Waterfront vacation rentals in Chesapeake
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Chesapeake
Guests agree: these waterfront rentals 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 Chesapeake waterfront rentals
Waterfront apartment rentals
Rental unit in Virginia Beach
4.94 out of 5 average rating, 211 reviewsTree Top Beach Bungalow 3 1/2 blocks fr beach
Rental unit in Yorktown
4.98 out of 5 average rating, 116 reviewsYorktown on the Waterfront
Rental unit in Chesapeake
4.92 out of 5 average rating, 12 reviewsSerene Tree House Retreat | Spacious 1br/1bth Home
Rental unit in Sandbridge
5 out of 5 average rating, 18 reviewsSandbridge Beach Bay Getaway
Rental unit in Virginia Beach
4.87 out of 5 average rating, 78 reviewsBeach Nut - Virginia Beach Oceanfront!
Rental unit in Hampton
4.96 out of 5 average rating, 77 reviewsPenthouse Paradise On The Harbor
Rental unit in Virginia Beach
5 out of 5 average rating, 23 reviewsA Wave From It All
Rental unit in Virginia Beach
4.97 out of 5 average rating, 35 reviewsOceanfront: beach, sky, & dolphins
Waterfront house rentals
Home in Virginia Beach
4.99 out of 5 average rating, 169 reviewsPlay by the bay beach house,
Home in East Ocean View
4.93 out of 5 average rating, 298 reviewsNew Beach Home on the Chesapeake Bay
Home in East Ocean View
4.89 out of 5 average rating, 118 reviewsNewly renovated, steps to beach, outdoor spaces
Home in Portsmouth
4.98 out of 5 average rating, 41 reviewsPenny’s Palace 1 Bed/1 Bath Home
Home in Portsmouth
4.58 out of 5 average rating, 111 reviewsThe Mermaids Lair 🧜♀️
Home in East Ocean View
4.96 out of 5 average rating, 73 reviewsThe OV Beach Shack : cozy, fun beach house!
Home in Knotts Island
4.94 out of 5 average rating, 88 reviewsIsland Lotus Yoga & Spa
Home in Norfolk
4.98 out of 5 average rating, 92 reviewsOne block from the Beach
Waterfront condo rentals
Condo in Virginia Beach
4.88 out of 5 average rating, 181 reviewsOceanfront Gem VaB Studio Exceptional Views
Condo in Williamsburg
4.93 out of 5 average rating, 107 reviewsLuxury Riverfront Condo w/ sunrise & sunset views
Condo in Sandbridge
4.93 out of 5 average rating, 162 reviewsTriton’s Treasure -3 Bedroom Condo on the Beach
Condo in Chic's Beach
4.99 out of 5 average rating, 204 reviewsChic's Beach Rental and Fishing
Condo in Virginia Beach
4.83 out of 5 average rating, 103 reviewsOceanfront, beachfront, boardwalk, fun, dolphins
Condo in Virginia Beach
4.85 out of 5 average rating, 131 reviewsOceanfront Penthouse
Condo in Sandbridge
4.91 out of 5 average rating, 116 reviewsOcean & Bay Views - Local Family Owned & Operated
Condo in Williamsburg
4.82 out of 5 average rating, 103 reviewsBook a Piece of History at Kingsmill Williamsburg
Quick stats about waterfront rentals in Chesapeake
Total rentals
100 properties
Rentals with a pool
30 properties have a pool
Pet-friendly rentals
40 properties allow pets
Family-friendly rentals
50 properties are a good fit for families
Total number of reviews
4.8K reviews
Nightly prices starting at
$30 before taxes and fees
Destinations to explore
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