Vacation rentals in Brownsboro Village

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Top-rated vacation rentals in Brownsboro Village

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A spacious living area features a comfortable sectional sofa and a large, cozy bean bag styled cushion. Decorative lighting provides a warm glow, and a stone fireplace is centered on a light blue wall. A patterned area rug adds color, while large windows invite natural light.

Home in Louisville

Cozy cottage, pets, private, convenient, parking

This secluded mid century cottage is just minutes to downtown and other amenities. Located in Clifton Heights, this three bedroom, bath and a half home is inviting and cozy. Located 6 miles from two large malls, 1 mile from the new walking bridge over the Ohio River, and one and a half miles to unique shopping, nightlife and restaurants. Also, the home is only a short distance to I 71 and I 64. This makes everything convenient and accessible from this private location. The home has vintage charm with renovations for convenience. Each Bedroom has a flatscreen TV as well as a 56 inch flatscreen in the living room. There is a private front yard with gardens, seating, and a grill. There are 6-7 spaces for off street parking. The eat-in kitchen seats six, with a double oven microwave, full-size fridge, gas stove and a dishwasher. There is service for 12 including Louisville Hadley Pottery.

4.99 out of 5 average rating, 169 reviews

Top guest favorite

A two-story brick duplex is seen with white window trim and dark shutters. Lush green grass surrounds the property, complemented by neatly arranged rocks and low shrubs. The front door is accessible via a short set of steps, highlighted by sunlight filtering through nearby trees.

Condo in Louisville

Hidden GEM, newly furnished in a safe, great area

Our “unit” is a great place to stay. Absolutely wonderful neighborhood with beautiful historic setting, cozy, safe and quiet. Short walking distance to many restaurants, shops, coffee houses. Majestic trees line properties and homes. Downtown & NULU 4 miles. Churchill Downs 10 miles, University of Louisville is 13 miles away. Golf & swim center .25 miles this. property is duplex. Very separate accommodations! Private! If you have baby we have supplies, portable crib changing pad upon request!

4.96 out of 5 average rating, 167 reviews

Top guest favorite

A modern guesthouse exterior is framed by lush trees, showcasing a blend of reclaimed wood. Stairs lead to a welcoming entrance, complemented by large windows that provide natural light. The building features a two-car garage below, with a clean concrete driveway.

Guesthouse in Louisville

New custom guesthouse | Free parking | Sleeps 4

The Osage is a newly built guesthouse using reclaimed and repurposed materials whenever possible. The name ‘The Osage’ comes from an old osage orange tree we took down near the property in the hopes that one day we could use the wood. In January 2022 building on The Osage commenced, and the osage wood was used in the hardwood floors. In close proximity to local shops, restaurants, coffee shops and parks. Located less than 5 miles from downtown Louisville and less than 7 miles from the airport.

5.0 out of 5 average rating, 75 reviews

Top guest favorite

A spacious, walk-in shower is enclosed in glass, showcasing stylish Carrara marble walls and a built-in bench. Multiple shower fixtures, including an overhead showerhead, are visible. A plush gray towel is hung neatly on a glass panel, enhancing the modern and elegant design.

Condo in St Matthews

The Sweet Spot! - Live Like a Local

Live like a local in one of Louisville’s most sought-after neighborhoods, young professionals and families alike. Rich in history and surrounded by wall-to-wall dining, shopping, and entertainment, this vibrant area is known for its charm, energy, and premium appeal. Originally built as a single condo over two decades ago, the owner later acquired the neighboring unit and completely reimagined the entire second level. The result is a thoughtfully crafted space that truly feels like a retreat.

4.96 out of 5 average rating, 296 reviews

Top guest favorite

The living area is styled with wooden beams and a stone accent wall featuring a mounted TV. A cozy couch is paired with a draped blanket, while a dining table is positioned nearby, illuminated by natural light from large windows.

Home in Louisville

The Cottage @ Mellwood

BRAND NEW CONSTRUCTION! This cozy cliff side cottage offers serenity in the city with amazing outdoor spaces and beautiful view of the downtown skyline. It is centrally located, minutes away from downtown Louisville & NULU. This property is especially unique as it is steps away from Mellwood Arts Center; home to events, art studios, shops, cafes, and brewery. This location is ideal for any wedding party, bourbon tours, festivals, fireworks show or any other reason to visit the Derby city!

5.0 out of 5 average rating, 52 reviews

Guest favorite

Two renovated houses are displayed side by side, showcasing a blend of modern architecture and traditional details. Each house features a porch with two chairs, framed by green wreaths on the doors. Freshly painted exteriors in shades of blue complement the white trim.

Home in Louisville

The Eastern Don David

Two houses were completely renovated between 2022 & 2023 and joined to make one huge property! Everything is new. It is now a 6 bed 3 bath house with 5 king beds & 7 twin beds. It can sleep 17 people comfortably with no one having to sleep on a couch. Located in St Matthews & walking distance to the best restaurants and bars in Louisville, it is less than 10 minutes from Churchill Downs and downtown. The backyard is private and has a covered patio and plenty of room for cornhole & games.

4.95 out of 5 average rating, 42 reviews

Superhost

The exterior showcases a historic building with large windows allowing natural light. A welcoming entrance leads to additional outdoor seating. An indoor game area features a shuffleboard table and playful décor. A cozy outdoor space is highlighted by a fire pit, surrounded by modern seating.

Home in Louisville

Best Location in the City-2 Story Patio & Hot Tub

The Saddle Inn has everything you need for your upcoming stay. Situated in the heart of the city and walking distance to the best restaurants and bars in town, you are booking convenience when you book our home. This house has vintage Kentucky flare with modern furnishings & updates. It boasts 3 bedrooms, a 2 story patio, hot tub, fire pit, ping-pong table, shuffleboard, and all the bourbon barrels one can hope for in Kentucky. There's no better location than this one.

4.92 out of 5 average rating, 296 reviews

Guest favorite

Home in Jeffersonville

NEW Family Resort Home with Heated Pool & Games

Ultimate group getaway for up to 20 guests near Kentucky Convention & Expo Centers. This expansive home offers a private oasis with a heated saltwater pool, hot tub, huge game room, and fully-fenced backyard on 2/3 Acre. Perfect for large families or retreats, featuring a dedicated kids' play area, fully stocked kitchen, and high-end memory foam mattresses for a comfortable stay. Enjoy resort-like amenities and ample entertainment just minutes from major attractions.

5.0 out of 5 average rating, 19 reviews

Superhost

Home in Louisville

Historic Gaffney House | Luxury Riverfront Estate

A carefully restored historic riverfront estate in Louisville, delivering breathtaking Ohio River views paired with timeless elegance. Ranking among Louisville's most peaceful and scenic stays, this home was designed by renowned architect James Gaffney. Enjoy direct waterfront access, sweeping balcony and terrace views, four king bedrooms, 4.5 baths, and a graceful pairing of historic charm with modern luxury, ideal for families, groups, and special celebrations.

4.55 out of 5 average rating, 11 reviews

Top guest favorite

A comfortable living area features a light grey sofa and two matching armchairs, arranged around a circular coffee table on a textured area rug. A ceiling fan hangs above, and natural light filters through the large window, illuminating black and white framed photographs on the walls.

Home in Louisville

Quaint Highland's Bungalow

Kick back and relax in this calm, stylish space with equal proximity to beautiful Cherokee Park and all the shops and restaurants on Bardstown Road in the popular Highland's neighborhood. Two bedroom, one and a half bath, completely updated one hundred-year-old home. The backyard offers a beautiful firepit with Adirondack chairs, a patio with dining area and Traeger Grill and plenty of room in the landscaped backyard to throw a ball. Three day minimum stay.

5.0 out of 5 average rating, 146 reviews

Top guest favorite

Home in Louisville

Groovy Hidden Gem w/Park 2 min Walk

Discover the city in my cozy Airbnb, perfectly located in St. Matthew’s within walking distance to lush parks, vibrant coffee shops, eclectic bars, and delicious restaurants. Most everything you would want to see in Louisville is a 15 min drive or less from this location. Your perfect base to explore, relax, and indulge.

5.0 out of 5 average rating, 79 reviews

Top guest favorite

A comfortable living area is furnished with a light grey sofa and a matching armchair. A round wooden coffee table is positioned in the center, adorned with a decorative tray. Natural light enters through two large windows, framed by soft curtains.

Apartment in St Matthews

cozy two bedroom apartment

Newly styled 2 bed/2bath apartment in St. Matthews. This second floor unit has lots of natural light, hardwood floors throughout, and is located in a quiet neighborhood within 10-15 minutes to Frankfort Avenue and downtown Louisville. This apartment is also a very close drive to many shops, local restaurants, and bars.

4.97 out of 5 average rating, 153 reviews