Airbnb, Vacation Rentals in Highland Beach, MD
Compare 1,626 available, short term beachfront holiday vacation home properties, starts from $14
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Here at VacationHomeRents, you can easily find and compare the best vacation apartments, cabins, house boats, beach houses, and RV deals. By a simple click, we help you search among millions of listings across the top sites like Airbnb, Vrbo, Booking.com and more.
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Airbnb, Vacation rentals and hotel deals in Highland Beach, MD
4.9 (61 reviews)
Annapolis/Eastport Private Beautiful Apt- < 1 Mile Walk To Downtown
Apartment · 2 Guests · 1 Bedroom
$170 /night*
4.1 (1300 reviews)
Hampton Inn & Suites Annapolis
Hotel · 1 Bedroom
$158 /night
3.3 (6 reviews)
Private Apartment - Minutes to USNA
Holiday home · 4 Guests · 2 Bedrooms
$125 /night*
4.7 (23 reviews)
Anchor's Away in the Heart of Eastport!
Apartment · 2 Guests · 1 Bedroom
$169 /night*
4.0 (472 reviews)
Hampton Inn & Suites Annapolis
Hotel · 1 Bedroom
$158 /night
3.0 (703 reviews)
Village Inn
Motel · 1 Bedroom
$96 /night
3.9 (1528 reviews)
Holiday Inn Express Hotel & Suites Annapolis, an IHG Hotel
Hotel · 1 Bedroom
$127 /night
4.1 (2194 reviews)
Hilton Garden Inn Annapolis
Hotel · 1 Bedroom
$159 /night
Spacious 2nd Floor Apartment, with its own entrance and off-street parking.
Holiday home · 4 Guests · 2 Bedrooms
$150 /night*
Airbnb, Holiday Beachfront House with Air Conditioning in Highland Beach, MD
Air Conditioning
3.3 (18 reviews)
Stay downtown with parking, backyard, and patio! 3 bd, 2.5 ba. Walk everywhere!
Holiday home · 6 Guests · 3 Bedrooms
$633 /night*
Air Conditioning
4.9 (34 reviews)
WATERFRONT COTTAGE ON SEVERN - STUNNING VIEWS - MINUTES FROM DOWNTOWN ANNAPOLIS
Cottage · 10 Guests · 5 Bedrooms
$608 /night*
Air Conditioning
5.0 (60 reviews)
Flag House Inn
B & B · 1 Bedroom
$419 /night
Airbnb, Holiday Beachfront House with Full Kitchen, and Other Rental Options in Highland Beach, MD
Full Kitchen
Charming Romantic, or Navy Professional Historic Retreat—Steps to City Dock!
Holiday home · 8 Guests · 4 Bedrooms
$600 /night*
Full Kitchen
3.3 (18 reviews)
Stay downtown with parking, backyard, and patio! 3 bd, 2.5 ba. Walk everywhere!
Holiday home · 6 Guests · 3 Bedrooms
$633 /night*
Full Kitchen
5.0 (3 reviews)
Private Cottage on gated estate
Holiday home · 6 Guests · 3 Bedrooms
$200 /night*
Airbnb, Vacation Cottage with Fireplace in Highland Beach, MD
Airbnb, Pet Friendly Vacation Cottage in Highland Beach, MD
How Does The Amenity Info Looks Like at Highland Beach, MD?
Best Amenities in Highland Beach, MD
Check above for the most common and the least popular rental amenities in Highland Beach, and pick the one that fits your preference easily. In Highland Beach, 784 rentals offer Internet or Wifi, 733 rentals offer Air Conditioning, 697 rentals offer No Smoking. So, if you need Internet or Wifi during your vacation, use the Internet or Wifi filter to compare these properties. Two amenities that are not typical are Hot Tub, Pool.
Which Price Range Is Most Typical in Highland Beach, MD Area?
Vacation House & Apartment Rental Price Information in Highland Beach, MD
The graph shows the percentages of vacation homes in each price bucket. Highland Beach has the largest percentage (19.76%) of homes in $500+ price range.
Which Accommodations Should I Pick in Highland Beach, MD?
Rental Property Types in Highland Beach, MD
Before visiting Highland Beach, it is a good idea to explore all the accommodation types in this area, and pick the one that fits your group well. All the available accommodation types are: House, Apartment, Studio, Cottage, Townhome, Condo, Estate, Guest House, Hotel, Bed And Breakfast, Boat, Bungalow, Hotel Suites, Lodge, Farmhouse, Villa, Yacht, Cabin, Resort, Chalet. House is the most-liked rental type, with the largest percentage of 57.69%. The biggest home in this area available for rent is around 48438 square feet.The least popular accommodation in Highland Beach is Chalet rentals
How Many Rental Accommodations Are Pets Friendly in Highland Beach, MD?
Pets Allowed vs Not Allowed in Highland Beach, MD
21.53% of vacation homes in Highland Beach are pet friendly. If you have pet allergies, make sure to check the home property and see whether it is a pet-friendly vacation home or not.
Where Should We Visit in Highland Beach, MD Area?
Must Visit Places In Highland Beach, MD
The most common & popular places (a.k.a points of interests) here in Highland Beach are:
- Gunpowder Falls State Park Hammerman Area
- Fort McHenry National Monument and Historic Shrine
- National Aquarium
- Visit Annapolis & Anne Arundel County
- Sandy Point State Park
- Downs Park
- Beverly Triton Nature Park
- Chesapeake Bay Bridge
- The Maryland Zoo in Baltimore
- Oriole Park at Camden Yards
- Six Flags America
- United States Botanic Garden
- Calvert Cliffs State Park
- The President's Park
- Fort Howard Park
- Mayo Beach Park
- Douglass Summer House
- North Point State Park
- Town of Highland Beach
- Annapolis City Dock
- US Naval Academy Museum
- William Paca House & Garden
- Historic Annapolis, Inc.
- Annapolis Maritime Museum - Park Campus
- Annapolis Tours by Watermark
- Annapolis Maritime Museum & Park
- Quiet Waters Park
- Banneker-Douglass Museum
- Hammond-Harwood House
- Maryland World War II Memorial
Which Airports Should I Choose To Get To Highland Beach, MD?
Suggested Airports in Highland Beach, MD
Here are the airports that located near Highland Beach:
Vacation Destinations Near Highland Beach, MD
* The displayed nightly rate may be estimated based on a future travel date. Narrow down your search with checkin and checkout dates to see the exact price.