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Compare 148 Cottages in Chesapeake with updated reviews, rates, and availability.

Shore Relaxing ocean views and wild horses Farm house cottage dog friendly
Shore Relaxing ocean views and wild horses Farm house cottage dog friendly
10.0 out of 10, Exceptional, (88)

Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided
10.0 out of 10, Exceptional, (182)

Charming 3 BR North End Beach Cottage One Block to the Beach - Private Parking + Private Backyard
Charming 3 BR North End Beach Cottage One Block to the Beach - Private Parking + Private Backyard
9.8 out of 10, Exceptional, (20)

Cozy Mother-in-Law Suite
Cozy Mother-in-Law Suite
9.0 out of 10, Wonderful, (86)

6 Block to oceanfront and in the center of the vibe district!
6 Block to oceanfront and in the center of the vibe district!
9.0 out of 10, Wonderful, (27)

Sophisticated waterfront Sandbridge cottage on Back Bay, minutes to the ocean.
Sophisticated waterfront Sandbridge cottage on Back Bay, minutes to the ocean.
10.0 out of 10, Exceptional, (11)

Waterfront Willoughby Oasis
Waterfront Willoughby Oasis
10.0 out of 10, Exceptional, (1)

Beautiful Waterfront Vacation Rental on the Currituck Sound
Beautiful Waterfront Vacation Rental on the Currituck Sound
9.8 out of 10, Exceptional, (71)
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.
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Recent reviews of Chesapeake hotels
Recent reviews of Chesapeake hotels

Wyndham Virginia Beach Oceanfront
5/5 Excellent
"Plenty of parking and easy access to the beach."
A verified traveler stayed at Wyndham Virginia Beach Oceanfront
Posted 1 day ago