
Condo vacation rentals in Chesapeake
Find and book unique condos on Airbnb
Top-rated condo rentals in Chesapeake
Guests agree: these condos are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake condo rentals
Weekly condo rentals

Blue Ocean Getaway

The Port - Large condo on Mason Avenue!

1 Block to Oceanfront & Boardwalk

Oyster & Pearl Beautiful New Single Level Condo

Beach Chic Remodeled Condo 1 Block from Beachfront

Historic Powhatan resort 2 bdrm

Kingsmill Resort Business Class - Great Monthly

Paradise Cove
Pet-friendly condo rentals

Beachfront Getaway, Pet Friendly, Mermaid Suite

Ocean Bliss: Cozy Apt Retreat(D)

Enjoy Sea Life! Steps to the Beach!

*New*OceansideCondo PetsOK Pool GameRoom No Stairs

Wonderful & tranquil beach retreat: 2BR/2BA Condo.

Walk to Corolla Village and the Beach!

Ocean Escape

The Great Crabsby: A modern gem in Corolla's heart
Condo rentals with a pool

2 bdr: Steps to Sand, Dog-Friendly!

Wyndham Kingsgate, 2 BR Deluxe

Off The Hook-Luxury Cottage - Heart of Corolla!

Beach Studio - Oceanside, Pool, Boardwalk, Bikes

1br Colonial Condo in Williamsburg & Family Fun!

Seas The Day of Virginia Beach

CrabaCabana in the Center of Corolla

Beach Quarters Resort Oceanfront - 1 bdrm (6)
Quick stats about condo rentals in Chesapeake
Total rentals
40 properties
Nightly prices starting at
$50 before taxes and fees
Total number of reviews
1.2K reviews
Family-friendly rentals
10 properties are a good fit for families
Pet-friendly rentals
10 properties allow pets
Rentals with dedicated workspaces
20 properties have a dedicated workspace
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- Condo rentals Virginia
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- Virginia Beach Oceanfront
- Carova Beach
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- Busch Gardens Williamsburg
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- First Landing State Park
- Haven Beach
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- Kingsmill Resort
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- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- Golden Horseshoe Golf Club
- James River Country Club
- Cape Charles Beachfront
- Wilkins Beach
- Sarah Constant Beach Park
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