Holiday rentals in Williamsburg

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Top-rated holiday rentals in Williamsburg

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

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Top guest favourite
A custom-built cabin is set on a grassy area, surrounded by trees. The structure features a porch with wooden railings and steps leading to the entrance, complemented by a sloped roof and decorative elements on the facade.
Cottage in Oneida
4.93 out of 5 average rating, 265 reviews

Angel Falls Retreat for nature lovers and riders!

Beautiful custom built cabin within walking or horse back riding distance to BIG SOUTH FORK. Also located within 15 minutes to BRIMSTONE REC. It’s centrally located between Bandy Creek, Leatherwood Ford, and Station Camp. There is a BSF trailhead in our community for horses/hikers/bikes/kayaks. Easily sleeps 5+ with plenty of other space for additional guests using cots/air mattress. Keep your horses in YOUR 2 stall barn right next to the house. Circle drive for trailers, toy haulers, equipment

Top guest favourite
The exterior view of The Arvilla showcases a single-story home with white siding and wooden pillars. A wide walkway leads to the front door, framed by symmetrical windows. The front yard features well-maintained greenery and autumn foliage in the background.
Home in Williamsburg
4.96 out of 5 average rating, 117 reviews

The Arvilla: Two Bed One Bath Home

The Arvilla is a generational born again coal mining home that belonged to my great grandparents. It was the meeting place of my grandparents while my grandfather finished college and pastored at a local church. The house was left to my grandmother and we are now blessed with this piece of history. Over the decades, there has been a lot of family love within these walls and we are excited to share everything this cozy space has to offer. Welcome to Williamsburg, where everything feels like home.

Top guest favourite
A vibrant welcome wreath adorns the front door, featuring a mix of colorful flowers and greenery. A small wooden sign reading 'Welcome to The Dorothy House' is prominently displayed at the center, creating an inviting entrance.
Home in Williamsburg
4.99 out of 5 average rating, 140 reviews

The Dorothy House - Williamsburg, KY

The Dorothy house is in a great location. It is only 1.6 miles from Williamsburg Waterpark and The Mint, and about 2 miles from the University of the Cumberlands, Walmart, and downtown Williamsburg. It offers a country setting, but it is within driving distance of area attractions, such as Cumberland Falls State Park (20 miles) and Big South Fork National Forest. It offers the best of both worlds. It is great place just to relax; sit on the porch or deck and watch for wildlife or read a book.

Top guest favourite
An inviting wooden porch is featured, adorned with potted plants and hanging ferns. Two chairs are positioned comfortably, offering a serene setting surrounded by greenery. Sunlight casts soft shadows on the porch floor, enhancing the tranquil ambiance of the space.
Cabin in Pineville
4.97 out of 5 average rating, 161 reviews

Outdoor Lover's Creekside Cabin (dog friendly)

Enjoy all the scenery of Bell county in this creekside cabin. Whether you prefer to hike, fish, ride sxs, or just enjoy scenery, we have it all. 3 min from Pine Mtn State Park and Wasioto Winds Golf Course, 7 min to downtown Pineville, 20 min to Cumberland Gap National Park. Kingdom Come State Park and Cumberland Falls are an hour drive. Load up your sxs or atv and ride one of the many trails right from the driveway! Black Mountain Off Road Park and Tackett Creek are also about an hour away.

Top guest favourite
A spacious living area features a modern sofa with decorative pillows. Large opening doors showcase views of the covered porch and surrounding greenery, allowing natural light to fill the space. A wall-mounted television and fireplace are also present, enhancing the inviting atmosphere.
Home in Somerset
4.94 out of 5 average rating, 157 reviews

Garage Door to the Wilderness!

Welcome to this stylish and sleek tiny home that's perfect for modern living! With ample space to sleep 4, features a bathroom complete with a beautifully tiled custom shower. The kitchen is a chef’s delight, black cabinetry and elegant granite counters.Enjoy the seamless flow of heated tile flooring throughout, leading you to the covered back porch where you can sip your morning coffee! The back garage door offers easy access to nature’s beauty. Located 5 minutes from either town or the lake!

Guest favourite
Large windows frame the serene view of surrounding trees, allowing natural light to fill the space. A spacious bed is positioned in the foreground, offering a comfortable place to relax while enjoying the peaceful greenery just outside.
Tiny home in Corbin
4.95 out of 5 average rating, 315 reviews

Cozy Cumberland Cabin

Tiny Cabin on the edge of Daniel Boone National Forest. Ten minutes to Cumberland Falls, fifteen minutes to Grove Marina at Laurel Lake, and ten minutes to hiking trails. Located on 5.5 acres, this beautiful wooded land can offer privacy or room to bring some friends. Designed to be simple, attractive, stylish, and clean, with large windows to bring the outside in for a relaxing environment. Large porch to escape the mosquitoes, fire pit for use to keep warm, and plenty of space to explore.

Guest favourite
A cozy living room is shown, featuring a gray sofa and patterned armchair arranged around a low coffee table. A large TV displays an image, and warm light is provided by a floor lamp in the corner. Natural light filters through the bright window treatments.
Home in Corbin
4.97 out of 5 average rating, 219 reviews

Cozy Corbin Cottage

Enjoy a stay in this newly renovated Corbin home in a quiet residential neighborhood. 2 bedrooms and 1.5 bathrooms with a host of amenities including WiFi, 65” tv with cable and streaming services, a well-equipped kitchen, and more. Adjacent to Corbin High School, you may walk to public-access tennis courts and walking track. This location makes a great launching point to many area attractions such as: Corbin Arena Laurel Lake Cumberland Falls State Park Cumberland Run racetrack And more….

Top guest favourite
The living area includes a black couch and two patterned chairs facing a sleek coffee table. Light-colored walls are complemented by lamps beside the seating. An abstract painting with vibrant colors adds a decorative touch, and wooden accents enhance the design.
Home in London
4.98 out of 5 average rating, 309 reviews

(64) 3BR Quiet, Clean, & Peaceful Easy I-75 Access

Perfect for travelers passing through on I-75 who want a clean, quiet place to rest for the night. Warm and comfortable 3-bedroom home in London, KY ideal for visiting family, graduations, church events, and weekend visits. About 15–20 minutes from the I-75 exit in a quiet countryside setting yet convenient to town and restaurants. Clean, welcoming space that feels like a real home. Many guests stay here when visiting relatives, especially parents and grandparents. Relax on the front porch!

Top guest favourite
A wooden deck is set against a vibrant green landscape, showcasing rolling hills under a clear blue sky. Two chairs are positioned on the deck, offering an inviting space to enjoy the expansive mountain view.
Cabin in Burnside
4.93 out of 5 average rating, 388 reviews

Dixie Mtn. Hideout

Enjoy a breath taking Mountain view from your private log cabin as you drink your morning coffee. With memory foam beds you will wake refreshed and ready to enjoy all the Lake Cumberland area has to offer. Within 5 miles to General Burnside Sate Park and boat ramp and Burnside Marina. Your vacation home is only 10 miles from downtown Somerset, somernites car cruise capital! Boat parking available with turn around. Dixie Mtn. Hideout, when you're away from home, we welcome you home!

Top guest favourite
Guest suite in Williamsburg
4.96 out of 5 average rating, 236 reviews

Creekside Adventures

Make some memories at this unique and family-friendly place. Our guest suite is very spacious and open. Many of our guest have let us know how inviting and relaxing it is to stay in. We also have a creek where our children use to play when they were little. Kids can easily play in it when the weather is nice but please be careful on the walls and stones. We also have a pool area that is available for swimming during late May through early September. We do not allow pets. No Parties

Top guest favourite
An outdoor area features a wooden gazebo with seating, illuminated by string lights. A stone fireplace provides warmth as it stands on a wooden deck, surrounded by lush greenery. The serene pool reflects the soft glow from the gathering space, creating a relaxing ambiance.
Guest house in Williamsburg
4.88 out of 5 average rating, 524 reviews

Williamsburg Poolside Homestead

Private guest house with incredible outdoor resort feel, nature, and simple homestead life. 3 miles to University of the Cumberlands. 20 min to Cumberland Falls, home of the world's only Moonbow. *NO smoking of any kind (e-cig included) permitted anywhere on the property or the entire neighborhood. Guests violating our smoking policy are subject to a minimum $400 fee for returning the house or property to smoke-free status and agree to being charged by accepting this policy.

Top guest favourite
A cabin with a wooden exterior and a green metal roof is set amidst a wooded area. A spacious front deck features steps leading down to a gravel parking area. The surrounding landscape includes lush trees and natural undergrowth.
Cabin in Whitley City
4.97 out of 5 average rating, 252 reviews

The Bear’s Den

Take a break and unwind in the beautiful Smokey Mountains in southern Kentucky. We are situated less than 5 miles from the famous Cumberland Falls! We are close to many hiking trails and water sports. This one bedroom, one bathroom cabin boasts a full kitchen and a washer and dryer. The deck provides a peaceful view of the beautiful forest as well as a great place to relax and grill your favorite meal! An air mattress is provided for additional guests.

Popular amenities for Williamsburg holiday rentals

Quick stats about holiday rentals in Williamsburg

  • Total holiday rentals

    Explore 10 holiday rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg holiday rentals start at £45 per night before taxes and fees

  • Verified guest reviews

    Over 1,420 verified reviews to help you choose

  • Wifi availability

    10 of Williamsburg holiday rentals include wifi access

  • Popular amenities for guests

    Guests love Kitchen, Wifi and Pool across Williamsburg rentals

  • 4.9 Average rating

    Williamsburg stays are highly rated by guests – averaging 4.9 out of 5!

  1. Airbnb
  2. United States
  3. Kentucky
  4. Whitley County
  5. Williamsburg