Compare Chesapeake Cottage Rentals

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Featured Cottages in Chesapeake

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

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

Norfolk VA
Guests staying at this cottage have access to laundry facilities, a garden, and barbecue grills.
Kitchen
Washer
Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Portsmouth VA
$293 nightly
The price is $340 total per night
$340 total
Aug 23 - Aug 24
Total with taxes and fees
At this cottage, guests have access to features like laundry facilities.
Kitchen
Washer
Cozy Suite at the Beach

Cozy Suite at the Beach

Norfolk VA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Pet friendly
The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!

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

Virginia Beach VA
Guests staying at this cottage enjoy a hot tub, laundry facilities, and barbecue grills.
Pool
Hot Tub
Sandy Dunes BeachFront Cottage - Beach Front

Sandy Dunes BeachFront Cottage - Beach Front

Norfolk VA
Guests staying at this cottage have access to laundry facilities, barbecue grills, and a garden.
Kitchen
Washer
Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided

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

Corolla NC
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Vacation Cottage – Enjoy 4WD Beach, Hottub, Wild Horses & Canalfront Views

Vacation Cottage – Enjoy 4WD Beach, Hottub, Wild Horses & Canalfront Views

Corolla NC
At this cottage, guests have access to a sauna, a hot tub, and laundry facilities. This family-friendly cottage also has barbecue grills.
6.75 miles past, where the blacktop ends! A great adventure awaits!

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

Corolla NC
At this cottage, guests have access to features like laundry facilities. This smoke-free cottage also has barbecue grills.
Kitchen
Washer
Beautiful Waterfront Vacation Rental on the Currituck Sound

Beautiful Waterfront Vacation Rental on the Currituck Sound

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

    Wyndham Virginia Beach Oceanfront

    Wyndham Virginia Beach Oceanfront

    5700 Atlantic Ave Virginia Beach VA
    $100 nightly
    The price is $118 total per night from Sep 1 to Sep 2
    $118 total
    Sep 1 - Sep 2
    Total with taxes and fees
    7.8/10 Good! (1,993 reviews)
    Ocean Resort

    Ocean Resort

    Atlantic Avenue,2417 Virginia Beach VA
    $98 nightly
    The price is $115 total per night from Sep 13 to Sep 14
    $115 total
    Sep 13 - Sep 14
    Total with taxes and fees
    7.8/10 Good! (1,699 reviews)
    Crowne Plaza Virginia Beach Town Center by IHG

    Crowne Plaza Virginia Beach Town Center by IHG

    4453 Bonney Rd Virginia Beach VA
    $93 nightly
    The price is $109 total per night from Sep 7 to Sep 8
    $109 total
    Sep 7 - Sep 8
    Total with taxes and fees

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
154 Cottages
Lowest Price
$109
Highest Price
$340
Popular accommodation
Historic Beach Side Getaway - Pet Friendly, Wi-Fi, Just Steps to the Beach, Comfortable & Private 2 Bedrm Cottage w/ King bed., Cozy Suite at the Beach, The Surf Shack H2O! Radiant Rich Sunsets From Back Back Bay to Sandbridge Beach!, Sandy Dunes BeachFront Cottage - Beach Front, Carova Beach Canal Front Cottage 4x4 required Beach Parking Pass provided, Vacation Cottage – Enjoy 4WD Beach, Hottub, Wild Horses & Canalfront Views, 6.75 miles past, where the blacktop ends! A great adventure awaits!, Beautiful Waterfront Vacation Rental on the Currituck Sound

More to Explore