
Apartment holiday rentals in Chesapeake
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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

Shorehaven II: A Mid-Century Beach Bungalow

North End Beach Cottage Apt - One Block from Beach

2 Bdrm Condo 1 block from VB Oceanfront

Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach

Fully Renovated Beach Loft Block Off OceanFront

Sandbridge Beach Bay Getaway

Luxury By the Bay!

A Wave From It All
Private apartment rentals

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Modern 4-Bedroom Condo – Pet-Friendly and All New!

Sojourn's Harborage | Pet-Friendly

The Lounge

The Rosalie Suite 1, Steps from Norfolks Hospitals

The SEA-renity 13

Renovated Modern Beachfront Condo

Beach Luxury Oceanfront
Apartment rentals with a hot tub

Virginia Beach 3 Bedroom Suite!

Poseidon - 120 Year Old Beach Cottage with Sauna

Ocean-Front Virginia Beach beautiful Condo/Apt

Beach Quarters 1 BDRM slps 6

Works 4 Me: New listing

Sunset Retreat

Virginia Beach 2 Bedroom Villa

Bayside condo on the beach in Sandbridge
Quick stats about flat rentals in Chesapeake
Total rentals
150 properties
Nightly prices starting at
£7 before taxes and fees
Total number of reviews
5.4K 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
- Virginia Beach Holiday rentals
- Williamsburg Holiday rentals
- Richmond Holiday rentals
- Shanghai Holiday rentals
- Myrtle Beach Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- Apartment rentals Chesapeake
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- Rentals with an EV charger Chesapeake
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- Rentals with a hot tub Chesapeake
- Rentals with a firepit Chesapeake
- Family-friendly rentals Chesapeake
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- Rentals with breakfast Chesapeake
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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Bethel Beach
- Water Country USA
- First Landing State Park
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Haven Beach
- Outlook Beach
- Jamestown Settlement
- Currituck Beach Lighthouse
- Sarah Constant Beach Park
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Kiptopeke Beach
- Bonito St. Public Beach Access
- Chrysler Museum of Art
- Little Creek Beach