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Check prices for these dates

In two weeks
May 1 - May 3
In two months
Jun 12 - Jun 14
In three months
Jul 10 - Jul 12
In four months
Aug 7 - Aug 9

Our top choices for Chesapeake cottages

Property grounds

900 A Seaside 2BR Duplex Steps to Bay w/ Veranda

900 A Seaside 2BR Duplex Steps to Bay w/ Veranda
Willoughby Spit
$970 nightly
The price is $1,111
Apr 20 - Apr 21
Total with taxes and fees
900 A Seaside 2BR Duplex Steps to Bay w/ Veranda
House (3 Bedrooms) | Interior

Charming Hampton Home w/ Yard: 2 Mi to Beach!

Charming Hampton Home w/ Yard: 2 Mi to Beach!
3.0 star property
Hampton
$343 nightly
The price is $397
Apr 21 - Apr 22
Total with taxes and fees
Charming Hampton Home w/ Yard: 2 Mi to Beach!
Interior

Comfortable & Private 2 Bedrm Cottage w/ King bed.

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Portsmouth
9.4 out of 10, Exceptional, (18 reviews)
"Very clean, the beds were comfortable! It was a great place to stay!"
United States
Lee S.
$270 nightly
The price is $314
Apr 19 - Apr 20
Total with taxes and fees
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Exterior

Norfolk Beach Cottage Rental

Norfolk Beach Cottage Rental
East Ocean View
9.0 out of 10, Wonderful, (282 reviews)
"Great location. Very close to the beach and a park. Great place for families. Large dining table worked great for us for Thanksgiving. "
United States
Cody H.
$345 nightly
The price is $400
Apr 19 - Apr 20
Total with taxes and fees
Norfolk Beach Cottage Rental
Property grounds

Wild Horses - 4x4 Beach - Quiet & Cozy

Wild Horses - 4x4 Beach - Quiet & Cozy
Corolla
10.0 out of 10, Exceptional, (1 review)
"This is an adorable, comfy home. Regan, our host, very communicative and welcoming. "
United States
Maureen A.
$392 nightly
The price is $442
Apr 20 - Apr 21
Total with taxes and fees
Wild Horses - 4x4 Beach - Quiet & Cozy
House (4 Bedrooms) | Interior

Centrally Located Hampton Roads Home w/ Game Room!

Centrally Located Hampton Roads Home w/ Game Room!
3.0 star property
Portsmouth
$535 nightly
The price is $618
Apr 30 - May 1
Total with taxes and fees
Centrally Located Hampton Roads Home w/ Game Room!
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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Top Chesapeake Hotel Reviews

Hilton Vacation Club Ocean Beach Club Virginia Beach

Hilton Vacation Club Ocean Beach Club Virginia Beach

6/10 Okay
"No service housekeeping "
Wilguerson 3-night trip
Posted 1 hour ago
Hilton Vacation Club Ocean Beach Club Virginia Beach

Find out more about Chesapeake

Chesapeake Cottages information

Number of reviews
301
Accommodation
162 Cottages
Lowest Price
$314
Highest Price
$1,111

Frequently asked questions

Why book your cottage in Chesapeake with Expedia?
We think that vacays should be a piece of cake, so if you're in search of cottages in Chesapeake at a competitive rate, Expedia has got you covered. Keep costs down and opt for a cheap option far from the hustle and bustle, or splurge on an upmarket cottage to spoil the ones you love most.
How can I find cheap cottages in Chesapeake?
With Expedia's handy filter tool, locating cheap cottages in Chesapeake couldn't be easier. To discover properties that'll make your hip pocket happy, refine your search by star rating, amenities and budget.
What is there to do in Chesapeake near my cottage?
Chesapeake has enough activities and sights to keep you amused for weeks (or months!), beginning with Chesapeake Golf Club. Oak Grove Lake Park, Cahoon Plantation Golf Course and Chesapeake Square Mall are other well-known attractions. If you have time to spare, Greenbrier Mall and Chesapeake Veterans' Memorial are nice finishing touches to your itinerary.

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