Vacation rentals in Winfield

Find and book unique accommodations on Airbnb

Top-rated vacation rentals in Winfield

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

0 of 0 items showing

1 of 3 pages

Top guest favorite

A custom-built cabin is set on a grassy area, surrounded by trees. The structure features a porch with wooden railings and steps leading to the entrance, complemented by a sloped roof and decorative elements on the facade.

Cottage in Oneida

4.93 out of 5 average rating, 241 reviews

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

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, 116 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

4.88 out of 5 average rating, 129 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.

Top guest favorite

The log cabin retreat is surrounded by lush greenery, with a spacious screened-in back porch that provides a seamless connection to the outdoors. Wooded trails can be accessed directly from the property, offering a serene escape in nature.

Cabin in Oneida

4.97 out of 5 average rating, 148 reviews

Cozy Cabin w King, 8-Stall Barn, Borders Natl Park

Magical 3-bedroom, 2-bath log cabin retreat on 9 secluded acres that actually BORDERS Big South Fork National Park. Direct access to horse/hiking trails...we also border trailhead! Equestrian Heaven, PET-FRIENDLY (2 pups max). Our spacious, well-lit, FREE 8-stall redwood barn/tack room plus large paddock are steps away from trailhead in sought-after, gated Wilderness Resorts. Close to Station Camp, Bandy Creek trails and 20 miles from Brimstone. Wifi, large-screen TV & games/books for downtime!

Top guest favorite

The log cabin is nestled among tall trees and features a wrap-around porch supported by sturdy wooden posts. A series of wide stairs lead down the slope, connecting the cabin to the surrounding wooded landscape and showcasing the natural terrain.

Cabin in Oneida

4.98 out of 5 average rating, 100 reviews

Log Cabin On The Rocks

*No Cleaning Fee* Log Cabin On The Rocks is a log cabin retreat built over a dome house rock with an amazing overlook to view the scenic rock and seasonal water features on over 40 acres. Take the stairs down from the wrap around porch to the overlook to see a breathtaking natural scene then take just a few more stairs down to the dome rock house to the left which leads to a small trail to see the gorge. More trails behind the owner's cabin lead to even more natural rock and water features.

Top guest favorite

Farm stay in Stearns

5 out of 5 average rating, 148 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, 195 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 living area features wooden walls and ceiling, complemented by a stone fireplace. A sofa with decorative pillows and a low glass table are present on a patterned area rug. Nearby, a dining space with a wooden table and chairs is visible.

Home in Oneida

4.97 out of 5 average rating, 216 reviews

Lazy Days Wilderness Cabin

Nature abounds, If hiking, horseback riding, four wheeling or just relaxing is what you crave, then this is the place for you! The property is 24 acres, sitting on the edge of Big South Fork National Park. The front yard is big enough for games. When you are through for the day and after enjoying the enclosed hot tub/pool inside, go outside and enjoy the fire pit area. Horses welcome, small pasture area, no barn. Owners live on property, always available. Pet fee $25. Welcome to our cabin.

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, 263 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 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, 151 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 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, 164 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).

Top guest favorite

A spacious game room is highlighted by a red felt pool table, positioned near large windows that allow natural light. A stone fireplace adds warmth to the room, while bar stools and a dark wood couch provide comfortable seating options for relaxation.

Guest suite in Williamsburg

4.96 out of 5 average rating, 213 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