Vacation rentals in Williamsburg

Find and book unique accommodations on Airbnb

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 $83 CAD per night before taxes and fees

  • Verified guest reviews

    Over 1,550 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!

Top-rated vacation rentals in Williamsburg

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

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Top guest favourite
The front of the house is framed by a grassy yard, featuring a welcoming porch with white railings. Two hanging plants adorn the porch, which has seating for relaxation. A stone pathway leads to the entrance, creating an inviting view of the home.
Home in Williamsburg
4.99 out of 5 average rating, 159 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
The living room features an electric fireplace set beneath a mounted flat-screen TV. Two doorways lead to bedrooms on either side, each with cozy bedding. Neutral-toned walls and modern flooring create a spacious and inviting ambiance.
Home in Pine Knot
4.93 out of 5 average rating, 109 reviews

Country Hideaway- Cozy 4 BR- Fully Renovated!

Relax with friends and family in this cozy 4 bedroom home. This home is a southern classic that has been completely remodeled in 2022 with modern luxuries for your comfort and enjoyment. The living room and each bedroom include a smart TV. Each bedroom has a memory foam mattress and Serta pillows. This home has a private drive and sits on 2 acres. There is plenty of room for parking & room to park trailers and ATVs! Train rides, hiking, ATV trails, etc. will make your trip to Kentucky special!

Top guest favourite
Home in Williamsburg
5.0 out of 5 average rating, 71 reviews

Modern Home with yard & Tesla Charger, Next to UC!

Spacious and modern 2BR/2BA home with extra beds throughout the home just 0.3 miles from the University of the Cumberlands. Comfortably sleeps up to 9 guests with a king bed and private en-suite bathroom, a cozy queen bedroom with a second full bath nearby, a fold-out memory foam sofa bed in the living room, plus two folding beds and a floor mattress tucked in the closets. Enjoy arcade games, smart TVs, and a fully stocked kitchen—perfect for families, students, or travelers exploring the area.

Top 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
4.96 out of 5 average rating, 247 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
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, 237 reviews

Appalachian Mountain Log Cabin (Private Retreat)

The Cabin at GoodSoil Farm is the perfect solo get-a-way! This cozy hand built log cabin is just right for reading, reflecting, retreating, and 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 guitars, prop up your feet, put on some coffee & leave your cares behind. We are exempt by Airbnb from hosting Service Animals of any kind.

Top guest favourite
Farm stay in Stearns
5.0 out of 5 average rating, 168 reviews

The John L. Wright Farmhouse, Stearns, KY.

Escape and unwind at this spacious farmhouse. Great place for family and friends to gather and make wonderful memories. Hiking nearby in the Daniel Boone National Forest along with rafting, canoeing and kayaking. Board the Big South Fork Scenic Railway for a train ride to Barthell Coal Mining Town. Visit Cumberland Falls where you can hike or horseback ride. Or just stay at the farmhouse and relax. Enjoy the kitchen with all the modern conveniences and amenities to prepare a great meal.

Top guest favourite
Farm stay in Corbin
5.0 out of 5 average rating, 172 reviews

Scenic Farm -hike, fish, relax, enjoy

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. Bonfire pit. Large covered decks. Spacious, ready to live in, 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, 309 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, 269 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
Apartment in Williamsburg
5.0 out of 5 average rating, 23 reviews

The Perch on Pelham

Conveniently located 1 mile from exit 11 on I-75, this gorgeous apartment sits over the garage, and we call it the "Perch on Pelham." There is one bedroom with a queen-size bed, perfect for your getaway. A full-size folding futon sofa bed in the living room can accommodate 2 additional people. This apartment features a full kitchen with a stove, dishwasher, full-size fridge, air-fryer, and Keurig. Access to the apartment is via 16 steps from the ground to above the garage.

Top guest favourite
Cabin in Stearns
4.99 out of 5 average rating, 132 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 tiny home features a bright orange facade with a welcoming porch. A white door is flanked by a window, and steps lead up to the entrance. Surrounding grassy spaces are dotted with trees, and a fire pit is visible nearby.
Tiny homes in Gray
4.96 out of 5 average rating, 309 reviews

Sleeping Turtle Tiny Home

We provide an escape that is situated near a spring lake with beautiful mountain views. It is located just over 11 miles off of the I75 exit. During the day you can find yourself searching out some local activities such as Cumberland Falls, Colonel Sanders Museum... When you're ready to relax; just sit back, make a campfire to roast marshmallows or fire up the barbecue grill! This is a FORMER paylake. Please don't expect to fish, as the paylake is closed.

Popular amenities for Williamsburg vacation rentals

When is the best time to visit Williamsburg?

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Frequently Asked Questions

  • What are the best places to stay in Williamsburg?

    Popular places to stay include vacation homes near Cumberland Falls State Resort Park, cabins tucked into wooded areas, and centrally located rentals downtown. These options allow for easy access to both natural and cultural attractions.

  • What are the best things to do in Williamsburg with kids?

    Take the family to Kentucky Splash WaterPark, hike easy trails at Cumberland Falls State Resort Park, or visit interactive children's exhibits at local museums. Parks with playgrounds and seasonal events provide additional activities for all ages.

  • What are some of the best things to do in Williamsburg?

    Discover outdoor activities at Cumberland Falls State Resort Park, relax at the Kentucky Splash WaterPark, or explore local museums and downtown shops. Seasonal fairs and markets are also part of Williamsburg’s cultural calendar.

  • How is the weather in Williamsburg?

    Williamsburg has cool winters around 30–48°F (-1–9°C) and warm, humid summers near 68–89°F (20–32°C). Spring and fall bring mild temperatures and moderate rainfall, so packing layers is frequently suggested.

  • When is the best time to visit Williamsburg?

    Late spring and early autumn are often recommended for milder weather, lower humidity, and colorful scenery. These seasons also feature local events and festivals that celebrate regional traditions.

  • What are the best places to visit in Williamsburg?

    Cumberland Falls State Resort Park is often recommended for its striking waterfall and walking paths, while the Kentucky Splash WaterPark and Hal Rogers Family Entertainment Center are popular with families. The downtown area includes locally owned shops and historic sites.

  • What are some hiking trails in Williamsburg?

    Explore scenic hiking trails in and around the area, including paths at Cumberland Falls State Resort Park and wooded routes in Daniel Boone National Forest. These trails are often recommended for forest views, river vistas, and access to natural landmarks.

  • What are some family activities we can do in Williamsburg?

    Families can spend time at the Kentucky Splash WaterPark, walk easy nature trails at Cumberland Falls State Resort Park, or enjoy interactive exhibits at local museums. Community parks and seasonal fairs round out the list of family friendly options.

  • What are some of the best day trip ideas from Williamsburg?

    Explore the trails and scenic overlooks of Daniel Boone National Forest, visit Cumberland Falls, or experience local history at small museums around the region. Nature parks and riverside recreation areas also make for frequently suggested excursions.

  • Are there any pet friendly accommodations available in Williamsburg?

    Williamsburg has pet friendly vacation rentals, including some cabins and homes that welcome dogs and other companions. Some outdoor parks and trails around the area are also known to accommodate pets on leashes.

  • What are some local tips for visiting Williamsburg?

    Bring comfortable walking shoes for exploring both city streets and natural trails. Checking local event calendars and packing for changing temperatures—especially during spring and fall—is often suggested for a smooth visit.

  • What is Williamsburg known for?

    Williamsburg is known for its proximity to natural attractions such as Cumberland Falls, often called the 'Niagara of the South.' The city has a locally rooted community, university events, and connections to the Cumberland River's outdoor experiences.

  • What are the best hidden gems to explore in Williamsburg?

    Hidden gems near Williamsburg include quieter trails in Daniel Boone National Forest and locally owned eateries around the downtown area. Small art galleries and community exhibits sometimes showcase regional crafts and traditions.

  • What are the best foods to try in Williamsburg?

    Classic Southern dishes, barbecue, and homemade pies are frequently suggested in Williamsburg. Some restaurants also serve Appalachian-inspired specialties and locally sourced ingredients.

  • What should I bring for a trip to Williamsburg?

    Pack layers to adjust to variable temperatures, especially in spring and autumn, and sturdy shoes for hiking or outdoor exploration. A rain jacket and reusable water bottle are often useful for both city outings and nearby parks.

  • What is the nightlife in Williamsburg like?

    Williamsburg has a relaxed evening scene with locally owned restaurants, quiet bars, and occasional live music or community events. The focus tends to be on casual gatherings and local entertainment rather than late-night venues.

  • What are the most popular events or festivals in Williamsburg?

    Williamsburg has community celebrations around Independence Day, seasonal fairs, and local music gatherings during summer and autumn. University events and regional craft festivals are frequently suggested for visitors interested in local culture.

  • Are there family friendly vacation rentals in Williamsburg?

    Williamsburg has a mix of family friendly vacation rentals, including spacious cabins and homes near natural parks or downtown. Many accommodations provide kitchens, multiple bedrooms, and easy access to outdoor activities.