Highland vacation rentals

We found 156 vacation rentals — enter your dates for availability

Discover a selection of vacation rentals in Highland that are perfect for your trip. Whether you're traveling with a group or just with your pet, vacation homes have the best amenities for spending time at your vacation home, which might include a pool and a washer and dryer. You're sure to find a rental for everyone's needs, including places that are non-smoking or accessible.

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Find out more about Highland

Why visit Highland

  1. Cultural richness: Highland is ideal for culture-loving families, offering a delightful mix of modern and historic sites to explore.
  2. Outdoor adventures: Enjoy hiking and skiing in picturesque landscapes, perfect for nature enthusiasts.
  3. Charming accommodations: A variety of vacation rentals, from cozy cottages to spacious homes, cater to all budgets.
  4. Stunning mountain views: Experience breathtaking scenery that echoes the beauty of the Scottish Highlands.
  5. Friendly atmosphere: Explore nearby cities with welcoming vibes and romantic spots for memorable moments.

Popular types of accommodation in Highland

If you're exploring Highland for your next getaway, you're in for a treat! Our platform offers a variety of popular vacation rentals, including houses, apartments, and condos. Whether you're seeking a cozy holiday cottage or a spacious vacation home, you'll find the perfect spot to relax and enjoy the stunning landscapes of the Highlands. Let us help you discover your ideal Highland holiday rental today!

  • Houses: The top choice for visitors to Highland, these homes offer spacious living and a home-like atmosphere, perfect for families or groups.
  • Apartments: A popular option among tourists, apartments provide a comfortable and convenient stay with easy access to local amenities.
  • Condos: These modern accommodations offer a blend of luxury and practicality, making them a sought-after choice for travellers.
  • Cottages: Ideal for a quaint getaway, cottages in Highland provide a charming and peaceful retreat.
  • Villas: For those seeking an upscale experience, villas offer luxurious amenities and beautiful surroundings.**

Top attractions in Highland

Highland, Maryland, is perfect for culture-loving families and outdoor enthusiasts alike. Visitors can explore urban parks, modern and historic universities, and enjoy outdoor fun through noteworthy hikes and adventures. With options for skiing and searching for cozy cabins, Highland offers a delightful mix of experiences that cater to both city life and nature. Enjoy your vacation as you discover all the charm this area has to offer!

  1. University of Maryland, College Park: Experience the vibrant culture of this historic university, home to engaging art galleries and beautiful green spaces, all while being just 20.9km from Highland.
  2. Howard University: Immerse yourself in the dynamic atmosphere of this modern university, located 29.0km away, known for its rich history and urban energy.
  3. Howard County Fairgrounds: Enjoy a family-friendly outing at this fairground, located 14.5km from Highland, featuring outdoor events, games, and local festivities.

Things to do recommended for couples

For a romantic getaway in Highland, explore the vibrant Merriweather Post Pavilion for a concert, indulge in luxury at Woodmont Country Club, or enjoy some fun and adventure at Gaithersburg Miniature Golf. Each spot offers a unique experience perfect for couples!

Things to do recommended for families

Your family will love the Fairland Sports and Athletic Complex for wellness, and the Gardens Ice House for thrilling ice skating. Don’t miss the excitement at the Xfinity Center, perfect for sports enthusiasts, all within a short drive from Highland.

Things to do recommended for groups

In Highland, groups can shop at Arundel Mills Mall for a lively atmosphere, try their luck at Maryland Live Casino for a thrilling night, or enjoy a captivating performance at Olney Theatre Center for a touch of culture and entertainment.

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

When you're planning a trip—whether you're travelling with a group, enjoying time with family, bringing along your pets, or seeking extended stays—be sure to prioritise your filters accordingly. Here are some helpful booking tips for using Vrbo.

  • Traveling to Highland with a group: Think about how many bedrooms you'll require, as well as features like a complete kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for these options and much more on Vrbo.
  • Traveling to Highland with young kids: Traveling with young children can present its challenges. It's important to prioritize their comfort and safety, along with suitable amenities, like a private swimming pool. Additionally, considering your closeness to family-friendly attractions is a wise choice.
  • Taking your pets with you to Highland: For many, a family holiday wouldn’t feel complete without their furry companion by their side. If this resonates with you, explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of your family feel comfortable and at ease.
  • Planning for a long term stay visiting Highland: If you're seeking vacation rentals that offer discounts 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 preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Highland

Highland, Maryland offers a charming blend of culture and outdoor adventures, perfect for family vacations. Explore nearby cities for a taste of friendly atmospheres and romantic spots, while enjoying stunning mountain views. You'll find excellent vacation accommodations that cater to all budgets. Dive into the rich experiences reminiscent of the Scottish Highlands and uncover the delightful charm of Highland NC. Your getaway promises memorable moments in a welcoming setting.

  • Clarksville: Located a mere 3.2km from Highland, Clarksville is a charming city known for its vibrant family-friendly atmosphere and diverse entertainment options. Visitors flock to enjoy engaging theatre performances and lively music concerts, making it a perfect spot for couples seeking a romantic outing. The city boasts several shopping destinations, including a bustling mall centre, where you can find everything from local boutiques to major retailers. Nature enthusiasts can explore nearby natural attractions, such as the serene lake and expansive national state park, offering ample opportunity for outdoor activities and relaxation in beautiful surroundings.
  • Fulton: Just 4.8km away from Highland, Fulton is a dynamic city that caters to families and business travellers alike. The bustling shopping mall centre and various shopping areas provide a delightful retail experience, while local theatres showcase a range of performances. History buffs will appreciate the nearby historic college university, and sports fans can cheer on their favourite teams at the local stadium. With a picturesque lake close by, Fulton offers a blend of urban convenience and recreational possibilities, making it an inviting destination for all visitors.
  • Ashton-Sandy Spring: Situated 6.4km from Highland, Ashton-Sandy Spring is an idyllic city that combines outdoor adventure with urban conveniences. Families will enjoy the zipline ropes course, perfect for an action-packed day out, while shopping enthusiasts can explore both shopping centres and a mall centre. The area is rich in attractions, including a scenic lake and a historic civic government building, providing a glimpse into the local heritage. For thrill-seekers, a nearby theme park adds to the excitement, making Ashton-Sandy Spring a well-rounded destination for all types of travellers.

Best time to go to Highland

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

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January33.6°F (0.9°C)Light RainMostly SunnyAverageSlightly Low
February36.9°F (2.7°C)Light RainMostly SunnyAverageSlightly Low
March44.2°F (6.8°C)Light RainMostly SunnyHighAverage
April54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
May64.4°F (18.0°C)Light RainMostly SunnyAverageSlightly High
June73.0°F (22.8°C)Light RainMostly SunnyAverageSlightly High
July78.4°F (25.8°C)Light RainMostly SunnyHighSlightly High
August76.5°F (24.7°C)Light RainMostly SunnyLowAverage
September70.0°F (21.1°C)Light RainMostly SunnyLowSlightly Low
October59.0°F (15.0°C)Light RainMostly SunnyHighAverage
November46.9°F (8.3°C)Light RainMostly SunnyLowAverage
December39.4°F (4.1°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? It may be beneficial to keep your travel dates flexible, as prices can vary. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, take advantage of our filters to sort by price, location, and type of vacation rental.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers an easy and organized way to plan your travels. You can create new trips, resume planning from where you left off, or review your existing arrangements all in one place. Your saved or booked properties will be neatly sorted into categories such as Potential, Upcoming, or Current Trips. To begin using Trip Boards, simply visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

Book a vacation rental for your Highland getaway

Learn about the unique charm of Highland with a stay in a private vacation home. There's no shortage of things to see and do in the area.A vacation 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 things to do in the area? Venture out of your vacation home and check out everything that makes Highland a one-of-a-kind vacation spot. Here are some of the top attractions to explore, all within 30 miles (48.2 km) of the city center:

  • Hyper Kidz (6.6 mi / 10.6 km)
  • Laurel Park (8.4 mi / 13.5 km)
  • Timbers at Troy Golf Course (10.1 mi / 16.3 km)
  • Burning Tree Country Club (16.3 mi / 26.2 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 appreciate the scenery, Highland is a great place to spend some time outside. These are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • 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)
  • Rock Creek Regional Park (9.9 mi / 15.9 km)

Traveling 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 center. If you can't find a flight that's convenient for your trip, 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 vacation rental?
When considering a vacation rental in Highland, Maryland, one of the most appealing areas to stay is the surrounding countryside, which offers a serene atmosphere and picturesque landscapes. This region is known for its charming properties that cater to various tastes, with a selection of rentals available that often come with spacious grounds and beautiful views.

In particular, the vicinity near the Patuxent River presents a lovely retreat, superb for nature enthusiasts. Here, you can enjoy activities such as hiking and birdwatching, with the river providing a tranquil backdrop. Another noteworthy point of interest is the nearby managed parklands, which offer ample opportunities for outdoor recreation and relaxation.

For those looking to immerse themselves in local culture, visiting the nearby historic sites and community events can add a unique flavour to your stay.
How much does it cost to rent a vacation home in Highland?
Prices for vacation 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 travelling 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.
Are there any discounts for Highland vacation 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 vacation rentals in Highland?
A long-stay vacation 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 vacation rentals with parking?
Vrbo offers a wide selection of vacation 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.
When is the best time to visit Highland for a vacation rental?
The best time to visit Highland for a vacation rental is during the vibrant months of October to December. This period marks the peak season, celebrated for its stunning autumn foliage and festive atmosphere as the year draws to a close. Visitors can engage in the natural beauty of the area, with comfortable temperatures typically ranging from 10 to 15 degrees Celsius, making it ideal for outdoor activities like hiking and exploring local parks.

October, in particular, is a standout month, showcasing the area's breathtaking fall colours. The crisp air and scenic landscapes provide a great backdrop for leisurely walks or picnics, allowing you to fully appreciate the beauty of the changing seasons. Additionally, various local events and seasonal festivities create a lively option that enhances the overall experience.

For those looking to travel on a budget, January is the low season, offering a quieter experience with fewer crowds. This can be a lovely time for a peaceful retreat, great for relaxing in a charming vacation rental and enjoying the serene winter landscape.

Ultimately, your choice of when to visit Highland will depend on whether you prefer the vibrant energy of the peak season in autumn or the tranquil charm of winter.
How early should I book a Highland vacation rental?
Book your Highland 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.
Can I change or cancel my Highland home rental booking on Vrbo?
To find Highland 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 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 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.

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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