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Featured Cottages in Eastern Shore
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Shore Point Cottages
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John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
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Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Comfortable cottage in gated community, 5 mins to OC and Assateague

Charming 2-bedroom cottage in the heart of West Ocean City

Peaceful getaway convenient to local amenities including beach, boating & food

cottage, community pool, playground, boating, crabbing kayaking and fishing!!!

Your Own Stonegate Cottage— North OC—4 blocks to the Beach
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Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower
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Holiday Cottage-Oceanside 77th St, W/D, AC, Free WIFI

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Top trending hotels in Eastern Shore
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Holiday Inn & Suites Ocean City, an IHG Hotel
Eastern Shore Cottages For Rent
Dreaming of a getaway that’s reminiscent of a fairytale? Travelocity doesn’t have magic wands or talking animals in our inventory—at least, none that we can find—but we do have holiday cottages in Eastern Shore that will make you feel like you’ve stepped inside your vacation dreams.
The word “cottage” may make you think of whitewashed walls, flower print curtains, and sprawling views of rolling green hills—lucky for you, we do offer tons of country cottages that were furnished with a rustic feel in mind. Appreciate the vase of daffodils on your dining room table, and peek out the window onto the private patio that surrounds yours and other rustic cottages in the area.
These charming “home away from homes” have long been a beacon for those who love the outdoors, so pick a spot peppered with hiking trails and spend lazy afternoons meandering through the gorgeous scenery Eastern Shore is known for. Snap some pictures while you’re at it—you’ll want to remember sunset over this waterfall for the rest of your life. When the sun goes down, cuddle up in front of a cheerful fire, or head into town to explore the shops, restaurants, and art galleries that have sprung up over the years. Ah, it’s nice to return to civilization every once in a while, isn’t it?
Whether you select cottages minutes away from the bustling city center, or coastal cottages that are footsteps from the sand and surf, you’ll find the accommodation you’re looking for here on Travelocity. Just because you’re booking a place that reminds you of a fairytale doesn’t mean you need a fairy godmother to find the best deal around! Just a gnome…
Eastern Shore Cottages essential information
Accommodation | 21 Cottages |
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Lowest Price | CA $66 |
Highest Price | CA $213 |
Popular accommodation | Shore Point Cottages, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Comfortable cottage in gated community, 5 mins to OC and Assateague, Charming 2-bedroom cottage in the heart of West Ocean City, Peaceful getaway convenient to local amenities including beach, boating & food, cottage, community pool, playground, boating, crabbing kayaking and fishing!!!, Your Own Stonegate Cottage— North OC—4 blocks to the Beach, Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower, Holiday Cottage-Oceanside 77th St, W/D, AC, Free WIFI, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Secluded Waterfront Cottage on 200 acre farm near Queenstown |