Find Vacation Rentals in Highland Beach

We have 113 properties to choose from
Highland Beach
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Highland Beach
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Popular Highland Beach Vacation Rentals

Find the perfect Highland Beach vacation rental

House Highland Beach
$1,409 per night
House ∙ 16 guests ∙ 5 bedrooms
5.0
Outstanding (32 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Details
Vrbo
Details
Details
House Highland Beach
$385 per night
House ∙ 12 guests ∙ 5 bedrooms
5.0
Outstanding (67 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Details
Vrbo
Details
Details
House Highland Beach
$392 per night
House ∙ 13 guests ∙ 5 bedrooms
4.3
Very good (33 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Details
Vrbo
Details
Details
House Highland Beach
$326 per night
House ∙ 19 guests ∙ 5 bedrooms
5.0
Outstanding (10 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Details
Vrbo
Details
Details
House Highland Beach
$508 per night
House ∙ 14 guests ∙ 4 bedrooms
4.8
Outstanding (54 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Details
Vrbo
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Details
House Highland Beach
$404 per night
House ∙ 14 guests ∙ 4 bedrooms
4.9
Outstanding (36 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Details
Vrbo
Details
Details
House Highland Beach
$253 per night
House ∙ 5 guests ∙ 3 bedrooms
5.0
Outstanding (28 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Details
Vrbo
Details
Details
House Highland Beach
$809 per night
House ∙ 10 guests ∙ 4 bedrooms
5.0
Outstanding (48 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Details
Vrbo
Details
Details
House Highland Beach
$293 per night
House ∙ 8 guests ∙ 3 bedrooms
5.0
Outstanding (10 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Details
Vrbo
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Recommended Rentals With Pools

House  Highland Beach
$1,083 per night
House ∙ 18 guests ∙ 6 bedrooms
4.8
Outstanding (32 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Pool
Details
Vrbo
Details
Details
House  Highland Beach
$755 per night
House ∙ 12 guests ∙ 5 bedrooms
4.7
Excellent (12 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Pool
Details
Vrbo
Details
Details
House  Highland Beach
$1,337 per night
House ∙ 10 guests ∙ 5 bedrooms
5.0
Outstanding (6 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Pool
Details
Vrbo
Details
Details
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Pet-Friendly Homes and Apartments

House  Highland Beach
$292 per night
House ∙ 19 guests ∙ 5 bedrooms
Highland Beach, Anne Arundel County, Maryland, United States
Pet-friendly
Details
HomeToGo
Details
Details
House  Highland Beach
$344 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (24 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Pet-friendly
Details
Vrbo
Details
Details
House  Highland Beach
$346 per night
House ∙ 8 guests ∙ 3 bedrooms
4.9
Outstanding (24 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Pet-friendly
Details
HomeToGo
Details
Details
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Best vacation rentals with a balcony

House  Highland Beach
$1,324 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (20 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Balcony
Details
Vrbo
Details
Details
House  Highland Beach
$713 per night
House ∙ 8 guests ∙ 4 bedrooms
5.0
Outstanding (24 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Balcony
Details
Vrbo
Details
Details
House  Highland Beach
$727 per night
House ∙ 12 guests ∙ 4 bedrooms
4.8
Outstanding (26 ratings)
Highland Beach, Anne Arundel County, Maryland, United States
Balcony
Details
Vrbo
Details
Details
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Frequently Asked Questions

Can I find cheap vacation rentals in Highland Beach?

In Highland Beach, vacation rentals start at $189 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 113 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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