
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.

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

Peaceful beach @Courtyard Cottage+No Cleaning Fee!
There is no congestion, crowds, or large commercial beach resorts here. Experience the exact opposite at Courtyard Cottage, steps away from a quiet, peaceful beach surrounded by sand dunes for a special getaway. A park across the street offers playgrounds and pet-friendly walks, and a local farmers' market opens from 9 a.m. to noon. Saturdays, May 4 - Nov 23. A past guest wrote, "This place brings beach home nostalgia, peace, and a time to relax". No parties, quiet hours after 10 pm.

Quiet East Beach Bungalow, 1 block to beach!
Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

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.

Positano Villa
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.

Private Beach Access at The OV Beach House
Here at the OV Beach House, you have your own private access to the beach and STUNNING water views of the Chesapeake Bay. The sunrises and sunsets are incredible! My husband and I renovated the interior of the house this past year. We poured all of our love (and sweat) designing and crafting a home away from home with you in mind!! You'll find the kitchen stocked with all of the essentials. Towels, soap, shampoo, and conditioner are all provided.

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!

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.
Popular amenities for holiday rentals near Willoughby Beach
Condo rentals with Wi-Fi

Tropical 2BR Condo Getaway 1 Block from the Beach!

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

Spacious Captain’s Beach Suite Near Rudee Inlet

Oceanfront Gem VaB Studio Exceptional Views

Beach Bungalow on the Boardwalk

*Mid/Long Term Rental* Cozy Home at Mary Roberts

Beach Bliss Oasis

Beach Condo Block Off Boardwalk
Family-friendly house rentals

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

*Escape to the Tangerine Dream*

Cozy beach cottage! One block to the beach!

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

Cozy Home Near Hospitals & Beach

@Whit’s End? Come in and Relax

Quilted Quarters by the Bay with Private Entrance

Charming Home by the Sea, a block from the beach!
Apartment rentals with air conditioning

2 king beds -2nd fl walk 2 beach apt3

Home away from home( 3 Bed)

The Cottage at Sojourn: Buckroe - one bedroom

Entire Apartment - No Cleaning Fees!

Private apartment only 3 blocks from the Beach

Oceanfront Building Boardwalk Pool Beach 3 Beds

Centrally Located Sleek Studio Apartment

Cozy Ground Floor Apt in Historic Home
Other great holiday rentals near Willoughby Beach

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

Life on a Sandbar right on Chesapeake Bay

Beachfront Getaway, Pet Friendly, Mermaid Suite

Suite (sweet) Oasis

Beach Stay

Seaside Escape

~Fall Getaway~ at "Family Retreat by the Beach"

Hawaii House! 1 block to beach, 6 beds, 2 arcades!
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
 - Ocean Breeze Waterpark
 - Norfolk Botanical Garden
 - Virginia Beach National Golf Club
 - Chrysler Museum of Art
 - Golden Horseshoe Golf Club
 - Cape Charles Beachfront
 - James River Country Club
 - Wilkins Beach
 - Little Creek Beach
 - Red Wing Lake Golf Course