
House rentals near Rupp Arena
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Top-rated house rentals near Rupp Arena
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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.

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.

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!

3BR-4 Beds-2BA close to UK/Chevy Chase/Downtown
Newly renovated 1930's home- walk to UK Campus, Chevy Chase, 1/2 mile to Kroger Field Tailgating. Approx 1 mile to downtown, 15 min to Keeneland and Airport. First floor boasts brand new kitchen, dining room, living room and one bedroom with attached full bath with standup shower. Upstairs with 2 bedrooms and full bath off hallway. All queen beds, 1 tempurpedic, one memory foam and 1 regular mattress. Basement with bonus bedroom/game area, queen bed. 2 washer/dryer sets in unfinished portion.

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!

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

Perfect for Traveling Professionals & Vacation!
Traveling professionals, relocation guests, vacation guests, this is the perfect house for you! This 3 bedroom 2 bath ranch-style home w/ a garage has a gourmet kitchen and an open floor plan. Perfectly located in the heart of Lexington in a family-friendly neighborhood near Trader Joes, hospitals, restaurants, the Summit Shopping Center, Fayette Mall and a short trip to Keeneland or downtown Lexington. This is the perfect home away from home. All are welcome! Pet Friendly, per request!

Southern Hospitality! Best location close to UK!
This home has been completely renovated with truly flawless finishes. Approximately 1 mile from all hospitals; UK, Central Baptist, St.Joseph. New kitchen and appliances. Very convenient location to Keeneland, Shopping, and Restaurants. Extremely clean and comfortable living spaces. The living and bed rooms have been equiped with Tv’s. WiFi is included. The shower even has a Bluetooth fan for playing music in the shower. I’ve provided everything to make your trip as enjoyable as possible.

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.

Quaint little farm house close to Keeneland/horses
Remodeled beautiful 1900s 2 story house on farm surrounded by Creek and fire pit for your convenience. LOCATION, LOCATION!!! This is the perfect example of having the country in the city! If you are wanting the true feeling of relaxation, this is for you. Amazing views, and close to many famous attractions. 5-10 minutes away... Keeneland The Kentucky Castle Bluegrass Airport Castle Hill Winery Aviation Museum Eckert Orchard also.. Restaurants, Wineries, Breweries, Bourbon Trails

Jefferson's Downtown Cottage/Walk to W6th Brewery
Location, Location, Location. This charming historic 2Bedroom & 2Bath home has been completely remodeled. Built in 1890, this property features all the amenities a guest could ask for. Located within steps of West Sixth Brewery, two restaurants Smithtown Seafood & County Club and a Lextran Trolley pickup, guests are able to Live Like A Local. Experience Kentucky in the heart of Lexington while staying only 5 minutes from Rupp Arena!
Popular amenities for house rentals near Rupp Arena
House rentals with a pool

House w/private pool & hot tub, dogs ok

Close to Everything! Beautiful two-story home

My Old Kentucky Home

Private for 4 No cleaning fee Discounts up to 20%

Southland Swim House

Lexington Holiday FUN-ZONE! Pool! Hottub! GameRm!

The Bees Wing

Game room! 6 beds 2 baths
Weekly house rentals

Horse Central-Be our Guest!

Downtown Rupp Arena 2Bed/1Bath cozy home

3 bed (2kings) 2.5 bath spacious remodeled home

Historic and elegant Morrison Cabin built in 1787

Midcentury Downtown in Warehouse Block District

Cottage w/Jacuzzi - centrally located, comfy beds!

Liggett Lounge: Great location for ALL occasions

Quiet neighborhood close to everything!
Private house rentals

Walk to Rupp Arena/3Bedroom/Parking

3 bdTownhouse Downtown

Luxurious 3 BR Distillery District Townhouse

The Stadium Getaway

Curated Charm • Steps to Rupp and Winter Village

Downtown Blue - A new remodeled house in Lexington

New! Stylish Historic Downtown Home | Walk to Rupp

Newly renovated upscale house with high ceilings
Pet-friendly house rentals

Lovely 3 Bdrm Home w/Free Parking Close to I-75

Winterberry Drive Entire house

Bright Cozy Stay| Fenced Yard| Near I-75 Horsepark

Cheerful and Cozy in the Heart of Chevy Chase!

Bell Ct-133 N Ashland Ave-Horse Park-Bourbon Trail

The Bourbon Barrel on Wyatt-Fenced in yard

Charming Cottage Home on a Horse Farm in the City!

El Retro- Mid Century Ranch near Horse Park & Rupp
Destinations to explore
- Rentals with a fireplace Rupp Arena
- Apartment rentals Rupp Arena
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- Rentals with a washer and dryer Rupp Arena
- Pet-friendly rentals Rupp Arena
- Condo rentals Rupp Arena
- Rentals with a fire pit Rupp Arena
- Rentals with a patio Rupp Arena
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