Diamond Head vacation rentals

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Find out more about Diamond Head

Why visit Diamond Head

  • Beautiful beaches: Enjoy the stunning views and relaxing atmosphere of Ocean City Beach along the Atlantic Ocean.
  • Family-friendly activities: Experience exciting amusement parks and various outdoor activities suitable for all ages.
  • Trendy neighborhoods: Explore nearby areas that offer a charming, laid-back vibe reminiscent of New Orleans and Key West.
  • Diverse accommodations: Choose from a range of vacation rentals, including beachfront condos and stylish apartments.
  • Friendly locals: Embrace the welcoming community and captivating scenery that make your visit memorable.

Popular types of accommodation around Diamond Head

Looking for the perfect getaway in Diamond Head? You're in the right place. Our most popular vacation rentals include houses, cozy condos, and stylish apartments. Whether you prefer a beachfront condominium or an oceanfront building, we have a range of options, including spacious bedroom oceanfront condos that offer stunning views. Enjoy your stay with the reassurance of transparency and savings at every step.

  • Houses: The top choice for travelers in Diamond Head, offering spacious accommodations perfect for families or groups seeking a home-away-from-home experience.
  • Condos: A popular option for those looking for modern amenities and shared facilities, ideal for couples or small families.
  • Apartments: A convenient choice for travelers wanting a central location with all the comforts of home.
  • Cottages: These charming retreats provide a cozy atmosphere, perfect for a romantic getaway.
  • Villas: Luxurious and spacious, villas are great for those looking to indulge in a lavish stay.**

Top attractions near Diamond Head

Diamond Head in Ocean City, Maryland, offers a delightful getaway with its stunning beach, scenic esplanade, and exciting amusement parks. Perfect for outdoor enthusiasts and families, you can enjoy activities like lounging on Ocean City Beach, exploring the area, and soaking in the coastal vibes. Make sure to experience the local attractions and create unforgettable memories during your visit to this charming destination.

  • Ocean City Boardwalk: This lively 5-mile esplanade offers a perfect blend of romance and family-friendly fun, featuring shops, restaurants, and stunning ocean views that make for a delightful stroll.
  • Ocean City Beach: Located 5 miles away, this beautiful beach provides a classic beach vibe, perfect for sunbathing, swimming, and enjoying water sports along its pristine shoreline.
  • Jolly Roger Amusement Park: Just 3 miles from Diamond Head, this amusement park is packed with exhilarating rides and attractions, ensuring an unforgettable day of adventure for the whole family.

Things to do recommended for couples

For a romantic getaway near Diamond Head, enjoy mini-golf at Maui Golf, just a mile away, or embrace adventure at Shark's Cove Marina, four miles distant. Don’t miss a charming visit to Costa Ventosa Vineyard and Winery for delightful wine tasting, located eleven miles from your base.

Things to do recommended for families

Families vacationing at Diamond Head can enjoy Northside Park for relaxation, the Carousel Ice Skating Rink for exciting ice skating fun, and the Mallard Run Recreation Center for wellness activities—all conveniently located within a mile or two for a perfect family adventure.

Things to do recommended for groups

For an unforgettable group experience near Diamond Head, visit Seacrets Distilling Company for a fun-filled tasting, explore the shops at Gold Coast Mall, or enjoy family-friendly activities at Ocean Plaza Mall Shopping Center, all within a short distance from your location.

*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 around Diamond Head

If you're traveling with a group, family, pets, or planning an extended stay, be sure to prioritize your preferences when searching. Here are some helpful Vrbo booking tips for you.

  • Traveling to Diamond Head with a group: Think about how many bedrooms you'll require and any additional features you might want, like a fully equipped kitchen or outdoor areas for group get-togethers. Luckily, you can easily narrow down your options for all of these and more on Vrbo.
  • Traveling to Diamond Head with young kids: Traveling with young kids can be quite a task. It's important to prioritize their comfort and safety, along with suitable amenities like a private swimming pool. Additionally, thinking about how close you are to family-friendly attractions can enhance your experience.
  • Taking your pets with you to Diamond Head: For many families, a trip wouldn't feel complete without their furry companion by their side. If you can relate, explore Vrbo listings that are pet-friendly. Most of these accommodations come equipped with feeding bowls and pet beds, ensuring that your four-legged family member feels just as comfortable as everyone else.
  • Planning for a long term stay visiting Diamond Head: If you're searching for 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 options like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Diamond Head

Diamond Head, located in Ocean City, Maryland, offers a delightful vacation experience with its family-friendly atmosphere and stunning beach views of the Atlantic Ocean. Explore nearby trendy neighborhoods that embody a relaxing vibe, perfect for unwinding. From the charm of New Orleans to the laid-back feel of Key West, you'll discover affordable options that make your stay enjoyable. Embrace the friendly people and captivating scenery as you embark on this memorable getaway.

  • Ocean City: Ocean City is a vibrant coastal city known for its stunning beaches and lively atmosphere. As the home of Diamond Head, Ocean City offers a delightful mix of outdoor activities, romantic spots, and family-friendly attractions. Visitors can stroll along the famous boardwalk, which features a variety of shops, restaurants, and amusement parks. The local esplanade and family beach areas are perfect for sunbathing, swimming, and enjoying water sports. With a bustling nightlife and seasonal events, Ocean City is an exciting destination for all types of travelers.
  • Midtown Ocean City: Midtown Ocean City is a charming neighborhood located just a mile from Diamond Head. This area maintains the same lively spirit as Ocean City while offering a slightly quieter atmosphere. It's ideal for those seeking outdoor adventures, romantic getaways, or family fun. The neighborhood is home to beautiful beaches, a scenic boardwalk, and numerous shopping options. With easy access to water parks and recreational activities, Midtown Ocean City ensures a memorable experience for both relaxation and excitement.
  • Little Salisbury: Little Salisbury is a delightful neighborhood situated a half mile from Diamond Head. Known for its laid-back beach vibe, this area is perfect for travelers seeking outdoor enjoyment, romantic escapades, and beach activities. The charming boardwalk and recreational areas invite you to explore the coastline, while local shops and dining options enhance your experience. Proximity to beautiful beaches and family-friendly attractions makes Little Salisbury a prime spot for sun-seekers and those looking to unwind by the ocean.

Best time to go to Diamond Head

If you're planning a trip to Diamond Head, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January38.8°F (3.8°C)Light RainMostly SunnyLowSlightly Low
February40.5°F (4.7°C)Light RainMostly SunnyLowSlightly Low
March45.3°F (7.4°C)Light RainMostly SunnyAverageSlightly Low
April54.3°F (12.4°C)Light RainMostly SunnyAverageAverage
May63.0°F (17.2°C)Light RainMostly SunnyAverageAverage
June72.0°F (22.200000000000003°C)Light RainMostly SunnyHighSlightly High
July77.7°F (25.4°C)Light RainMostly SunnyHighSlightly High
August76.6°F (24.8°C)Light RainMostly SunnyHighSlightly High
September72.0°F (22.200000000000003°C)Light RainMostly SunnyAverageAverage
October63.0°F (17.2°C)Light RainMostly SunnyAverageAverage
November52.0°F (11.1°C)Light RainMostly SunnyAverageAverage
December45.0°F (7.2°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is simple

Are you hoping to save on your upcoming trip? Being flexible with your travel dates can really help, as prices can vary quite a bit. Additionally, opting for a longer stay often leads to significant savings. To discover the perfect Vrbo property that fits your budget, utilize our filters to sort by price, location, and type of vacation rental. We're here to help you make the most of your travel experience.

Save more with One Key

Plan your group getaway by booking an eligible Vrbo, and you'll earn OneKeyCash on your reservation. Being the organizer has its perks. When you join our travel rewards program, One Key, you'll gain immediate access to exclusive member savings and the opportunity to earn and redeem OneKeyCash on eligible bookings. Sign up now and start enjoying the benefits.

Vrbo Trips: Planning as easy as it gets

Vrbo's cutting-edge Trip Board offers you a dedicated area to plan exciting new trips, pick up right where you left off, and manage your travel plans with ease. You can easily access your previously saved and booked properties in the sections for Potential, Upcoming, or Current Trips. To start using Trip Boards, simply visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

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