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 Hampton
4.94 out of 5 average rating, 124 reviews1950s bungalow, 2-1/2 blocks from Buckroe Beach
Cottage in Onancock
4.96 out of 5 average rating, 140 reviewsA "True" Chesapeake Bay Waterfront Experience!
Home in Cape Charles
4.95 out of 5 average rating, 120 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, 17 reviewsThe Retreat at Lilly's Neck
Home in White Stone
5.0 out of 5 average rating, 52 reviewsOyster Creek Retreat: Waterfront | Dock | 2 Kings
Cottage in Lottsburg
4.9 out of 5 average rating, 89 reviewsCharming Waterfront Home with Expansive Views
Cottage in White Stone
4.97 out of 5 average rating, 77 reviewsLoveShack Cottage
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, 88 reviews“Old Smokey”A cozy, single bedroom, unique getaway
Barn in Cobbs Creek
4.95 out of 5 average rating, 95 reviewsThe Barn at Pond Point - Riverfront Home
Cottage in Heathsville
4.82 out of 5 average rating, 61 reviewsRiverfront Retreat with PRIVATE POOL and BEACH!!
Home in Heathsville
4.92 out of 5 average rating, 25 reviewsWeekly discount 10% - cottage with pool and dock!
Vacation home in Cape Charles
5.0 out of 5 average rating, 15 reviewsCheerful 3 bedroom Beach House in Cape Charles, VA
Condo in Crisfield
4.85 out of 5 average rating, 33 reviews3 Bedroom Waterfront Condo with Pool and Boat slip
Home in Hampton
4.94 out of 5 average rating, 47 reviewsSiren Cove a Serene Oasis Awaiting Your Arrival
Private beachfront home rentals
Home in Heathsville
4.94 out of 5 average rating, 124 reviewsWater ft Chesapeake Bay DREaM Vacation Dock Kayaks
Cottage in Port Haywood
4.94 out of 5 average rating, 126 reviewsModern Beachfront Cottage with Endless Bay Views
Home in Newport News
4.88 out of 5 average rating, 112 reviewsPearl of Hilton on the James River
Home in North
5.0 out of 5 average rating, 41 reviewsThe Llama House
Home in Gwynn
4.98 out of 5 average rating, 62 reviews‘The Sand Crab’- Beachfront Cottage, Kayaks, WiFi
Loft in Cobbs Creek
5.0 out of 5 average rating, 36 reviewsPiankatank Shore
Treehouse in Machipongo
4.96 out of 5 average rating, 27 reviewsTreehouse Couple's Retreat
Home in Machipongo
5.0 out of 5 average rating, 35 reviewsPrivate Country Beach Retreat
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