
Waterfront vacation rentals in Eastern Shore of Virginia
Find and book unique waterfront rentals on Airbnb
Top-rated waterfront rentals in Eastern Shore of Virginia
Guests agree: these waterfront rentals are highly rated for location, cleanliness, and more.

Little Red House on a Rural Farm for Stargazing
The Little Red House VA is a cozy tiny home on a 50-acre farm, surrounded by fields, woods, marsh, and a creek. Curated with hygge comfort and efficiency, you'll love the natural light and calm decor. • Pets are welcome • Escape the noise, reset in nature • Epic stargazing • Peaceful sleep • Thoughtful interior design • Large full bath • Comfy patio for coffee, wine, reading • Firepit with wood onsite • Large private outdoor shower in woods • Wide open spaces • Fast WIFI • Superhost 13+ years
RiverBeachAmenities
4.94 out of 5 average rating, 542 reviews
Guesthouse at Vessel Farm & Winery, Waterfront
Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to town. Our twenty acre waterfront farm, home to both a Vineyard and an Oyster Farm, has plenty of nearby walking or biking and a dock on a secluded arm of the Chesapeake Bay. Our farm is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.
BeachViewBackyard
5.0 out of 5 average rating, 435 reviews
Pretty Byrd Cottage, a Victorian Bayfront Getaway!
Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!
ViewBeachWalkability
4.95 out of 5 average rating, 166 reviews
Private romantic pet friendly waterfront cottage
On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!
RiverViewWifi
4.99 out of 5 average rating, 350 reviews
A "True" Chesapeake Bay Waterfront Experience!
Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Sunset House" expanded and completely renovated in May 2018, It is complemented by our "Bayside House" - also available on Airbnb. Be ready for the smell of the salt air and to enjoy million-dollar sunsets!
BeachViewGetting around
4.94 out of 5 average rating, 191 reviews
Bay Breeze Home on private waterfront
On Virginia's beautiful Eastern Shore, the Bay Breeze Home on Occohannock Creek is the ultimate getaway for two or a large family desiring outside adventures. This 1970's spacious home has plenty of room. Experience the water with our three kayaks or family canoe and watch the abundant wildlife. Right outside your door, you may see Ospreys, Great Blue Herons, Eagles, wild ducks, porpoises, deer, geese, otters, & more. Be our guest and forget your worries in this spacious and serene spot.
BeachViewWalkability
4.98 out of 5 average rating, 161 reviews
Private Country Beach Retreat
Welcome to Mason Jar Retreats Beach Home. Our home is a private beachfront property with the best of both country and beach living. Located on 6 acres on a private road with only a few steps to take to your private oasis on the Chesapeake Bay. Enjoy sunsets from the beautiful porches while taking in the natural surroundings. Our home is only three miles from a vineyard and winery and 20 minutes to Cape Charles with lots of shopping and dining in a quaint beach town. *LGBTQ+Friendly Home
BeachViewLaundry
4.99 out of 5 average rating, 135 reviews
Ultimate Cabin Farm Stay Cape Charles
Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, feed the Alpacas, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.
ViewBeachCheck-in
4.96 out of 5 average rating, 264 reviews
Egret’s Point on the Creek
Egrets Point on the Creek, is a beautiful and peaceful place to relax and plan your Eastern Shore exploration. Whether you are enjoying the fire pit by the creek, or taking a nap in the hammocks, canoeing, walking or exploring historic Onancock, life by the creek is sweet. Chincoteague to the north, Cape Charles to the south. Excitement abounds. Coastal exploration, boating, fishing, fine dining, artisan shops, art galleries, farmers markets and sandy beaches. Come and enjoy!
BeachRiverLocation
5.0 out of 5 average rating, 121 reviews
The Laughing King Retreat Honeymoon Island Cottage
Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.
ViewBeachShared spaces
4.98 out of 5 average rating, 362 reviews
Chesapeake Bay Retreat | Private Dock + Beach
Wake up to sunrises over the creek as you sip your morning coffee and soak in the stillness that surrounds you. 🌿 Outdoor Features: Private dock with multiple boat slips – ideal for crabbing, fishing or just taking in the view Covered porch with a fireplace, tv and gas grill Outdoor fire pit for s’mores in summer or oyster roasts in winter Private beach area for lounging, shell collecting 🎯 Yard Games for All Ages: Hammock for afternoon naps beneath the trees
BeachRiverValue
4.96 out of 5 average rating, 104 reviews
The Moore Cottage
The Moore Cottage is a rustic-chic, fisherman's cottage.The cottage is less than a mile from Windmill Point Marina, and five miles from the town of White Stone. You will enjoy the views of amazing wildlife, boaters, the beach, and breath-taking sunsets all while sitting on the back porch. The Cottage is nestled on a cove overlooking Little Bay and the mouth of Antipoison Creek. Come check out one of the Northern Neck's best kept secrets!
BeachViewGetting around
4.89 out of 5 average rating, 409 reviewsPopular amenities for Eastern Shore of Virginia waterfront rentals
Waterfront apartment rentals

Salty Sisters on the Bay. Enclosed yard on the Bay
RiverViewAccess
4.95 out of 5 average rating, 324 reviews
Oceanfront Building Boardwalk Pool Beach 3 Beds
BeachViewFamily
4.77 out of 5 average rating, 202 reviews
Historic St. Mary's City, MD
BeachViewBiking
4.97 out of 5 average rating, 626 reviews
Little Cove Cottage, Couples Retreat/Mathews
RiverBeachIndoor spaces
4.98 out of 5 average rating, 266 reviews
Serenity Suite on Chesapeake Bay
ViewBeachBackyard
4.96 out of 5 average rating, 253 reviews
Amazing oceanfront view 3 blocks from boardwalk
BeachViewBathroom
4.85 out of 5 average rating, 177 reviews
VB. Oceanfront/ Boardwalk,Beach, Pool, Balcony
BeachViewHeating
4.91 out of 5 average rating, 329 reviews
Stunning Sunsets on Breton Bay, Seaside apartment
BeachViewLaundry
4.98 out of 5 average rating, 151 reviewsWaterfront house rentals

Best View on the Northern Neck, Sandy Beach!
ViewRiverGrill
5.0 out of 5 average rating, 123 reviews
Island Oasis, Tangier Island, Virginia
BeachViewAmenities
5.0 out of 5 average rating, 172 reviews
Jay's Retreat: dock, kayaks, EV charger, bikes
BeachViewPets
4.97 out of 5 average rating, 101 reviews
Blue Heron WaterSide
BeachViewCleanliness
4.98 out of 5 average rating, 176 reviews
Blue Pearl Cottage
ViewRiverCleanliness
5.0 out of 5 average rating, 105 reviews
Bayfront Modern Retreat • Dock, Kayaks, Views
BeachViewPool
4.91 out of 5 average rating, 135 reviews
Play by the Bay 1 MIN TO WATER
BeachViewComfort
4.99 out of 5 average rating, 239 reviews
3 bedroom/2.5 bath Smith Island bungalow with dock
BeachViewLocation
4.95 out of 5 average rating, 153 reviewsWaterfront condo rentals

Direct Oceanfront with a View and Amenities Galore
BeachViewCheckout
4.94 out of 5 average rating, 339 reviews
Gorgeous Beachfront! King Bed, Direct Ocean View!
BeachViewParking
4.99 out of 5 average rating, 153 reviews
Oceanfront Condo w/ Resort Amenities 3BDR &3pools
BeachViewKitchen
4.88 out of 5 average rating, 147 reviews
Chic's Beach Rental and Fishing
BeachViewAmenities
4.98 out of 5 average rating, 259 reviews
Beachfront Getaway, Pet Friendly, Mermaid Suite
ViewBeachOutdoor spaces
4.99 out of 5 average rating, 112 reviews
Luxury Oceanfront Escape!
BeachViewHospitality
4.96 out of 5 average rating, 241 reviews
One Bedroom Beachfront Apartment Mid-Town
ViewBeachWalkability
4.9 out of 5 average rating, 137 reviews
DirectOceanFront on Boardwalk/Newly Remodeled/Pool
ViewBeachSolo travel
4.78 out of 5 average rating, 243 reviewsDestinations to explore
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- Waterfront rentals Virginia
- Waterfront rentals United States
- Chincoteague Island
- Virginia Beach Oceanfront
- Chesapeake Bay
- Assateague Island National Seashore
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Outlook Beach
- Norfolk Botanical Garden
- First Landing Beach
- Neptune's Park
- The Mariners' Museum
- Hampton University
- Virginia Living History Museum
- Cape Henry Light House
- Fort Monroe National Monument
- Sandy Bottom Nature Park
- Newport News Park
- Willoughby Beach
- American Revolution Museum at Yorktown
- Hampton Coliseum
- NASA’s Wallops Flight Facility Visitor Center





