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15 Aug - 17 Aug
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22 Aug - 24 Aug
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5 Sept - 7 Sept
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Browse Select Chesapeake Condo Rentals

The Colony Virginia Beach by TripForth
Enjoy a meal with a view of the ocean from our seaside restaurant's deck, overlooking the beach.

The Colony Virginia Beach by TripForth

3.5 star property
8.6 out of 10, Excellent, (14)
"Spacious and clean with a lovely location. "
The Colony Virginia Beach by TripForth
The Colony at Virginia Beach
On the beach

The Colony at Virginia Beach

2.5 star property
6.8 out of 10, (3)
"The rental unit was falling apart. I've never seen a dump like this place. There was a maintenance request from the previous renters (which was dated May 31, we got there June 4) that stated there were bed bugs. And a host of other problems. We left immediately after calling the properties management, who never responded. On a scale of 1 to 100 I'd give this place a 5. "
The Colony at Virginia Beach
Beach Side Hideaway 1 Bedroom Condo by RedAwning
Escape to a secluded beach paradise with calm ocean waters and unspoiled natural surroundings.

Beach Side Hideaway 1 Bedroom Condo by RedAwning

3.0 star property
Beach Side Hideaway 1 Bedroom Condo by RedAwning
Water Front Delight On The Bay 3 Bedroom Home by RedAwning
Enjoy the serene view of the water from this covered porch with a pier in the distance.

Water Front Delight On The Bay 3 Bedroom Home by RedAwning

4.0 star property
Water Front Delight On The Bay 3 Bedroom Home by RedAwning
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

Holiday Inn & Suites Virginia Beach North Beach by IHG

Holiday Inn & Suites Virginia Beach North Beach by IHG

10/10 Excellent
"The property was beautiful especially outside but the room we had the celiing was falling apart an onto the floor, I never had any one clean or come get towels or sheets. Other than that the pools were amazing the kids absolutely loved the stay. Rooms could use to upgrade and the elevators were extremely slow running. Staff was very friendly. "
Theresa 3-night trip
Posted 21 hours ago
Holiday Inn & Suites Virginia Beach North Beach by IHG

Frequently asked questions

Why book your condo in Chesapeake with Expedia?
Booking a condo in Chesapeake is as simple as clicking on your travel dates and choosing an option that suits your style. Looking for something upscale or budget friendly, or a stay that also features a pool and free WiFi? Use Expedia's search filters to further narrow your search results and find the perfect fit.
How can I find cheap condos in Chesapeake?
An excellent way to find cheap condos in Chesapeake is with Expedia's easy-to-use filter tool. Tailor your search results by star rating, budget and amenities to discover unbeatable deals in a few clicks.
What is there to do in Chesapeake near my condo?
Chesapeake has enough experiences to keep you occupied for weeks (or months!), beginning with Chesapeake Golf Club. Oak Grove Lake Park, Cahoon Plantation Golf Course and Chesapeake Square Mall are other awesome attractions. If you're lingering longer, Greenbrier Mall and Chesapeake Veterans' Memorial are worthwhile additions to your itinerary.