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Top Cottages in Chesapeake

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Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.

Top hotels in Chesapeake

Chesapeake 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 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 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 Cottages essential information

Accommodation
148 Cottages
Lowest Price
$76
Highest Price
$443
Popular accommodation
Pet-Friendly Cottage in Amenity-Filled Currituck Sound Campground (J04), Norfolk Beach Cottage Rental, Shore Relaxing ocean views and wild horses Farm house cottage dog friendly, OBX 4X4 Ocean View- Pipers Place Wild Horse Haven!!!, Pink Flamingo at the Beach, Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach, Charming 2-bed cottage located in the peaceful, 4x4 area of Carova Beach, Adorable Chesapeake Bay Beach Cottage A Just 1 Block from the Sand!, Dogs Welcome! Cottage in Amenity-Filled Currituck NC Campground (J03), Manor and Mutts #1 (4-Bedroom Cottage) - Pets Allowed by RedAwning, Welcome to the Cool Change Beach Cottage, Canal front 4x4 area of Carova Beach., 6 Block to oceanfront and in the center of the vibe district!