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.

Guest favorite

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!

Apr 4 – 11

G$29,868 GYD per night
Superhost

Place to stay in Williamson

5.0 out of 5 average rating, 15 reviews

5,000 sq ft for the group! You get it all! W/ gym.

This memorable place is anything but ordinary! We are located directly by a trail connector, but still in historic downtown Williamson. Dining is a short walking distance and parking is free and accessible. We cater to small groups with a private upstairs bedroom. The downstairs has a full size pull-out sofa, recliners, and can accommodate air mattresses. Spend the evening relaxing or playing a game of pool, corn hole, darts or hook and ring in an ATV friendly town! We look forward to your stay.

Feb 19 – 26

G$23,322 GYD per night
Guest favorite

Apartment in Lenore

5.0 out of 5 average rating, 10 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!!

Jan 24 – 31

G$21,505 GYD per night

Popular amenities for Williamson vacation rentals

Stay near Williamson's top sights

Walmart Supercenter3 locals recommend
Starters7 locals recommend
Sazon Mexican Restaurant4 locals recommend
Miss Wanda's3 locals recommend
34:Ate4 locals recommend
The Coal House5 locals recommend

Other great vacation rentals in Williamson

Guest favorite

Home in Delbarton

5.0 out of 5 average rating, 23 reviews

Rockhouse Hillside Retreat

Jan 28 – Feb 4

G$35,842 GYD per night
Guest favorite

Home in Williamson

5.0 out of 5 average rating, 16 reviews

The Mountain Mama

Jan 12 – 19

G$66,123 GYD per night
Guest favorite

Apartment in Pikeville

5.0 out of 5 average rating, 16 reviews

Convenient & Modern 2 Bed Apt Free Wi-Fi & Parking

Apr 11 – 18

G$15,956 GYD per night
Guest favorite

Home in South Williamson

5.0 out of 5 average rating, 9 reviews

The Depot -Luxury Rental

Dec 16 – 23

G$46,205 GYD per night
Guest favorite

Home in Delbarton

5.0 out of 5 average rating, 19 reviews

*Stay-Ride. Feel at home w/secure machine storage*

Dec 16 – 23

G$65,174 GYD per night
Guest favorite

Home in McCarr

4.96 out of 5 average rating, 84 reviews

God's Country

Jan 1 – 8

G$119,235 GYD per night
Guest favorite

Home in Matewan

5.0 out of 5 average rating, 29 reviews

Rogers Retreat 5 bdrm 3 bath, game room and garage

Feb 16 – 23

G$104,289 GYD per night
Guest favorite

Cabin in Williamson

5.0 out of 5 average rating, 21 reviews

Rocky Top- Cabin at Billy Goat Mountain Village

Oct 17 – 24

G$44,139 GYD per night
Guest favorite

Home in Matewan

5.0 out of 5 average rating, 10 reviews

The Hilltop House

Dec 8 – 15

G$50,072 GYD per night
Superhost

Cabin in Man

4.83 out of 5 average rating, 35 reviews

Braveheart Rockhouse

Apr 4 – 11

G$22,054 GYD per night
Superhost

Cottage in Matewan

4.85 out of 5 average rating, 20 reviews

Berrow's Bungalow

Oct 9 – 16

G$25,536 GYD per night
Guest favorite

Home in West Logan

4.98 out of 5 average rating, 43 reviews

Cottage 304, 2 Bed w/ Fire Pit, near trails!

Apr 25 – May 2

G$23,529 GYD per night

Quick stats about vacation rentals in Williamson

Total rentals

20 properties

Wifi availability

20 properties include access to wifi

Rentals with dedicated workspaces

10 properties have a dedicated workspace

Family-friendly rentals

20 properties are a good fit for families

Total number of reviews

590 reviews

Nightly prices starting at

G$14,657 GYD before taxes and fees

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 house rentals in Williamson?

    Experience the best of Williamson with our house rentals, starting at about $120 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 house rentals in Williamson have free parking?

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

  • 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 air conditioning, over 10 homes with free parking, over 10 homes with a kitchen, over 10 homes with wifi, 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.

  • Do house rentals in Williamson have wifi?

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

Destinations to explore

  1. Airbnb
  2. United States
  3. West Virginia
  4. Mingo County
  5. Williamson