Book Eastern Shore Cottages
Wander Wisely with exceptional service, 24/7 support
Save an extra 10% or more on select hotels with Member Discounts
Access exclusive hotel deals, only with the Travelocity app
Featured Cottages in Eastern Shore

Shore Point Cottages

Chesapeake Romantic Waterfront Home with Private Pool

Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower

"Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C.

Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly

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

Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch

Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels

Family and Pet-Friendly, Waterfront with Pier

Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG

Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette
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 | 26 Cottages |
---|---|
Lowest Price | CA $123 |
Highest Price | CA $324 |
Popular accommodation | Shore Point Cottages, Chesapeake Romantic Waterfront Home with Private Pool, Dog-friendly beach cottage with WiFi, W/D, updated kitchen & outdoor shower, "Family Friendly Getaway" - Close to Assateague / Downtown Berlin / O.C., Accessible, Screened-in porch, Sauna, Fire Pit, Dog Friendly, Charming 2-bedroom cottage in the heart of West Ocean City, Carpenter St. Cottage In the Heart of St Michaels Village - Large Screened Porch, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Family and Pet-Friendly, Waterfront with Pier, Ocean block cottage nestled steps away from OC shoreline FREE LINEN & TOWEL PKG, Cute cottage near the boardwalk & bay with patio, outdoor shower, & kitchenette, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town |