
Places to stay near Willoughby Beach
Book unique holiday rentals, homes and more on Airbnb
Top-rated holiday rentals near Willoughby Beach
Guests agree: these stays are highly rated for location, cleanliness and more.

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!

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

*Beautiful Water Views* King Bed*Fast WIFI
Do you desire Peace, Quiet & Tranquility? This townhome is the PERFECT getaway! It's RIGHT on the water and features the following: *Newer Furnishings! *Blazing Fast Panoramic WIFI & Dedicated Workspace *Bedroom 1: KING size bed overlooking the water. Not a bad way to wake up?!? *Gourmet Kit w/Granite Countertops, Stainless Steel Appliances, complete w/a Convection Oven & Coffee Maker & Creamers * Smart TVs w/Adjustable Wall Mounts for your view preference, in Each Bedroom & Living Room.

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, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

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

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.

The Cozy Beach House
We keep it simple here in this small, cozy, clean, and charming, home. House is great for 1 or 2 maybe 3 people. A 10 minute walk, to a public access, that takes you straight to the beach. Golf cart available for use . There are a few public parking spaces. 10 minutes to Norfolk International Airport. The Oceanview Pier is a great place to fish and have dinner and is only 3 miles away. Come and enjoy! There is also a NEW CASINO only 20 minutes away.

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!!!

3BR Mid-Century Modern Home • Near Airport
Welcome to our beautifully updated 3-bed, 2-bath home in Norfolk. Featuring a spacious layout with cozy beds, it’s ideal for families or groups. Enjoy a gourmet kitchen, a huge dining space, Wi-Fi, a washer and dryer, and all the amenities needed for a relaxing stay. Located next to Norfolk Airport and the Botanic Gardens, you’ll have easy access to all of Hampton Roads. Book your extended getaway today!

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.

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.

*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.
Popular amenities for holiday rentals near Willoughby Beach
Other top sights near Willoughby Beach
Apartment rentals with wifi

Tropical 2BR Condo Getaway 1 Block from the Beach!

Oceanfront Condo with Spectacular Beach View

2 Bedroom Condo One Block from the Oceanfront!

Ocean & Bay Views - Newly Renovated! Local Family!

Oceanfront Gem VaB Studio Exceptional Views

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Beach Chic Condo 1 Block from Boardwalk

Beach Bungalow on the Boardwalk
Family-friendly house rentals

Wooded Wonderland Miniature Golf Hot tub Pool

Cozy beach cottage! One block to the beach!

10 min to Ocean View Beach: 20% Off Aug

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

York River | Chesapeake Bay Bliss: Fishing Retreat

Beach Stay

Gorgeous Vacation House

Family Holiday House. Events and Beaches Nearby
Apartment rentals with air conditioning

Private 1 Bed Apt - Historic Olde Towne Portsmouth

Three blocks from the Beach 2

The Cottage at Sojourn: Buckroe - one bedroom

Entire Apartment - No Cleaning Fees!

Blissful Nook @ Washington

Yorktown on the Waterfront

Comfy 3 Bedroom Hideaway Minutes From H.U. & Beach

Centrally Located Sleek Studio Apartment
Other great holiday rentals near Willoughby Beach

Sojourn | Coastal Cottage | 3 BR

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

The Ladybug - arcade, dog-friendly, firepit, & EV

Bull Island Getaway - Cozy Suite Near Yorktown

Comfy three bedroom cottage - easy beach access

Wil-O-Bay Getaway

Lovely Ocean View Cottage

Guesthouse at Vessel Farm & Winery, Waterfront
Destinations to explore
- Virginia Beach Oceanfront
- Chesapeake Bay
- Carova Beach
- Cape Charles Beachfront
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Outlook Beach
- Norfolk Botanical Garden
- Old Dominion University
- Regent University
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Mariners' Museum
- Chrysler Museum of Art
- Back Bay National Wildlife Refuge-N
- The Military Aviation Museum
- Town Point Park
- Nauticus
- Virginia Living History Museum
- Currituck Beach
- USS Wisconsin (BB-64)





