Highlands holiday lettings

We found 281 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.

Holiday rentals with weekly discounts – Highlands

Showing deals for:30 Oct - 6 Nov

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Frequently asked questions

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?
The best time to visit Highlands for a holiday rental is during the peak season from March to May. This period is characterised by vibrant spring blooms and comfortable temperatures, making it an ideal time for outdoor activities and exploring local attractions. As the weather warms up, visitors can enjoy hiking in the nearby parks and discovering the charming local shops and eateries.

July is particularly popular, attracting families and groups seeking lively summer adventures. The warm weather, typically ranging from 18 to 30 degrees Celsius, creates a superb backdrop for enjoying Highlands' outdoor festivals and events. You'll find the atmosphere buzzing with excitement, with many opportunities to engage in activities that celebrate the local culture.

For those looking for a more budget-friendly option, consider visiting in December. This quieter month allows you to experience the tranquillity of Highlands, where you can enjoy the festive decorations and explore the area's winter charm without the crowds.

Ultimately, whether you prefer the lively energy of summer or the peaceful ambiance of winter, Highlands offers a variety of experiences that cater to all preferences.
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, Kentucky, United States of America?
In Highlands, Kentucky, visitors can enjoy a variety of attractions that showcase the area's unique charm. The neighbourhood is known for its vibrant setting, particularly along Bardstown Road, which is lined with lively shops, restaurants, and bars. Here, you can experience the local culture, with venues often hosting live music and events.

The nearby Cherokee Park, designed by the renowned landscape architect Frederick Law Olmsted, offers a picturesque setting for outdoor activities such as walking, jogging, and picnicking, making it a popular spot for both locals and tourists. The park features beautiful scenic trails, a tranquil lake, and ample green space for relaxation.

Another popular attraction is the historic Highlands area itself, which boasts stunning Victorian architecture and a rich history. The neighbourhood is also close to the Louisville Zoo, a family-friendly destination that showcases a variety of animal exhibits and special events throughout the year.

Visitors can explore local art galleries and enjoy the area's vibrant nightlife, with numerous pubs and craft breweries that highlight Kentucky's renowned bourbon culture.
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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