Herald Harbor vacation rentals

We found 6 vacation rentals — enter your dates for availability

Scroll through and select from vacation rentals in Herald Harbor to find one that's perfect for your trip. Whether you're staying in a vacation rental with family, friends, or just your furry companion, you'll find the amenities you need and want, which might include a fireplace and a washer and dryer. You'll be sure to find a rental that has what everyone needs, including options that are accessible or non-smoking.
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Find out more about Herald Harbor

Find out more about Herald Harbor

Why visit Herald Harbor

  1. Outdoor Adventures: Herald Harbor is perfect for outdoor enthusiasts, offering activities like hunting and exploring scenic parks.
  2. Nautical Community: Enjoy the charm of a waterfront lifestyle with marinas and family-friendly atmospheres.
  3. Cultural Experiences: Discover the area's rich history through historic houses and community events.
  4. Inviting Accommodation: Choose from a range of vacation rentals, including cozy cottages and stylish apartments.
  5. Safe Environment: Experience a welcoming and secure neighborhood, ideal for relaxation and exploration.

Popular types of accommodation around Herald Harbor

If you're considering a getaway to Herald Harbor, you're in for a treat! This charming locale offers a range of popular vacation rentals, including houses, cozy cottages, and stylish apartments. Whether you're seeking a peaceful hideaway, a beachside retreat, or a spacious home in Herald Harbor, we have the perfect options to suit your needs. Enjoy transparency, savings, and reassurance as you embark on your next adventure!

  • Houses: The top choice for visitors to Herald Harbor, offering spacious and comfortable living for families and groups.
  • Apartments: A popular option for those seeking a homely feel, ideal for couples or solo travellers looking for convenience.
  • Cottages: A charming option providing a quaint and cozy atmosphere, perfect for a peaceful getaway.
  • Condos: A practical choice featuring modern amenities, suitable for both short and extended stays.
  • House Boats: A unique accommodation experience, allowing guests to enjoy the water while relaxing in comfort.**

Top attractions around Herald Harbor

Herald Harbor, located in Crownsville, Maryland, offers an excellent destination for outdoor enthusiasts and adventure seekers. Visitors can explore charming marinas, scenic urban parks, and historic houses, making it perfect for cultural experiences. In addition to excursions and community events, outdoor activities like hunting and recreational pursuits provide ample opportunities for fun and exploration. Whether travelling solo or with family, Herald Harbor is a delightful spot to enjoy nature and local charm.

  1. U.S. Naval Academy: Located 11.3km from Herald Harbor, this prestigious institution offers a glimpse into naval history, with stunning architecture and scenic views along the Severn River, making it a perfect blend of culture and natural beauty.
  2. Baltimore Inner Harbor Marina: Situated 25.7km away, this vibrant marina invites adventure seekers to enjoy activities such as boating and waterfront dining, all while soaking in the picturesque beach atmosphere.
  3. Chesapeake Bay Bridge: Just 14.5km from Herald Harbor, this impressive modern bridge showcases stunning city views and connects you to a world of exploration across the beautiful Chesapeake Bay.

Things to do recommended for couples

For a romantic getaway in Herald Harbor, consider sailing with Annapolis Sailing School for adventure, catching a performance at the Ballet Theatre of Maryland for a touch of culture, or enjoying a wine tasting at Thanksgiving Farm Wines to unwind together. Each experience offers a unique charm!

Things to do recommended for families

Families visiting Herald Harbor will enjoy exciting activities like cheering at the Navy-Marine Corps Memorial Stadium, experiencing fun at Annapolis Bowl arcade, and relaxing at Fort Smallwood Park. These attractions, rich with sports, adventure, and wellness vibes, promise a delightful vacation for everyone.

Things to do recommended for groups

Groups visiting Herald Harbor can enjoy shopping at Arundel Mills Mall and try their luck at Maryland Live Casino, both located 17.7km away. For outdoor enthusiasts, the Severna Park Golf Center, just 4.8km away, offers a great spot for a round of golf.

What do I need to keep in mind when booking a vacation around Herald Harbor

If you're planning a trip with a group, family, or pets, or if you're considering an extended stay, it's important to prioritize your preferences when filtering options. Here are some helpful booking tips for Vrbo to assist you.

  • Traveling to Herald Harbor 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 many more on Vrbo.
  • Traveling to Herald Harbor with young kids: Traveling with young children can present some challenges. It's important to prioritize their comfort and safety, along with ensuring access to suitable amenities like a private swimming pool. Additionally, it's wise to think about how close you are to attractions that cater to families.
  • Taking your pets with you to Herald Harbor: For many families, a vacation wouldn’t feel complete without their furry companion by their side. If that resonates with you, be sure to explore Vrbo properties that welcome pets. Most pet-friendly accommodations offer feeding bowls and beds, ensuring that every member of your family feels at home.
  • Planning for a long term stay visiting Herald Harbor: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rental options. Don't forget to include amenities like parking, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay around Herald Harbor

Herald Harbor, a charming neighborhood in Crownsville, Maryland, offers a delightful blend of outdoor adventures and scenic beauty. Known for its nautical community, visitors can explore nearby parks and waterfronts while enjoying family-friendly atmospheres. The area's rich history and welcoming locals make it an ideal destination for those seeking both relaxation and exploration. Don't miss the chance to experience the safe and inviting environment that Herald Harbor and its surroundings have to offer.

  • Baltimore: Baltimore is a bustling metropolis located 25.7km from Herald Harbor, offering a vibrant city experience for visitors. Known for its rich history and cultural heritage, Baltimore features renowned attractions such as the Inner Harbor, where you can explore the National Aquarium and enjoy waterfront dining. The city is also home to various shopping centres and malls, making it a great destination for retail therapy. Sports enthusiasts can visit local stadiums and sports facilities, while families can enjoy educational experiences at museums and historical sites.
  • Annapolis: Positioned just 11.3km away from Herald Harbor, Annapolis is a charming city known for its picturesque waterfront and historic architecture. As the state capital of Maryland, it offers a delightful blend of family-friendly activities, outdoor adventures, and urban exploration. Visitors can stroll through the historic district, visit the United States Naval Academy, or relax at nearby beaches and lakes. Annapolis also boasts a variety of shopping options, including local boutiques and larger shopping centres, ensuring a pleasant day out for all.
  • Severna Park: Located a mere 3.2km from Herald Harbor, Severna Park is an inviting city perfect for families and outdoor enthusiasts alike. This community offers easy access to beautiful lakes, beaches, and the scenic national state park, providing ample opportunities for recreation and relaxation. Visitors will find a variety of shopping centres and educational facilities nearby, making it a convenient spot for both leisure and learning. Whether you’re enjoying a leisurely day at the park or exploring local shops, Severna Park is a delightful addition to your Maryland itinerary.

Best time to go to Herald Harbor

If you're planning a trip to Herald Harbor, 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.

calendar iconCalendar Monthtemperature iconTemperaturerain iconPrecipitationmostly cloudy iconCloudinessoccupation rate iconOccupancyprice iconPricing
January34.7°F (1.5°C)Light RainMostly SunnyModerately LowSlightly Low
February37.4°F (3.0°C)Light RainMostly SunnyModerately LowSlightly Low
March44.4°F (6.9°C)Light RainMostly SunnyAverageSlightly Low
April54.9°F (12.7°C)Light RainMostly SunnyAverageAverage
May64.2°F (17.9°C)Light RainMostly SunnyAverageAverage
June73.2°F (22.9°C)Light RainMostly SunnyModerately HighSlightly High
July78.6°F (25.9°C)Light RainMostly SunnyModerately HighSlightly High
August76.8°F (24.9°C)Light RainMostly SunnyModerately HighSlightly High
September70.7°F (21.5°C)Light RainMostly SunnyAverageAverage
October60.1°F (15.6°C)Light RainMostly SunnyAverageAverage
November48.2°F (9.0°C)Light RainMostly SunnyAverageAverage
December40.5°F (4.7°C)Light RainMostly SunnyModerately LowAverage

Booking with Vrbo is simple

Are you seeking to make your next getaway more affordable? Being flexible with your travel dates can lead to better pricing, as rates can fluctuate. Additionally, consider the possibility of booking a longer stay to unlock even greater savings. To discover a Vrbo property that aligns with your budget, please take advantage of our filters to sort by price, location, and type of vacation rental. We're here to help you find the perfect option for your journey!

Vrbo Trips: Planning made easy

Vrbo’s Trip Board provides a convenient platform for you to plan new trips, refine your existing plans, or manage your bookings with ease. Your saved or reserved properties are neatly categorized into Potential, Upcoming, or Current Trips. To discover the features of Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.

**Based on Vrbo properties bookings.

How to get to and around Herald Harbor

The nearest airport is in Baltimore Washington Intl. Airport (BWI), located 10.2 mi (16.4 km) from the city center. If you can't find a flight that works for your travel itinerary, you could also fly into Ronald Reagan Washington National Airport (DCA), which is 28.7 mi (46.2 km) away.

Frequently asked questions

What is the most popular type of vacation rental in Herald Harbor?
In Herald Harbor, vacation houses are the most popular type of rental, with several available throughout the area. These properties typically offer spacious living arrangements, featuring multiple bedrooms, fully equipped kitchens, and outdoor spaces such as decks or patios, great for enjoying the serene surroundings. Located near the waterfront, these homes provide easy access to local parks and recreational areas, making them ideal for families or groups looking to relax and engage in outdoor activities.
Are there any beach house rentals in Herald Harbor?
In Herald Harbor, Maryland, there are several beach house rentals available, providing a delightful option for travellers seeking a waterfront getaway. These properties typically feature spacious interiors with multiple bedrooms, allowing families and groups to enjoy their time together comfortably. Many beach houses come equipped with fully stocked kitchens for self-catering, inviting living areas for relaxation, and outdoor decks or patios that offer stunning views of the surrounding area.
How much does it cost to rent a vacation home in Herald Harbor?
Prices for vacation rentals in Herald Harbor 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 Herald Harbor to more spacious homes.
Are there any discounts for Herald Harbor vacation house rentals?
You can find great discounts on house rentals in Herald Harbor 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 Herald Harbor vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Herald Harbor 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 vacation rentals in Herald Harbor?
A long-stay vacation rental in Herald Harbor 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 Herald Harbor for a vacation rental?
September is the most popular time to visit Herald Harbor, as the summer crowds begin to dwindle while the weather remains pleasantly warm. This month is ideal for outdoor enthusiasts looking to enjoy activities like boating, fishing, and hiking in the nearby parks. With average temperatures in the low 20s Celsius, visitors can comfortably explore the scenic beauty of the area without the heat of peak summer.

The peak season runs from August to October, making it a vibrant time in Herald Harbor. This is when the community comes alive with various events and activities, including local fairs and outdoor concerts, creating a lively atmosphere for travellers. Many families and groups flock to the area, allowing for a vibrant social experience.

For those seeking a more budget-friendly option, December offers a quieter and more intimate atmosphere, superb for those who appreciate the tranquillity of the off-season. While the weather is cooler, with temperatures dipping into the single digits, the festive spirit of the vacation season can still be enjoyed, with beautiful lights and local events adding charm to your visit.
Are there any remote work vacation rentals in Herald Harbor?
In Herald Harbor, Maryland, there are several remote work vacation rentals available, making it a great choice for those looking to combine work and leisure. Many of these properties come equipped with essential amenities such as Wi-Fi, dedicated workspaces, and comfortable office furniture, including desk chairs and computer monitors, ensuring a productive environment. To help narrow your search, insert your dates and apply the "WiFi" filter on Vrbo.
How early should I book a Herald Harbor vacation rental?
Book your Herald Harbor 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 Herald Harbor home rental booking on Vrbo?
To find Herald Harbor 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 flat or a countryside retreat, you can turn your space into a standout destination—become a host and let Vrbo handle the heavy lifting to help you thrive.
Are all fees included in the Herald Harbor 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.

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