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Top Cottages in Chesapeake City

Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland.

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Quarry Landing - Center of Town & River View - 3 Bedroom

A cottage on the shore of the Delaware River

Sunset River Shack -amazing waterfront view

Chesapeake City Pool Retreat – Waterfront Stay in the Woods

Eastern shore beachfront cottage with stunning sunset views!
Top hotels in Chesapeake City

Historic Chesapeake City Stay
Chesapeake City 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 Chesapeake City 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 Chesapeake City 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…
Chesapeake City Cottages essential information
Accommodation | 35 Cottages |
|---|---|
Lowest Price | $59 |
Highest Price | $279 |
Popular accommodation | Unique cottage built in the 1800s, Granite Cliffs of Port Deposit Maryland. , Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC, Charming 2-bedroom cottage at Murphy's Beach in lovely Charlestown Maryland, Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay , Quarry Landing - Center of Town & River View - 3 Bedroom, A cottage on the shore of the Delaware River, Sunset River Shack -amazing waterfront view, Chesapeake City Pool Retreat – Waterfront Stay in the Woods, Eastern shore beachfront cottage with stunning sunset views!, Be persuaded to experience this vintage cottage by the Sassa, Waterfront Cottage on the C&D Canal!, Hill Top Cottage with Chickens! |








