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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
![](https://a0.muscache.com/im/pictures/7b0c39c6-35a0-4be4-9f98-509041d925e1.jpg?im_w=720)
Rental unit in Yorktown
4.98 out of 5 average rating, 118 reviewsYorktown on the Waterfront
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Rental unit in Virginia Beach
4.94 out of 5 average rating, 217 reviewsTree Top Beach Bungalow 3 1/2 blocks fr beach
![](https://a0.muscache.com/im/pictures/miso/Hosting-902238942513370020/original/b73dc4f1-e975-4800-bb1d-f68681de5577.jpeg?im_w=720)
Rental unit in Chesapeake
4.94 out of 5 average rating, 16 reviewsSerene Tree House Retreat | Spacious 1br/1bth Home
![](https://a0.muscache.com/im/pictures/miso/Hosting-1124767132839591065/original/405a14e1-3f1b-42e0-95ec-ccd42832d31c.jpeg?im_w=720)
Rental unit in East Ocean View
5 out of 5 average rating, 3 reviewsBeautiful Waterfront Apartment
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Rental unit in Hampton
4.97 out of 5 average rating, 91 reviewsPenthouse Paradise On The Harbor
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Rental unit in Sandbridge
4.95 out of 5 average rating, 21 reviewsSandbridge Beach Bay Getaway
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Rental unit in Sandbridge
5 out of 5 average rating, 13 reviewsSunset Retreat
![](https://a0.muscache.com/im/pictures/miso/Hosting-886363968099839140/original/80668bf4-ffc4-4891-82b0-6476600c7843.jpeg?im_w=720)
Rental unit in Virginia Beach
5 out of 5 average rating, 27 reviewsA Wave From It All
Waterfront house rentals
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Home in Portsmouth
4.96 out of 5 average rating, 103 reviewsThe Captains Cottage KAYAK/FISH on Elizabeth River
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Home in Chic's Beach
4.95 out of 5 average rating, 152 reviewsSteps to Beach At Chics Beach! Spacious + Clean!
![](https://a0.muscache.com/im/pictures/hosting/Hosting-U3RheVN1cHBseUxpc3Rpbmc6MjUwOTc3Nzc%3D/original/68188fd9-b83d-4049-8db8-8f3747742be8.jpeg?im_w=720)
Home in Virginia Beach
4.8 out of 5 average rating, 143 reviewsBeach house for 10 people! 1 block to beach!
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Home in Portsmouth
4.58 out of 5 average rating, 115 reviewsThe Mermaids Lair 🧜♀️
![](https://a0.muscache.com/im/pictures/e8f76bf8-a532-4339-8955-1b9db127517c.jpg?im_w=720)
Home in East Ocean View
4.75 out of 5 average rating, 143 reviewsPet friendly home steps away from the beach
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Home in East Ocean View
4.96 out of 5 average rating, 78 reviewsThe OV Beach Shack : cozy, fun beach house!
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Home in Chesapeake
4.9 out of 5 average rating, 10 reviewsCharming waterfront home in Chesapeake
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Home in Portsmouth
5 out of 5 average rating, 20 reviewsR & R River House
Waterfront condo rentals
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Condo in Williamsburg
4.94 out of 5 average rating, 110 reviewsLuxury Riverfront Condo w/ sunrise & sunset views
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Condo in Virginia Beach
4.84 out of 5 average rating, 109 reviewsOceanfront, beachfront, boardwalk, fun, dolphins
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Condo in Chic's Beach
4.99 out of 5 average rating, 209 reviewsChic's Beach Rental and Fishing
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Condo in Sandbridge
4.92 out of 5 average rating, 118 reviewsOcean & Bay Views - Local Family Owned & Operated
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Condo in Williamsburg
4.82 out of 5 average rating, 107 reviewsBook a Piece of History at Kingsmill Williamsburg
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Condo in Virginia Beach
4.85 out of 5 average rating, 132 reviewsOceanfront Penthouse
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Condo in Williamsburg
4.97 out of 5 average rating, 62 reviewsComfy 1BR w pond view Kingsmill
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Condo in Virginia Beach
4.81 out of 5 average rating, 32 reviewsLovely Beachfront 3-Bedroom Condo
Quick stats about waterfront rentals in Chesapeake
Total rentals
130 properties
Nightly prices starting at
$20 before taxes and fees
Total number of reviews
4.2K reviews
Family-friendly rentals
60 properties are a good fit for families
Pet-friendly rentals
80 properties allow pets
Rentals with a pool
70 properties have a pool
Destinations to explore
- Outer Banks Vacation rentals
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- Waterfront rentals United States
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- Rentals with a home theater Chesapeake
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- Apartment rentals Chesapeake
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