Holiday rentals with a fireplace near Rupp Arena

Downtown | Hot Tub | Putting Green | Patio | Game

This new custom remodel by Sixgen Rentals was completed in summer of 2022 and is now ready for your Lexington vacation. The space is perfect for hosting groups who appreciate a high end experience and great location to downtown. This property is equipped with large windows that allow for maximum natural light inside as well an outdoor porch with a view of the back yard firepit and Hot Tub, it's the perfect home away from home. This chef's open concept kitchen is the perfect place to host your n

Horse Farm Creekside Cabin- 6 min to KY Horse Park

*Fiberoptic wi-fi added 10/11/22*Gorgeous N. Elkhorn Creek views from every room in this 1200 ft cabin on a private, gated horse farm. Your only neighbors are friendly horses! Wi/fi, SatTV/Netflix or enjoy wildlife viewing on the screened porch. Big Green Egg for grilling on the spacious deck. Fire pit and zipline. Living room/bedroom dual wood burning fireplace for chilly nights. Fully stocked granite kitchen. Kayaks available. Minutes to the Legacy Trail. 15 min to downtown Lex/G’town.

Retro Mid-Century English Cottage

Just minutes to Keeneland and Red Mile. You’ll be glad you found this hidden gem in the Horse Capital of the World. Close to everything but in a safe and friendly neighborhood. Within ten minutes (or less) to Keeneland, Downtown, Rupp Arena, The Distillery District, UK, Masterson Station Park, Legacy Trail, The Arboretum or a scenic drive down Old Frankfort Pike. Our cozy cottage boasts two bedrooms with queen beds, a huge back yard with privacy fence to relax in, wi-fi, and large screen tv.

Distillery Luxury - 3 bedroom Townhome (2)

Welcome to my spacious urban townhouse in the vibrant Distillery District! This prime location is close to the best entertainment, restaurants, and attractions that Lexington has to offer including Rupp Arena. Immerse yourself downtown where you can explore local breweries, distilleries, and music venues just steps away from your front door. Indulge in the culinary scene of the city with dining options to satisfy everyone. The home boasts 3 bedrooms with king sized beds and private bathrooms!

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...

175 LEX - Walkable Downtown Condo & Stunning View!

Offering unparalleled views of Downtown Lexington, immerse yourself into living like a local at 175 LEX! Condo 501 has recently been renovated featuring all the modern-day amenities a guest would desire when visiting Central KY. Residing on the 5th floor, this condo-hotel features one bedroom with a queen-sized bed, living room with sleeper sofa, full kitchen w/ quartz and private washer/dryer. Walkable to Rupp Arena, local restaurants like Carson's, coffee shops, retail shops, & more!

The Bourbon House- Downtown Lex’s Premier Air B&B

Welcome to "The Bourbon House" Downtown Lexington's Premier spot to stay for an authentic Kentucky experience. This cottage was built by me from the ground up with no details spared to immerse my guests in the finest things Kentucky has to offer- Fully stocked bourbon bar mixers! (You supply bourbon) Hand crafted house and furnishing from reclaimed wood and bourbon barrels, private hot tub, bathrobes, garden, fire pit, and walking distance to downtown and Rupp arena

Equestrian, Sports Fans, Bourbon Trailers

Convenient to airport, downtown, UK, great stayover point for Red River Gorge, Keeneland Racecourse. Great for business travelers. Onsite parking. No children under 12 years old. Enjoy the pool! Pool rules: 1) adult must accompany under 18 yr old when outside. 3) No addit'l guest without getting approval . 2) No glass allowed in pool area 3) Hours 11:00 a.m to 9:00 pm.

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.