
Condo holiday 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.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake condo rentals
Weekly condo rentals

1 Block to Oceanfront & Boardwalk

Oceanfront & Brdwalk 1 blck away! Reduced for Fall

2BD2BA Condo w/Pool2Blocks2Beach

Oyster & Pearl Beautiful New Single Level Condo

2BD/2BA Villa across Currituck Beach Lighthouse

Oceanfront Queen Suite in Virginia Beach

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

Beach Chic Remodeled Condo 1 Block from Beachfront
Pet-friendly condo rentals

Beachfront Getaway, Pet Friendly, Mermaid Suite

Cozy & Fun Hampton Condo ~ WIFI & W/D!

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!

CrabaCabana in the Center of Corolla
Condo rentals with a pool

2 bdr: Steps to Sand, Dog-Friendly!

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

Seas The Day of Virginia Beach

Beach Quarters Resort Oceanfront - 1 bdrm (6)
Quick stats about condo rentals in Chesapeake
Total rentals
40 properties
Nightly prices starting at
$84 NZD 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
Destinations to explore
- New York City Holiday rentals
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- Cottage rentals Chesapeake
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- Rentals with pools Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Waterfront rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with breakfast Chesapeake
- House rentals Chesapeake
- Rentals with lake access Chesapeake
- Fitness-friendly rentals Chesapeake
- Beachfront rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with a fire pit Chesapeake
- Rentals with beach access Chesapeake
- Rentals with a hot tub Chesapeake
- Apartment rentals Chesapeake
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- Smoking-friendly rentals Chesapeake
- Condo rentals Virginia
- Condo rentals United States
- Virginia Beach Oceanfront
- Carova Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Chrysler Museum of Art
- Golden Horseshoe Golf Club
- Cape Charles Beachfront
- James River Country Club
- Sarah Constant Beach Park
- Red Wing Lake Golf Course