
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.

Centrally Located Sleek Studio Apartment
Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.

Purple Room- Rare Luxury Ste w/prkg - 1 of a kind!
Welcome to The Purple Room, get ready for an AirBnB experience unlike any others. This one of a kind AirBnB not only offers a memorable staying experience, but will be a welcome end to an exciting day at the beach, dinner and drinks at a local restaurant or bar, or an adventurous day exploring all the culture and history the area has to offer. We are centrally located, offer free parking, wifi and kitchenette. We have local art, free wine and food samples. Come see what the excitement is about!

Comfy three bedroom cottage - easy beach access
Enjoy the beach at our Willoughby Spit beach house. Located across the street from the beach and only 1/2 block to the beach access. You will have the entire house & property for you and your family - no shared walls, no assigned parking spaces, no shared washer and dryer. We have three outside decks for grilling and relaxing with family and friends. Our kitchen is fully stocked including KitchenAid mixer and food processor, Ninja blender, Crock pots, coffee maker, toaster and waffle maker.

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

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 spacw to spread out, this is IT! Convenient to Virginia Beach Oceanfront, Downtown Norfolk, Rivers Casino, Waterside District & a host of popular attractions. Wheelchair accessible, Tesla charging stations 3 minutes away, perfect for holiday family & group trips, 12 minutes from Carnival Cruise Half Moon port.🛳🌊🚢🏠😊!

Bungalow at the Bay
This wonderfully decorated home is the perfect spot for a beach getaway with the whole family. Inside you will find a spacious living room, kitchen, bathroom, and two guest rooms with one queen, and a full. Outside there is a backyard porch, perfect for socializing, and a sizable backyard protected by a fence that stretches the property! Free parking is available inside and outside the property. Beach access and free parking is located on 11th view street about a two-minute walk away!

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.

Beachfront Exclusive Bay front Suite
This comfortable private beachfront suite with kitchenette has magnificent views of the sunrise and sunset that you can enjoy from your own private deck, with a 180 degree views of the beach front with easy access to the water's edge, just steps away. If you want to experience life on the beach this is as close as you can get. This suite represents our personalities and everything we love about living at the beach on the Chesapeake Bay

Coastal Modern Cabin
Your coastal and modern beach getaway, with everything you need for a great stay! Discover: Across the street from the beach Huge back porch Two egg chairs Air hockey Electric fireplace 75" TV with subscriptions Retro arcade games Board games Bag toss Secluded beach access, no large crowds! Check out the picture descriptions! With 100+ views a day, a guest is on the way! So, book now and enjoy your stay at the Coastal Modern Cabin!

Quilted Quarters by the Bay with Private Entrance
Enjoy beach life, hiking and biking near the Chesapeake Bay in a spacious fully furnished studio with a private entrance and private bath in a very safe and quiet neighborhood with one dedicated parking space as well. Five minute walk to the beach and First Landing State Park with hiking, biking, running trails, locally owned restaurants, bars, shops, breweries, grocery, pharmacy, farmer's market and yoga studio.

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.

902 CH Historic Carriage House + Hot Tub Access
Step back in time at the Historic Carriage House, a beautifully restored 120-year-old gem just 20 feet from the Chesapeake Bay. Once home to horses and rowboats in the early 1900s, this 1-bedroom, 1-bath carriage house now blends timeless charm with modern comfort — offering guests a truly unique and peaceful bayfront getaway.
Popular amenities for holiday rentals near Willoughby Beach
Apartment rentals with wifi

Tropical 2BR Condo Getaway 1 Block from the Beach!

Cozy & Fun Hampton Condo ~ WIFI & W/D!

Spacious Captain’s Beach Suite Near Rudee Inlet

Ocean & Bay Views - Local Family Owned & Operated

Oceanfront Gem VaB Studio Exceptional Views

Oceanfront Studio: Boardwalk, Beach, & Pool Views

Beach Bungalow on the Boardwalk

*Mid/Long Term Rental* Cozy Home at Mary Roberts
Family-friendly house rentals

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

Stylish Beach House, Hot Tub, Pet Friendly

Relax & Play Awhile~Games~SAUNA~Massage Chair

*Escape to the Tangerine Dream*

The Blue Octopus~Private Pool~HotTub~Beach~FirePit

Cozy Home Near Hospitals & Beach

Hawaii House! 1 block to beach, 6 beds, 2 arcades!

Bay and Sea
Apartment rentals with air conditioning

The Cottage at Sojourn: Buckroe - one bedroom

Private apartment only 3 blocks from the Beach

Oceanfront Building Boardwalk Pool Beach 3 Beds

Cozy Ground Floor Apt in Historic Home

Lovely Two Bedroom, 1 1/2 bath, King bed Townhouse

2 Bedroom w/ King Beds walk to beach - top floor 7

Modern Luxury Peace & Quiet.

Charming cozy apt historic in Old Towne Portsmouth
Other great holiday rentals near Willoughby Beach

Fantastic Getaway

Villa Positano

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

Casino Private suite in lovely, quiet neighborhood

Private Beachfront Modern Villa: Outdoor Shower!

Life on a Sandbar right on Chesapeake Bay

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

Beachfront Getaway, Pet Friendly, Mermaid Suite
Destinations to explore
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Haven Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Outlook Beach
- Kiptopeke Beach
- Virginia Beach National Golf Club
- Ocean Breeze Waterpark
- Norfolk Botanical Garden
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Cape Charles Beachfront
- Wilkins Beach
- James River Country Club
- Little Creek Beach
- Red Wing Lake Golf Course




