Highland holiday lettings

We found 158 holiday rentals — enter your dates for availability

Discover a selection of holiday rentals in Highland that are perfect for your trip. Whether you're travelling with family, friends or just your furry companion, holiday homes have the amenities that you expect for your stay, which might include parking and a garden. You'll be able to choose a property to rent to meet everyone's needs, including places that are non-smoking or accessible.

Find spaces that suit your style

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  • All the privacy of home

    Enjoy full kitchens, pools, gardens and more

  • More for less

    More space, more privacy, more amenities — more value

Book a holiday rental for your Highland getaway

Learn about the unique charm of Highland with a stay in a holiday home rental. This city has something for everyone. A holiday rental can help make your stay complete—many rentals come with a full kitchen and laundry facilities.

Activities and attractions in and around Highland

Are you looking for top things to see and do during your stay? Although it can be tempting to stay in your comfortable holiday rental, you'll want to check out everything that makes Highland a one-of-a-kind holiday spot. Here are some of the most popular attractions to see, all within 30 miles (48.2 km) of the city centre:

  • Laurel Park (8.4 mi / 13.5 km)
  • Go Ape Treehouse Adventure Course (9.9 mi / 15.9 km)
  • Burning Tree Country Club (16.3 mi / 26.2 km)
  • The Spa at the Ritz-Carlton (16.5 mi / 26.6 km)
  • Congressional Country Club (17.2 mi / 27.7 km)
  • Smithsonian's National Zoo (17.9 mi / 28.9 km)

Exploring the natural landscape of Highland

Whether you're an outdoor enthusiast or just want to take in the scenery, Highland is a great spot to appreciate mother nature. Here are a few of the area's most stunning sights, all within 30 miles (48.2 km) of the city centre:

  • Centennial Park (6.6 mi / 10.6 km)
  • Fairland Sports and Athletic Complex (7.1 mi / 11.4 km)
  • Blandair Regional Park (7.2 mi / 11.6 km)
  • Patuxent River (8.1 mi / 13 km)
  • Brookside Gardens (9.4 mi / 15.1 km)
  • Greenbelt Park (13.9 mi / 22.4 km)

Travelling to and around Highland

Fly into Gaithersburg, MD (GAI-Montgomery County Airpark), the closest airport, located 10.9 mi (17.6 km) from the city centre. If you can't find a flight that works for your travel itinerary, you could also fly into Fort Meade, MD (FME-Tipton), which is 12.3 mi (19.8 km) away.

Frequently asked questions

What is the best area to stay in Highland when booking a holiday rental?
When considering a holiday rental in Highland, Maryland, the most appealing area to stay in would be around the scenic surroundings of the Patuxent River. This region offers a delightful mix of natural beauty and local charm, making it a fantastic base for your holiday.

The neighbourhood around the river is particularly attractive for those who enjoy outdoor activities. You can easily access the Patuxent River State Park, which is superb for hiking, biking, and birdwatching, providing ample opportunities to immerse yourself in the lush Maryland countryside. The park's trails are well-maintained and cater to various skill levels, ensuring a rewarding experience for everyone.

Additionally, the Highland area is conveniently located near the historic town of Ellicott City, a short drive away. This charming town features a variety of boutique shops, eateries, and the famous Ellicott City Historic District, where you can explore beautifully preserved buildings and learn about the area's rich history. The proximity to these attractions makes Highland not only a serene getaway but also a hub for local culture and adventure.
How much does it cost to rent a holiday home in Highland?
Prices for holiday rentals in Highland 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 Highland 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 Highland holiday house rentals?
You can find great discounts on house rentals in Highland 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.
Can I find long-stay holiday rentals in Highland?
A long-stay holiday rental in Highland 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.
Are there any Highland holiday rentals with parking?
Vrbo offers a wide selection of holiday rentals in Highland 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.
How early should I book a Highland holiday rental?
Book your Highland 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.
Can I change or cancel my Highland home rental booking on Vrbo?
To find Highland 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 Highland 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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