Vacation rentals in Winfield

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Top-rated vacation rentals in Winfield

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Guest favorite

Cottage in Oneida

4.94 out of 5 average rating, 176 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

Nov 18 – 25

€ 148 per night

Guest favorite

Cabin in Oneida

5.0 out of 5 average rating, 123 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, 8-stall redwood barn/tack room plus large paddock are mere 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!

Aug 6 – 13

€ 191 per night

Guest favorite

Farm stay in Stearns

5.0 out of 5 average rating, 114 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.

Feb 28 – Mar 7

€ 315 per night

Guest favorite

Guest suite in Pioneer

4.96 out of 5 average rating, 138 reviews

Kogo’s Cabin at GoodSoil Farm

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.

Jul 27 – Aug 3

€ 72 per night

Guest favorite

Tiny home in Corbin

4.98 out of 5 average rating, 239 reviews

Pet Friendly True Tiny Home

This is a great stay for outdoor enthusiasts, pet lovers, or those travelling and want a homey and private place to stay for the night. The house is located in the country, but approximately 5 minutes from 1-75, 5 from Laurel Lake, 15 from Corbin, and 30 from London. Huge outdoor space which includes 1 acre private lot, large screened in porch with dinning area, a fire pit with chairs and picnic table, and fenced in back yard. Sleeps 3: upstairs loft bed is a full, downstairs is a twin.

Jun 12 – 19

€ 93 per night

Guest favorite

Home in Oneida

4.98 out of 5 average rating, 151 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.

Oct 2 – 9

€ 163 per night

Guest favorite

Cottage in Pioneer

4.99 out of 5 average rating, 199 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.

Dec 24 – 31

€ 82 per night

Guest favorite

Cabin in Stearns

4.97 out of 5 average rating, 34 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 as it passes along this property. 9 hole golf course and renowned Dairy Bar restaurant nearby.

Nov 11 – 18

€ 110 per night

Guest favorite

Home in Williamsburg

4.95 out of 5 average rating, 201 reviews

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.

Nov 5 – 12

€ 151 per night

Guest favorite

Cabin in Oneida

4.97 out of 5 average rating, 209 reviews

Cozy Cabin

Cozy two bedroom cabin with unobstructed views of the mountains. On the back deck there is a hot tub and a gas grill. Near Big South Fork and Historic Rugby. 3 mile hike from the cabin to the river round-trip. Or drive to the trailhead and hike half a mile to the river. Come here to unwind and de-stress. Totally peaceful :-) My favorite time of year is winter at the cabin. Nothing like sitting in the hot tub and looking out over the frosty trees and mountains!

Jul 15 – 22

€ 176 per night

Guest favorite

Cabin in Jamestown

4.97 out of 5 average rating, 128 reviews

Luxury, Rustic, Honeymoon Cabin--> HOT TUB<-- BSF

Welcome to Cougar cabin--a brand new cozy luxury cabin for couples and small families! This cabin is nestled in the trees with an oversized deck and hot tub, making it the perfect place to kick back and relax and enjoy nature. Located between Jamestown & Oneida, it is just 10 minutes to the Big South Fork entrance, Pickette State Park, and Black House Mountain ATV Park. Hiking, swimming, horseback riding, and even river activities are at your fingertips!

Jul 29 – Aug 5

€ 176 per night

Guest favorite

Cabin in Whitley City

4.96 out of 5 average rating, 190 reviews

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.

Jul 8 – 15

€ 117 per night