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
    $178 nightly
    The price is $198 total per night from Aug 24 to Aug 25
    $198 total
    Aug 24 - Aug 25
    Total includes taxes and fees
    10/10 Exceptional! (52 reviews)
    Inn at Perry Cabin

    Inn at Perry Cabin

    308 Watkins Ln, St. Michaels, MD
    $610 nightly
    The price is $671 total per night from Sep 1 to Sep 2
    $671 total
    Sep 1 - Sep 2
    Total includes taxes and fees
    9.4/10 Exceptional! (359 reviews)
    Knapps Narrows Marina & Inn

    Knapps Narrows Marina & Inn

    6176 Tilghman Island Road, Tilghman, MD
    $220 nightly
    The price is $242 total per night from Aug 28 to Aug 29
    $242 total
    Aug 28 - Aug 29
    Total includes taxes and fees
    9.4/10 Exceptional! (338 reviews)
    Lighthouse Club Hotel

    Lighthouse Club Hotel

    200 56th Street, Ocean City, MD
    $223 nightly
    The price is $248 total per night from Sep 2 to Sep 3
    $248 total
    Sep 2 - Sep 3
    Total includes taxes and fees
    9.4/10 Exceptional! (602 reviews)
    Hilton Garden Inn Kent Island Marina

    Hilton Garden Inn Kent Island Marina

    3206 Main St, Grasonville, MD
    $158 nightly
    The price is $175 total per night from Aug 24 to Aug 25
    $175 total
    Aug 24 - Aug 25
    Total includes taxes and fees
    9/10 Wonderful! (982 reviews)
    Hyatt Regency Chesapeake Bay

    Hyatt Regency Chesapeake Bay

    100 Heron Blvd, Cambridge, MD
    $249 nightly
    The price is $283 total per night from Aug 25 to Aug 26
    $283 total
    Aug 25 - Aug 26
    Total includes taxes and fees
    8.6/10 Excellent! (1,005 reviews)
    Hampton Inn Salisbury

    Hampton Inn Salisbury

    121 E Naylor Mill Rd, Salisbury, MD
    $127 nightly
    The price is $142 total per night from Aug 31 to Sep 1
    $142 total
    Aug 31 - Sep 1
    Total includes taxes and fees
    8.6/10 Excellent! (1,002 reviews)
    Americas Best Value Inn Princess Anne

    Americas Best Value Inn Princess Anne

    30359 Mt. Vernon Road, Princess Anne, MD
    $75 nightly
    The price is $83 total per night from Aug 21 to Aug 22
    $83 total
    Aug 21 - Aug 22
    Total includes taxes and fees
    6.4/10 (50 reviews)
    Lowes Wharf Marina Inn

    Lowes Wharf Marina Inn

    21651 Lowes Wharf Rd, Sherwood, MD

Hotel Options in Eastern Shore

    Princess Royale Oceanfront Resort

    Princess Royale Oceanfront Resort

    Oceanfront on 91st Street, Ocean City, MD
    $139 nightly
    The price is $153 total per night from Sep 7 to Sep 8
    $153 total
    Sep 7 - Sep 8
    Total includes taxes and fees
    8.4/10 Very Good! (2,016 reviews)
    Fenwick Inn

    Fenwick Inn

    13801 Coastal Highway, Ocean City, MD
    $103 nightly
    The price is $114 total per night from Sep 15 to Sep 16
    $114 total
    Sep 15 - Sep 16
    Total includes taxes and fees
    8.6/10 Excellent! (1,965 reviews)
    Grand Hotel Ocean City Oceanfront

    Grand Hotel Ocean City Oceanfront

    2100 N Baltimore Ave, Ocean City, MD
    $162 nightly
    The price is $179 total per night from Sep 14 to Sep 15
    $179 total
    Sep 14 - Sep 15
    Total includes taxes and fees
    9/10 Wonderful! (3,112 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
1168 Condo Rentals
Lowest Price
$83
Highest Price
$671
Popular accommodation
Elegant Oceanfront Hideaway!, Oceanfront Efficiency Condo in Ocean City MD with an Oceanfront Pool and Sundeck, 2-bedroom condo in charming Ocean City with AC, WiFi. Enjoy your stay!, Monte Carlo Condos, Top-floor, beachfront condo w/private balcony, ocean views, and beach access, Beautiful Midtown Ocean View/Block 36th St, Renovated bayfront condo with water-view balcony & fast WiFi - walk to beach, Quiet Waterfront Getaway in North Ocean City, Stylish 2 BR 2 BA Beachfront Unit with Amazing Ocean Views