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Featured Cottages in Chesapeake Beach
Relaxing Waterfront Cottage Near St Michaels, Maryland
John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!
Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi
Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA
Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels
Eastern Shore Waterside Cottage Near St. Michaels
Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town
Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC.
"Point of View" Waterfront cottage with panoramic views on Tilghman Island
Waterfront property with private boat ramp and new dock!
North Beach Cottage - Walk to Chesapeake Bay
Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC
Top trending hotels in Chesapeake Beach
Mid-Century Modern and Marvelous on the Bay
Chesapeake Beach 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 Beach 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 Beach 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 Beach Cottages essential information
Accommodation | 57 Cottages |
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Lowest Price | CA $115 |
Highest Price | CA $628 |
Popular accommodation | Relaxing Waterfront Cottage Near St Michaels, Maryland, John Bruff Waterview Cottage - on Harbor and on Park - In Town St. Michaels!, Charming 2-bedroom waterfront cottage in peaceful Stevensville with AC, WiFi, Charming Waterfront Cottage with Private Dock. Close to Annapolis & USNA, Location, Location, Location! - W Melson House - Beautiful - In Town St Michaels, Eastern Shore Waterside Cottage Near St. Michaels, Premier St. Michaels Cottage - T. Blades House - Walk to Everything in Town, Serene spot, West River dock, sunsets, the Bay, only 40 min from Alexandria, DC., "Point of View" Waterfront cottage with panoramic views on Tilghman Island, Waterfront property with private boat ramp and new dock! , North Beach Cottage - Walk to Chesapeake Bay, Block to Beach! Fossil Hunting, Hot Tub, Coffee Bar, Screened Deck, 1hr to DC |