Holiday houses in Williamsburg

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Top-rated holiday rentals in Williamsburg

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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, 263 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.

Guest favourite
The living space features a cozy seating arrangement with a brown leather sofa adorned with white pillows. A unique wooden coffee table sits in front, and the warm wooden ceiling and walls contribute to a rustic ambiance. Natural light enters from nearby windows.
Cabin in Whitley City
4.95 out of 5 average rating, 112 reviews

*FireflyCreek* Waterfont cabin on 5 acres 4WD only

Come unwind on over 5 acres, surrounded on three sides by the creek, shaded by giant leaf magnolia trees & rhododendron. You'll feel like you've been transported into the middle of your own little secluded island. Fish/kayak/hike, or just relax in the screened in front porch and listen to the creek and watch the fireflys. We're only 5 miles from Cumberland falls and the famous moonbow, Nearby waterfalls and trails, The Polar express at BSF senic railway. There's an adventure in every direction!!

Top Guest favourite
Home in London
4.98 out of 5 average rating, 115 reviews

(88) Elegant Retreat & Easy I-75 Access

Perfect for travelers passing through on I-75 who want a clean, quiet place to rest for the night. Stylish and inviting 3-bedroom home in London, KY perfect for couples, wedding guests, and relaxing getaways. About 15–20 minutes from the I-75 exit, you’ll enjoy a peaceful countryside setting with comfort and privacy. Cozy décor, comfortable beds, and a welcoming atmosphere make it easy to unwind. Relax on the front porch and enjoy beautiful sunset views after a day of driving or visiting family.

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, 138 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, 160 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 rustic log cabin with a peaked roof is set against a backdrop of rolling green hills. A welcoming front porch features rocking chairs, and a gravel pathway leads to the entrance. Lush gardens surround the cabin, enhancing the serene outdoor environment.
Guesthouse in Pioneer
4.96 out of 5 average rating, 212 reviews

Appalachian Mountain Log Cabin (Private Retreat)

The Cabin at GoodSoil Farm is the perfect solo get-a-way from it all! This cozy hand built log cabin is just right for reading, reflecting, retreating, or just resting. The Cabin sits as the centerpiece of our working mini-farm and comes replete with rocking chairs on the porch, a gurgling creek nearby, a stunning mountain view, and room to explore. Read a book, strum your guitar, prop up your feet, put on some coffee & leave your cares behind for a few days at The Cabin on GoodSoil Farm.

Top Guest favourite
Farm stay in Corbin
5 out of 5 average rating, 152 reviews

Scenic Farm with lots of extras & lots of room

Beautiful farm sitting on top of a mountain provides the best views! Close to everything without being in the middle of everything. 10 miles from exit 25 Corbin & Corbin Arena. 5 mi from Exit 15 Williamsburg. 8 mi to University of the Cumberlands. 13 mi to Falls or Laurel Lake. 2 fishing ponds and private maintained hiking trails. So much to do at farm or surrounding areas. Very spacious and comfortable home. We work to keep home clean and safe for you and family! Relax in peace.

Top Guest favourite
Guest suite in Williamsburg
4.96 out of 5 average rating, 235 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.
Guesthouse 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
Cabin in Stearns
4.99 out of 5 average rating, 110 reviews

John L. Wright Cabin

Enjoy a peaceful escape. This newly built cabin with all the modern features is located in historic Stearns, KY. Surrounded by trees and overlooking a beautiful pasture, visitors can relax and enjoy the Big South Fork and Daniel Boone National Forest hiking and horseback riding trails, kayaking, and Cumberland Falls scenic attractions. Also enjoy and view the Big South Fork scenic railway train. Security cameras are turned off when guest are occupying cabin.

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, 250 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 $85 AUD per night before taxes and fees

  • Verified guest reviews

    Over 1,420 verified reviews to help you choose

  • Wi-Fi availability

    10 of Williamsburg holiday rentals include Wi-Fi 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!

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  3. Kentucky
  4. Whitley County
  5. Williamsburg