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Check prices for these dates

Next weekend
29 Aug - 31 Aug
In two weeks
5 Sept - 7 Sept
In one month
19 Sept - 21 Sept
In two months
17 Oct - 19 Oct

Featured Cottages in Chesapeake and around

Our top choices for Chesapeake cottages

Comfortable & Private 2 Bedrm Cottage w/ King bed.
Fridge, microwave, oven, stovetop

Comfortable & Private 2 Bedrm Cottage w/ King bed.

10.0 out of 10, Exceptional, (13)
"It was a great stay. Was there for work. Close for work and close to the beach. "
Comfortable & Private 2 Bedrm Cottage w/ King bed.
Cozy Bay Cottage private backyard blocks from beach!
Dining

Cozy Bay Cottage private backyard blocks from beach!

9.0 out of 10, Wonderful, (37)
"Clean and up-to-date home. Close to the beach. Convenient and comfortable. Would rent again. "
The price is €377
includes taxes & fees
31 Aug - 1 Sept
Cozy Bay Cottage private backyard blocks from beach!
Norfolk Beach Cottage Rental
Fridge, microwave, oven, stovetop

Norfolk Beach Cottage Rental

9.0 out of 10, Wonderful, (271)
"Cute & comfy place that was perfect for my kids, husband & I. We went to a concert & Ive never stayed in this part of Norfolk. Great location & exactly what we were looking for!"
The price is €354
includes taxes & fees
16 Sept - 17 Sept
Norfolk Beach Cottage Rental
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

Delta Suites by Marriott Virginia Beach Waterfront

Delta Suites by Marriott Virginia Beach Waterfront

10/10 Excellent
"Great stay"
Cynthia 5-night trip
Posted 1 day ago
Delta Suites by Marriott Virginia Beach Waterfront

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.