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Downtown Rupp Arena 2Bed/1Bath cozy home

KENCANTO-Kentucky Enchanted: 2 Queen beds and 1 bath. Convenient location, minutes from Rupp Arena and downtown Lexington. Jefferson Street, a block away, has several great restaurants, coffee shop, brewery, and our favorite gelato shop. Drinks, dinner and dessert in a 5 minute walk. From concerts at Rupp, shows at Lexington Opera house, to just dinner on the town and a restful nights sleep. This is your destination. Enchant your stay in Kentucky. Two Exterior security cameras onsite 24/7.

Mid-Century 3 BR In Heart of Downtown Lex

New contemporary home w/in walking distance to Rupp Arena, several breweries, coffee shops, restaurants & Transylvania University. Less than 2 miles to UK campus, 15 mins to Keeneland & the Ky Horse Park. We provide luxurious bedding, plentiful amenities, a chef's kitchen w/ stainless cookware, granite countertops & island. Stream your favorite channels using our hi-speed wifi on the 55" smart TV in the living room or the 43" smart TVs in each bedroom. (No cable.) Easy check-in w/ keyless entry.

Cottage w/Jacuzzi - centrally located, comfy beds!

Keep it simple at this peaceful & centrally-located house with hot, clean jacuzzi year-round (jets are old!). Comfy beds, cozy linens & a good sleep are the hallmark of our BnB. The focus is family, friends & interacting through good ol’ conversation. Plenty of room in kitchen for good meals! Lots of books in the library for a good read & art from local artists - all for sale. Close to downtown, campus, NOLI District, New Circle, I-75/I-64. Great stay for traveling professionals, nurses/doctors.

Restored charm! Walk to Rupp. Easy Keeneland drive

If you’re looking for a chic, clean, and comfortable stay in Lexington, look no further. This renovated Victorian home in downtown Lexington is within walking distance of excellent dining, distilleries, and entertainment. Attend a concert or sporting event at nearby Rupp Arena (5 minute walk), watch the horse races at Keeneland (10 minute drive down the road), tour the bourbon distillery right around the corner, or explore the unique offerings of downtown Lexington. Stay in the heart of it all!

The Distillery House Downtown Lex’s Premier Airbnb

The Distillery House is a historic c. 1898 Kentucky farm house in the heart of downtown. Incredibly rebuilt in 2019 from the ground up with a modern touch. Amazing amenities like no other stay in town: Fully stocked bourbon bar mixers to make your own craft cocktails! (no alcohol) Real bourbon still to learn the bourbon making process! Private 6 person hot tub and fire pit! Bikes to ride the historic legacy trail! Plush bathrobes, entertainment center and more! 3 blocks to downtown!

Maryland Luxury Downtown Manor

Our Maryland Manor was designed to be a true Home away from Home.. with an indoor Slide for extra Fun!! Grab coffee, sit in the sleeping porch and slide back down for a refill! A creative, historic oasis perfect for exploring downtown Lexington! Located Downtown, Minutes walk to Rupp, Dining, Galleries, Night Life and Next Door to the Apiary. Paired with Off Street Parking and a large backyard, this stylish place to stay is perfect for group trips. We can’t wait to welcome you to our Home!

KY & Bourbon & Horses, Oh My! Close to Keeneland

This home has been completely renovated with flawless finishes and top of the line appliances. This is for the UPSTAIRS only. (No one else lives at the residence & is solely for Airbnb) 10 minutes from Keeneland & a few miles from hospitals. Convenient location to shopping and restaurants. Clean and comfortable living spaces. This is a chefs kitchen, that has double doors to a walk out patio. The bathroom has a Bluetooth fan. I’ve provided everything to make your trip enjoyable as possible.

Distillery District Diamond-pet friendly

This 1948 bungalow in an up-and-coming neighborhood has two bedrooms/one bath. This house has all the updates you could ask of modern living including internet access, TVs with Roku, and keyless entry. Each bedroom has blackout curtains, ceiling fan and bedside power station. The bath is fully stocked with essential personal care items. The fenced-in back yard has a deck and a fire pit. STR Reg #15075605-1. Maximum occupants 4-Guests are prohibited from allowing more than maximum occupancy

Cali King beds w/ Koi pond Oasis. 15 min from LEX

Nicholasville's finest short term rental! We recently finished remodeling this spacious ranch home in Nicholasville Ky and are extremely excited to share it with future guests. It looks brand new on the inside and has an awesome oasis in the backyard with water effects/ koi pond. It is close to all the great things to do in Lexington including Keeneland and the University of Kentucky. Mattresses are top of the line and will ensure you have a very comfortable stay.

The Kenwick - Comfy, Clean, Chic

Lovely downtown Kenwick neighborhood w/ off street parking. Beautifully appointed space w/ amazing queen beds. Updated w/ fast wifi connection. Walking distance to a community coffee house & wine bar, a craft brewery, restaurants, bakeries and a small grocery store. * Rupp Arena 2.5 miles * Keeneland Racetrack 7.5 miles * Kentucky Horse Park 10 miles * STR Reg #15071157-7 - Maximum occupants 4 - Guests are prohibited from allowing more than maximum occupancy *

5BR/3.5BA house close to UK/Downtown/Chevy Chase

Newly renovated 2100 sq foot house, Located in the heart of Lexington, near Woodland Park and walkable to many destinations. 1 mile to downtown/Rupp Arena, 2 blocks to Chevy Chase, 15 min walk to UK campus or tailgating at Kroger Field. Under 20 min drive to KY Horse Park, airport and Keeneland. Grocery and restaurants within a few blocks. Onsite TANDEM parking in driveway for up to 5 cars or 4 trucks/SUVs. Multiple sets of 1/2 stairs throughout house.

Midcentury Downtown in Warehouse Block District

A Cute Midcentury home located within the Warehouse Block District of Lexington where you can walk to many shops, restaurants, and breweries including Minton's for daily brunch and lunch, Eppings on Eastside for fine dining, Mirror Twin Brewing & Rolling Oven for craft beer and pizza, Blue Door Smokehouse for world-renowned BBQ, VOID Sake, Willow Wine Bar and Collective, and the Brewer Dude home brewing and tap Room!