Vacation rentals in Whitley City

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Top-rated vacation rentals in Whitley City

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Top guest favorite

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, 120 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 favorite

The exterior of a rustic cabin is shown, featuring a green metal roof and wooden siding. A star decoration is visible on the front. Surrounding trees provide a natural backdrop, and a gravel pathway leads to the entrance. A picnic table is noted in the distance.

Cabin in Strunk

4.89 out of 5 average rating, 132 reviews

Creek Side, Blair Creek Resort - Cabin 1

We are located at the edge of the beautiful Big South Fork National River and Recreation Area. The geographical location of our resort allows access to many miles of trails for hiking, fishing, rafting, rock climbing and mountain biking. We are devoted to accommodate your needs and cater to fellow nature enthusiast. Come stay with us, choose to disconnect or stay connected with our high speed WIFI. Come wade the cool waters of Blair Creek or sit on the porch and listen to its waters flowing by.

Guest favorite

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, 105 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 favorite

A spacious living area features a modern sofa with decorative pillows. Large opening doors showcase views of the covered porch and surrounding greenery, allowing natural light to fill the space. A wall-mounted television and fireplace are also present, enhancing the inviting atmosphere.

Home in Somerset

4.97 out of 5 average rating, 111 reviews

Garage Door to the Wilderness!

Welcome to this stylish and sleek tiny home that's perfect for modern living! With ample space to sleep 4, features a bathroom complete with a beautifully tiled custom shower. The kitchen is a chef’s delight, black cabinetry and elegant granite counters.Enjoy the seamless flow of heated tile flooring throughout, leading you to the covered back porch where you can sip your morning coffee! The back garage door offers easy access to nature’s beauty. Located 5 minutes from either town or the lake!

Top guest favorite

An outdoor seating area is arranged around a fire pit, with chairs positioned for comfort. The night sky glows softly from the moonlight, casting a gentle light on the surroundings. Trees are faintly visible in the background, enhancing the serene atmosphere.

Home in Bronston

4.99 out of 5 average rating, 128 reviews

Countryside getaway near Conley & Burnside

Welcome to our countryside getaway nestled on almost 5 acres within 5-20 miles of Burnside, Lee's Ford, and Conley Bottom Marinas. Enjoy the day on Lake Cumberland. Come back to relax, eat, drink & be merry. Gather around the outside barbecue area and fire pit or snuggle up inside next to the fireplace, playing games or watching a movie. Whether you are on a couple's retreat, fishing buddy's getaway, or family vacation - the house and outdoor area provide plenty of room to relax and enjoy.

Top guest favorite

Farm stay in Stearns

5 out of 5 average rating, 151 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 favorite

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, 199 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 favorite

A rustic cabin is framed by autumn foliage, featuring wooden siding and a welcoming sign. A small porch extends from the front, supported by wooden beams. A stone fire pit is visible in the foreground, alongside a single black chair resting on the ground covered in fallen leaves.

Cabin in Jamestown

4.92 out of 5 average rating, 166 reviews

River cabin on waterfalls BRING YOUR PETS!

Beautiful OFF GRID pet friendly cabin located on the Clearfork River. Over a mile of secluded river frontage and 4 SEASONAL waterfalls. Huge bluffs to explore. Large gated deck with picnic table and gas grill. Great place for you and your furry friends to hang out. This is OFF GRID, OFF ROAD, needing off road capable vehicle and adveturous outdoors loving people. This is not a cabin to send grandma in the Camary. {PLEASE READ ALL INFORMATION AND PHOTOS} Totally away from society!!

Top guest favorite

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, 266 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 favorite

A log cabin, constructed of natural white pine, is surrounded by vibrant autumn foliage. The structure features a green roof and a front porch with wooden railings, nestled in a private, wooded area.

Cabin in Oneida

4.94 out of 5 average rating, 168 reviews

Ranger's Retreat cabin at Big South Fork

The Ranger's Retreat (RR) cabin by Big South Fork will give you all the privacy you want and still convenient to town for the essentials. All of this plus with one of the Southeasts' premier National Park area's in your backyard. The RR cabin is a genuine log cabin made of real white pine logs. It features 1 bedroom, 1 bathroom, kitchen, living room and a loft. The RR cabin is great for couples, but the loft with 2 twin beds provides room for a total of 4. Dog friendly (sorry no cats).

Guest favorite

A simple wooden tree house rests among the branches of a large oak tree, offering a rustic charm. Below, a picnic table is surrounded by two chairs, set on a grassy lawn. The area is open and inviting, under a clear blue sky.

Cabin in Rugby

4.91 out of 5 average rating, 117 reviews

A Little Closer to Heaven Primitive Tree house

This little tree house is primitive with no electricity and no water but has a bath house nearby. This is tent camping in a tree house. Located behind the historic R.M. Brooks Store, it is the perfect place to find peace and beauty . Perfect for hikers. Rest in the huge branches of this nearly 100 year old Oak Tree. A Queen bed awaits you for your restful nights sleep. Underneath you can picnic at the table or swing in the swing that hangs below. This is the perfect place to unplug.

Top guest favorite

Guest suite in Williamsburg

4.96 out of 5 average rating, 218 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