Holiday rentals with a fireplace near Rupp Arena

Kentucky Comfort Near all the best REG#150830301

Reconnect with friends or family in a newly updated, freshly furnished 5 spacious bedrooms and 4 full baths with 2 porches and 2 living rooms - just minutes to downtown and Keeneland, and a quick jaunt to the Bourbon Trail, Red River Gorge and the Derby. The home is designed for comfort and connection, with quality mattresses, soft bedding, a well-stocked kitchen, large-screen TVs, fast WiFi quirky art and ample parking. Perfect for weddings and events, family/friend getaways. Welcome home!

Adorable, Clean Lexington Cottage, Convenient to Everything

You'll love this bright, well-decorated home away from home! Located in an OPTIMAL location for all that Lexington and surrounding areas have to offer. Safe neighborhood. Xtra long driveway. Comfy beds. Fully fenced in backyard and large patio-NEW PHOTOS COMING SOON! *IF YOU HAVE MORE THAN 2 PETS, YOU MUST CONFIRM WITH ME BEFORE BOOKING. $40 P/PET FEE BEYOND 2. TOTAL # OF PETS ALLOWED DEPENDS ON TYPE/SIZE. YOU ARE RESPONSIBLE FOR ANY DAMAGE/STAINS TO BEDDING, FURNITURE, LANDSCAPING, ETC...

Mid-Century Modern

Mid-Century modern home with an open floor plan in a quiet neighborhood. Located near Versailles Road and Cardinal Hill Hospital. Close to Bluegrass Airport and Keeneland. 10 minutes from downtown. Small pet friendly (<25lb) with a large fenced in backyard. Three bedrooms, two full baths. Extra Trundle bed and desk in one of the bedrooms. Washer and dryer. Fully equipped kitchen with Keurig coffee / tea. Wifi. Large rear patio. Large screened-in porch. Carport and plenty of parking.

National Historic O'neal Cabin

Originally built during the late 1700’s, this two-story log cabin was restored in 1995. The O'neal Cabin is listed on the National Register of Historic Places. Located in central Kentucky, six miles from historic downtown Lexington, the O’Neal Log Cabin is in the heart of horse country and the bourbon trail. Whether you are looking for a getaway, a place to stay during the horse sales or a retreat while you visit Lexington’s sites, the O'Neal Log Cabin is perfect retreat.

Luxe Home Downtown - Sleeps 6. Off-street parking

This dreamy getaway is located in the heart of Lexington's NoLi district where you can walk to breweries, boutiques & restaurants. Enjoy luxurious bedding & modern amenities while relaxing with family & friends. Our chef's kitchen features stainless cookware, quartz countertops & a granite island. Guests will enjoy our hi-speed wifi, a 55" smart TV in the living room & 43" smart TVs in each bedroom for streaming your favorite apps. Check-in easily w/ keyless entry.

Bluegrass Retreat with Hot Tub! Near Horse Park!

Unbeatable location for the best experiences in Central Kentucky! You will be close to the Kentucky Horse Park, historic Keeneland, downtown Midway, the Ark Encounter, Rupp Arena and downtown Lexington, UK sporting events, golf courses, and several highly desirable distilleries including our personal favorite - Buffalo Trace Distillery. There are so many great restaurants nearby! Be sure to check out our Guidebook when you book a stay at Bluegrass Retreat.

💙Modern Downtwn w/Parking | Keeneland | Horse Park

Welcome to your Kentucky Home A well appointed kitchen w/ stainless steel appliances, comfortable beds, remodeled bathrooms, open living and dining space to gather with family and friends. Fast WIFI w/ 65" smart TV. Wonderful bakeries, restaurants & breweries nearby. * Rupp Arena 2.5 miles * Keeneland Racetrack 7.5 miles * Kentucky Horse Park 10 miles * STR Reg #15071157-4 - Maximum occupants 8 - NO PARTIES - More than 8 people are prohibited*

Private cabin on KY River/Hot tub/30 miles to Lex

Enjoy the quiet and stillness that comes with staying at this mid-century modern themed cabin. The views and the privacy at this cabin make it a one of kind experience. Enjoying a cup of coffee/tea on the front porch while over looking the Kentucky River is just one of many great things about staying here.

Purple Door, Tiny House

Centrally located on a double dead-end street, my quaint and charming little house is perfect for couples or small families! Just a 10-minute drive from downtown, Hamburg Pavilion, or the interstate, it's easy to access all that Lexington has to offer. We are pet-friendly with a $40 pet fee.