Waterfront holiday rentals in Chesapeake
Find and book unique waterfront accommodation on Airbnb
Top-rated waterfront accommodation in Chesapeake
Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.
Holiday rentals for every style
Get the amount of space that is right for you
Popular amenities for Chesapeake waterfront rentals
Waterfront apartment accommodation
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 Norfolk
4.53 out of 5 average rating, 32 reviewsThe Willoughby Suite II - 2 Blocks from the Beach
Apartment in Corolla
4.96 out of 5 average rating, 82 reviewsThe Coastal Studio
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 Virginia Beach
4.94 out of 5 average rating, 145 reviewsSteps to Beach At Chics Beach! Spacious + Clean!
Home in Norfolk
4.89 out of 5 average rating, 116 reviewsNew Renovation! Tons of Space + Dogs ok!
Home in Gloucester Point
4.99 out of 5 average rating, 148 reviewsYork River Vacation Home
Home in Portsmouth
4.97 out of 5 average rating, 38 reviewsPenny’s Palace 1 Bed/1 Bath Home
Home in Norfolk
4.96 out of 5 average rating, 70 reviewsThe OV Beach Shack : cozy, fun beach house!
Home in Knotts Island
4.94 out of 5 average rating, 85 reviewsIsland Lotus Yoga & Spa
Waterfront condo accommodation
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
$49 NZD before taxes and fees
Destinations to explore
- Outer Banks Holiday rentals
- Virginia Beach Holiday rentals
- Richmond Holiday rentals
- Norfolk Holiday rentals
- Williamsburg Holiday rentals
- Nags Head Holiday rentals
- Myrtle Beach Holiday rentals
- Washington Holiday rentals
- Deep Creek Lake Holiday rentals
- Philadelphia Holiday rentals
- New York Holiday rentals
- Jersey City Holiday rentals
- Waterfront rentals United States
- Waterfront rentals Outer Banks
- Waterfront rentals Virginia Beach
- Waterfront rentals Virginia
- Rentals with a hot tub Chesapeake
- Condo rentals Chesapeake
- Rentals with a washing machine and dryer Chesapeake
- Smoking-friendly rentals Chesapeake
- Family-friendly rentals Chesapeake
- Private suite rentals Chesapeake
- Rentals with a home theatre Chesapeake
- Fitness-friendly rentals Chesapeake
- House rentals Chesapeake
- Rentals with breakfast Chesapeake
- Apartment rentals Chesapeake
- Townhouse rentals Chesapeake
- Rentals with lake access Chesapeake
- Monthly Rentals Chesapeake
- Rentals with outdoor seating Chesapeake
- Rentals with pools Chesapeake
- Rentals with an EV charger Chesapeake
- Rentals with beach access Chesapeake
- Kid-friendly rentals Chesapeake
- Rentals with a patio Chesapeake
- Pet-friendly rentals Chesapeake
- Rentals with a fireplace Chesapeake
- Rentals with a fire pit Chesapeake
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