
Beachfront vacation rentals in Gwynn Island
Find and book unique beachfront homes on Airbnb
Top-rated beachfront rentals in Gwynn Island
Guests agree: these beachfront homes are highly rated for location, cleanliness, and more.
Vacation rentals for every style
Get the amount of space that is right for you.
Popular amenities for Gwynn Island beachfront rentals
Pet-friendly beachfront home rentals

"Elderberries" Chesapeake Bayfront Cottage

Water front Coastal Bungalow with boat docks

Piankatank Riverfront Perch in Mathews County, VA

Bill's Island

Waterfront 3BR/3BA Getaway: Beach, Dock, Firepit!

Waterfront Retreat w/ Hot Tub, Game Room, Kayaks,

Waterfront Bay Cottage w/ Your Own Private Beach

Little Gray Beach House
Beachfront home rentals with a pool

Gorgeous Historic Riverfront House

The Perfect View Virginia

Waterfront Escape Pool Dock Kayaks Chesapeake Bay

Rappahannock River House

18 Acre Wood

Private 5-acre Waterfront Peninsula with Beach

Riverfront Retreat with PRIVATE POOL and BEACH!!

11am-3pm Outdoor Event Space ONLY! $350
Private beachfront home rentals

Beach Heron Retreat

Secluded beach front cottage on the Chesapeake Bay

RVR Cottage: Amazing Views, New Dock & Sandy Beach

Private Beach Getaway at Finest Chesapeake Bay

‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi

Oyster Haven- private beach front home 3 bedrooms

The Haven On The Chesapeake Bay

Mathews Gwynn's Island Chesapeake Bay- Sand Beach!
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- Chesapeake Bay
- Virginia Beach Oceanfront
- Resort Beach
- Busch Gardens Williamsburg
- Buckroe Beach
- First Landing State Park
- Water Country USA
- Buckroe Beach and Park
- Kingsmill Resort
- Grandview Beach
- Outlook Beach
- Jamestown Settlement
- Haven Beach
- Snead Beach
- Sarah Constant Beach Park
- Norfolk Botanical Garden
- Wilkins Beach
- Ragged Point Beach
- Little Creek Beach
- Kiptopeke Beach
- Royal New Kent Golf Club
- Chrysler Museum of Art
- Salt Ponds Public Beach
- Cape Charles Beachfront