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The Winchester

Work groups or families welcome. Bring the whole family there is lots of room for everyone. Home covers all the bases from comfortable living spaces to movie watching or gaming in the theatre/game room. Many table games to choose from. Out door space with a 6 foot privacy fence. Fire pit , bbq grill, picnic table , deck, patio, covered front porch. Off street parking, Home is straight across the street from a nice city park. Close to lexington and Natural Bridge a huge tourist area.

Horse Country Hideaway

"Welcome to our charming retreat in the heart of Winchester, Kentucky! Nestled in a quiet neighborhood, our cozy haven offers the perfect blend of comfort and local charm. Explore the Bluegrass State's scenic beauty, horse farms, and historic sites, all within easy reach. Dedicated work space for those who travel on duty! Relax and unwind in our thoughtfully designed space, complete with "plush beds, Sleeping couch, baby bassinet for new parents" , fully equipped kitchen," . WELCOME!

Life is Better On The River

Make lasting memories at this unique and family-friendly cottage on the Kentucky River. Enjoy nature at its best, along with all the comforts of home. Guests return year after year. * WiFi is sometimes unreliable. It connects via satellite, as this is the only option available in our neighborhood. WIFI Riverstar, Pw 12345678 This property is located on the riverbank. You may encounter bugs while enjoying the outdoors. We conduct regular exterminations, but occasional cobwebs happen.

Carriage House Gardenside

Privacy and Convenience are yours when you stay at the Carriage House Gardenside. Located in historic Winchester, Carriage House Gardenside offers easy access to Lexington, the Kentucky Horse Park, Keeneland Race Course, the Bourbon Trail and Red River Gorge. Situated across from College Park and steps away from Winchester's public gym (indoor swimming pool and fitness center). Space features a king sized bed, large TV, coffee bar, devoted work space and full bath.

2021 Forest River RV Vibe 28RL

Be one of the first to experience this brand new 2021 vibe 28RL! This travel trailer allows you to enjoy the Great Outdoors without giving up your comforts! The dual opposing slides provide the chef space to work around the kitchen island, and there is plenty of seating space for your guests on the dual recliners, the sleeper sofa, and the booth dinette. The fireplace and LCD TV will be perfect for those rainy days, and a living area skylight lets natural light in.

The Winchester Retreat

Welcome to the Winchester Retreat! We are located right off of I-64 in Winchester, just 30 minutes from both Lexington and the Red River Gorge. We're right down the street from Winchester's downtown, boasting restaurants, breweries, and shops. Pet friendly!! Come spend an evening by the fire pit and whip up a great dinner using our fully equipped kitchen or charcoal grill. We're also close to Legacy Grove Park, complete with a walking trail and dog park.

College Park Getaway

Step into history with this charming home, blending classic character with modern comfort. Located just minutes from College Park, this spacious house offers cozy rooms, a fully equipped kitchen, welcoming living area and amazing outdoor space. Perfect for families or groups, enjoy the convenience of a historic neighborhood while being close to local attractions, including historic downtown Winchester, Red River Gorge, and charming cafes.

Scenic views, farm fun in peaceful modern cottage

A family-friendly farm that offers opportunities for couples, families or small groups to create special memories. Our farm is also the perfect place for unique family adventures, family reunions, retreats, parties of any type and intimate weddings - all in an idyllic country setting (events charged separately). We offer educational tours and introductions to our animals for guests that are interested.

Renovated historic home on working cattle farm

Spacious 3 bedroom historic home has been completely remodeled, located on a 250 acre working cattle farm. House boasts scenic views, quiet surroundings, and plenty of amenities. Escape city life and enjoy a weekend in the country! House is located 4 miles from I-64, 15 miles to Lexington, 23 miles to the Kentucky Horse Park, and 30 miles to the Red River Gorge. Enjoy all that Kentucky has to offer!