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Waterfront holiday rentals in Willoughby Bay

Find and book unique waterfront accommodation on Airbnb

Top-rated waterfront accommodation in Willoughby Bay

Guests agree: These waterfront accommodation options are highly rated for location, cleanliness and more.

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Superhost
A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.
Boat in Norfolk

Romantic Sailboat Experience + Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

ViewBeachLocation

4.91 out of 5 average rating, 140 reviews
Top Guest favourite
The exterior of a two-story home is showcased, featuring natural wooden siding and two private balconies. Each balcony is equipped with a railing and simple seating, providing a comfortable space to enjoy the outdoors. A surrounding green area offers a touch of nature.
Home in Norfolk

One block from the Beach

Stay at one of the highest rated homes in Willoughby Beach. It has everything you need to have a relaxing getaway. Enjoy the breezes of the Willoughby Bay on the back 2 decks, and the Chesapeake Bay on the front 2 decks. 500 ft walk to Chesapeake beach access, and an outdoor shower ready when you return. We have been hosting since 2018 and you can read our reviews to see that this property is our pride and joy. Let us show you what a five star experience is on Airbnb... Mandy and Kevin

ViewBeachFamily

4.97 out of 5 average rating, 140 reviews
Top Guest favourite
A sandy beach stretches into the distance, bordered by gentle dunes and green grasses. A wooden walkway leads to the shore, where several figures can be seen walking. The calm ocean reflects the blue sky, dotted with fluffy white clouds.
Home in Virginia Beach

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill, Washer-dryer. Great water views while you are relaxing on the deck. Many amenities! Just bring your bathing suit. Our guests have all said they love this place! Very close to many wedding venues, restaurants, state park, oceanfront boardwalk is closeby, military bases, etc.

BeachViewSleep quality

4.99 out of 5 average rating, 235 reviews
Superhost
Large windows provide stunning views of the lake, reflecting vibrant colors of the sunset. A small potted plant sits on a table beside a white chair, while light from the setting sun casts a warm glow across the interior space.
Home in Norfolk

THE POINT! Private waterfront Oasis!

Enjoy breath taking views & a fully equipped home w/ many amenities. Looking for a private & intimate experience of quality time & a relaxing retreat w/ nature & ample space to spread out, this is IT! Convenient to VB Oceanfront, Downtown Norfolk, Rivers Casino, Waterside & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect family/friends group trips, 12 minutes from Carnival Cruise Port. Bring your fishing poles!

ViewRiverCleanliness

4.94 out of 5 average rating, 139 reviews
Guest favourite
Home in Norfolk

Sunset Sanctuary on the Water- Fast Wifi/Netflix

Escape to this 3 BEDS/2 BATH Sunset Sanctuary on the Water, a peaceful retreat where breathtaking sunsets meet serene waterfront views. Perfect for relaxation, this home offers comfort and charm with cozy living spaces and a welcoming atmosphere. Enjoy coffee on the deck, unwind by the water, or explore nearby attractions. Ideal for families or friends seeking a quiet getaway, our sanctuary blends natural beauty with modern convenience for a truly memorable stay.

BeachRiverNearby

4.92 out of 5 average rating, 225 reviews
Top Guest favourite
Two comfortable white Adirondack chairs are positioned on a wooden deck, facing the peaceful expanse of the Chesapeake Bay. The scene includes soft grass in the foreground and a clear sky above, creating a serene viewing spot for enjoying the beach.
Guest suite in Norfolk

Beachfront Exclusive Bay front Suite

This comfortable private beachfront suite with a kitchenette offers breathtaking 180-degree views of the Chesapeake Bay. Enjoy magnificent sunrises and stunning sunsets from your private deck, with the water’s edge just steps away. If you’ve ever wanted to experience life on the beach, this is as close as it gets. This suite reflects our love for the Chesapeake Bay and the relaxed coastal lifestyle, and we’re conveniently located just 10 minutes from ORF Airport

ViewBeachLayout

4.93 out of 5 average rating, 673 reviews
Guest favourite
Cottage in Norfolk

Villa Positano

This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

ViewBeachLong stay

4.96 out of 5 average rating, 299 reviews
Top Guest favourite
An aerial view showcases a beach cottage with a white roof situated near a sandy shore. The beach is visible with gentle waves lapping at the coastline. Surrounding vegetation and neighboring homes are seen, enhancing the coastal ambience.
Cottage in Norfolk

Life on a Sandbar right on Chesapeake Bay

Two bedroom, two bath cottage located on Willoughby Beach right on the shore of the Chesapeake Bay. Centrally located between Williamsburg, Jamestown, Hampton, and Norfolk, Virginia Beach, and the Outer Banks. Close to Norfolk Naval Bases and Old Dominion University. Great for surf fishing or pier fishing on nearby Ocean View Fishing Pier and Restaurant. THIS PROPERTY CANNOT BE RENTED THOUGH CRAIGSLIST!!! DON'T BE SCAMMED!!!

BeachViewCheckout

4.98 out of 5 average rating, 108 reviews
Guest favourite
A bright sunroom features large windows that frame views of the Chesapeake Bay and surrounding natural landscape. Light-colored furnishings complemented by a wooden coffee table and a small plant enhance the airy feel. The serene atmosphere is accentuated by sunlight streaming through the glass.
Cottage in Norfolk

Beachfront stay with kayaks & paddleboards

Private beach access, Chesapeake Bay views, and kayaks and paddle boards included. This waterfront home is made for slow mornings, beach days, sunset evenings, and time on the water. My husband and I renovated the interior ourselves with comfort and simplicity in mind. The kitchen is stocked with the essentials, and towels, soap, shampoo, and conditioner are provided so you can settle in easily and enjoy the bay.

ViewBeachSleep quality

4.99 out of 5 average rating, 181 reviews
Top Guest favourite
A workspace with a wooden desk and a comfortable chair is situated by large windows, offering expansive views of the ocean. Natural light streams in, highlighting the tranquility of the beach outside. The windows are framed by light-colored blinds, with a small plant placed on the desk.
Condo in Norfolk

Beachfront Getaway, Pet Friendly, Mermaid Suite

Escape to a serene, semi-private beach with breathtaking views and everything you need for the perfect vacation. Welcome to Big Blue, where unforgettable memories await. Beach access, Fully stocked kitchen, modern upgrades, comfy beds, large open floor plan, bbq pit, outdoor patio, beach gear & many personal touches. Condo not suitable for children under 7. Pet fee $100 for max of 2 with approval.

BeachViewAccuracy

4.99 out of 5 average rating, 111 reviews
Top Guest favourite
A vibrant sunset is captured over the water, with shades of orange and pink blending into the horizon. A wooden dock stretches into the foreground, surrounded by evenly spaced posts that rise from the calm water's surface.
Guesthouse in Hampton

Sun Sea and Sand

Welcome to Sun Sea and Sand, a Caribbean theme in Hampton, Virginia. Sun, Sea and Sand is a beautiful, waterfront, second story, two-bedroom, one-bath guest house located on a private drive providing lots of privacy including your own private entrance as well as stairs leading from your private balcony directly to the waterfront. High-speed fiber-optic wifi and cable with blue ray player provided.

RiverViewHospitality

4.99 out of 5 average rating, 414 reviews
Guest favourite
The exterior of the home is presented with a multi-level structure, featuring a balcony above a covered parking area illuminated by warm lights. A decorative planter stands near a pathway lined with pebbles, leading to the entrance of the home.
Home in Norfolk

*Escape to the Tangerine Dream*

**ESCAPE TO THE TANGERINE DREAM** in this stunning beachfront oasis, located just steps away from the sandy shores of Captain's Quarters Park, this 3 bedroom/2 bath home offers the perfect blend of luxury and relaxation. Step inside to the open concept living area which boasts breathtaking views from two balconies, perfect for enjoying your morning coffee or watching the sunset over the ocean.

BeachViewNearby

4.91 out of 5 average rating, 128 reviews

Popular amenities for Willoughby Bay waterfront rentals

KitchenWifiPoolFree parking on premisesAir conditioning

Waterfront apartment accommodation

Top Guest favourite
A wooden deck is showcased, surrounded by lush greenery. The railing is made of wood with black metal accents. The space offers an inviting outdoor area, nestled in a tranquil environment with a view of trees and a fenced yard.
Private room in Virginia Beach

Private apartment only 3 blocks from the Beach

BeachRiverFamily

4.92 out of 5 average rating, 606 reviews
Superhost
A serene view of the pool area at sunset showcases warm hues filling the sky. White lounge chairs are arranged around the pool, which is enclosed by a safety fence. In the background, the beach and ocean can be seen, enhancing the tranquil atmosphere.
Apartment in Virginia Beach

Oceanfront Building Boardwalk Pool Beach 3 Beds

ViewBeachHeating

4.77 out of 5 average rating, 198 reviews
Guest favourite
A spacious balcony is shown with several white chairs and small tables arranged for seating. The view overlooks the Atlantic Ocean, with a clear blue sky and sandy beach visible in the distance. Adjacent buildings are present, including a tall, modern structure with orange and white stripes.
Apartment in Virginia Beach

Beach Nut - Virginia Beach Oceanfront!

ViewBeachCondition

4.85 out of 5 average rating, 113 reviews
Guest favourite
Apartment in Buckroe Beach

Private Beach Condo in Buckroe!

ViewBeachHospitality

5.0 out of 5 average rating, 14 reviews
Guest favourite
Apartment in Virginia Beach

North End Oceanfront Condo with Balcony

ViewBeachBathroom

4.95 out of 5 average rating, 20 reviews
Top Guest favourite
Newly constructed wooden steps lead to the second-floor entrance of the studio apartment. The surrounding area features green foliage and a concrete pathway, with a fenced yard visible in the foreground. A private porch is seen at the top of the stairs.
Apartment in Virginia Beach

The Lighthouse-2 blocks to beach

BeachViewAmenities

4.94 out of 5 average rating, 47 reviews
Guest favourite
A light-filled living space features a comfortable leather sofa and a modern dining table. A TV is mounted on the wall, and a large window allows natural light to illuminate the room. A small indoor plant adds a touch of greenery, enhancing the airy ambiance.
Apartment in Chesapeake

Serene Tree House Retreat | Spacious 1br/1bth Home

ViewRiverAir conditioning

4.97 out of 5 average rating, 33 reviews
Top Guest favourite
A balcony view captures bright red Adirondack chairs placed on a concrete surface, facing the beach and ocean. The calming horizon displays gentle waves, while a pathway and greenery are visible in the foreground. People can be seen enjoying the beach in the distance.
Apartment in Virginia Beach

Oceanfront 2 bedroom condo

ViewBeachAmenities

5.0 out of 5 average rating, 27 reviews

Waterfront house rentals

Guest favourite
A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.
Home in Buckroe Beach

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

ViewBeachHot tub

4.96 out of 5 average rating, 112 reviews
Guest favourite
The exterior of the beach house features a multi-level structure with a broad staircase leading to an expansive covered porch. Multiple fans are visible on the upper deck, surrounded by greenery and flowers. A driveway accommodates parking, and nearby vehicles are present.
Home in Norfolk

PETS Welcome! 4Bed Beach View Privately Managed

BeachViewLocation

4.95 out of 5 average rating, 121 reviews
Guest favourite
The image captures a serene beach scene at sunset, with soft pink and orange hues reflecting off calm waters. The sandy shoreline features gentle dunes and sparse vegetation, creating an inviting atmosphere for relaxation and contemplation.
Home in Norfolk

New Beach Home on the Chesapeake Bay

BeachViewSolo travel

4.92 out of 5 average rating, 416 reviews
Guest favourite
A bright living area features a modern entertainment center with a flat-screen TV mounted above an elegant fireplace. Soft blue and yellow accents are found on the plush sofas, which surround a circular coffee table adorned with greenery. Large windows allow natural light to illuminate the space.
Home in Hampton

*Semi-Priv Beach*King Bed* Waterfront*EV Charger

BeachViewHospitality

4.95 out of 5 average rating, 103 reviews
Superhost
A backyard patio offers seating at a rectangular table with four chairs, shaded by a large umbrella. A cozy seating arrangement is visible nearby, featuring bright cushions. The in-ground pool reflects the sky, while the tranquil river and greenery create a serene backdrop.
Home in Hampton

The Great River Escape *Hot Tub!

ViewRiverCheck-in

4.9 out of 5 average rating, 110 reviews
Guest favourite
An outdoor pool is positioned on a deck overlooking a tranquil canal. Surrounding the pool, several lounge chairs are arranged for relaxation. The landscape features houses lining the opposite bank, with greenery in view. A small boat dock is also visible in the distance.
Home in Sandbridge

Ocean Pearl- Canal View and Minutes to the beach

ViewBeachBarbecue

4.86 out of 5 average rating, 105 reviews
Top Guest favourite
A bright living area features a large flat-screen television mounted on the wall and a comfortable seating arrangement. Large sliding doors open to a view of the water outside, while a soft area rug adds warmth to the space.
Home in Portsmouth

R & R River House

RiverBeachAccuracy

4.96 out of 5 average rating, 103 reviews
Top Guest favourite
An open and inviting living area features two sofas in blue and gray, complemented by a light wooden coffee table. Natural light filters through large windows, highlighting the subtle wall art and a mix of seating options including stylish chairs and a lamp.
Home in Virginia Beach

Lakefront House @ Oceanfront

BeachViewIndoor spaces

4.93 out of 5 average rating, 131 reviews

Waterfront condo accommodation

Top Guest favourite
A modern living room features a gray sofa adorned with decorative pillows, paired with a light blue coffee table. Two lamps provide ambient lighting. Artwork of coastal scenes decorates the walls, while a patterned area rug enhances the room's coastal theme.
Condo in Virginia Beach

Tropical 2BR Condo Getaway 1 Block from the Beach!

BeachAccessWalkability

4.99 out of 5 average rating, 176 reviews
Guest favourite
Condo in Virginia Beach

Oceanfront, beach, boardwalk, fun, dolphin, sunris

BeachViewHeating

4.86 out of 5 average rating, 169 reviews
Guest favourite
A serene ocean view is captured at sunset, displaying a gradient of warm colors across the sky. The horizon blends with gentle waves, while a railing frames the scene, hinting at outdoor space. Soft clouds add texture to the twilight sky.
Condo in Virginia Beach

Oceanfront Penthouse

ViewBeachBathroom

4.86 out of 5 average rating, 157 reviews
Guest favourite
A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.
Condo in Virginia Beach

Oceanfront Gem VaB Studio Exceptional Views

BeachViewAmenities

4.89 out of 5 average rating, 271 reviews
Guest favourite
Two light blue Adirondack chairs are positioned facing the ocean, accompanied by a small table. The sandy beach stretches into the distance, meeting gentle waves under a pastel sky at dusk. A lounge chair rests nearby on the green grass.
Condo in Virginia Beach

Va Beach Oceanfront Studio, Boardwalk, Pool, Beach

ViewBeachPets

4.89 out of 5 average rating, 252 reviews
Guest favourite
Condo in Virginia Beach

Vibe District • Walk to Beach • Parking • Sleeps 6

BeachViewComfort

4.92 out of 5 average rating, 150 reviews
Top Guest favourite
The outdoor pool area features a well-maintained pool surrounded by lounge chairs. A clear blue sky is noted above, with clouds adding texture. Nearby greenery and structures contribute to the atmosphere, allowing for a relaxing outdoor experience.
Condo in Virginia Beach

Paradise at the Beach

BeachPoolBathroom

4.98 out of 5 average rating, 120 reviews
Superhost
A serene seascape captures the tranquil waterfront at sunset, with soft hues of orange, blue, and pink blending in the sky. A calm shoreline reflects the colors, while silhouettes of birds are seen at a distance, enhancing the peaceful atmosphere of the beach.
Condo in Norfolk

Bay Breeze At Ocean View Beach Home

ViewBeachCondition

4.8 out of 5 average rating, 54 reviews

Destinations to explore