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 Hampton
4.89 out of 5 average rating, 119 reviewsPenthouse Paradise On The Harbor
Rental unit in Chesapeake
5 out of 5 average rating, 4 reviewsThe Southern Magnolia | 2br/1bth Home
Rental unit in Virginia Beach
4.91 out of 5 average rating, 505 reviewsPrivate apartment only 3 blocks from the Beach
Rental unit in Virginia Beach
4.75 out of 5 average rating, 131 reviewsOceanfront bldg Boardwalk Pool Beach 4pl
Rental unit in Sandbridge
4.96 out of 5 average rating, 26 reviewsSandbridge Beach Bay Getaway
Rental unit in Virginia Beach
4.95 out of 5 average rating, 226 reviewsTree Top Beach Bungalow 3 1/2 blocks fr beach
Rental unit in Virginia Beach
5 out of 5 average rating, 5 reviewsOceanfront Views! 2 BR, 2 BATH!
Rental unit in Sandbridge
5 out of 5 average rating, 19 reviewsSunset Retreat
Waterfront house rentals
Home in East Ocean View
4.92 out of 5 average rating, 326 reviewsNew Beach Home on the Chesapeake Bay
Home in Virginia Beach
4.95 out of 5 average rating, 22 reviewsNew R & R Lake House in Va Beach
Home in Portsmouth
5 out of 5 average rating, 35 reviewsWaterfront/Arcade/Fishing Fun
Home in Virginia Beach
4.94 out of 5 average rating, 114 reviewsLakefront House @ Oceanfront
Home in Sandbridge
4.85 out of 5 average rating, 118 reviewsStunning Views of Back Bay & Seconds to the Beach
Home in Phoebus
5 out of 5 average rating, 17 reviewsRiver Retreat at Stonehurst
Home in Buckroe Beach
4.74 out of 5 average rating, 70 reviewsSpacious & family Comfort Waterfront near Beach
Home in Buckroe Beach
4.95 out of 5 average rating, 111 reviewsQuaint and Comfortable Buckroe Beach Getaway.
Waterfront condo rentals
Condo in Norfolk
4.72 out of 5 average rating, 18 reviewsBay Breeze At Ocean View Beach Home
Condo in Virginia Beach
4.99 out of 5 average rating, 68 reviewsTropical 2BR Condo Getaway 1 Block from the Beach!
Condo in Norfolk
4.99 out of 5 average rating, 81 reviewsBeachfront Getaway, Pet Friendly, Mermaid Suite
Condo in Virginia Beach
4.85 out of 5 average rating, 136 reviewsOceanfront Penthouse
Condo in Sandbridge
4.92 out of 5 average rating, 120 reviewsOcean & Bay Views - Local Family Owned & Operated
Condo in Virginia Beach
4.84 out of 5 average rating, 121 reviewsOceanfront, beachfront, boardwalk, fun, dolphins
Condo in Virginia Beach
4.75 out of 5 average rating, 4 reviewsOBC - 2BR/2BA Suite - City View
Condo in Chic's Beach
4.99 out of 5 average rating, 215 reviewsChic's Beach Rental and Fishing
Quick stats about waterfront rentals in Chesapeake
Total rentals
70 properties
Nightly prices starting at
$30 before taxes and fees
Total number of reviews
3.3K reviews
Family-friendly rentals
40 properties are a good fit for families
Pet-friendly rentals
20 properties allow pets
Rentals with a pool
10 properties have a pool
Destinations to explore
- Outer Banks Vacation rentals
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