Holiday rentals with a fireplace near Rupp Arena

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.

Historic and elegant Morrison Cabin built in 1787

The 1787 Morrison Log Cabin is located in the Gratz Park Historic District in Downtown Lexington & is the oldest house in Lexington on its original site. It’s a short walk to wedding venues,historic sites,the Convention Center,Opera House,Rupp Arena & the best dining and nightlife Lexington has to offer. Convenient to the Horse Park. The house is great for couples, business travelers & families.The completely renovated 1805 Thomas January Hemp House located next door is also available to rent.

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...

Penthouse @ 175 LEX -Walk to Rupp Arena on Main St

Offering unparalleled 270-degree views of Downtown Lexington on Main Street with a private balcony! The Penthouse is newly constructed featuring a full kitchen with quartz countertops & breakfast bar, kitchen table, balcony, 3 bedrooms each with queen-sized beds, two bathrooms, full living room with two sleeper sofas and private washer/dryer. Located in the heart of Lexington, walkable to Rupp Arena, Keeneland and Carson's, there isn't a more convenient spot to stay close to the action!

Unique Stay - 1907 Log Cabin Near Kentucky River

Kirkland Cabin - Stay in a 1907 Log Cabin Perched on the Palisades of The Kentucky River in Lexington. * 2022 Updated Kitchen * King Bedroom and fun loft offering 2 single beds (ladder access) & 1 full bath. This is a cabin built in 1907 & has the character to prove it. Unplug with games or utilize High-speed WiFi. This cabin is 1 mile from I-75 & 15 minutes to downtown Lexington. Enjoy dinner < 1 mile away at Proud Marys BBQ w/ Live music (seasonal)

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.