Vacation 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.

Private Farm Basement Apartment!

Basement apartment located on 5 acres in Central Kentucky! Full and private kitchen, dining& living; laundry available on main level of home if needed, 1BR with attached BA. Step outside your private entrance to the shared back yard and patio space. 6 minutes from the KY horse Park and 2 minutes from interstate 64. Pets welcome with non refundable deposit/ cleaning fee. Pet must be with you at all times or crated There are 3 dogs on property will only be in shared yard Trailer parking ok

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.

Downtown 2BR | Walk to Rupp · Porch · Parking

Centrally Located 2-Bedroom in Downtown Lexington! Step into a charming 1910 second-floor apartment in the heart of downtown — walk to Rupp Arena, the Lexington Opera House, restaurants, and nightlife. Fully stocked kitchen with gas stove, air fryer, and all cookware. Keurig, coffee, and tea provided. Smart lock entry, private covered porch, washer/dryer with detergent, and thoughtful extras stocked throughout. Perfect for game days, Keeneland, or a Lexington getaway. Premise ID:11032400-1

Location Location Location-#15015318-1

Conveniently located across the street from Baptist Health hospital, and down the street from UK, this large 2 bedroom duplex is centrally located to all of Lexington. A 10 minute walk to Kroger Stadium. A 5 minute drive to downtown and a 10 minute drive to Keeneland. The city ordinance states, “The maximum number of occupants of this Short-Term Rental cannot exceed 4 people”. “Guests are prohibited from allowing more individuals than the maximum occupancy allows”, which is 6. Thanks!

*KY Charm*Asbury-Lex-Keeneland-King bed-spacious

This spacious, private basement is the perfect lodging for visiting families, commuting students, or out-of-town explorers. Located in a peaceful subdivision in the quaint town of Wilmore, we're within walking distance to Asbury University and Seminary, Centennial Park, hiking trails, and a bustling main street with shops, cafes, and restaurants. We are an easy 20-30 minute drive from Lexington, Keeneland, Rupp Arena, and the Bluegrass Airport. Jess Co Permit #9248

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

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)

💙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*

Paradise Inn B&B - Honeymoon 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.

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.