
Beachfront holiday rentals in Chesapeake Beach
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Chesapeake Beach
Guests agree: these beachfront homes 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 beachfront rentals in Chesapeake Beach
Pet-friendly beachfront home rentals

Wander Cape Charles

Villa Positano

Water Oaks at Chic's Beach

Cozy beach cottage! One block to the beach!

3 bedroom private home a block from the beach!

Modern. Spacious. Pets Yes! 2Min Walk to Beach

Quiet East Beach Bungalow, 1 block to beach!

Lovely Ocean View Cottage
Beachfront home rentals with a pool

*May specials LUX, Firepit pool/hot tub,ocean view

NEW! Oceanfront / Sunset Bay, 3 Bd / Pool

Breathtaking Ocean views at Pinch Me, 8bdrm, 6bath

Ocean & Bay Views - Local Family Owned & Operated

Paradise at the Beach

Stunning Views of Back Bay & Seconds to the Beach

Beach House with breathtaking sunsets

Sandbridge- Great Escape Saltwater Pool &Boat Ramp
Private beachfront home rentals

Bay Breeze At Ocean View Beach Home

3 yr old home in Carova Beach! 6 person hot tub

Private Beachfront Modern Villa: Outdoor Shower!

New Beach Home on the Chesapeake Bay

Private Beach Access at The OV Beach House

Lakefront House @ Oceanfront

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

Play by the Bay 1 MIN TO WATER
Destinations to explore
- Virginia Beach Holiday rentals
- Richmond Holiday rentals
- Myrtle Beach Holiday rentals
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- Outer Banks Holiday rentals
- Washington Holiday rentals
- Philadelphia Holiday rentals
- Pocono Mountains Holiday rentals
- South Jersey Holiday rentals
- Jersey Shore Holiday rentals
- New York Holiday rentals
- East River Holiday rentals
- House rentals Chesapeake Beach
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- Rentals with a patio Chesapeake Beach
- Hotel rentals Chesapeake Beach
- Pet-friendly rentals Chesapeake Beach
- Rentals with pools Chesapeake Beach
- Flat rentals Chesapeake Beach
- Family-friendly rentals Chesapeake Beach
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- Rentals with beach access Chesapeake Beach
- Rentals with outdoor seating Chesapeake Beach
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- Virginia Beach Oceanfront
- Carova Beach
- Resort Beach
- Corolla Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- Kingsmill Resort
- First Landing State Park
- Currituck Beach Lighthouse
- Virginia Beach National Golf Club
- Buckroe Beach and Park
- Golden Horseshoe Golf Club
- Norfolk Botanical Garden
- Grove Beach
- Sarah Constant Beach Park
- Grandview Beach
- Water Country USA
- Cape Charles Beachfront
- Bonito St. Public Beach Access
- Red Wing Lake Golf Course
- Ocean Breeze Waterpark
- Bayville Golf Club
- Chrysler Museum of Art
- Little Creek Beach