
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

Private 1 Bed Apt - Historic Olde Towne Portsmouth

City Bliss: Stylish 1BR Escape

LiveEOV: Beachcomber Two

The SEA-renity 11

Oceanfront Building Boardwalk Pool Beach 3 Beds

Bayside condo on the beach in Sandbridge

Luxury By the Bay!

Oceanview, 2 Double Beds, Kitchenette, Balcony-C
Private apartment rentals

OV Mosaic - Golden Suite

Cozy 3-Bedroom Beach Bungalow Short walk to Beach

The Lounge

Comfy ShayBnB

The Rosalie Suite 1, Steps from Norfolks Hospitals

Sojourn's Harborage

Modern Studio near Downtown and the Navy Base

Newly Built Apt Near Oceanfront
Apartment rentals with a hot tub

Kingsgate 1 BedrooM

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

Westgate Historic Williamsburg One Bedroom

Perfect 1 bdrm condo Kingsgate

Corolla Oceanside Hideaway, 5 min walk to beach

Works 4 Me: New listing

Vibrant One bedroom apartment

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
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Outer Banks Holiday rentals
- Ocean City Holiday rentals
- Charlotte Holiday rentals
- Virginia Beach Holiday rentals
- Jersey City Holiday rentals
- Cape Fear River Holiday rentals
- Rentals with an EV charger Chesapeake
- Rentals with lake access Chesapeake
- Smoking-friendly rentals Chesapeake
- Beach house rentals Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Mansion rentals Chesapeake
- Private suite rentals Chesapeake
- Apartment rentals Chesapeake
- Rentals with pools Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with breakfast Chesapeake
- Rentals with a hot tub Chesapeake
- Fitness-friendly rentals Chesapeake
- Rentals with a kayak Chesapeake
- Rentals with a firepit Chesapeake
- Guest house rentals Chesapeake
- Family-friendly rentals Chesapeake
- Townhouse rentals Chesapeake
- House rentals Chesapeake
- Beachfront rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Cottage rentals Chesapeake
- Waterfront rentals Chesapeake
- Rentals with beach access Chesapeake
- Rentals with a fireplace 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
- 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