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Tonight
26 Dec - 27 Dec
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27 Dec - 28 Dec
This weekend
26 Dec - 28 Dec
Next weekend
2 Jan - 4 Jan
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Top Highland Beach Hotel Reviews

DoubleTree by Hilton Hotel Annapolis

DoubleTree by Hilton Hotel Annapolis

10/10 Excellent
"did not dine in your hotel. "
Stan 5-night trip
Posted 2 days ago
DoubleTree by Hilton Hotel Annapolis

Find out more about Highland Beach

Search for holiday rentals in Highland Beach on Expedia! You can easily find your home rentals, villas, holiday apartments in Highland Beach using one of the methods below:

  • View our selection of featured holiday rentals in Highland Beach
  • Use the map to find apartments and other holiday homes in the Highland Beach neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Highland Beach while they last

Look no further and take a look at our great range of rental properties in Highland Beach!

Frequently asked questions

Can I find a holiday rental in Highland Beach?

Yes, there are holiday rentals close to the most popular sights in Highland Beach, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Highland Beach?

Northern Chesapeake Bay and Chesapeake Bay are a couple of lovely local spots to get outside and enjoy nature. In the wider area, you’ll find Maryland Quiet Waters Park and Annapolis Landing Marina.

What’s a holiday rental in Highland Beach like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Highland Beach. Holiday rentals offer amenities such as kitchens and laundry facilities so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of security away from shared hotel lifts and busy front desks while still allowing you to travel. You'll also have more space in a holiday rental than in a hotel, which makes a holiday rental a popular choice for a family trip.