Eastern Shore Vacation Homes

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Featured Vacation Homes in Eastern Shore

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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 Eastern Shore

    Grand Hotel Ocean City Oceanfront

    Grand Hotel Ocean City Oceanfront

    2100 N Baltimore Ave, Ocean City, MD
    $108 nightly
    The price is $119 total per night from May 12 to May 13
    $119 total
    May 12 - May 13
    Total includes taxes and fees
    8.8/10 Excellent! (2,755 reviews)
    Fenwick Inn

    Fenwick Inn

    13801 Coastal Highway, Ocean City, MD
    $92 nightly
    The price is $103 total per night from May 12 to May 13
    $103 total
    May 12 - May 13
    Total includes taxes and fees
    8.6/10 Excellent! (1,912 reviews)
    Carousel Resort Hotel & Condominiums

    Carousel Resort Hotel & Condominiums

    11700 Coastal Hwy, Ocean City, MD
    $81 nightly
    The price is $89 total per night from May 26 to May 27
    $89 total
    May 26 - May 27
    Total includes taxes and fees
    7.8/10 Good! (1,329 reviews)

Eastern Shore Vacation Homes

Book vacation homes in Eastern Shore
Next time you take a group getaway top Eastern Shore, 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 Eastern Shore vacation homes for rent that are ideal for you. Your perfect pad is only a few clicks away.

Homes for every Eastern Shore 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 Eastern Shore; 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 Eastern Shore 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 Eastern Shore is sure to be a winner.

Eastern Shore Vacation Homes essential information

Accommodation
594 Vacation Homes
Lowest Price
$89 total
Highest Price
$488 total
Popular accommodation
240' Private Beachfront @Kent Island Love Point - Great for Large Groups, Captivating Chesapeake experience, PENTHOUSE 8th Floor- Boardwalk, Pool, Sundeck, Absolutely Stunning 5 BR 5 BA Canal Front Home - You'll Never Want to Leave!, ❤️Charming Coastal/Country Home w/3 Acres & Sauna!❤️, DownByTheBay-115 WATERFRONT! 4 BR/3.5BA at Broad Marsh OC with GARAGE Sleeps 15, 5BR OceanView O/D Space/Movies, Pool, Bikes, Gear, ⭐️Luxury Belmont Towers 402 Direct Ocean Front Pool Gym⭐️, Cottage near the Bay