
Beach house rentals near Chesapeake Bay
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Top-rated beach house rentals near Chesapeake Bay
Guests agree: these stays are highly rated for location, cleanliness and more.
Popular amenities for beach house rentals near Chesapeake Bay
Beach house rentals with a pool

Chestertown Watson Family Farm

Osprey Eyrie on the Chesapeake•Pool•Beach•Firepit

1 Bedroom Suite, Virginia Beach!

Private Pool at the Oceanfront in a Spacious Home

Year-Round Heated Indoor Pool & Beach Sleeps 16

Robin Hood Retreat

Beautiful Bayside Landing!

Legacy homes in Milford 19 ppl, 15 beds, 3 futons
Private beach house rentals

Osprey's roost: Spring and summer 2025

Beach Heron Retreat

Sunrise Waterfront Potomac Beach Haus

Red Point Lighthouse

Waterfront, Private Pier, Sleeps 10, 4 bedrooms

The River House, a Wicomico Beach Retreat

Country House on the Bay

Top of the Chesapeake - Private Waterfront Home
Pet-friendly beach house rentals

Ferry Bridge House

Water Oaks at Chic's Beach

Fall Sale! Game Theme+Boats+Beach+King Bd+EV Chrgr

Waterfront Escape!

Spacious Waterfront Home secluded on 60 ac with Be

Private Beach | Spacious Family & Pet Getaway

Escape To A “True” Chesapeake Waterfront Property!

The River House: A private waterfront oasis…
Luxury beach house rentals

Bayview Cottage 2 BR +Off./Priv Beach/Hot Tub/Deck

Steps to Beach at Chics Beach! Sleeps 12 & Garage!

New Beach Home on the Chesapeake Bay

4 Bedroom Luxury Private Beach Retreat

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

The Haven On The Chesapeake Bay

Waterfront 5 Bedroom Near BWI/Annapolis/Baltimore

Chesapeake Bay Retreat | Private Dock + Beach
Destinations to explore
- Rentals with an EV charger Chesapeake Bay
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- Beach house rentals United States
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Haven Beach
- Assateague Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Ocean Breeze Waterpark
- Piney Point Beach
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Wilkins Beach
- James River Country Club
- Little Creek Beach
- Wallops Beach