
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.

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.

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!

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.

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

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!

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

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.

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.

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

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

*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.

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
Other great holiday rentals in Willoughby Bay

Walk to Beach | Quiet dead-end street| King Bed

A Shore Thing in the 757!

On Beach 3BD+Loft: Sauna|HotTub|Billard|FencedDeck

Life on a Sandbar right on Chesapeake Bay

902C Coastal King Retreat Steps from Beach + Sauna

Norfolk Ocean View Beach House | Dog Friendly

Beach Bungalow • Navy Base • Quiet St • Dogs OK

The SEA-clusion
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- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Chesapeake Bay
- Carova Beach
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Norfolk Botanical Garden
- Outlook Beach
- Old Dominion University
- Regent University
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- Colonial Williamsburg's Merchants Square
- Neptune's Park
- First Landing Beach
- Currituck Beach Lighthouse
- The Military Aviation Museum
- The Mariners' Museum
- Nauticus
- Back Bay National Wildlife Refuge-N
- Hampton University





