Vacation rentals in Williamsburg

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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 $84 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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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
4.94 out of 5 average rating, 127 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
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, 154 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
Home in Williamsburg
5 out of 5 average rating, 61 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 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, 232 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, 167 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
Home in London
4.99 out of 5 average rating, 138 reviews

(88) Easy I-75 | Quiet Escape 3BR Retreat

A peaceful, quiet space designed to help you unwind and recharge after a long day on the road. 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 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, 299 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
A tranquil pond reflects the blue sky and scattered clouds. Lush green fields surround the water, with trees framing the edges. The serenity of the landscape invites relaxation and exploration.
Cabin in Jacksboro
4.99 out of 5 average rating, 216 reviews

Bolton Farm Jackie’s Jewel 2 bd/1 bath

Farm experience/relax and enjoy our 15 acre little piece of heaven.Sit on the deck overlook the fish pond,watch the mini animals play in the field. View goats, mini ponies/donkeys. free gated secure parking for your atv/boat trailer. Full stocked kitchen,tile walk in shower, washer/dryer, Qn bed, queen sleeper sofa, 65” tv and gas grill on deck. 5 acre field is open to explore around pond. We love hosting please inquire about discounts on extended stays for travel nurses or remote workers

Top guest favourite
A charming farmhouse-style home is presented, featuring a light blue exterior with white trim and a sloped roof. A welcoming front porch is accessed by wooden steps, with a colorful wreath adorning the front door. Lush green grass surrounds the structure, complemented by trees in the background.
Home in Williamsburg
4.98 out of 5 average rating, 83 reviews

The Inn at Mack Farm

Escape to our charming farmhouse retreat – where cozy comforts meet country charm. Relax, unwind, and make memories that last at The Inn at Mack Farm. Your perfect getaway awaits!" We are located 1 mile off I-75, 9 miles from Cumberland Falls State Resort Park, 4.6 miles from University of the Cumberland’s, 5.1 miles from Kentucky Splash Water Park, 10 miles from Grove Marina ( Laurel Lake), 12 miles from Holly Bay (Laurel Lake), 11 miles from Corbin, KY, 59 miles from Knoxville, TN.

Top guest favourite
Guest suite in Williamsburg
4.96 out of 5 average rating, 256 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 out of 5 average rating, 15 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 stove, dishwasher, full-size fridge, icemaker, and Keurig. Access to the apartment is via a shared driveway with a free parking spot available.

Top guest favourite
The cabin features a welcoming porch with wooden railings and planters filled with greenery. Large windows allow natural light to enter, and the sloped roof adds to its rustic charm. Surrounding trees provide a natural backdrop, indicating a tranquil environment.
Cabin in Whitley City
4.96 out of 5 average rating, 169 reviews

Old Glory Getaway

This 2 bedroom, 1 bathroom cabin located on acres of forest is the perfect family getaway! There is a king size bed in 1 bedroom. The 2nd bedroom has bunk beds—full on bottom and twin on top. There is also an air mattress. The spacious porch is equipped with a gas grill and furniture which allows plenty of room for relaxing, visiting, and grilling. We are located just 5 miles from Cumberland Falls, home of the famous moonbow. Numerous hiking trails and water sports are nearby.

Popular amenities for Williamsburg vacation rentals

When is the best time to visit Williamsburg?

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Avg. price$156 CAD$146 CAD$163 CAD$142 CAD$136 CAD$155 CAD$159 CAD$180 CAD$157 CAD$164 CAD$160 CAD$148 CAD
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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.

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