Chesapeake Cottages

Get more for your budget and save up to 50% off select Secret Bargain hotels

Get even more value with CheapTickets Price Guarantee!

Change your flight without a fee on select flights

Cottages in Chesapeake

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Portsmouth VA

$354 total

per night

Aug 2 - Aug 3

With a stay at this cottage in Portsmouth, you'll be within a 10-minute drive of Norfolk Scope and Sentara Norfolk General Hospital.

Kitchen

Washer

Norfolk Beach Cottage Rental

Norfolk VA

$454 total

per night

Aug 18 - Aug 19

With a stay at this cottage, you'll be centrally located in Norfolk, a 1-minute drive from Chesapeake Bay and 10 minutes from Naval Station Norfolk.

Kitchen

Washer

The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!

Virginia Beach VA

$355 total

per night

Sep 1 - Sep 2

With a stay at this cottage in Virginia Beach (Sandbridge), you'll be a 3-minute drive from Sandbridge Beach and 8 minutes from False Cape Beach.

Pool

Hot Tub

Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided

Corolla NC

Located in Corolla, this cottage is on the waterfront, a 3-minute drive from Currituck National Wildlife Refuge and 6 minutes from Carova Beach.

Kitchen

Washer

Waterfront Cottage w/ Dock/Kayaks + Dog Friendly

Virginia Beach VA

With a stay at this cottage in Virginia Beach (Sandbridge), you'll be a 1-minute drive from Sandbridge Beach and 8 minutes from False Cape Beach.

Pool

Kitchen

Mariners Cove Waterfront - Private Dock, Pet Friendly, Wi-Fi, Off-Street Parking

Norfolk VA

With a stay at this cottage in Norfolk (Willoughby Spit), you'll be a 2-minute drive from Chesapeake Bay and 9 minutes from Hampton University.

Kitchen

Pet friendly

Adorable Chesapeake Bay Beach Cottage A Just 1 Block from the Sand!

Virginia Beach VA

$467 total

per night

Sep 7 - Sep 8

With a stay at this cottage in Virginia Beach (Northeast Virginia Beach), you'll be steps from First Landing State Park and 3 minutes by foot from Chesapeake Bay.

Kitchen

Washer

Manor and Mutts #1 - Beach Front, Pet Friendly, High Speed WiFi, Private

Norfolk VA

With a stay at this cottage in Norfolk (Willoughby Spit), you'll be a 1-minute drive from Chesapeake Bay and 7 minutes from Hampton University.

Kitchen

Dryer

Cozy Suite at the Beach

Norfolk VA

With a stay at this cottage in Norfolk (Willoughby Spit), you'll be a 1-minute drive from Chesapeake Bay and 8 minutes from Hampton University.

Kitchen

Pet friendly

Manor and Mutts #2 - Beach Front, Pet Friendly, Wi-Fi, Parking, W/D, King Bed

Norfolk VA

This beach cottage is 0.1 mi (0.1 km) from Chesapeake Bay and 6 mi (9.6 km) from Naval Station Norfolk.

Kitchen

Washer

Pink Flamingo at the Beach

Norfolk VA

With a stay at this cottage in Norfolk (East Ocean View), you'll be a 1-minute drive from Chesapeake Bay and 9 minutes from Norfolk Botanical Garden.

Kitchen

Pet friendly

Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach

Norfolk VA

With a stay at this cottage in Norfolk (Willoughby Spit), you'll be a 1-minute drive from Chesapeake Bay and 9 minutes from Hampton University.

Kitchen

Washer

Don't see what you're looking for?

See all available properties in Chesapeake

View all properties

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.