Holiday rentals in Winfield

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

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.

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.

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.

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.

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

Secluded Luxury Glamping Cabin | 10 Acres in Woods

Escape to a luxury designer cabin retreat near the Big South Fork National River and Recreation Area. Nestled on 10 private wooded acres, this upscale glamping getaway blends modern comfort with rustic charm. Enjoy a coffee bar, vinyl record player, painting and gardening spaces, firepit, and wood-cutting station. Perfect for couples, writers, artists, hikers, and nature lovers seeking a secluded cabin near hiking trails, stargazing, and outdoor adventure in the Big South Fork area.

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!

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.

Bear Creek Resort ~ Trails, Waterfalls, 4 Stalls

Big South Fork - The ultimate outdoor playground! Direct access to hiking, riding, paddling…located in the heart of it all! The Bear Lodge is the perfect getaway to enjoy the mountains, the serenity of the woods, the waterfalls and everything else this magical place has to offer. Quiet, peaceful, private and comfortable. SIX decks! Property borders the National Park, located on the trail system with numerous attractions close b

Haven - Ridge Road Scenic Cabins

This secluded, peaceful cabin overlooking the mountains and pond is situated on a 50 acre property which can be used for your enjoyment: exploring, 4 wheeling or fishing. Be apart of the Rustic oasis on “The Ridge” HUGE deck overlooking the pond and relax under the wide open night sky!!! Beautiful view! Pets are welcome :) and a $25 pet fee will be charged if you have 2 pets, if you bring 3 pets there will be a $50 pet fee.

Red Cozy Cottage

Red Cozy Cottage offers a sheltered front porch where a porch swing invites slow mornings and unhurried sunsets. Step inside and the mood turns instantly cozy. Intentionally simple, clean, and welcoming. It’s the kind of place made for unplugging, breathing deeper, and enjoying a few quiet days. A perfect home-base while exploring the many sights that Scott County has to offer.