Vacation Rentals - Beach Houses, Condos, Cabins, Apartments & Vacation Homes | Tripping.com

Find Vacation Rentals in Highland Beach

Highland Beach
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Popular Highland Beach Vacation Rentals

Find the perfect Highland Beach vacation rental

House Highland Beach
e.g. 3/11 - 3/18 (Sat - Sat)
$363 per night
House ∙ 8 guests ∙ 3 bedrooms
Highland Beach, Anne Arundel County, Maryland, United States
Free cancellation
Details
HomeToGo
Details
House Highland Beach
e.g. 1/14 - 1/21 (Sat - Sat)
$363 per night
House ∙ 11 guests ∙ 4 bedrooms
Highland Beach, Anne Arundel County, Maryland, United States
Free cancellation
Details
HomeToGo
Details
House Highland Beach
e.g. 12/3 - 12/10 (Sat - Sat)
$303 per night
House ∙ 8 guests ∙ 3 bedrooms
Highland Beach, Anne Arundel County, Maryland, United States
Free cancellation
Details
HomeToGo
Details
House Highland Beach
e.g. 1/7 - 1/14 (Sat - Sat)
$395 per night
House ∙ 8 guests ∙ 3 bedrooms
Highland Beach, Anne Arundel County, Maryland, United States
Free cancellation
Details
HomeToGo
Details
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Vacation homes and cottages with a garden

Bed & Breakfast Yard Highland Beach
e.g. 8/6 - 8/13 (Sat - Sat)
$358 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Highland Beach, Anne Arundel County, Maryland, United States
Yard
Details
HomeToGo
Details
Bed & Breakfast Yard Highland Beach
e.g. 8/6 - 8/13 (Sat - Sat)
$333 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Highland Beach, Anne Arundel County, Maryland, United States
Yard
Details
HomeToGo
Details
Bed & Breakfast Yard Highland Beach
e.g. 8/6 - 8/13 (Sat - Sat)
$442 per night
Bed & Breakfast ∙ 2 guests ∙ 1 bedroom
Highland Beach, Anne Arundel County, Maryland, United States
Yard
Details
HomeToGo
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Apartments and vacation rentals with a kitchen

House Kitchen Highland Beach
e.g. 1/7 - 1/14 (Sat - Sat)
$395 per night
House ∙ 8 guests ∙ 3 bedrooms
Highland Beach, Anne Arundel County, Maryland, United States
Free cancellation
Kitchen
Details
HomeToGo
Details
Apartment Kitchen Highland Beach
e.g. 11/27 - 12/4 (Sun - Sun)
-26%
$511
$380 per night
Apartment ∙ 5 guests ∙ 2 bedrooms
Highland Beach, Anne Arundel County, Maryland, United States
Free cancellation
Kitchen
Details
FlipKey
Details
House Kitchen Highland Beach
e.g. 7/16 - 7/23 (Sat - Sat)
-20%
$602
$480 per night
House ∙ 7 guests ∙ 2 bedrooms
Highland Beach, Anne Arundel County, Maryland, United States
Free cancellation
Kitchen
Details
FlipKey
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Pet-Friendly Homes and Apartments

House Pet-friendly Highland Beach
e.g. 12/3 - 12/10 (Sat - Sat)
$303 per night
House ∙ 8 guests ∙ 3 bedrooms
Highland Beach, Anne Arundel County, Maryland, United States
Free cancellation
Pet-friendly
Details
HomeToGo
Details
House Pet-friendly Highland Beach
e.g. 7/23 - 7/30 (Sat - Sat)
$596 per night
House ∙ 6 guests ∙ 3 bedrooms
5.0
"Excellent" (2 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Pet-friendly
Details
FlipKey
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Highland Beach?

In Highland Beach, vacation rentals start at $286 per night.

Is there a wide selection of vacation rentals in Highland Beach?

Our large collection of vacation homes makes it easy to filter and compare 26 offers in Highland Beach.

Finding the perfect vacation home has never been easier. Tripping.com searches the world's top vacation rental sites to find the best properties in 190 countries worldwide. One search lets you filter, compare and sort over 10 million available vacation rentals from trusted partners including HomeAway, VRBO, TripAdvisor, Booking.com and more. When you use Tripping.com to plan your trip and book your vacation rental, you never have to wonder if you're getting the best deal.

Vacation Rentals in Highland Beach

Looking for the perfect vacation rental for your Highland Beach getaway? Tripping.com’s got you covered. Whether you’re seeking a vacation home, cabin rental or cottage, Highland Beach offers 71 affordable vacation home rentals to choose from, with far more amenities, space and comforts than the average hotel room. Select from 49 properties with high-speed WiFi Internet, 14 full with jacuzzi and pool, and homes complete with outdoor patio, great for entertaining with guests. Whatever your needs, find the perfect home rental that best matches your accommodation style and budget. For travelers planning for an extended stay, long-term lodging and corporate rentals only cost an average of $25 a month. Save hundreds with affordable vacation rentals on Tripping.com and, in many cases, book directly online so you’re all set to go. Highland Beach has 71 gorgeous homes with 29 pet-friendly rentals to choose from, perfect for your dog or cat. Check out our vacation rental listings now to get the latest deals, and book the right vacation home rental for you and the whole family. Feel at home wherever you are and experience an unforgettable vacation with Tripping.com. Search properties from 4 vacation rental sites in Highland Beach where the top providers in that area are HomeAway, TripAdvisor, and Expedia. There are 61 HomeAway rentals, 7 TripAdvisor short term rentals and 2 Expedia vacation rentals.

Popular Day Trips Near Highland Beach

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