
Vacation rentals in Highland Beach
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Top-rated vacation rentals in Highland Beach
Guests agree: these stays are highly rated for location, cleanliness, and more.
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Vacation rentals for every style
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Popular amenities for Highland Beach vacation rentals
Other great vacation rentals in Highland Beach

Home in Annapolis
4.91 out of 5 average rating, 35 reviewsWaterfront Home - Amazing Views - Beach Adjacent
Guest favorite

Home in Annapolis
5 out of 5 average rating, 6 reviewsSing Second Stays - Go Navy!
Guest favorite

Home in Annapolis
4.94 out of 5 average rating, 65 reviewsNaptown Suite
Top guest favorite

Home in Shady Side
4.97 out of 5 average rating, 38 reviewsRuby Of The Bay
Guest favorite

Home in Annapolis
4.97 out of 5 average rating, 35 reviewsCheerful Cottage Home in Beach Community
Guest favorite

Guest suite in Annapolis
4.95 out of 5 average rating, 111 reviewsAnnapolis Garden Suite

Home in Annapolis
5 out of 5 average rating, 3 reviewsCottage on the Bay

Guesthouse in Annapolis
4.86 out of 5 average rating, 7 reviewsRomantic Boathouse on the Bay
Destinations to explore
- Plainview Vacation rentals
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- Nationals Park
- The White House
- National Mall
- Georgetown University
- District Wharf
- Oriole Park at Camden Yards
- Betterton Beach
- Smithsonian National Museum of Natural History
- M&T Bank Stadium
- National Museum of African American History and Culture
- Sandy Point State Park
- Hampden
- Arlington National Cemetery
- Patterson Park
- Caves Valley Golf Club
- Georgetown Waterfront Park
- Six Flags America
- Washington Monument
- Great Falls Park
- Crystal Beach Manor, Earleville, MD
- National Harbor
- Killens Pond State Park
- Smithsonian American Art Museum
- Library of Congress