Highland Beach Vacation Rentals

  • Plan, book, stay with confidence

  • bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Check prices for these dates

Vacation Rentals in Highland Beach

Save an average of 15% on thousands of hotels when you're signed in

Other types of properties in Highland Beach you may be interested in

Graduate by Hilton Annapolis

4.0 star property
9.4 out of 10, Exceptional, (1004)
"Dog friendly"
The price is P8,009
P9,130 total
includes taxes & fees
Feb 3 - Feb 4
Graduate by Hilton Annapolis

Crowne Plaza Annapolis, an IHG Hotel

3.5 star property
8.8 out of 10, Excellent, (1002)
"I decided to give this hotel a second chance since I love its location and everything from the hotel but the noise is insane. The first time I stayed, kids were running up and down the hallway and knocking on doors and laughing at 6am. Then room service kept on hitting the vacuum on the walls and doors early in the morning as well and we couldn't rest. I decided to give it a second chance and again there was way too much noise. I don't know if its just really bad luck but again people talking...
The price is P6,433
P7,334 total
includes taxes & fees
Jan 27 - Jan 28
Crowne Plaza Annapolis, an IHG Hotel

DoubleTree by Hilton Hotel Annapolis

4.0 star property
8.6 out of 10, Excellent, (1003)
"amazing"
The price is P5,920
P6,748 total
includes taxes & fees
Feb 9 - Feb 10
DoubleTree by Hilton Hotel Annapolis
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Frequently asked questions

Can I find a vacation rental in Highland Beach?

Yes, there are vacation rentals near top local attractions in Highland Beach, or you can select a secluded option if you're looking for relaxation.

What’s there to see and do in Highland Beach?

Explore the area and family-friendly sights such as Annapolis Maritime Museum, or get out into nature at a spot like Maryland Quiet Waters Park. In the larger area, you’ll find Spa Creek and Ego Alley.

What’s a vacation rental in Highland Beach like?

Vacation rentals are privately owned properties where you can stay for a few weeks or just a few days in Highland Beach. Vacation rentals offer amenities such as patios, hot tubs, and fire pits to help you enjoy your stay. If you're concerned about cleanliness, a vacation rental can provide a sense of privacy away from shared hotel elevators and bustling concierge desks while still allowing you the experience of travel. You'll also find more space in a vacation rental than in a hotel, which makes a vacation rental a popular choice for a family getaway.