Compare Eastern Shore Condo Rentals

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 Eastern Shore Condo Rentals

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.

Eastern Shore Accommodation Oceanfront

    Inn at Huntingfield Creek

    Inn at Huntingfield Creek

    4928 Eastern Neck Rd, Rock Hall, MD
    The price is $198 per night from May 4 to May 5
    $198
    includes taxes & fees
    $178 per night
    May 4 - May 5
    10/10 Exceptional! (50 reviews)
    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    The price is $604 per night from May 4 to May 5
    $604
    includes taxes & fees
    $549 per night
    May 4 - May 5
    9.4/10 Exceptional! (344 reviews)
    Knapps Narrows Marina & Inn

    Knapps Narrows Marina & Inn

    6176 Tilghman Island Road, Tilghman, MD
    The price is $132 per night from May 4 to May 5
    $132
    includes taxes & fees
    $120 per night
    May 4 - May 5
    9.4/10 Exceptional! (326 reviews)
    Lighthouse Club Hotel

    Lighthouse Club Hotel

    200 56th Street, Ocean City, MD
    The price is $216 per night from May 4 to May 5
    $216
    includes taxes & fees
    $195 per night
    May 4 - May 5
    9.4/10 Exceptional! (520 reviews)
    Hilton Garden Inn Kent Island Marina

    Hilton Garden Inn Kent Island Marina

    3206 Main St, Grasonville, MD
    The price is $159 per night from May 5 to May 6
    $159
    includes taxes & fees
    $144 per night
    May 5 - May 6
    9/10 Wonderful! (913 reviews)
    Hyatt Regency Chesapeake Bay

    Hyatt Regency Chesapeake Bay

    100 Heron Blvd, Cambridge, MD
    The price is $275 per night from May 6 to May 7
    $275
    includes taxes & fees
    $242 per night
    May 6 - May 7
    8.6/10 Excellent! (1,001 reviews)
    Hampton Inn Salisbury

    Hampton Inn Salisbury

    121 E Naylor Mill Rd, Salisbury, MD
    The price is $132 per night from May 11 to May 12
    $132
    includes taxes & fees
    $118 per night
    May 11 - May 12
    8.6/10 Excellent! (1,000 reviews)
    Lowes Wharf Marina Inn

    Lowes Wharf Marina Inn

    21651 Lowes Wharf Rd, Sherwood, MD
    7.6/10 Good! (71 reviews)
    Americas Best Value Inn Princess Anne

    Americas Best Value Inn Princess Anne

    30359 Mt. Vernon Road, Princess Anne, MD
    The price is $89 per night from May 4 to May 5
    $89
    includes taxes & fees
    $80 per night
    May 4 - May 5
    6.2/10 (44 reviews)

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 $119 per night from May 11 to May 12
    $119
    includes taxes & fees
    $108 per night
    May 11 - May 12
    8.8/10 Excellent! (2,729 reviews)
    Hyatt Place Ocean City / Oceanfront

    Hyatt Place Ocean City / Oceanfront

    1 16th Street, Ocean City, MD
    The price is $137 per night from May 13 to May 14
    $137
    includes taxes & fees
    $123 per night
    May 13 - May 14
    9/10 Wonderful! (1,398 reviews)
    Holiday Inn & Suites Ocean City by IHG

    Holiday Inn & Suites Ocean City by IHG

    1701 Atlantic Avenue, Ocean City, MD
    The price is $163 per night from May 11 to May 12
    $163
    includes taxes & fees
    $147 per night
    May 11 - May 12
    9.4/10 Exceptional! (1,087 reviews)

Luxury Condos

Find luxury condos in Eastern Shore
Get your vacation off to a fabulous start by booking a luxury condo in Eastern Shore. They’re a great option if you want to pamper yourself a little more than usual on your next getaway. Plus, they give you a unique opportunity to see the city the way a local would. You’re not in a hotel—you’re home. Condominiums come in all shapes and sizes, and with Orbitz on your side, you’ll find exactly the right one for your trip.

Stay in a Eastern Shore condo
Vacation condo rentals are a nice alternative to hotels with perks such as multiple bedrooms, living rooms, balconies, laundry facilities, Wi-Fi access and espresso machines. And don’t underestimate the power of the full kitchen in your condo: whipping up midnight snacks is a breeze, and hey, making a meal on your own without worrying about ordering in or going out to eat is just plain convenient. You might also have a pool, a gym and a hot tub on the property or close by.  

Exploring Eastern Shore will be a breeze with a downtown condo as your home base. You’ll be close to the top sights, and within walking distance of great restaurants, shopping, and bars. Got leftovers? Put them in your fridge. Remember, you’re living like a local now.

Eastern Shore Condo Rentals essential information

Accommodation
1034 Condo Rentals
Lowest Price
$89
Highest Price
$604
Popular accommodation
ON TOP FLOOR OF MARRIOTT - Luxury Boardwalk/Beach 1400 sq ft + Hotel amenities, 2BR Family Friendly Condo, Close to Attractions, Newly Listed - Never Rented Unit with Indoor Pool in Ocean Front Building, Beachfront condo with ocean and bay views, fast WiFi, pools, & game room, Nicely Appointed Beachfront Condo with Incredible Views and Indoor Pool!, Amazing 1 BR Ocean Front Unit - Wake Up Each Morning to a Beautiful Sunrise!, See sunrise over the ocean from your living room!, Watch the Waves and Relax. Steps from the Beach! Sunny & Breezy top floor unit., The Plaza - Direct Oceanfront Luxury Condo with Beach bar-Discount weekly