Vacation rentals in Williamsburg

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Top-rated vacation rentals in Williamsburg

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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, 115 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

Firefly Creek *Waterfont cabin on over 5 acres *

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
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, 135 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.

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, 218 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 kitchen features modern gray cabinets and a wooden table set for two. A coffee maker and kettle are visible next to a window, while a white stove and clock adorn the wall. Soft lighting creates a welcoming space in the log cabin's rustic setting.
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, 151 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
A cozy sitting area is featured with two swivel rockers positioned near a wooden shelf and kitchenette. Natural light enters through large windows, and soft lighting is provided by string lights overhead. A decorative rug lies beneath the chairs, enhancing the inviting space.
Cottage in Pioneer
4.99 out of 5 average rating, 280 reviews

The Ambleside Cottage

The Ambleside Cottage offers full privacy for a single or a couple looking for a serene getaway surrounded by the beauty of the Appalachian mountains. This magical cabin is conveniently located for travelers, yet Ambleside feel like a remote retreat nestled in the woods above Elk Fork Creek. The Cottage is an adorable tiny house, offering 500 square feet of living space with a kitchenette, a sitting area, and a bathroom with a shower. The queen-size bed is upstairs in the sleeping loft.

Top guest favourite
Guest suite in Williamsburg
4.96 out of 5 average rating, 232 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, 521 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.

Top guest favourite
The open living area features a vaulted wood ceiling with ceiling fan, leather seating, and a coffee table. A large flat-screen TV is mounted on a white wall. A glimpse of the kitchen is visible in the background, showcasing a dining area and windows with natural light.
Home in London
4.98 out of 5 average rating, 202 reviews

The Wildrock Cottage at Woodcreek Lake

The Wildrock Cottage is a custom luxury home completed in 2022. Tucked away on 3 acres in the hills surrounding Woodcreek Lake, this Cottage is unlike any other! Located 5 min from i75 and 7 min from city limits, this Cottage was designed with comfort and style in mind. Stay in the professionally decorated home and enjoy the quite and seclusion, watch the resident deer cross pass by, listen to the birds or the wind rattle through the leaves overhead.

Popular amenities for Williamsburg vacation rentals

Quick stats about vacation rentals in Williamsburg

  • Total vacation rentals

    Explore 10 vacation rentals in Williamsburg

  • Nightly prices starting at

    Williamsburg vacation rentals start at $82 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,420 verified reviews to help you choose

  • Wifi availability

    10 of Williamsburg vacation 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!

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