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64 properties  

6 Bedrooms • 5 Baths (4 full, 1 half) • Sleeps 9-14
Internet
Ooooh yeah. You've just stumbled upon the hippest, swankiest, most exclusive spot in town...Welcome to The Highball Speakeasy Lounge & Retreat! This top to bottom ultra high end renovation has it all...and then some. Enjoy two separate, mega-spacious and unique homes in one PRIME location connected by our signature sky deck overlooking Baxter Jacks beach volleyball. 6 huge Bedrooms, 9 beds (5 King), 4-1/2 Bathrooms of uber luxury. Ideal for large groups up to 16 or more. BOOK NOW FOR PRIVATE EVENTS - CONTACT US FOR MORE DETAILS

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6 Bedrooms • 4 Baths • Sleeps 1-14
Internet Fireplace Hot Tub
BNB Louisville presents: Courtside, the Ville's HOTTEST new sensation. All the best features from our premier properties in one Ultra Destination. 6BR 4BA of high end decor...primary w/spa bathroom out of a catalog...custom dream kitchen, yada yada. But the show stopper is our epic courtyard retreat. Hot Tub, Fire Pit, Bocce Ball, Putting Green lead to your very own Private Sports Lounge w/ Pool Table, Shuffle Board, GoldenTee and 4K TV. This place is RIDICULOUS! Book Now for DERBY 2025

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6 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 1-14
Internet
The best bnb in Louisville! Welcome to Bourbon, Bachelors and Bardstown Road. This kick-ass, drop-dead gorgeous home featuring 6 Bedrooms, 8 beds (4 King) and 3.5 baths has been extensively remodeled ready to host you...and we love bachelor and bachelorette groups! Walk to the best bars, restaurants & hot spots in the Highlands. Or hang in our bourbon lounge, catch a game on the 75" 4KTV, play GoldenTee or chill on the sky deck and BBQ. Private parking lot for up to 5 vehicles. Search over!

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$532/night

Untouchable

6 Bedrooms • 4 Baths • Sleeps 1-14
Internet

Immerse yourself in the allure of prohibition-era elegance and relive the untouchable legacy of America's most infamous gangster and his ties to Louisville. Legend has it that Al Capone and his associates would slip away through downtown tunnels and take refuge here in the Highlands. The retreat retains the exquisite style of the early 20th century and exudes a speakeasy vibe, echoing the secrecy of its notorious past. Guests will enjoy a unique blend of vintage elegance and modern comfort.

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7 Bedrooms • 6 Baths (5 full, 1 half) • Sleeps 1-16
Internet
Holy cow, you've hit the mother load! The absolute PERFECT spot for your large group. This HUGE converted triplex has it all...7 Bedrooms, 10 beds, 6 Bathrooms, 2 kitchens, Pool Table, GoldenTee and 4KTV's, Private Patio with BBQ, Parking. Best of all, the location is PRIME. Right in the heart of the Highlands just off Bardstown Rd. Literally, steps from the best restaurants, bars, shopping Louisville has to offer. Bachelor Party, Work, Bourbon Tour, Derby, Concert or Tourney? Search Over!

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5 Bedrooms • 2 Baths • Sleeps 1-12
Internet
The Double Play gives you combined access to 2 premiere suites - the Lily and Julep. Sleep up to 14 comfortably in 5 bedrooms, 7 beds (1 King 6 Queens) perfect for larger groups. Yes, you get all the amenities of 2 separate spaces in one spot - 2 kitchens, 2 living rooms, etc. This amazing renovation is part of NULU Marketplace - the new multimillion dollar development with eateries, shops and high end vacation rentals located in the heart of NULU, Louisville's hippest part of town.

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6 Bedrooms • 4 Baths • Sleeps 1-14
Internet Fireplace Hot Tub
The ALL NEW "Highlands Derby City Dream" is a premier destination located in the heart of Louisville's historic Highlands just steps from the famous Bardstown Rd and some of the best restaurants, shopping, and nightlife the city has to offer. Completely renovated,this 1900's Victorian is a perfect mix of old-school charm with a fantastic contemporary flare. The home boasts 6 huge bedrooms with tons of space for your large group to relax, shoot pool, soak in the hot tub, or chill by the fire pit.

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6 Bedrooms • 3 Baths • Sleeps 1-15
Internet Firewood Provided Hot Tub
"The Bonnycastle" is an all new luxury destination located in the heart of Louisville's historic Highlands. Just steps from Bardstown Road’s best restaurants, shopping and nightlife. Completely renovated, this majestic Victorian is a perfect mix of classic charm and modern styling. The home is a converted duplex boasting 6 bedrooms, 3 full bathrooms & 2 full kitchens and living rooms for your large group. Plus an epic backyard retreat straight out of a 5-star resort. BBQ or chill by the Fire Pit

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4 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 4-8
BNB Louisville welcomes you to our spacious and well appointed 4 bedroom, 2.5 bath bungalow located in the heart of the quiet and picturesque Highlands Cherokee Triangle neighborhood. This home boasts a private, expansive backyard, perfect for relaxation and gatherings, along with a newly renovated kitchen that features modern appliances and ample counter space, ideal for culinary enthusiasts. Situated just steps away from both the serenity of Cherokee Park and the convenience of Bardstown Road.

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$377/night

Tartan House

5 Bedrooms • 3 Baths • Sleeps 8-16
Internet Downtown
BNB Louisville Presents Tartan House - Immerse yourself in the rich history of Louisville in our freshly restored inn, a treasured 1883 landmark in the heart of Nulu. Sleeps up to 16 guests, offering three chic, luxurious suites equipped with modern comfort. Step out and uncover Louisville's most-loved attractions, bars, and restaurants, all at your fingertips. Celebrate special events with us, and make use of our classy Whiskey Lounge for private gatherings. Your perfect winter retreat awaits!

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5 Bedrooms • 4 Baths • Sleeps 1-10
Allows pets Internet Hot Tub
**BRAND NEW** Heart of the Highlands by BNB Louisville is in THE PRIME location on Bardstown Rd - walk to the best restaurants, shops, bars & all things Louisville. Ultra elegant and oozing style, this wonderfully comfortable and modern home is filled with every amenity we appreciate when we travel. 5 BR (all with 4KTV), 4 BA (3 en suite), large open concept living/high end chef's kitchen. And a private outdoor oasis. Relax on the covered porch or unwind in the Viking hot tub. Off Street Parking

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8 Bedrooms • 6 Baths • Sleeps 12-16
Internet
LARGE historic house, great for groups!
- Can sleep 18 guests MAX
- A couple hundred feet from Bardstown Rd
- Walk to local shops and the BEST restaurants
- Great front porches and patios
- 2 Large Apartments + 2 Suites
- Cozy, collected decor
- 2 Fully stocked kitchens
- 2 kitchenettes in private suites
- 8 BR / 6 full baths
- 5 Miles to Churchill Downs
- 5.7 Miles to Downtown/Convention Center
- 4.7 Mile to the Expo Center
*Please no locals*

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