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
Apartment in Cape Charles
4.98 out of 5 average rating, 183 reviewsCape Charles Plantation Home “Nevill’s Nook Suite”
Apartment in Virginia Beach
4.94 out of 5 average rating, 206 reviewsTree Top Beach Bungalow 3 1/2 blocks fr beach
Apartment in Yorktown
4.98 out of 5 average rating, 115 reviewsYorktown on the Waterfront
Apartment in Chesapeake
4.91 out of 5 average rating, 11 reviewsSerene Tree House Retreat | Spacious 1br/1bth Home
Apartment in Virginia Beach
5.0 out of 5 average rating, 17 reviewsSandbridge Beach Bay Getaway
Apartment in Corolla
4.96 out of 5 average rating, 82 reviewsThe Coastal Studio
Apartment in Norfolk
4.53 out of 5 average rating, 32 reviewsThe Willoughby Suite II - 2 Blocks from the Beach
Apartment in Hampton
4.96 out of 5 average rating, 72 reviewsPenthouse Paradise On The Harbor
Waterfront house rentals
Home in Virginia Beach
4.99 out of 5 average rating, 166 reviewsPlay by the bay beach house,
Home in Norfolk
4.92 out of 5 average rating, 292 reviewsNew Beach Home on the Chesapeake Bay
Home in Norfolk
4.89 out of 5 average rating, 116 reviewsNew Renovation! Tons of Space + Dogs ok!
Home in Virginia Beach
4.94 out of 5 average rating, 145 reviewsSteps to Beach At Chics Beach! Spacious + Clean!
Home in Gloucester Point
4.99 out of 5 average rating, 148 reviewsYork River Vacation Home
Home in Virginia Beach
4.8 out of 5 average rating, 137 reviewsBeach house for 10 people! 1 block to beach!
Home in Virginia Beach
4.93 out of 5 average rating, 103 reviewsLakefront House @ Oceanfront
Home in Virginia Beach
4.83 out of 5 average rating, 106 reviewsStunning Views of Back Bay & Seconds to the Beach
Waterfront condo rentals
Condo in Virginia Beach
4.88 out of 5 average rating, 180 reviewsOceanfront Gem VaB Studio Exceptional Views
Condo in Williamsburg
4.94 out of 5 average rating, 105 reviewsLuxury Riverfront Condo w/ sunrise & sunset views
Condo in Virginia Beach
4.99 out of 5 average rating, 201 reviewsChic's Beach Rental and Fishing
Condo in Virginia Beach
4.93 out of 5 average rating, 160 reviewsTriton’s Treasure -3 Bedroom Condo on the Beach
Condo in Virginia Beach
4.83 out of 5 average rating, 102 reviewsOceanfront, beachfront, boardwalk, fun, dolphins
Condo in Virginia Beach
4.85 out of 5 average rating, 131 reviewsOceanfront Penthouse
Condo in Virginia Beach
4.92 out of 5 average rating, 114 reviewsOcean & Bay Views - Local Family Owned & Operated
Condo in Williamsburg
4.81 out of 5 average rating, 101 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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- Rentals with pools Chesapeake
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- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
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- Monthly Rentals Chesapeake
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- House rentals Chesapeake
- Rentals with an EV charger Chesapeake
- Townhouse rentals Chesapeake
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