Chesapeake Beach Vacation Homes

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Featured Vacation Homes in Chesapeake Beach

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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.

Hotel Options in Chesapeake Beach

    Rod 'N' Reel Resort

    Rod 'N' Reel Resort

    4165 Mears Ave Chesapeake Beach MD
    $171 nightly
    The price is $190 total per night from Nov 18 to Nov 19
    $190 total
    Nov 18 - Nov 19
    Total with taxes and fees
    8.8/10 Excellent! (1,003 reviews)
    Rising Sun Bay View Cottage W/ Beach Views!

    Rising Sun Bay View Cottage W/ Beach Views!

    Chesapeake Beach MD
    9.8/10 Exceptional! (8 reviews)
    Sonesta ES Suites Annapolis

    Sonesta ES Suites Annapolis

    170 Admiral Cochrane Dr Edgewater MD
    $82 nightly
    The price is $93 total per night from Nov 29 to Nov 30
    $93 total
    Nov 29 - Nov 30
    Total with taxes and fees

Chesapeake Beach Vacation Homes

Book vacation homes in Chesapeake Beach
Next time you take a group getaway top Chesapeake Beach, don’t confine your friends and family to one or two hotel rooms. Instead, snag a deal on a full-sized house and get the best of both worlds. Vacation home rentals are perfect for families and large groups that want to live like locals on vacation. Whether you are searching for a villa that pulls out all the stops or a four-bedroom house to host the best summer vacation ever, Orbitz has a variety of Chesapeake Beach vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Chesapeake Beach vacation
If you’re planning a vacation with a lot of people, you’ll want room to stretch out, and a rental home has plenty of space. Many vacation homes also come with everything you’ll need for a proper getaway, like kitchens with every gadget you can think of, along with updated furnishings, fancy spa tubs and balconies. You may even wind up in a rental home that has a sprawling backyard for barbecues, games and general relaxation. These rentals offer the added bonus of putting you right in the thick of things in Chesapeake Beach; instead of going to a small hotel room at the end of a busy day, you’re going home.

Vacations are all about creating lasting memories, and a Chesapeake Beach rental home makes it easy to create good ones. Whether you’re getting the college crowd back together or bringing along your folks and your kids, a trip to Chesapeake Beach is sure to be a winner.

Chesapeake Beach Vacation Homes essential information

Accommodation
374 Vacation Homes
Lowest Price
$93
Highest Price
$1,002
Popular accommodation
Charming Cottage by the Bay with Hot Tub, Gourmet Kitchen & Community Beach, Bright and airy waterfront getaway, Dollhouse in Central Historic St Michaels, Thorneton Point Estate, Water's Edge 2-bedroom house in charming Edgewater near Annapolis, Lovely bay views with kayaks, bikes, fire pit, crabbing & more, 5-bedroom waterfront home on 1.5 acres in Stevensville with tons of parking, Minutes from Downtown St. Michaels | Private Dock | Kayaks Bikes | Pet Friendly, Cozy, waterfront, 5BR 4BA house w 2 decks near USNA & downtown