
Waterfront holiday rentals in Chesapeake Beach
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Chesapeake Beach
Guests agree: these waterfront rentals 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 waterfront rentals in Chesapeake Beach
Waterfront apartment rentals

Serene Tree House Retreat | Spacious 1br/1bth Home

Better at the Bay

Comfy 1BR w pond view Kingsmill

Yorktown on the Waterfront

Private apartment only 3 blocks from the Beach

Oceanfront Building Boardwalk Pool Beach 3 Beds

Sandbridge Beach Bay Getaway

Tree Top Beach Bungalow 3 1/2 blocks fr beach
Waterfront house rentals

Waterfront House on the Bay/River

R & R River House

FREE Luxury Golf Cart - across from CC Beach

*Semi-Priv Beach*King Bed* Waterfront*EV Charger

Anne's Beachfront Shangri-La

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

York River | Chesapeake Bay Bliss: Fishing Retreat

Stunning Views of Back Bay & Seconds to the Beach
Waterfront apartment rentals

Bay Breeze At Ocean View Beach Home

Tropical 2BR Condo Getaway 1 Block from the Beach!

Beachfront Getaway, Pet Friendly, Mermaid Suite

Ocean & Bay Views - Local Family Owned & Operated

Oceanfront Gem VaB Studio Exceptional Views

Oceanfront, beach, boardwalk, fun, dolphin, sunris

2 Bedroom Stylish Kingsmill condo

Oceanfront Modern Condo | Steps to Beach & Pool
Destinations to explore
- Virginia Beach Holiday rentals
- Williamsburg Holiday rentals
- Myrtle Beach Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- East River Holiday rentals
- New York Holiday rentals
- House rentals Chesapeake Beach
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- Rentals with pools Chesapeake Beach
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Haven Beach
- Currituck Beach Lighthouse
- Jamestown Settlement
- Outlook Beach
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Sarah Constant Beach Park
- Bonito St. Public Beach Access
- Grove Beach
- Kiptopeke Beach
- Little Creek Beach