Highland vacation rentals

We found 157 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

  • Outdoor Adventures: Highland offers beautiful parks and inviting outdoor spaces perfect for family-friendly activities.
  • Cultural Experiences: Explore nearby historic universities and modern colleges that enrich the local culture.
  • Charming Accommodations: Choose from cozy cottages and private vacation homes for a comfortable stay.
  • Community Atmosphere: Enjoy a friendly, welcoming vibe in the neighborhoods, ideal for relaxation and connecting with locals.
  • Budget-Friendly Fun: Highland provides a variety of activities suitable for travelers looking to save while enjoying their vacation.

Popular types of accommodation in Highland

If you're exploring vacation rentals in Highland, MD, you'll find a variety of appealing options. Our most popular accommodations include houses, cozy apartments, and modern condos, perfect for any traveler. Whether you're looking for Columbia Heights apartments or those featuring hardwood floors, we ensure transparency and savings in your search. Discover the ideal space for your getaway with us.

  • Houses: The top choice for visitors to Highland, offering spacious and comfortable accommodations perfect for families and groups.
  • Apartments: A popular option for those seeking convenience and amenities, ideal for couples and solo travelers.
  • Condos: These modern living spaces provide a blend of comfort and style, making them a favored choice for vacationers.
  • Cottages: Charming and cozy, cottages offer a quaint retreat for those looking to unwind in a peaceful setting.
  • Villas: Luxurious and spacious, villas are perfect for those wanting an upscale vacation experience.**

Top attractions near Highland

Highland, Maryland, offers a wonderful blend of culture, family-friendly activities, and outdoor adventures. Visitors can explore urban parks, modern colleges, and historic universities, making it an ideal destination for those seeking a vibrant city experience. Whether you're looking to enjoy nature or engage in educational pursuits, Highland has something for everyone to enjoy.

  • University of Maryland, College Park: A historic institution, this vibrant campus offers a rich cultural experience with galleries, theaters, and beautiful green spaces, just 13 miles from Highland.
  • Howard County Fairgrounds: Located 9 miles away, this family-friendly venue features outdoor events, rides, and attractions that create a lively, festive atmosphere perfect for all ages.
  • Howard University: Situated 18 miles from Highland, this modern university showcases urban life with its dynamic campus, diverse community, and cultural events, embodying the spirit of the city.

Things to do recommended for couples

Planning a romantic getaway in Highland? Enjoy a concert under the stars at Merriweather Post Pavilion, indulge in luxury at Woodmont Country Club, or have fun together at Gaithersburg Miniature Golf. Each experience offers a unique vibe perfect for couples seeking connection and adventure.

Things to do recommended for families

Your family can have a blast at Gardens Ice House for ice skating, just 7 miles from Highland. For a dose of wellness, check out the Fairland Sports and Athletic Complex, also 7 miles away. Don't miss the excitement of SECU Stadium, located 13 miles from Highland.

Things to do recommended for groups

Explore the lively Arundel Mills Mall for shopping and entertainment, just 13 miles from Highland. Enjoy a captivating performance at the Olney Theatre Center, 5 miles away, or embark on an outdoor adventure at The Adventure Park at Sandy Spring, also 5 miles from Highland.

*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 in Highland

When traveling with a group, family, or pets, or if you're seeking longer stays, be sure to prioritize your needs with the right filters. Here are some helpful Vrbo booking tips for you.

  • Traveling to Highland with a group: Think about how many bedrooms you'll require, along with features like a complete kitchen or outdoor area for group gatherings. Luckily, you can easily filter for these options and much more on Vrbo.
  • Traveling to Highland with young kids: Traveling with little ones can be a bit daunting. It’s important to prioritize their comfort and safety, along with suitable amenities like a private pool. Additionally, you might want to think about how close you are to attractions that are great for families.
  • Taking your pets with you to Highland: For many families, a trip isn't truly complete without their beloved pet by their side. If that resonates with you, explore Vrbo listings that welcome pets. Most of these pet-friendly accommodations come equipped with feeding bowls and beds, ensuring that every member of the family feels comfortable and at home.
  • Planning for a long term stay visiting Highland: If you're searching for vacation rentals that offer special rates for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can conveniently discover and save on monthly rentals. Don’t forget to include options like a parking space, a well-equipped kitchen, or a private pool in your search criteria.

Where to stay near Highland

Highland, Maryland, offers a delightful blend of culture and outdoor experiences perfect for family vacations. Explore charming family homes, cozy cottages, and inviting outdoor spaces, where summer evenings come alive. Nearby neighborhoods boast a friendly atmosphere, making it an ideal destination for those seeking romance or budget-friendly fun. Whether you're enjoying a relaxing day in nature or connecting with the community, Highland promises unforgettable moments for every traveler.

  • Clarksville: Located a mere 2 miles from Highland, Clarksville offers a delightful blend of family-friendly activities and romantic settings. Visitors can enjoy an array of entertainment options, including music concerts and theatrical performances at local venues. The city also features a vibrant shopping mall center, perfect for those looking to indulge in retail therapy. Nature enthusiasts can take advantage of the nearby lake, national state park, and urban park, making Clarksville an ideal destination for both adventure and relaxation.
  • Fulton: Just 3 miles from Highland, Fulton is a dynamic city that caters to families and business travelers alike. The area boasts multiple shopping centers and a bustling shopping mall, combining convenience with a wide variety of retail options. Music concerts contribute to the city's vibrant atmosphere, while historical landmarks such as a nearby college university and stadium provide cultural depth. The serene lake in the area invites visitors for leisurely walks or picnics, making Fulton a well-rounded destination for everyone.
  • Brinklow: A charming village located 3 miles from Highland, Brinklow is perfect for those seeking a beach getaway. With its family-friendly beach and picturesque surroundings, visitors can unwind and enjoy the sun and surf. Whether you're looking to build sandcastles with the kids or simply relax by the water, Brinklow offers a laid-back atmosphere that contrasts nicely with the busier urban areas nearby. This quaint village is a hidden gem for anyone wanting to escape the hustle and bustle of city life.

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,

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
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 SunnyAverageAverage
July78.4°F (25.8°C)Light RainMostly SunnyHighAverage
August76.5°F (24.7°C)Light RainMostly SunnyAverageAverage
September70.0°F (21.1°C)Light RainMostly SunnyAverageSlightly Low
October59.0°F (15.0°C)Light RainMostly SunnyHighSlightly High
November46.9°F (8.3°C)Light RainMostly SunnyAverageSlightly High
December39.4°F (4.1°C)Light RainMostly SunnyAverageAverage

Booking with Vrbo is simple

Planning your next getaway and want to keep costs down? Being flexible with your travel dates can make a big difference, as prices often fluctuate. Additionally, consider booking a longer stay to enjoy even greater savings. To discover a Vrbo property that suits your budget, simply use our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect fit for your travel needs.

Save more with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash on the full booking amount. Being the organizer certainly has its perks. Become a member of our One Key rewards program to unlock exclusive savings and earn OneKeyCash on eligible stays. Sign up today and begin reaping the benefits.

Vrbo Trips: Planning made easy

Vrbo’s Trip Board offers a user-friendly platform for you to plan new trips, resume your previous ones, or organize your travel arrangements. You can easily access your saved or booked properties, conveniently sorted into categories like Potential, Upcoming, or Current Trips. To begin exploring Trip Boards, simply visit: https://www.vrbo.com/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:

  • Laurel Park (8.4 mi / 13.5 km)
  • Go Ape Treehouse Adventure Course (9.9 mi / 15.9 km)
  • Timbers at Troy Golf Course (10.1 mi / 16.3 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)

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 planning a vacation rental in Highland, Maryland, one of the best areas to consider is the vicinity around the Patuxent River. This region is known for its picturesque landscapes and outdoor recreational opportunities. Staying near the river not only provides scenic views but also easy access to activities such as kayaking, fishing, and hiking along the numerous trails that wind through the nearby parks.

Another appealing option is the neighborhood surrounding the historic sites, which adds a touch of charm to your stay. Here, you can explore local history and culture, with attractions like the nearby Montpelier Mansion, a beautifully preserved estate that offers a glimpse into 18th-century life. This area typically features a moderate number of vacation rental properties, providing a range of choices from cozy cabins to spacious homes.

In addition to these locales, the Highland area is conveniently located near major highways, making it easy to explore nearby attractions, such as the vibrant town of Ellicott City and its charming Main Street, filled with shops, dining, and rich history.
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 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 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. 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.
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 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.
When is the best time to visit Highland for a vacation rental?
October is the most popular time to visit Highland, Maryland, as the fall foliage transforms the landscape into a vibrant tapestry of colors. This month marks the beginning of the peak season, which continues through December, attracting travelers who appreciate the beauty of autumn and the charm of the local community.

During this period, outdoor enthusiasts can enjoy comfortable temperatures ranging from the low 40s to mid-60s Fahrenheit, making it ideal for hiking and exploring the nearby trails. The scenic views of the changing leaves are great for leisurely strolls and photography, while the cozy atmosphere of Highland invites relaxation and connection with nature.

For those looking for a more budget-friendly experience, consider planning your visit in January. While this is the low season, it offers a peaceful atmosphere great for those seeking tranquility and a chance to enjoy the beauty of the winter landscape without the crowds.

In summary, whether you choose the lively fall season or the serene winter months, Highland has something to offer every traveler.
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 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 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 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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