
Holiday houses in Willoughby Spit
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Top-rated holiday rentals in Willoughby Spit
Guests agree: these stays are highly rated for location, cleanliness and more.

Pet Friendly Beach King Bed
Welcome to Your Vibrant Beach Hideaway! Escape to your own slice of paradise in this vibrant 900 sq. ft. 1950s beach bungalow, just 1 mile from Ocean View Beach. Enjoy a peaceful fenced backyard, fire pit, and grill—perfect after a day in the sun. Skip the crowds of VA Beach Oceanfront and unwind in style. With bold design, modern comforts, and beachy charm, this cozy retreat offers the perfect mix of privacy and convenience. Norfolk is a military town you may experience the sound of aircraft.

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.

Family Retreat by the Beach
Step into our beautiful beach retreat just a 3 minute walk from the beach! Inside are 3 large bedrooms- each with their own private bathroom as well as an additional half-bath on the main level. Play pool or ping pong on our convertible dining room table! The kitchen is fully equipped with all you need including a Kuerig coffee maker and complimentary k- cups. Hang out in the backyard which comes with a charcoal grill, yard games and 3 relaxing sitting areas; perfect for a family get-together.

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

Jane Suite | Beach | Balcony | Fire Pit
Nestled between two bodies of water, the Jane Suite is newly renovated and just a 2-minute walk to the beach! Enjoy your morning coffee on the cozy back porch. This charming retreat features all the amenities for an enjoyable stay, including a fully stocked kitchen, comfortable living space, beach chairs, and fire pit. Perfect for relaxing after a day of exploring the area. Experience the best of walkable beachside living while being a quick 5-minute drive to shops, dining, and nearby parks.

Beach cottage w/hot tub
Experience a bright, cozy beach cottage just minutes from the shore and a family‑friendly park. The 440 sq ft studio provides a well‑appointed retreat for couples or a small group. - Sleeps 2‑4 | 1 bedroom | 1 queen bed | 1 bath - Private deck w/ seating, with hot tub - Fully equipped kitchenette: coffee, microwave, mini‑fridge - Smart TV & complimentary Wi‑Fi - Fresh linens & basic beach gear provided - Quiet location minutes from beach & park with calm waters

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

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.

*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.

Sunset House Retreat by the Beach
Step into this breathtaking, completely renovated 3 Bed, 3.5 Bath home with stylish attention to detail. Everything is new! You will find a slice of luxury as you take in the bright spaces and look out the window to see you are steps from the beach on beautiful Willoughby Spit. Only a 3 minute walk to the beach! Come be refreshed and leave your worries behind as you breathe in the salt air!
Popular amenities for Willoughby Spit holiday rentals
Other great holiday rentals in Willoughby Spit

Little Bay Getaway w/private pier

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

Relax & Play Awhile~Games~SAUNA~Massage Chair

Cozy Coastal Cottage + Beach

902C Coastal King Retreat Steps from Beach + Sauna

The SEA-renity 17

Top Gun R&R I: 2+ Bedrooms & 2 Full Bathrooms

Beach Bungalow • Navy Base • Quiet St • Dogs OK
Destinations to explore
- Norfolk Holiday rentals
- New York City Holiday rentals
- Washington Holiday rentals
- East River Holiday rentals
- Myrtle Beach Holiday rentals
- Jersey Shore Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Outer Banks Holiday rentals
- Charlotte Holiday rentals
- Ocean City Holiday rentals
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Buckroe Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Grommet Island Park
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Kingsmill Resort
- Chrysler Museum of Art
- Old Dominion University
- First Landing Beach
- Nauticus
- Currituck Beach Lighthouse
- Neptune's Park
- Kiptopeke Beach
- Colonial Williamsburg's Merchants Square
- Regent University
- Virginia Zoological Park
- Virginia Living History Museum





