Compare Chesapeake Cottage Rentals

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Featured Cottages in Chesapeake

6 Block to oceanfront and in the center of the vibe district!

At this cottage, guests have access to a garden.

Kitchen

Free WiFi

6.75 miles past, where the blacktop ends! A great adventure awaits!

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

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

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

$345 nightly

$400 total

May 19 - May 20

Total with taxes and fees

At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.

Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.

Kitchen

Pet friendly

Beautiful Waterfront Vacation Rental on the Currituck Sound

At this cottage, guests have access to an arcade/game room, laundry facilities, and a garden. This family-friendly cottage also has barbecue grills.

Treetop Rustic Beach Front 2 Bedroom Apartment

Guests staying at this cottage have access to a garden and barbecue grills.

Kitchen

Pet friendly

Cozy Beach Cottage - Walking distance to the Beach!!

Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.

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

Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.

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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.

Hotel Options in Chesapeake

Wingate by Wyndham Chesapeake

817 Greenbrier Circle Chesapeake VA

$93 nightly

$109 total

May 31 - Jun 1

Total with taxes and fees

8/10 Very Good! (1,043 reviews)

STUDIOS & SUITES 4 LESS CHESAPEAKE

2222 S Military Hwy Chesapeake VA

$63 nightly

$75 total

May 19 - May 20

Total with taxes and fees

7/10 Good! (807 reviews)

YourSpace Hotels Chesapeake

2137 Starmount Parkway Chesapeake VA

$100 nightly

$118 total

May 31 - Jun 1

Total with taxes and fees

9.6/10 Exceptional! (79 reviews)

Cottages

Book a cottage in Chesapeake
Spend your next getaway treating yourself to a quieter, simpler way of life in a private cottage in Chesapeake. Cozy and charming, cottage rentals are the ideal spot when you want the comforts of home paired with a one-of-a-kind experience. They’re perfect for a single traveler looking for peace and quiet, or small groups who want to get to know Chesapeake better.

Cottage apartments in Chesapeake range from rustic to luxurious, with just about everything in between. Orbitz gives you the best deals on all of them.

Find the best cottages in Chesapeake
City cottages are great if you want a cozy, comfy place to stay without being far from the all the cool spots you want to check out. A cottage makes a great home base for a day filled with adventure in Chesapeake and the surrounding area. Not willing to give up all the comforts of a fine hotel? A luxury cottage turns up the charm while offering perks like room service, cable television, sunken spa tubs and housekeeping.

Stay in a Chesapeake cottage and swap busy days for peaceful evenings. Use the kitchenette or full kitchen to come up with a meal or reheat leftovers from your afternoon in Chesapeake. You may even be able to use a pool and laundry facilities. Whether you’re in the mood for quiet relaxation or a night on the town, a cottage puts you right where you want to be.

Chesapeake Cottages essential information

Accommodation	161 Cottages
Lowest Price	$75
Highest Price	$400
Popular accommodation	6 Block to oceanfront and in the center of the vibe district!, 6.75 miles past, where the blacktop ends! A great adventure awaits!, Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided, Norfolk Beach Cottage Rental, Cozy Suite at the Beach, Beautiful Waterfront Vacation Rental on the Currituck Sound, Treetop Rustic Beach Front 2 Bedroom Apartment, Cozy Beach Cottage - Walking distance to the Beach!!, The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!