Compare Eastern Shore Cottage 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 Cottages

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 Beach Accommodation

    Grand Hotel Ocean City Oceanfront

    Grand Hotel Ocean City Oceanfront

    2100 N Baltimore Ave, Ocean City, MD
    The price is $97 per night from Apr 20 to Apr 21
    $97
    includes taxes & fees
    $89 per night
    Apr 20 - Apr 21
    8.8/10 Excellent! (2,663 reviews)
    Crystal Beach Hotel

    Crystal Beach Hotel

    2500 N. Baltimore Ave., Ocean City, MD
    The price is $79 per night from Apr 17 to Apr 18
    $79
    includes taxes & fees
    $71 per night
    Apr 17 - Apr 18
    8/10 Very Good! (1,162 reviews)
    Holiday Inn Ocean City by IHG

    Holiday Inn Ocean City by IHG

    6600 Coastal Hwy, Ocean City, MD
    The price is $77 per night from Apr 8 to Apr 9
    $77
    includes taxes & fees
    $69 per night
    Apr 8 - Apr 9
    8/10 Very Good! (1,003 reviews)
    Tidelands Caribbean Hotel and Suites

    Tidelands Caribbean Hotel and Suites

    5th Street on the Boardwalk Ocean City, Ocean City, MD
    The price is $94 per night from Apr 15 to Apr 16
    $94
    includes taxes & fees
    $86 per night
    Apr 15 - Apr 16
    6.6/10 (1,001 reviews)
    Carousel Resort Hotel & Condominiums

    Carousel Resort Hotel & Condominiums

    11700 Coastal Hwy, Ocean City, MD
    The price is $89 per night from Apr 15 to Apr 16
    $89
    includes taxes & fees
    $81 per night
    Apr 15 - Apr 16
    7.8/10 Good! (1,354 reviews)
    Hilton Garden Inn Ocean City Oceanfront

    Hilton Garden Inn Ocean City Oceanfront

    2800 Baltimore Ave, Ocean City, MD
    The price is $78 per night from Apr 6 to Apr 7
    $78
    includes taxes & fees
    $70 per night
    Apr 6 - Apr 7
    8.8/10 Excellent! (1,186 reviews)
    Princess Royale Oceanfront Resort

    Princess Royale Oceanfront Resort

    Oceanfront on 91st Street, Ocean City, MD
    The price is $98 per night from Apr 3 to Apr 4
    $98
    includes taxes & fees
    $89 per night
    Apr 3 - Apr 4
    8.2/10 Very Good! (1,893 reviews)
    SeaLoft Oceanfront Hotel

    SeaLoft Oceanfront Hotel

    4501 Atlantic Ave, Ocean City, MD
    The price is $93 per night from Apr 8 to Apr 9
    $93
    includes taxes & fees
    $84 per night
    Apr 8 - Apr 9
    7.8/10 Good! (1,000 reviews)
    DoubleTree by Hilton Ocean City Oceanfront

    DoubleTree by Hilton Ocean City Oceanfront

    3301 Atlantic Ave, Ocean City, MD
    The price is $103 per night from Apr 8 to Apr 9
    $103
    includes taxes & fees
    $93 per night
    Apr 8 - Apr 9
    8.8/10 Excellent! (1,000 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 $97 per night from Apr 20 to Apr 21
    $97
    includes taxes & fees
    $89 per night
    Apr 20 - Apr 21
    8.8/10 Excellent! (2,663 reviews)
    Holiday Inn & Suites Ocean City by IHG

    Holiday Inn & Suites Ocean City by IHG

    1701 Atlantic Avenue, Ocean City, MD
    The price is $123 per night from Apr 8 to Apr 9
    $123
    includes taxes & fees
    $111 per night
    Apr 8 - Apr 9
    9.4/10 Exceptional! (1,085 reviews)
    Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

    Howard Johnson Plaza Hotel by Wyndham Ocean City Oceanfront

    1109 N Atlantic Ave, Ocean City, MD
    The price is $82 per night from Apr 3 to Apr 4
    $82
    includes taxes & fees
    $74 per night
    Apr 3 - Apr 4
    9.2/10 Wonderful! (1,009 reviews)

Cottages

Book a cottage in Eastern Shore
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Eastern Shore. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Eastern Shore better.

Cottage apartments in Eastern Shore range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Eastern Shore
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Eastern Shore and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Eastern Shore cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Eastern Shore. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Eastern Shore Cottages essential information

Accommodation
28 Cottages
Lowest Price
$77
Highest Price
$123
Popular accommodation
Shore Point Cottages, Family and Pet-Friendly, Waterfront with Pier, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Dog-Friendly Westover Cottage w/ River Access!, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Be persuaded to experience this vintage cottage by the Sassa, Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower, Accessible, Screened-in porch, Water Access, Sauna, Fire Pit, Dog Friendly