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Formal & Friendly, 2nd Fl., 113 N. Main #3, c 1811

You’ll find luxury and style in this unique space. Enjoy the 2nd floor of a brick rowhouse built in 1811. It’s old, but has modern amenities. Search “Wesley Roberts House” on the National Register of Historic Places. You are in downtown Cynthiana, pop. 7,000 with, about a block away, restaurants, shops and a real movie theater. 35 minutes from Lexington, 20 from Georgetown, 60 to Cincinnati. Some Main Street traffic noise, but not bad. Fiber optic Wi-Fi, 55” TV. Off-street parking, central HVAC.

Spring Street Loft by Rupp-Covered Parking + Deck

Brand new 2nd-level loft with free covered parking spot beneath, a huge deck and outdoor dining option. Directly across Maxwell St. from Rupp Arena's parking lot-you can't get any closer! This single unit building was built on stilts to maximize outdoor space and downtown views. Your perfect oasis in the middle of the action includes a full kitchen, laundry room, bathroom, living area and Smart TV. Come for a concert or stay awhile, you'll have everything you need during your trip to Lexington!

Cozy, cute 2BR townhouse near downtown, businesses

Registration#15019537-1 Comfy, cozy Five Squared is tucked in a quiet neighborhood near downtown's restaurants, bars and arts; Rupp Arena and UK basketball games and concerts; the hip Distillery District's restaurants; and Meadowthorpe's antique shops. For business travelers, it's also convenient to New Circle Road and local industry. Our place is great for couples, solo travelers, families with kids, and anyone who likes cotton sheets, exposed brick and the gentle rumble of passing trains.

1790s cottage in Millersburg

Le Ménil is a circa 1790 cottage on Main Street in Millersburg, KY. The early federal house is warm, comfortable, and inviting. Recently restored by the host, Le Ménil is full of antique furniture to compliment the period of its construction. Located on Main St. in Millersburg, it is conveniently located within walking and driving distance of Mustard Seed and Maplewood Estate and Barn. Proceeds from this listing go towards the preservation of this landmark. Ask about extended stay discounts.

The Spring Valley Inn - charming rural home

Nestled only 4 miles outside of historic Paris, Kentucky this charming home will allow you and your guests to immerse yourself in the beautiful surroundings of Thoroughbred horse country. On your drive to the home pass horse farms such as Oak Lodge, Brandywine, and Adena Springs; all recognizable names from past Kentucky Derby runners. Enjoy your stay with room for your family not only indoors but out. Sit on the patio soaking in nature and local sounds from neighboring farm animals.

Modern Trailer Living

Freshly painted, updated and fully furnished, towels, tp/pt, most kitchen utensils, microwave, coffee pot/press, full size stove and fridge, TV in living room, wi-if when accessible must hv ur own streaming device, outdoor porch with smoking Ok!! This is a non smoking space!!!! No Smoking/vaping in unit, if you do a charge will be imposed!!!! No exceptions!! if you’re not a registered guest here you must park outside the gate which remains closed/opened but remains closed otherwise!

Cozy Cottage

Sweet little cottage within walking distance of historic downtown Winchester. Open floor plan, 500 square feet of coziness! Queen size bed, kitchen, living room, dining all in one place. We’re a working farm on the edge of the city limits in an older non-gentrified neighborhood. Surrounded by the Kentucky Horse Park, Keeneland, Rupp Arena, Fort Boonesboro, Red River Gorge and the Kentucky Bourbon Trail. Easy access to I-64, I-75, and Mountain Parkway - gateway to Appalachia.

The Parsonage | Grand 19th Century 4 Bdrm Home

Step into timeless elegance at The Parsonage, a beautifully restored 19th-century home overlooking Millersburg’s historic town square. Blending heritage and hospitality, this home captures the charm of a bygone era with soaring ceilings, original woodwork, and period furnishings, paired with the comfort and convenience of modern living. Thoughtful details and inviting spaces encourage you to slow down and savour your stay, with downtown Millersburg just steps from the door.

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.

Quittin' Time - Country Cabin at Hickory Holler

Come visit the beautiful countryside and stay in this adorable cabin right outside the city limits of Cynthiana, KY! Located on over 90 acres, this place has a million dollar view of a large pond and huge pasture fields. It's only a short 5 mile drive into town where there is an abundance of local restaurants and small downtown shops. Enjoy a campfire with the on-site fire pit or go for walk and do some exploring. Come enjoy a very peaceful and quiet getaway!

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.

Paradise Inn B&B - Lover's Suite

The only B&B in Kentucky with an ‘Eiffel Tower’ view! Paradise Inn B&B is a unique penthouse suite atop "The World's Tallest Three Story Building" (from Ripley's Believe It or Not!) with exquisite oriental decor from the far East. The unbeatable hospitality is provided by your host and the owner, Lee Nguyen. This stay includes a $25 gift certificate for Paradise Cafe - Asian fusion and Pho restaurant located on the first floor.