Beachfront holiday rental in Gwynn Island
Find and book unique beachfront homes on Airbnb
Top-rated beachfront accommodation in Gwynn Island
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 Gwynn Island beachfront rentals
Pet-friendly beachfront home rentals
Home in Cape Charles
4.95 out of 5 average rating, 122 reviewsHarbor View- (Sun - Sun rental June- Sept)
Cottage in Gwynn
4.96 out of 5 average rating, 26 reviewsIsland Get-A-Way on the Chesapeake Bay with Beach
Home in Deltaville
4.97 out of 5 average rating, 33 reviewsSunset Pointe
Home in White Stone
5.0 out of 5 average rating, 54 reviewsOyster Creek Retreat: Waterfront | Dock | 2 Kings
Cottage in White Stone
4.97 out of 5 average rating, 78 reviewsLoveShack Cottage
Home in White Stone
5.0 out of 5 average rating, 26 reviewsWaterfront Retreat w/ Hot Tub, Game Room, Kayaks,
Cottage in Foster
4.88 out of 5 average rating, 43 reviewsOld Log Cabin School House w/10 acres on the Bay
Home in Cape Charles
4.96 out of 5 average rating, 46 reviewsGame Barn! Next to Central Park! 2 Blocks 2 Beach/
Beachfront home rentals with a pool
Campervan/RV in White Stone
4.9 out of 5 average rating, 91 reviews“Old Smokey”A cozy, single bedroom, unique getaway
Barn in Cobbs Creek
4.95 out of 5 average rating, 98 reviewsThe Barn at Pond Point - Riverfront Home
Holiday home in Cape Charles
5.0 out of 5 average rating, 16 reviewsCheerful 3 bedroom Beach House in Cape Charles, VA
Home in Cape Charles
5.0 out of 5 average rating, 9 reviewsCoastal Soul/spacious/updated/perfect beach escape
Home in Gloucester County
4.74 out of 5 average rating, 35 reviewsPrivate 5-acre Waterfront Peninsula with Beach
Home in Cape Charles
5.0 out of 5 average rating, 4 reviewsHandicap Accesible, with Beach, Pool & Tennis!
Home in Cape Charles
5.0 out of 5 average rating, 3 reviews123 Sunset
Home in Heathsville
5.0 out of 5 average rating, 10 reviewsGorgeous Historic Riverfront House
Private beachfront home rentals
Home in North
5.0 out of 5 average rating, 42 reviewsThe Llama House
Home in Gwynn
4.98 out of 5 average rating, 63 reviews‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
Home in Cobbs Creek
4.98 out of 5 average rating, 45 reviewsThe Gold Coast
Treehouse in Machipongo
4.97 out of 5 average rating, 30 reviewsTreehouse Couple's Retreat
Home in Machipongo
5.0 out of 5 average rating, 36 reviewsPrivate Country Beach Retreat
Cottage in Deltaville
5.0 out of 5 average rating, 66 reviewsUnique & bright two-bedroom waterfront cottage
Place to stay in Machipongo
5.0 out of 5 average rating, 56 reviewsSmokehouse on the Chesapeake Bay
Home in Kilmarnock
5.0 out of 5 average rating, 41 reviewsSecluded beach front cottage on the Chesapeake Bay
Destinations to explore
- Virginia Beach Holiday rentals
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