Vacation rentals in Willoughby Spit

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Top-rated vacation rentals in Willoughby Spit

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A modern cottage is presented in a wooded setting, featuring a spacious deck with seating and a spiral staircase. A fire pit surrounded by four chairs is anchored on a green lawn. Soft outdoor lighting adds to the inviting ambiance of the area.

Guesthouse in Gloucester County

4.98 out of 5 average rating, 218 reviews

Modern Moody Creekside Cottage w/ HotTub & FirePit

Escape to this beautifully remodeled guest cottage, designed for an unforgettable stay. Nestled in a serene 6.5-acre setting with private creek views, it's just minutes from shopping, breweries, and dining. Wake up to breathtaking scenery, unwind in a peaceful setting, and enjoy modern amenities. Relax by the fire pit or soak in the hot tub. Perfect for a romantic retreat or a fun-filled family getaway in the Historic Triangle. Unmatched comfort, charm, and relaxation—your perfect escape awaits!

Top guest favorite

The Purple Room features a spacious bed with white linens and purple accents. A cozy seating area is visible beside large windows with light filtering through sheer curtains. Decorative elements, including wall art and a soft purple rug, enhance the vibrant atmosphere.

Guest suite in Chesapeake

4.97 out of 5 average rating, 372 reviews

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!

Top guest favorite

A two-story blue home is surrounded by trees, featuring a spacious deck with railings accessible from the upper level. A gravel patio area with chairs and a fire pit is visible on the ground level, complemented by neatly maintained greenery.

Home in Gloucester Point

4.97 out of 5 average rating, 166 reviews

Charming coastal home w/ outdoor area and river views

Tucked away at the end of a quiet road, our home welcomes you. This spacious, thoughtfully designed 1 BR/1.5 BA home on 4 acres is ideal for those looking to relax and get away from it all while still being just minutes away from some of the areas best dining and attractions. Whether you want to watch the sun rise over the York River, spend the day exploring the Williamsburg historic triangle (Busch Gardens), or just take it easy around the house and enjoy the outdoor area, the choice is yours.

Guest favorite

A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.

Boat in Norfolk

4.93 out of 5 average rating, 121 reviews

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!

Superhost

Home in Norfolk

4.76 out of 5 average rating, 226 reviews

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.

Top guest favorite

The exterior of a two-story home is showcased, featuring natural wooden siding and two private balconies. Each balcony is equipped with a railing and simple seating, providing a comfortable space to enjoy the outdoors. A surrounding green area offers a touch of nature.

Home in Norfolk

4.98 out of 5 average rating, 128 reviews

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

Guest favorite

A bright living area features a brown leather sofa adorned with decorative pillows. A light-colored coffee table sits in front, accompanied by an accent chair and indoor plants. Soft curtains frame the windows, allowing natural light to fill the room.

Condo in Norfolk

4.9 out of 5 average rating, 78 reviews

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.

Top guest favorite

A sandy beach stretches into the distance, bordered by gentle dunes and green grasses. A wooden walkway leads to the shore, where several figures can be seen walking. The calm ocean reflects the blue sky, dotted with fluffy white clouds.

Home in Virginia Beach

4.99 out of 5 average rating, 220 reviews

Play by the Bay 1 MIN TO WATER

LESS THAN 1 MIN WALK TO WATERS EDGE. Fantastic beach home with 3 bdrms, 3 baths, Living room-dining rm combo with vaulted ceilings, kitchen, TV in 4 rooms, Wi-Fi, large deck with natural gas Weber grill, Washer-dryer. Great water views while you are relaxing on the deck. Many amenities! Just bring your bathing suit. Our guests have all said they love this place! Very close to many wedding venues, restaurants, state park, oceanfront boardwalk is closeby, military bases, etc.

Guest favorite

Home in Norfolk

4.83 out of 5 average rating, 42 reviews

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

Guest favorite

A two-story cabin made of wood stands beside a serene pond, surrounded by tall pine trees. The cabin features large windows and a spacious deck with rocking chairs, inviting peaceful moments by the water's edge.

Cabin in Cape Charles

4.96 out of 5 average rating, 225 reviews

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.

Superhost

A cozy living area features gray sofas and a coffee table atop a striped rug. A colorful mural of tropical plants creates a vibrant backdrop. A ceiling fan is visible above, with a view into the kitchen and dining area showcasing modern bar seating.

Apartment in Norfolk

4.82 out of 5 average rating, 94 reviews

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

Guest favorite

A workspace with a wooden desk and a comfortable chair is situated by large windows, offering expansive views of the ocean. Natural light streams in, highlighting the tranquility of the beach outside. The windows are framed by light-colored blinds, with a small plant placed on the desk.

Condo in Norfolk

4.99 out of 5 average rating, 101 reviews

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.