House rentals near Rupp Arena

4.89 out of 5 average rating, 127 reviews

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.

4.89 out of 5 average rating, 145 reviews

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.

4.93 out of 5 average rating, 804 reviews

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!

4.95 out of 5 average rating, 112 reviews

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!

4.91 out of 5 average rating, 604 reviews

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.

4.98 out of 5 average rating, 404 reviews

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

4.99 out of 5 average rating, 101 reviews

Distillery Luxury - 3 bedroom Townhome (1)

Welcome to our 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 all with king sized beds and private bathrooms!

4.95 out of 5 average rating, 107 reviews

Cottage Circle Home

This charming home is nestled in a cozy neighborhood, offering a serene atmosphere and a strong sense of community. Conveniently located, it boasts easy access to a variety of restaurants, catering to different tastes and cuisines, just a short stroll away. Keeneland Racetrack, a track that runs in the fall and spring months, is only 8 minutes from the driveway! Additionally, a nearby grocery store ensures that daily essentials are within reach. Cottage Circle is waiting for YOU! ☺️

4.98 out of 5 average rating, 145 reviews

The Rosewood Cottage of Lexington I Elegant & Cozy

Rosewood Cottage is one of Lexington's most unique and charming properties. Located steps away from Ashland Park and under 5 minutes to Downtown, this picturesque 1920's cottage offers history, charm and elegance in one extraordinary home. Relax with a bubble bath & champagne while reading a book from the host's curated collection, roast s'mores by the backyard firepit, or dive into some southern cooking in the newly renovated kitchen. This home away from home is not one to miss.

4.9 out of 5 average rating, 263 reviews

NoLi Bungalow w/ King Bed - Horse Park, Keeneland

Welcome to your Kentucky Home Amazing beds, modern kitchen, fast WIFI in a beautifully designed space located in the vibrant, artistic NoLi district. This up and coming neighborhood is located North of Limestone (NoLi) w/ delicious restaurants, bars, bakeries and coffee shops nearby. * Rupp Arena 3 miles * Keeneland Racetrack 9.5 miles * Kentucky Horse Park 11 miles * STR Reg #15071157-5 - Maximum occupants 4 - Guests are prohibited from allowing more than maximum occupancy *

5 out of 5 average rating, 208 reviews

1 Mi. to UK Campus-Rupp-Kroger Field - Downtown-

We Waive Airbnb Service fees-15% Savings compared to other listings Each Bed Room is fitted w/ King Size Beds and 55 plus Smart TVS 📺 1 Mile to Rupp Arena -University of Kentucky - Downtown Lex-Transylvania University Escape to the lively heart of Downtown Lexington & immerse yourself in the city's vibrant culture. Our beautifully renovated centenarian home is the perfect blend of historic charm and modern comfort, offering you a unique and unforgettable experience.