Eastern Shore Vacation Homes

Earn Orbucks instantly: $1 Orbuck = $1 USD, good toward hotels

Save 10% or more on select hotels with Insider Prices

Book on the app to instantly earn 5% on 350,000+ hotels

Featured Vacation Homes in Eastern Shore

Don't see what you're looking for?
See all available properties in Eastern Shore
View all properties
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
    The price is $129 per night from Jun 2 to Jun 3
    $129
    per night
    Jun 2 - Jun 3
    8.8/10 Excellent! (2,029 reviews)
    Fenwick Inn

    Fenwick Inn

    13801 Coastal Highway, Ocean City, MD
    The price is $99 per night from Jun 2 to Jun 3
    $99
    per night
    Jun 2 - Jun 3
    8.2/10 Very Good! (1,754 reviews)
    Ashore Resort & Beach Club

    Ashore Resort & Beach Club

    10100 Coastal Hwy, Ocean City, MD
    The price is $139 per night from Jun 4 to Jun 5
    $139
    per night
    Jun 4 - Jun 5
    8/10 Very Good! (327 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
465 Vacation Homes
Lowest Price
$99
Highest Price
$878
Popular accommodation
Beautiful furnished home in Salisbury, MD. , Caribbean Pool Home <1 mile from Matapeake Beach!, Ocean City Bayside Retreat unit B, Beach view condo with private deck, BEACH HAVEN Assatique/Berlin Dog friendly, outside bar and kitchen, Downtown St. Michaels | Walk to Shops, Restaurants and Nightlife, Gorgeous PENTHOUSE Sea Watch 1919 Incredible Views Amenties, Dog-Friendly Beach House - Fast WiFi, Central AC, Gas Fireplace & Washer/Dryer, Ocean City Bayside Retreat unit A