
Holiday rentals in Williamsburg
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Top-rated holiday rentals in Williamsburg
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‘The Hill’ Convenient & Comfy!
Your family will be close to everything when you stay at this centrally-located home. Just a stones throw off I-75 and only 4 minutes to St Joe’s Hospital. There are several restaurants and activities minutes from your driveway. Boasting 3 bedrooms and 2 full baths, The Hill comfortably accommodates 6 people. The fully equipped kitchen makes it easy to whip up a meal and the dining area is a great place to gather for grub or to play a game. We hope you consider The Hill for your next London stay

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

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.

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.

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.

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.

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

Cumberland Mountainside Stay 1 mile from UC Campus
Within walking distance to University of the Cumberlands, 5 minutes (2miles) off of I-75, and less than thirty minutes from the original KFC and Cumberlands Falls State Resort Park. This home is newly renovated with 2 bedrooms and 2 bathrooms, and a bonus loft bedroom for 4! Comfortable, plush living room furniture makes for great space to wind down after a day of adventuring in the beautiful Southeastern Kentucky mountains. With a fully stocked kitchen, it's like home away from home.

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

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.

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.

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
Other great holiday rentals in Williamsburg

Cozy Home In Williamsburg

Top 1%•3BR•Fire Pit•Laurel Lake•Boat Parking

The Farmview Cottage

Hideaway Guest House

Sleeping Turtle Lily Pad

Ally’s Farmhouse

Cozy Tiny House/5 Min to I- 75/Trailer Parking

Luxury Glamping Haven (full bath, kitchen, & AC)
When is the best time to visit Williamsburg?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sept | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | £84 | £79 | £88 | £76 | £73 | £83 | £85 | £97 | £85 | £88 | £86 | £79 |
| Avg. temp | 4°C | 6°C | 11°C | 16°C | 20°C | 24°C | 26°C | 26°C | 22°C | 16°C | 10°C | 6°C |
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.
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 1,350 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!
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