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”
Sep 30 – Oct 7
Apartment in Virginia Beach
4.94 out of 5 average rating, 205 reviewsTree Top Beach Bungalow 3 1/2 blocks fr beach
Sep 19 – 26
Apartment in Yorktown
4.98 out of 5 average rating, 115 reviewsYorktown on the Waterfront
Oct 5 – 12
Apartment in Chesapeake
4.9 out of 5 average rating, 10 reviewsSerene Tree House Retreat | Spacious 1br/1bth Home
Mar 26 – Apr 2
Apartment in Virginia Beach
5.0 out of 5 average rating, 15 reviewsSandbridge Beach Bay Getaway
Sep 7 – 14
Apartment in Hampton
4.97 out of 5 average rating, 69 reviewsPenthouse Paradise On The Harbor
Jun 13 – 20
Apartment in Norfolk
4.53 out of 5 average rating, 32 reviewsThe Willoughby Suite II - 2 Blocks from the Beach
Jul 20 – 27
Apartment in Virginia Beach
5.0 out of 5 average rating, 3 reviewsNEW Updated Oceanfront 2bd 2bth / Beachfront /Pool
Jul 13 – 20
Waterfront house rentals
Home in Virginia Beach
4.99 out of 5 average rating, 164 reviewsPlay by the bay beach house,
Feb 12 – 19
Home in Norfolk
4.89 out of 5 average rating, 115 reviewsNew Renovation! Tons of Space + Dogs ok!
Sep 4 – 11
Home in Virginia Beach
4.94 out of 5 average rating, 144 reviewsSteps to Beach At Chics Beach! Spacious + Clean!
Aug 3 – 10
Home in Norfolk
4.92 out of 5 average rating, 290 reviewsNew Beach Home on the Chesapeake Bay
Mar 10 – 17
Home in Virginia Beach
4.8 out of 5 average rating, 137 reviewsBeach house for 10 people! 1 block to beach!
Oct 2 – 9
Home in Norfolk
4.96 out of 5 average rating, 68 reviewsThe OV Beach Shack : cozy, fun beach house!
Nov 28 – Dec 5
Home in Portsmouth
4.97 out of 5 average rating, 36 reviewsPenny’s Palace 1 Bed/1 Bath Home
Aug 19 – 26
Home in Knotts Island
4.94 out of 5 average rating, 83 reviewsIsland Lotus Yoga & Spa
Mar 29 – Apr 5
Waterfront condo rentals
Condo in Williamsburg
4.94 out of 5 average rating, 105 reviewsLuxury Riverfront Condo w/ sunrise & sunset views
Apr 3 – 10
Condo in Virginia Beach
4.88 out of 5 average rating, 150 reviewsOceanfront Jewel VB Studio Mesmerizing Ocean View
Sep 15 – 22
Condo in Virginia Beach
4.94 out of 5 average rating, 157 reviewsTriton’s Treasure -3 Bedroom Condo on the Beach
Nov 29 – Dec 6
Condo in Virginia Beach
4.99 out of 5 average rating, 200 reviewsChic's Beach Rental and Fishing
Nov 14 – 21
Condo in Virginia Beach
4.83 out of 5 average rating, 101 reviewsOceanfront, beachfront, boardwalk, fun, dolphins
Oct 10 – 17
Condo in Virginia Beach
4.92 out of 5 average rating, 114 reviewsOcean & Bay Views - Local Family Owned & Operated
Oct 9 – 16
Condo in Williamsburg
4.81 out of 5 average rating, 100 reviewsBook a Piece of History at Kingsmill Williamsburg
Jul 3 – 10
Condo in Williamsburg
4.96 out of 5 average rating, 53 reviewsComfy 1BR w pond view Kingsmill
Nov 11 – 18
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 a washer and dryer Chesapeake
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- Rentals with pools Chesapeake
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