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
Home in Dunnsville
4.76 out of 5 average rating, 131 reviewsCozy & Content River Retreat Beach Hot Tub & Games
Home in Cape Charles
4.95 out of 5 average rating, 118 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 Moon
5.0 out of 5 average rating, 14 reviewsThe Retreat at Lilly's Neck
Home in Deltaville
4.96 out of 5 average rating, 26 reviewsSunset Pointe
Home in White Stone
5.0 out of 5 average rating, 50 reviewsOyster Creek Retreat: Waterfront | Dock | 2 Kings
Cottage in White Stone
4.97 out of 5 average rating, 77 reviewsLoveShack Cottage
Home in White Stone
5.0 out of 5 average rating, 24 reviewsWaterfront Retreat w/ Hot Tub, Game Room, Kayaks,
Beachfront home rentals with a pool
Apartment in Cape Charles
4.98 out of 5 average rating, 183 reviewsCape Charles Plantation Home “Nevill’s Nook Suite”
Camper/RV in White Stone
4.9 out of 5 average rating, 86 reviews“Old Smokey”A cozy, single bedroom, unique getaway
Barn in Cobbs Creek
4.95 out of 5 average rating, 94 reviewsThe Barn at Pond Point - Riverfront Home
Home in Heathsville
4.92 out of 5 average rating, 25 reviewsWeekly discount 10% - cottage with pool and dock!
Cottage in Heathsville
4.83 out of 5 average rating, 58 reviewsRiverfront Retreat with PRIVATE POOL and BEACH!!
Vacation home in Cape Charles
5.0 out of 5 average rating, 15 reviewsCheerful 3 bedroom Beach House in Cape Charles, VA
Home in Cape Charles
5.0 out of 5 average rating, 8 reviewsCoastal Soul/spacious/updated/perfect beach escape
Home in Cape Charles
5.0 out of 5 average rating, 9 reviewsBaydream
Private beachfront home rentals
Tiny home in Cape Charles
4.94 out of 5 average rating, 147 reviewsUnique, luxurious creekside stay in Cape Charles
Home in Heathsville
4.93 out of 5 average rating, 122 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Home in North
5.0 out of 5 average rating, 39 reviewsThe Llama House
Home in Gwynn
4.98 out of 5 average rating, 61 reviews‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
Treehouse in Machipongo
4.96 out of 5 average rating, 25 reviewsTreehouse Couple's Retreat
Home in Cobbs Creek
4.98 out of 5 average rating, 45 reviewsThe Gold Coast
Cottage in Deltaville
5.0 out of 5 average rating, 63 reviewsUnique & bright two-bedroom waterfront cottage
Place to stay in Machipongo
5.0 out of 5 average rating, 54 reviewsSmokehouse on the Chesapeake Bay
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