
Apartment holiday rentals in Chesapeake
Find and book unique apartments on Airbnb
Top-rated apartment rentals in Chesapeake
Guests agree: these apartments 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 apartment rentals
Weekly apartment rentals

North End Beach Cottage Apt - One Block from Beach

LiveEOV: Beachcomber Two

Oceanfront Building Boardwalk Pool Beach 3 Beds

Bayside condo on the beach in Sandbridge

Luxury By the Bay!

Efficiency in Historic Elizabeth City

A Wave From It All

Portside~Kid Friendly~Fast Wi-Fi~Self Check in
Private apartment rentals

Private 1 Bed Apt - Historic Olde Towne Portsmouth

The Lounge

Nicely finished Apt on Buckroe Beach

Oceanfront Views! 2 BR, 2 BATH!

Sojourn's Harborage

Newly Built Apt Near Oceanfront

VIBE District, Atlantic Park Surf VB Sports Center

The Grice-Neely House in Historic Olde Towne
Apartment rentals with a hot tub

Governor’s Green 1BR Dlx Condo w/ Full Kitchen

Westgate Historic Williamsburg One Bedroom

Corolla Oceanside Hideaway, 5 min walk to beach

Fabulous 1 bedroom suite - Kingsgate, Williamsburg

Vibrant One bedroom apartment

Works 4 Me: New listing

Cape Henry Full Suite Inn at Old Beach

VA Beach Ocean Sands 1BR/1BA
Quick stats about flat rentals in Chesapeake
Total rentals
150 properties
Nightly prices starting at
£15 before taxes and fees
Total number of reviews
5.8K reviews
Family-friendly rentals
50 properties are a good fit for families
Pet-friendly rentals
50 properties allow pets
Rentals with a pool
30 properties have a pool
Destinations to explore
- New York City Holiday rentals
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- Outer Banks Holiday rentals
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- Charlotte Holiday rentals
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- Jersey City Holiday rentals
- Cape Fear River Holiday rentals
- Beach house rentals Chesapeake
- Rentals with beach access Chesapeake
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- Rentals with a firepit Chesapeake
- Smoking-friendly rentals Chesapeake
- Rentals with pools Chesapeake
- Family-friendly rentals Chesapeake
- Cottage rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with outdoor seating Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Waterfront rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with lake access Chesapeake
- Apartment rentals Chesapeake
- House rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Beachfront rentals Chesapeake
- Rentals with breakfast Chesapeake
- Fitness-friendly rentals Chesapeake
- Rentals with a hot tub Chesapeake
- Guest house rentals Chesapeake
- Townhouse rentals Chesapeake
- Flat rentals Virginia
- Flat rentals United States
- Virginia Beach Oceanfront
- Carova Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Haven Beach
- Buckroe Beach and Park
- 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
- Little Creek Beach
- Cape Charles Beachfront
- James River Country Club
- Golden Horseshoe Golf Club
- Sarah Constant Beach Park