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Featured Cottages in Eastern Shore

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

Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower

Comfortable cottage in gated community, 5 mins to OC and Assateague
Top trending hotels in Eastern Shore

Holiday Inn & Suites Ocean City by IHG
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 | 28 Cottages |
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Lowest Price | CA $88 |
Highest Price | CA $195 |
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, Dog-friendly cottage with pool, full kitchen, AC, porch, & outdoor shower, Comfortable cottage in gated community, 5 mins to OC and Assateague, Charming 2-bedroom cottage in the heart of West Ocean City |