Properties

68 properties  

$620/night

The Highball * Speakeasy Lounge & Retreat 6BR 5BA

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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$350/night

The Courtside Resort in the Heart of Highlands - BNB Louisville

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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$341/night

Bourbon Bachelors and Bardstown Road

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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$326/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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$440/night

King of the Highlands ♚ HUGE 7BR 6BA->Game Room

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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$195/night

Double Play - 5BR Sleeps 12//Stay Nulu Marketplace

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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$229/night

Highlands Derby City Dream ✬ 6BR+Hot Tub Sleep 14

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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$362/night

Bonnycastle Blue~Lux 6BR w/Epic Backyard + Fire Pit

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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$171/night

Parkside Stunner - 4BD 2.5BA - Private Backyard Oasis

4 Bedrooms • 3 Baths (2 full, 1 half) • Sleeps 4-8
Allows pets Internet Fireplace
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. You will enjoy 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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$233/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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$350/night

Heart of The Highlands | Elegant 5BR 4BA w/Hot Tub

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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$350/night

The Reserve - Modern Highlands 5BR 4BA ~ Hot Tub

5 Bedrooms • 4 Baths (3 full, 1 half) • Sleeps 1-10
Allows pets Internet Hot Tub
This is the one!! Welcome to The Reserve by BNB Louisville—a modern industrial retreat infused with bourbon distillery charm. This stunning Highlands 5-BR, 4 BA property is the epitome of luxury. Unwind in the hot tub, challenge your friends to a game of pool or corn hole, or relax by the fire pit in the private yard. Every room is crafted for comfort and style, featuring sleek finishes and modern touches. Whether you’re here for fun or relaxation, this place has it all. Let the good times roll!

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