Highlands vacation rentals

We found 283 vacation rentals — enter your dates for availability

Discover a selection of 19 homes and other vacation rentals in Highlands that are perfect for your trip. Whether you’re traveling with friends, family, or even pets, vacation rentals have the best amenities for hanging out with the people that matter most, which might include WiFi and a washer and dryer, No matter what you're looking for, you'll be able to choose a rental that has what everyone needs, including a place that's non-smoking or offers accessibility.

Vacation rentals with weekly discounts - Highlands

Showing deals for:Jun 12 - Jun 19

Image gallery for Historic Mansion-Modern Amenities, Sauna, Fire Pit, Hot Tub, Deck, Walk to Dine

Our 1882 home!
10 out of 10, Exceptional, (25 reviews)
Exceptional
(25 reviews)

Historic Mansion-Modern Amenities, Sauna, Fire Pit, Hot Tub, Deck, Walk to Dine

Louisville

9% off
Price is $988
$6,916 for 7 nights
All fees included
Historic Mansion-Modern Amenities, Sauna, Fire Pit, Hot Tub, Deck, Walk to Dine

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Find out more about Highlands

Why visit Highlands

  • Eclectic nightlife: Highlands boasts a vibrant nightlife with trendy bars and diverse restaurants, perfect for evening entertainment.
  • Cultural experiences: Explore local history and art through museums and cultural events that showcase the area's rich heritage.
  • Family-friendly activities: Enjoy a variety of parks and recreational options, making it ideal for families and children.
  • Scenic streets: Stroll through picturesque streets that offer a unique urban experience, combining charm and beauty.
  • Diverse accommodations: Choose from a range of vacation rentals, including stylish apartments and cozy homes, catering to every budget.

Popular types of accommodation around Highlands

If you're exploring vacation rentals in Highlands, you're in for a treat. Our most popular accommodations include houses, stylish apartments, and modern condos. Whether you're seeking affordable rentals or luxurious downtown Louisville apartments, we've got options to fit every budget and preference. Enjoy the comfort and convenience of Highlands while making unforgettable memories.

  • Houses: The top choice for visitors to Highlands, these spacious homes offer a comfortable and private stay for families, groups, or couples.
  • Apartments: A popular option for those seeking a convenient and modern living space, ideal for short or long stays in the heart of Highlands.
  • Condos: These stylish accommodations combine comfort and amenities, perfect for travelers looking for a home away from home.
  • Cabins: A favorite among nature enthusiasts, cabins provide a cozy and rustic escape amidst the scenic beauty of the area.
  • Cottages: These charming dwellings offer an intimate and quaint atmosphere, perfect for a romantic getaway or a peaceful retreat.**

Top attractions near Highlands

Highlands in Louisville, Kentucky, offers a delightful blend of family-friendly activities, cultural experiences, and urban exploration. Visitors can enjoy scenic streets, vibrant urban parks, and fascinating sports museums, making it an ideal destination for both leisure and business trips. Whether you're looking to soak in the local culture or spend quality time with family, Highlands has something for everyone to enjoy.

  • Kentucky International Convention Center: A vibrant venue for business events, it offers modern facilities and a professional atmosphere, perfect for conferences and trade shows, just 2 miles from Highlands.
  • University of Louisville: A bustling campus with contemporary architecture, this university provides a lively city vibe, featuring cultural events and beautiful green spaces, located 2 miles from Highlands.
  • Louisville Slugger Museum: A celebration of baseball history and craftsmanship, explore interactive exhibits that highlight the iconic bat, surrounded by rich sports culture, also 2 miles from Highlands.

Things to do recommended for couples

Seeking a romantic getaway in Highlands? Enjoy a night at Headliners Music Hall, just 0.8 miles away, where you can revel in lively music and vibrant atmosphere. It's the perfect spot to create lasting memories with your partner while soaking in the local entertainment scene.

Things to do recommended for families

During your family vacation in the Highlands, Louisville, you can enjoy exciting activities like cheering at the KFC Yum Center, relaxing at Riverfront Plaza Belvedere, or having fun at Vernon Club & Lanes, perfect for adventure-loving families.

Things to do recommended for groups

Groups visiting the Highlands can enjoy a magical night at the historic Louisville Palace, just 2 miles away, and experience the rich flavors at the Evan Williams Bourbon Experience, also 2 miles away. For shopping and entertainment, Mall St. Matthews is only 6 miles from the Highlands.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation around Highlands

If you’re traveling with a group, family, pets, or planning an extended stay, it’s important to prioritize your preferences when filtering options. Here are some helpful Vrbo booking tips to assist you.

  • Traveling to Highlands with a group: Think about how many bedrooms you require, as well as any amenities like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these features and more on Vrbo.
  • Traveling to Highlands with young kids: Traveling with young kids can be tough. It's important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Highlands: For many families, a vacation isn't truly fulfilling without their beloved pet by their side. If you can relate, explore Vrbo listings that welcome pets. Many of these pet-friendly accommodations offer feeding bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Highlands: If you’re searching for vacation rentals with special offers for stays of a month or more, you’ve come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search for an even better experience.

Where to stay near Highlands

Highlands, a vibrant neighborhood in Louisville, Kentucky, offers a delightful mix of family-friendly activities, historical sites, and scenic views. Explore the eclectic local nightlife, with its trendy bars and restaurants, while immersing yourself in the area's rich culture. The Highlands and nearby neighborhoods provide a unique urban experience, perfect for excursions and leisurely strolls. Whether you're traveling for business or leisure, you'll find plenty to enjoy in this charming locale.

  • Louisville: Louisville is a vibrant metropolis that serves as the heart of the region, with Highlands nestled within its lively embrace. This city attracts travelers seeking outdoor activities, family fun, and business opportunities. Visitors can enjoy a variety of experiences, from shopping at bustling malls to exploring recreational areas. Notable attractions include local landmarks such as a major event conference venue and a convention center, as well as scenic lakes perfect for a leisurely day out. Whether you're attending a concert or enjoying the local cuisine, Louisville offers an exciting blend of urban energy and natural beauty.
  • Downtown Louisville: Just 1 mile from Highlands, Downtown Louisville is a dynamic neighborhood that showcases the city's rich culture and modern amenities. It is an ideal destination for those pursuing business, family outings, and city exploration. Downtown is alive with activities, including music concerts and diverse shopping experiences at various shopping centers. Key attractions include a prominent stadium and a well-equipped convention center, making it a hub for events and gatherings. Strolling through the area, you’ll discover charming cafes and vibrant nightlife, ensuring an enjoyable experience for all visitors.
  • Germantown: Located only 0.6 miles from Highlands, Germantown is a charming neighborhood known for its unique blend of history and modern living. Ideal for family adventures, business engagements, and city exploration, Germantown offers access to various shopping areas and educational venues. The neighborhood features local landmarks, including an event conference venue and a symbolic landmark that reflects its heritage. With its welcoming atmosphere and close-knit community feel, Germantown is a perfect spot for enjoying local eateries, arts, and culture while being just a short distance away from the bustling city life.

Best time to go to Highlands

If you're planning a trip to Highlands, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs in March to April and July, while off-peak times, like November to January tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January33.1°F (0.6°C)Light RainMostly CloudySlightly LowSlightly Low
February36.5°F (2.5°C)Light RainMostly CloudyAverageSlightly Low
March46.2°F (7.9°C)Light RainMostly CloudySlightly HighAverage
April55.6°F (13.1°C)Light RainMostly SunnySlightly HighSlightly High
May65.7°F (18.7°C)Light RainMostly SunnyAverageSlightly High
June73.9°F (23.3°C)Light RainMostly SunnyAverageAverage
July77.2°F (25.1°C)Light RainMostly SunnySlightly HighAverage
August75.6°F (24.2°C)Light RainMostly SunnyAverageAverage
September69.8°F (21.0°C)Light RainMostly SunnyAverageSlightly High
October58.1°F (14.5°C)Light RainMostly SunnyAverageAverage
November45.9°F (7.7°C)Light RainMostly SunnySlightly LowAverage
December38.8°F (3.8°C)Light RainMostly CloudySlightly LowSlightly Low

Booking with Vrbo is simple

Looking to cut costs on your next trip? Consider being flexible with your travel dates, as this can help you find better prices. Moreover, extending your stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Unlock savings with One Key

Reserve a qualifying Vrbo for your group getaway and earn OneKeyCash on your total booking. Being the planner truly has its perks. By enrolling in our travel rewards program, One Key, you’ll gain access to exclusive member discounts and accumulate OneKeyCash on eligible bookings. Sign up today and begin enjoying your savings.

Vrbo Trips: Planning as easy as it gets

Vrbo’s Trip Board offers an easy-to-use platform where you can plan new trips, resume your previous ones, or manage your travel itineraries. You can easily access and organize the properties you’ve saved or reserved, sorted into categories like Potential, Upcoming, or Current Trips. To get started with Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Frequently asked questions

What is the most popular type of vacation rental in Highlands?
In Highlands, vacation houses are the most popular type of rental accommodation, with about 14 available throughout the area. These houses typically offer spacious layouts with multiple bedrooms, fully equipped kitchens, and outdoor areas for relaxation and gatherings. Additionally, there are several apartments, condos, and cottages that provide comfortable alternatives, featuring amenities such as cozy living spaces and convenient access to local attractions.
How much does it cost to rent a vacation home in Highlands?
Prices for vacation rentals in Highlands vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Highlands to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Highlands vacation house rentals?
You can find great discounts on house rentals in Highlands on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
What are popular rental amenities in Highlands?
In Highlands, Kentucky, popular vacation rental amenities include fully equipped kitchens, which allow guests to prepare their own meals and enjoy the comforts of home. Many rentals also offer onsite parking for convenience. Coffee and tea makers are commonly found, suiting those who appreciate a warm beverage at any time of day. Outdoor decks or patios are a popular feature as well, providing a relaxing space to unwind and enjoy the fresh air. Additionally, some rentals come equipped with blenders, great for whipping up smoothies or cocktails.
Can I find family house rentals in Highlands?
In Highlands, Kentucky, there are family-friendly house rentals available, with around 11 options to choose from. This area offers a charming small-town atmosphere, making it an excellent choice for families seeking a getaway. Many of these homes provide spacious living areas that are superb for gathering, along with full kitchens that allow for convenient meal preparation. Outdoor spaces, such as patios and yards, offer children a place to play and enjoy the fresh air.

Visitors can explore nearby attractions, such as local parks and nature trails that provide ample opportunities for outdoor activities. The region is also known for its friendly community and access to nearby dining options, ensuring that families have everything they need for a relaxing stay.
Can I rent a vacation home with a pool or hot tub in Highlands?
In Highlands, Kentucky, there are several vacation homes available for rent that feature pools and hot tubs. This picturesque area is known for its charming neighborhoods and scenic beauty, making it an excellent destination for those looking to relax and unwind. Travelers can expect many amenities in these rentals, including private hot tubs for soaking after a day of exploring, as well as pools for refreshing swims during warmer months. Additionally, many properties are equipped with outdoor spaces such as patios or decks, superb for enjoying the serene surroundings. Some homes may also offer fully equipped kitchens, comfortable living areas, and even game rooms, ensuring a delightful stay for families or groups.
Are there any Highlands vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Highlands with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
Can I book pet-friendly vacation rentals in Highlands?
In Highlands, Kentucky, there are several pet-friendly vacation rentals available, making it a great destination for travelers with furry companions. The area is known for its charming neighborhoods and scenic surroundings. Many vacation rentals here offer amenities such as spacious outdoor areas, fully equipped kitchens, and cozy living spaces, ensuring a comfortable stay for both guests and their pets.

Visitors can explore local parks and green spaces that welcome dogs, providing ample opportunities for outdoor activities. The Highlands neighborhood itself features a variety of shops and cafes that are pet-friendly, adding to the overall appeal for those traveling with pets.
Can I find long-stay vacation rentals in Highlands?
A long-stay vacation rental in Highlands is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
When is the best time to visit Highlands for a vacation rental?
The best time to book a vacation rental in Highlands is during the peak season from March to May, when the area blossoms into life with vibrant spring colors and pleasant weather. This period is particularly popular among travelers who appreciate outdoor activities and local festivals. Mild temperatures typically range from the mid-50s to the low 70s Fahrenheit, creating an inclusive setting for hiking, exploring parks, and enjoying the local art scene.

March through May is a fantastic time to experience the Highlands' outdoor charm, as the region offers a variety of activities, including scenic hikes and visits to local wineries, all set against stunning backdrops of blooming flora. The community is lively, and visitors can partake in seasonal events that highlight the area's rich culture and hospitality.

For those looking for a more budget-friendly option, consider visiting in December. While this month may be quieter, it provides a cozy atmosphere for holiday festivities and unique seasonal events. The town's charming decorations and community spirit make for a delightful experience, offering a chance to enjoy the local culture without the bustling crowds.
Are there any remote work vacation rentals in Highlands?
In Highlands, Kentucky, there are numerous vacation rentals suitable for remote work, with around 24 options available. Many of these rentals are designed with remote professionals in mind, featuring amenities such as high-speed Wi-Fi, dedicated workspaces with desks and chairs, and printers to facilitate productivity.

The area offers a charming and tranquil environment, great for focusing on work while enjoying the picturesque surroundings. With its proximity to local parks and nature trails, travelers can take breaks to explore the beautiful landscapes that Highlands has to offer. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Highlands vacation rental?
Book your Highlands vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Highlands, Kentucky, United States of America?
In Highlands, Kentucky, visitors can enjoy a variety of attractions that highlight the area's unique charm. The neighborhood is renowned for its vibrant setting and historic architecture, particularly along Bardstown Road, where an array of lively shops, restaurants, and bars can be found. This area is also home to the Highlands Festival, which celebrates local culture through music, art, and food.

Nature enthusiasts will appreciate the proximity to Cherokee Park, designed by Frederick Law Olmsted, where ample walking trails, picnic spots, and scenic views offer a great escape from urban life. Additionally, the nearby Seneca Park provides playgrounds, sports facilities, and tranquil walking paths.

Art lovers can explore the numerous galleries and studios in the area, while families may enjoy a visit to the Louisville Zoo, which is just a short drive away.
Can I change or cancel my Highlands home rental booking on Vrbo?
To find Highlands vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Highlands vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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