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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.

One-year-old duplex - 20 min from Lexington!

This two-bedroom, two-bath, ranch-style duplex is one year old and still smells new! Across the street is a large pool (seasonal) & fitness center with full access for our guests. The house features a fully stocked kitchen, and large grocery stores/restaurants are all within a 5-minute drive. We have an 85-inch TV in the living room and a full reclining leather sofa, creating an incredible home theater experience. The quiet neighborhood is only minutes from downtown Winchester and I-64.

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!

River Relaxation - Riverfront Home in Winchester

Kick back & relax in this calm, relaxing river front home. 3 king beds & 3 bathrooms! Beautiful deck and grill to take in the view. Several restaurants, beautiful hiking trials and a kayak rental all close by. This home is the perfect spot to unplug and spend time recharging. The home does have Starlink but NO or cable, but feel free to bring DVDs. T-Mobile- no service Verizon- no issues so far AT&T- Unsure *Due to it being a waterfront property there are neighbors close by

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.

Cozy cottage nestled in scenic Bluegrass country

Boone Creek Cottage is a private home located on a scenic byway in the heart of the Bluegrass Region. We are close to Boone Creek, Raven Run Nature Sanctuary, 2 restaurants on the Kentucky River, and 3 wineries yet only 15 minutes from downtown Lexington. We are conveniently located about 3.3 miles from I-75 with easy access to the Bourbon Trail, the Kentucky Horse Park, and other Central Kentucky attractions. IG account: boonecreekcottage

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.