Highlands holiday lettings

We found 292 holiday rentals — enter your dates for availability

Discover a selection of 19 homes and other holiday rentals in Highlands that are perfect for your trip. Whether you're travelling with your children or with friends, holiday rentals have the amenities that you need and want for your stay, which might include a fireplace and a washer and dryer. Whatever you're looking for, you'll find a property to rent to meet everyone's needs, including a place that's non-smoking or offers accessibility.

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Frequently asked questions

What is the most popular type of holiday rental in Highlands?
In Highlands, holiday houses are the most popular type of rental, with around 16 available in the area. These properties typically offer spacious layouts, multiple bedrooms, and fully equipped kitchens, making them ideal for families or groups looking for a comfortable stay. Additionally, there are several apartments, condos, and cottages scattered throughout the neighbourhood, providing travellers with a variety of options to suit their needs. Many of these rentals feature outdoor spaces for relaxation and socialising, allowing guests to enjoy the pleasant surroundings after exploring local attractions.
How much does it cost to rent a holiday home in Highlands?
Prices for holiday 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 holiday 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.
Are there any Highlands holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Highlands with parking available—perfect for families or travellers 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 find long-stay holiday rentals in Highlands?
A long-stay holiday rental in Highlands is the best way to experience local living. Plus, you can make the most of long-stay discounts. Long-stay discounts are applied automatically when you enter your travel dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.
When is the best time to visit Highlands for a holiday rental?
July is the most popular month to visit Highlands, Kentucky, drawing in travellers eager to enjoy the vibrant summer atmosphere. This peak season, running from March to May, is particularly appealing for those who appreciate outdoor activities, local festivals, and the beautiful scenery of the region. With temperatures often reaching the low 30s Celsius, visitors can take full advantage of hiking trails, parks, and charming downtown areas filled with shops and eateries.

During the summer, you'll find an array of events and activities, making it a lively time for those who enjoy socialising and immersing themselves in the local culture. The warm weather creates the superb backdrop for exploring the scenic beauty of Highlands, whether you choose to stroll through the parks or indulge in various outdoor adventures.

For those looking for a more economical option, consider visiting in December. This month offers a unique opportunity to experience the festive charm of Highlands, with twinkling lights and holiday events. While it's quieter compared to the bustling summer, December provides a magical atmosphere conducive to relaxation and enjoying the community spirit.
Are there any remote work holiday rentals in Highlands?
In Highlands, Kentucky, there are numerous options for remote work holiday rentals, with around 23 properties available to choose from. These rentals are well-equipped for those looking to blend work and leisure, featuring dedicated office spaces and high-speed Wi-Fi to ensure seamless connectivity. Many properties come with desks, comfortable desk chairs, and even computer stations, creating an ideal environment for productivity. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Highlands holiday rental?
Book your Highlands holiday 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 holiday rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Highlands?
In Highlands, Kentucky, visitors can enjoy a variety of attractions that showcase the area's unique charm. The neighbourhood is renowned for its vibrant cultural scene, with an array of independent shops, restaurants, and bars lining Bardstown Road. Here, travellers can explore local eateries offering everything from classic Southern cuisine to international fare.

A highlight of the area is the historic Cherokee Park, designed by Frederick Law Olmsted, which features picturesque walking trails, picnic spots, and scenic views. The park is ideal for outdoor enthusiasts looking to unwind amidst nature. Additionally, the Highlands neighbourhood is home to the Louisville Mega Cavern, an underground adventure park that offers zip-lining and tram tours.
Can I change or cancel my Highlands home rental booking on Vrbo?
To find Highlands holiday 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 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 travellers 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 cosy cabin or a beach house, 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 holiday 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, such as last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to support you every step of the way.Vrbo also offers support via live chat through our Help Centre, 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 organising 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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