Holiday houses in Willoughby Bay

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Top-rated holiday rentals in Willoughby Bay

Guests agree: these stays are highly rated for location, cleanliness and more.

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Guest favourite
A scenic view of a tranquil creek is captured at sunset, showcasing vibrant hues of pink and purple in the sky. The water reflects the colors, surrounded by lush greenery and silhouettes of trees lining the shore.
Cottage in Norfolk
4.81 out of 5 average rating, 84 reviews

Vintage Cottage on Private Creek–Near Beach & Base

1 mile to Base & Bay Beach. Serene waterfront light-filled vintage cottage in the woods. Nestled in a secluded suburb on a creek, among nature & wildlife. The spacious home is a relaxing respite from the hustle and bustle–a getaway not far away from all Coastal VA has to offer. 25 Minutes to Downtown Events, VB Oceanfront Boardwalk. Convenient to I-64. Perfect for families, romantic retreats or a friends weekend. Sleeps 4, 2 bdrms, 1 sleeping porch, sofa 1,500 sqft, No water activities onsite.

Guest favourite
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
4.94 out of 5 average rating, 131 reviews

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!

Superhost
Home in Norfolk
4.75 out of 5 average rating, 236 reviews

Beach House~Hot Tub~3 Min to Sand~HUGE Kitchen

Welcome to the Beach House! This newly renovated home is the perfect stay for a family getaway. Minutes to a quiet beach and a family friendly park! 3 minutes to the beach 10 minutes to amazing restaurants 10 minutes to the Norfolk Naval Base 15 minutes to Norfolk premium outlets 20 minutes to VA beach Features: *Huge Kitchen *Hot Tub ⋆BBQ Grill - propane not provided ⋆Smart TV ⋆Wifi ⋆Sunroom ⋆Kid Friendly ⋆Outdoor space Note: A Carriage House Airbnb is located in the rear of the property.

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
4.97 out of 5 average rating, 133 reviews

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

Guest favourite
Home in Norfolk
4.86 out of 5 average rating, 109 reviews

Dog-Friendly Cozy Cottage | Private Fenced Yard

Experience the perfect blend of serenity and centrality at this charming 3-bedroom, 2-bath home in Norfolk. Featuring cozy accommodations and a fully fenced backyard, it’s ideal for couples, solo travelers, or small families - with pre-approved dogs welcome! Enjoy a fully stocked kitchen, Wi-Fi, washer and dryer, and ample parking. Located just 5 minutes from the beach and close to Naval Station Norfolk, Little Creek, ODU, and Waterside District, this home has it all for your Norfolk stay!

Superhost
A cozy living area features gray sofas and a coffee table atop a striped rug. A colorful mural of tropical plants creates a vibrant backdrop. A ceiling fan is visible above, with a view into the kitchen and dining area showcasing modern bar seating.
Apartment in Norfolk
4.83 out of 5 average rating, 100 reviews

Ocean Getaway

Just one block from the beach, this beautifully remodeled apartment is the perfect coastal retreat! Enjoy a stylish, comfortable space with everything you need for a relaxing getaway. Located near top-rated breweries, restaurants, and local favorites — you’ll be right in the heart of all the action. Please note: • This is an apartment unit — no parties allowed • Ring camera at front door for guest and property security • Maximum 1 parking space for Airbnb guests

Guest favourite
Apartment in Norfolk
4.92 out of 5 average rating, 50 reviews

Modern Studio near Downtown and the Navy Base

Cozy studio in the heart of Norfolk! Just minutes from Downtown, close to the Naval Base, and a short drive to Ocean View Beach. Enjoy a comfy bed, kitchenette, smart TV, and WiFi—perfect for work trips, quick couple getaways, or extended stays. Convenient, comfortable, and close to everything Norfolk has to offer. After a day of exploring, relax in your private space or head out to enjoy Norfolk’s lively dining scene, local breweries, or the peaceful shoreline.

Superhost
A modern living area features a comfortable sofa adorned with decorative pillows and a cozy throw. A large dining table with natural wood tones is visible in the background, contrasting against a blue accent wall decorated with serene artwork. Ample lighting brightens the space.
Home in Norfolk
4.94 out of 5 average rating, 98 reviews

Stylish Beach House, Hot Tub, Pet Friendly

Welcome to your coastal oasis of relaxation & fun. Enjoy beach fun, hot tub & games in a modern open concept living space. This stylish, pet friendly home away from home is perfect for families. It's 1.5 blocks from the beach. This charming SFH offers 2 bedrooms, loft, chef's kitchen, game room, spacious backyard with deck, hot tub, fire pit, BBQ grill, & volleyball/badminton court. It's centrally located near VA Beach, Williamsburg, & Downtown Norfolk.

Superhost
Home in Norfolk
4.83 out of 5 average rating, 192 reviews

Norfolk Beach Casita | Fenced Yard | Dog Friendly

🏡 Unique Spanish-style Norfolk vacation home 🐶 Dog-friendly stay with fenced backyard 🌿 Private patio and outdoor seating area 🛋 Bright living room with vaulted ceilings 🍽 Open dining space perfect for gathering 🍳 Full kitchen for easy home-cooked meals 🚗 Easy access to highways and downtown Norfolk 🌊 Less than 2 miles from the beach 🛒 Close to grocery stores and restaurants 👨‍👩‍👧 Comfortable space for up to 4 guests

Top Guest favourite
Home in Norfolk
4.94 out of 5 average rating, 82 reviews

Boho beach house w/foosball & patio

Experience laid‑back coastal living at Surf Café, your breezy Norfolk retreat. - Sleeps 6 | 3 bedrooms | 4 beds | 2 baths - Indoor fireplace & foosball table for cozy fun - Private patio & backyard oasis steps from beach (2‑min walk) - Fully equipped kitchen w/ island, coffee bar & smart TV - Off‑street parking & easy access to local restaurants, coffee & shops - Boho beach theme, board games & books for relaxed evenings

Superhost
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
4.89 out of 5 average rating, 112 reviews

*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.

Superhost
Home in Norfolk
4.77 out of 5 average rating, 22 reviews

Bayfront backyard with a dock, 3BR, Dogs Welcome!

Welcome to our cool and cozy 3 bedroom, 2 bath home in Norfolk! Featuring a king bed and 2 queens, it’s ideal for families traveling together. Enjoy a fully stocked kitchen, Wi-Fi, Smart TV, and laundry! Located in the Willoughby neighborhood of Norfolk, you’ll have easy access to the ocean and all Norfolk has to offer. Whether for a weekend or an extended stay, this home has it all!

Popular amenities for Willoughby Bay holiday rentals

  1. Airbnb
  2. United States
  3. Virginia
  4. Norfolk
  5. Willoughby Bay