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Highland Beach Vacation Rentals and Short Term Rentals

Tripping.com is the world's top vacation rental search engine, rated 9.6 out of 10 based on 50 user reviews. Compare Highland Beach vacation homes and short term rentals from 2 rental sites including VRBO, HomeAway and more, ranging from $350 to $350 a night.
Showing 279 personalized results
 
    $695 / night
    Annapolis Crows Nest Cottage:  Chesapeake Bay View
    5 bed / 3 bath
    Annapolis, MD
    $425 / night
    Beautiful Murray Hill Home (Annapolis)
    4 bed / 3 bath
    Annapolis, MD
    $500 / night
    10 Minute Walk to Dwtn or Use Free Shuttle!
    4 bed / 4 bath
    Annapolis, MD
    $800 / night
    Beautifully water front Contemporary Home in Bay Ridge, Annapolis
    3 bed / 3 bath
    Annapolis, MD
    $425 / night
    Beautiful Murray Hill Home (Annapolis)
    4 bed / 3 bath
    Annapolis, MD
    $1500 / night
    1. Private 20 acre waterfront estate - main house
    4 bed / 4 bath
    Annapolis, MD
    $300 / night
    Annapolis Waterfront South River Chesapeake Bay
    3 bed / 3 bath
    Oakbluff, MD
    $250 / night
    TreeHouse
    3 bed / 2 bath
    Annapolis, MD
    $500 / night
    3. Private 20 acre waterfront estate - live-work
    1 bed / 2 bath
    Annapolis, MD
    $500 / night
    3. Private 20 acre waterfront estate - live-work
    1 bed / 2 bath
    Annapolis, MD
    $700 / night
    Naval Academy Rental Home
    5 bed / 6 bath
    Annapolis, MD
    $700 / night
    Naval Academy Rental Home
    5 bed / 6 bath
    Annapolis, MD
    $400 / night
    Charming Townhouse - Steps to City Dock and USNA
    3 bed / 2 bath
    Annapolis, MD
    $169 / night
    Spacious, Modern Condo nr. Navy Stadium and Mall
    3 bed / 2 bath
    Annapolis, MD
    $300 / night
    2. Private 20 acre waterfront estate - studio apt
    1 bed / 1 bath
    Annapolis, MD
    $300 / night
    2. Private 20 acre waterfront estate - studio apt
    1 bed / 1 bath
    Annapolis, MD

    Information about Highland Beach

    Vacation Rentals In Highland Beach

    Save hundreds with a Tripping.com vacation rental and forget about the expensive hotel room. For the ultimate getaway trip, Highland Beach offers 279 vacation home rentals for an affordable price to match your budget and accommodation needs. Book one now for an average price of $418 a night, or a long-term rental for an average price of $2,892 a month.

    These homes offer a range of amenities, giving you more bang for your buck. For those looking to stay in a corporate rental, 260 of Highland Beach’s rentals offer high speed internet so you can easily keep in touch with your company or team. Go for a swim at one of the 69 properties complete with pool or jacuzzi, or relax with a night of cable TV in any of our 257 cozy homes.

    Search properties from 6 rental sites in Highland Beach where the top providers in that area are HomeAway, VRBO, and FlipKey. There are 138 HomeAway rentals, 115 VRBO short term rentals and 14 FlipKey vacation rentals.

    Traveling with pets? Choose from 98 pet-friendly rentals in Highland Beach for a quality experience. Tripping.com’s home rentals offer far more room and comfort than a hotel, providing a safe and spacious place for you and your furry buddy. Book instantly with properties marked “Instabook”, and check out our other listings now to find the perfect vacation home for you.

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