Gwynn's Island Rentals
From $287 per night (USD)VRBO
Gwynn's Island Cottage-Waterfront w Your Own Private Beach + Sunsets over Water
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Gwynn's Island Cottage is a waterfront cottage on the Chesapeake Bay with panoramic views and sunsets over the water. T ...
From $287 per night (USD)VRBO
From $282 per night (USD)Expedia
Peaceful Waterfront Retreat. Kayaks, Bicycles, Firepit, and more. Pet-Friendly!
- Bedrooms:
- 1
- Bathrooms:
- 3
- Sleeps:
- 6
Wake up to the sound of waves lapping the shore, enjoy morning coffee on your private beach, spend the afternoon kayakin ...
From $282 per night (USD)Expedia
From $197 per night (USD)VRBO
Relax at the Mystic Seahorse Cottage on Gwynn's Island!
- Bedrooms:
- 1
- Bathrooms:
- 2
- Sleeps:
- 4
Welcome to our quiet corner of Gwynn’s Island! Walk to the beach, relax in the backyard, ride a bike, kayak, or book a f ...
From $197 per night (USD)VRBO
From $590 per night (USD)VRBO
PRIVATE BEACH on the Chesapeake Bay
- Bedrooms:
- 3
- Bathrooms:
- 5
- Sleeps:
- 12
Beach front home with large yard. Beautiful views of the Chesapeake Bay from almost anywhere you stand. Large deck and ...
From $590 per night (USD)VRBO
From $409 per night (USD)VRBO
Beachfront Home on Chesapeake Bay - Gwynn’s Island
- Bedrooms:
- 3
- Bathrooms:
- 3
- Sleeps:
- 8
Beautiful views of the Chesapeake Bay in a rural setting. Private sandy beach ideal for young families. Enjoy canoeing, ...
From $409 per night (USD)VRBO
From $422 per night (USD)VRBO
Still Waters Point- Enjoy breathtaking views at our peaceful Gwynn's Island home
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 7
Our home sits right at the edge of Cherry Point on Gwynn’s Island and has room to accommodate large families (pooches to ...
From $422 per night (USD)VRBO
From $867 per night (USD)VRBO
New 5 bedroom home on private, sandy beach with game room and elevator.
- Bedrooms:
- 4
- Bathrooms:
- 5
- Sleeps:
- 11
Newly constructed waterfront escape, handicapped accessible, home on Virginia’s Chesapeake Bay offers unparalleled views ...
From $867 per night (USD)VRBO
From $356 per night (USD)VRBO
Beautiful Gwynn’s Island Waterfront Home
- Bedrooms:
- 2
- Bathrooms:
- 4
- Sleeps:
- 8
Welcome to our historic waterfront home on Gwynn's Island, VA. This family-owned property offers a relaxing stay with un ...
From $356 per night (USD)VRBO
From $232 per night (USD)VRBO
Bayfront Escape, Private Dock, Large Deck, and Views!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Welcome to Adventures in the Bay! This peaceful home is perfect to relax and enjoy Virginia’s Chesapeake Bay. With stunn ...
From $232 per night (USD)VRBO
From $473 per night (USD)Expedia
Beach House on Chesapeake Bay!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Bring your boat! New 3 bedroom, 2 bath rental property on the Chesapeake Bay, VA and only 1 hour drive from Richmond an ...
From $473 per night (USD)Expedia
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Boaters Paradise! Large Fenced in Yard - Relax on Island Time in Private Pool!
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 6
Your Gwynn's Island Oasis: Gwynnsville Cottage: Historic Charm, Private Pool! A Boaters Dream! A charming and unique 186 ...
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From $236 per night (USD)VRBO
Cozy little home on Gwynn's Island with semi-private Chesapeake Bay beach access
- Bedrooms:
- 2
- Bathrooms:
- 2
- Sleeps:
- 5
Relax with the whole family at this peaceful place to stay. Read a book, enjoy a cup of coffee with loved ones, or take ...
From $236 per night (USD)VRBO
From $333 per night (USD)VRBO
Beach House Getaway, exclusive location on \"Chesapeake Bay\" with private beach
- Bedrooms:
- 2
- Bathrooms:
- 3
- Sleeps:
- 8
Exclusive location in a peninsula setting at the Chesapeake Bay, claiming a waterfront paradise. View the sunrise on the ...
From $333 per night (USD)VRBO
From $495 per night (USD)VRBO
Beautiful Golden View Bayfront Retreat
- Bedrooms:
- 3
- Bathrooms:
- 6
- Sleeps:
- 13
Welcome to Golden View! Get ready to slow down and relax! Our waterfront home offers beautiful bay views, spacious deck, ...
From $495 per night (USD)VRBO