
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

Bay Breeze At Ocean View Beach Home

1 Block to Oceanfront & Boardwalk

Oceanfront & Brdwalk 1 blck away! Reduced for Fall

*New*OceansideCondo PetsOK Pool GameRoom No Stairs

Cozy Retreat-1 BD Condo, 1 Block from Beach!

Back Bay Breeze

Beach Chic Remodeled Condo 1 Block from Beachfront

Beach Quarters Resort Oceanfront - 1 bdrm (6)
Pet-friendly condo rentals

Beachfront Getaway, Pet Friendly, Mermaid Suite

Ocean Bliss: Cozy Apt Retreat(D)

Oyster & Pearl Beautiful New Single Level Condo

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

Walk to Corolla Village and the Beach!

CrabaCabana in the Center of Corolla

Ocean Escape

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

2 bdr: Steps to Sand, Dog-Friendly!

Toes In The Sand! 2 Bed 2 Bath and Dog Friendly

2BD/2BA Villa across Currituck Beach Lighthouse

Paradise at the Beach

Off The Hook-Luxury Cottage - Heart of Corolla!

Sea La Vie at The Beach Club - Walk to Beach

Historic Powhatan resort 2 bdrm

Beach Studio - Oceanside, Pool, Boardwalk, Bikes
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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- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Jamestown Settlement
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- Outlook Beach
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- Cape Charles Beachfront
- Golden Horseshoe Golf Club
- James River Country Club
- Sarah Constant Beach Park
- Red Wing Lake Golf Course
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