
Beachfront holiday rentals in Highland Beach
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Highland Beach
Guests agree: these beachfront homes are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for beachfront rentals in Highland Beach
Pet-friendly beachfront home rentals

Chesapeake Houseboat Getaway

Sunset at Rabbit Run

Wonderful Cottage Nestled On Chesapeake Bay

Room/house with panoramic view of Chesapeake Bay.

Farmhouse by the bay! Beach and pier access.

Magical Bayfrnt Home, Pier, Beach, Fossils, trails

Beachfront camping under the stars

Warm fire pit under the stars on the water
Beachfront home rentals with a pool

Chestertown Watson Family Farm

Charming RV With A Water View

Luxury Private Room & Bathroom in Aventura

The Anchorage Bed and Breakfast Skipjack

Luxurious Waterfront apartment in DC

Chesapeake Bay Estate; 2 Houses, Beach&Heated Pool

B&B - Lawson

The Anchorage Bed & Breakfast
Private beachfront home rentals

Waterfront, Private Pier, Sleeps 10, 4 bedrooms

Bay View Cottage: Perfect for long or short stays

Waterfront South River Edgewater Sunrises & Beach!

Chesapeake Beach Charm: Cozy Home with Bay views

CoastalBeachCottage*BayViews*Close2WeddingVenues

Quaint Waterfront- access, Private Shorehouse-unit

Charming Waterfront Cottage on Historic Property

High Water Guest House
Destinations to explore
- Plainview Holiday rentals
- New York City Holiday rentals
- Long Island Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Hudson Valley Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Outer Banks Holiday rentals
- South Jersey Holiday rentals
- The Hamptons Holiday rentals
- Nationals Park
- The White House
- National Mall
- Georgetown University
- M&T Bank Stadium
- District Wharf
- Oriole Park at Camden Yards
- Smithsonian National Museum of Natural History
- Betterton Beach
- National Museum of African American History and Culture
- Hampden
- Sandy Point State Park
- Arlington National Cemetery
- Patterson Park
- Georgetown Waterfront Park
- Caves Valley Golf Club
- Washington Monument
- National Harbor
- Great Falls Park
- Six Flags America
- Crystal Beach Manor, Earleville, MD
- Killens Pond State Park
- Smithsonian American Art Museum
- Library of Congress