House holiday rentals in Original Highlands, Louisville

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Top-rated house rentals in Original Highlands, Louisville

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Top guest favourite

Home in New Albany

5 out of 5 average rating, 368 reviews

Welcome to the Bough House!

Listed on the National Registry of Historic Places, this beautifully renovated home offers vintage charm with modern amenities. Located just across the Ohio River from Louisville, only 6.6 miles from the Kentucky International Convention Center, 7 miles from the KFC YUM! Center, 12 miles from Churchill Downs, and one mile from shops and restaurants in historic downtown New Albany, IN, the Bough House is close to everything the Louisville region offers, with the peace of a quiet historic street.

Guest favourite

Home in Elizabeth

4.86 out of 5 average rating, 183 reviews

Relaxing River House Retreat-Sleeps 10-12

Cozy newly renovated river house with ample entertainment space inside and out. Large covered deck with wrap around porch and a beautiful view of the Ohio River. 1 mile from Horseshoe Casino, just minutes from entertainment and amenities of downtown New Albany, IN and Louisville, KY. Less than 10 minutes from a local winery, 2 breweries, and Chariot Run Golf Course. Perfect for large groups or a romantic weekend getaway! Additional detached bonus bedroom. $100 extra per stay at guest's request.

Superhost

Home in Louisville

4.87 out of 5 average rating, 334 reviews

Designed for Families • Peaceful Neighborhood

Perfect for Families - We love hosting families! We have a little kids, so we know how nice it is to stay in a home with essentials for the littles. The kids’ room includes a pack 'n play, highchair, chalkboard wall, and a variety of books and toys. Enjoy family movie time with Disney+. Safe & Central Location – Situated in a quiet, centrally located neighborhood with easy access to top attractions, all within a 10-minute drive. We're Legally Registered - illegal listings may be shut down.

Top guest favourite

Home in Louisville

4.95 out of 5 average rating, 171 reviews

The River's Edge Oasis, close to downtown

Welcome to your oasis on the water! Relax and unwind at the River's Edge. This home is about as close as you can get to paradise in Louisville Ky (also known as River City)! Perfect getaway for a romantic weekend or the best place to relax after a long day of work! Voted #1 Vacation rental in KY by Dreamy Stays!! This unique home is designer decorated and updated with all the amenities! An 8 minute drive to downtown Louisville, the oasis offers the best of both worlds. Book today!

Guest favourite

Home in Louisville

4.87 out of 5 average rating, 174 reviews

Prime Highlands Location - 500ft fro. Midcity Mall

Formerly known as Breslin House, this well-loved Airbnb (126 five stars reviews) is under a new host. We are confident you'll love it as much as everyone did before! Our house is located on a quiet street, but steps away from restaurants, bars, boutiques, and cafes on Bardstown Rd. It's perfectly situated in the heart of the Highlands so you can walk to almost everywhere. Our home is very spacious with 3 large bedrooms, so you'll have plenty of privacy even with a large group.

Guest favourite

Home in Louisville

4.96 out of 5 average rating, 224 reviews

502 House @ Progress Park w/ Game Room

Welcome to Progress Park! A true getaway for fun! Located on a 12 acre Airstream Glamping resort w/ a 2 acre swimming pond. Sleeps 8 comfortably in the beds with 2 leather futons. Enjoy all the luxuries of home w/ added amenities such as a custom game room & luxurious backyard with TV, firepit & grill. Relax, unplug and reconnect in our little slice of heaven. Progress Park has 8 total units on site. 2 houses, 5 airstreams & a bunk house. *DERBY IS A MIN THURS-SUN REQUIRED

Guest favourite

Home in Highlands

4.92 out of 5 average rating, 214 reviews

Walk to All! 2 Kings, 2.5 baths, washer/dryer

3 story townhouse in city's best location. 1/2 block to great restaurants, cafes, shops and Cave Hill. Parking for 2 cars. Sleeps 8 in two king bedrooms and 2 sleeper sofas. 3 bathrooms (2 full and a 1/2) Wifi, gas fireplace, cable, lux linens, washer/dryer (with detergent/dryer sheets), fully equipped kitchen and more! Great local coffee just across street. Two of Louisville's best restaurants with 2 blocks. Half dozen fun nightspots within a 2 minute walk.

Guest favourite

Home in New Albany

4.95 out of 5 average rating, 213 reviews

The Green House in Downtown

Newly renovated 1920s shotgun house in Downtown New albany. Perfect for those who want the convenience of being in the middle of it all, but still want an authentic and stylish oasis to relax in. Comes with all the amenities you would expect for a convenient stay including fully equipped kitchen, private back yard, off street parking, and self check-in. Walk or Bike your way to many local restaurants, shops, or take the byway to enjoy the scenic Ohio River.

Guest favourite

Home in Louisville

4.91 out of 5 average rating, 160 reviews

New Signature Highlands Home- steps away from…

Welcome to our new to AirBNB Highlands home. Recently redecorated and updated, this home is steps away from many incredible local restaurants, bars, and shops. Less then one mile to Cherokee Park. Less then five miles to Churchill Downs, NULU, and the airport. You simply can’t beat this location. Safe, family friendly neighborhood with swing-set in the back yard (high chair, pack and play, toys, and more available upon request).

Guest favourite

Home in Germantown

4.94 out of 5 average rating, 121 reviews

Spruced-Up Shotgun, Steps to Logan St Market

Recently renovated full 2 bed/2 bath house in historic Germantown. Guest will enjoy a full kitchen with all utensils and appliances provided. Living room has 55' TV with plenty seating and light. Each bedroom has double bed with linens, dressers, nightstand, and closet. Full bathroom connected to each bedroom with towels and toiletries. Front and back door uses coded Yale locks. Security cameras on front and back doors.

Guest favourite

Home in New Albany

4.95 out of 5 average rating, 149 reviews

king bed and oasis backyard with hot tub

11 miles to Derby. Come enjoy our newly decorated house with a hot tub, gazebo outdoor fun area and lounge furniture and wood burning fire pit. The idea is to both indoor and outdoor give you a great experience that not everyone offers! We sleep 4 adults comfortably in our 1 KING size bedroom and 1 QUEEN size bedroom. We're located in a quiet neighborhood with a fully fenced in backyard and we're Pet Friendly with a fee!

Top guest favourite

Home in East Market District

5 out of 5 average rating, 141 reviews

Walkable+5 King Beds+Firepit+Bourbon Trail

Welcome to Washington Landing! From here, you will be perfectly poised to enjoy all the shops, breweries, restaurants, distilleries, waterfront concerts and the professional soccer stadium all within WALKING DISTANCE of this newly remodeled 4 bed/2 bath historic home. You would be hard pressed to find a better location! No locals No Parties - only registered guests