Where to stay around Highland Beach?

Our 2019 property listings offer a large selection of 456 vacation rentals near Highland Beach. From 317 Houses to 70 Condos/Apartments, find a unique house rental for you to enjoy a memorable stay with your family and friends. The best places to stay near Highland Beach for a holiday or a weekend are on HomeAway.

What is the best area to stay when traveling to Highland Beach?

Whether you're traveling with family or friends, here are the areas with the largest selection of vacation rentals for a holiday trip or just for a weekend in Highland Beach:

  • Eastport: 153 vacation rentals
  • Historic District: 104 vacation rentals
  • West Annapolis: 34 vacation rentals
  • Naval Academy: 107 vacation rentals
  • Bay Ridge: 35 vacation rentals

For other neighborhoods, please use our search bar to access the selection of vacation rentals available.

What are the popular points of interest near where I can stay when traveling to Highland Beach?

HomeAway offers a large selection of vacation rentals near lovely places in Highland Beach. From HomeAway travelers, the most popular points of interest to stay for a holiday trip or just for a weekend are:

  • Chesapeake Bay Bridge: 633 vacation rentals
  • Maryland Quiet Waters Park: 681 vacation rentals
  • Chesapeake Bay Maritime Museum: 402 vacation rentals
  • Sandy Point State Park: 620 vacation rentals
  • Rock Hall Harbor: 519 vacation rentals

But there are many other points of interest around Highland Beach listed on HomeAway where you can find your place to stay. Please use our search bar to access the selection of vacation rentals available near the point of interest of your choice.

Can I rent Houses in Highland Beach?

Yes, of course. HomeAway has 317 Houses in Highland Beach. Our other popular types of vacation rentals in Highland Beach include:

  • Condos/Apartments: 70 rentals available
  • Cabins: 12 rentals available
  • Cottages: 12 rentals available

But you can also enjoy a great stay in one of our other vacation rentals including Bungalows and more.

Can I find a vacation rental with pool in Highland Beach?

Yes, you can select your preferred vacation rental with pool among our 86 vacation rentals with pool available in Highland Beach. Please use our search bar to access the selection of vacation rentals available.

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