of the driveway! It's the perfect place to return after an adventure filled day of trail-riding. A newly stocked catfish pond is also located on the property, so don’t forget your fishing poles!

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.

Vacation rentals for every style

Get the amount of space that is right for you

Hotels

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Unique stays

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Homes

Comfortable places with all the essentials

Popular amenities for Williamson vacation rentals

Free parking on premises

Air conditioning

Stay near Williamson's top sights

Starters7 locals recommend

The Steak House5 locals recommend

The Coal House5 locals recommend

Sazon Mexican Restaurant4 locals recommend

34:Ate4 locals recommend

Miss Wanda's3 locals recommend

Other great vacation rentals in Williamson

Cottage in Matewan

4.84 out of 5 average rating, 32 reviews

Berrow's Bungalow

Home in Matewan

5 out of 5 average rating, 13 reviews

Trailhead Lodging

Home in Prestonsburg

4.96 out of 5 average rating, 71 reviews

The Shotgun House

Home in Barnabus

5 out of 5 average rating, 12 reviews

Luxury Lodge in the Mountains | ATV Trails

Home in Matewan

5 out of 5 average rating, 39 reviews

Camp Trailblazer

Home in Delbarton

4.96 out of 5 average rating, 23 reviews

Black Bear Cabin

Home in Matewan

4.94 out of 5 average rating, 17 reviews

The Mate Creek House

Rental unit in Logan

4.92 out of 5 average rating, 39 reviews

Travelers apartments LLC

Quick stats about vacation rentals in Williamson

Total rentals
40 properties
Nightly prices starting at
$80 before taxes and fees
Total number of reviews
750 reviews
Family-friendly rentals
20 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
10 properties have a dedicated workspace

Frequently Asked Questions

Do house rentals in Williamson have air conditioning?
Absolutely! We offer over 10 house rentals with air conditioning in Williamson. Enjoy a tailored experience with all the comforts you desire.
Do house rentals in Williamson have a kitchen?
Absolutely! We offer over 10 house rentals with a kitchen in Williamson. Enjoy a tailored experience with all the comforts you desire.
How much does it cost to stay in rv rentals in Williamson?
Experience the best of Williamson with our rv rentals, starting at about $80 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 rv rentals in Williamson have free parking?
Absolutely! We offer over 10 rv 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 RV Rentals in Williamson?
Enhance your stay in our RV Rentals with the most popular amenities: over 10 homes with wifi, over 10 homes with free parking, 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.

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