
Holiday rentals in Willoughby Bay
Find and book unique accommodation on Airbnb
Top-rated holiday rentals in Willoughby Bay
Guests agree: these stays are highly rated for location, cleanliness and more.

Cozy Home Near Hospitals & Beach
This cozy 2-bedroom home, with an additional bonus room perfect for a home office or a quiet reading nook, is an excellent choice for those in town for a short or long term stay. Designed for comfort, it offers a relaxing retreat while keeping you close to everything Norfolk has to offer. The heated bathroom floors add a touch of luxury, while the spacious fenced backyard provides plenty of room to unwind, entertain, or let your pets roam freely. Located near downtown Norfolk, beaches & shopping

Charming Home by the Sea, a block from the beach!
Single family home steps from the beach. Parking for vehicles including garage. Outdoor/indoor dining areas. Gas grill & fully equipped kitchen with cooking essentials for stay at home meals. 3 bedrooms sleeps 8. Can accommodate additional guests for an up charge with air mattress and sheets provided. Pets welcome! Hardwood flooring and central AC/heat throughout. Walking distance to restaurants in the local area. 15 minutes to Norfolk Naval Station, 10 mins to Airport, 20 mins to VB boardwalk.

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!

Private Guesthouse, Ghent/Downtown near ODU, EVMS
Legally licensed and permitted with the City of Norfolk! We did it right here! European-style guesthouse between Ghent and the Heart of Downtown. Walking access to many restaurants and hotspots, and across from “The Tide” light rail, and YMCA, Chrysler Museum of Art, Granby St, Colley Ave, EVMS, Town Point Park! 15-min from the ocean. FREE PRIVATE PARKING: designated driveway parking spot; Kitchenette includes– cooktop, sink, microwave, coffee, fridge; Wifi, separate HVAC, bath, FREE laundry.

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.

Beautiful cottage a couple blocks from the beach
Cozy home with 1 bedroom and 1 bathroom. Just a short walk to the bay. Large front porch to enjoy your morning coffee. Quick walk to COVA coffee and brewery. Newly remodeled home, super clean. 1 queen bed for sleeping. Large backyard to enjoy your vacation nights. Spend sunny summer days at Ocean View Beach or explore the sights and sounds of nearby First Landing State Park, followed by a quick bite to eat at a local seafood restaurant. You will truly feel like you're on vacation here…

Cozy Cottage w/ Hot Tub, Pool Table, Fenced Yard
Welcome to Wayland Beach Cottage, a relaxed beach retreat with your own private hot tub and separate game room. Unwind under the pergola, soak year-round in the 6-person hot tub, or enjoy movie nights and friendly competition around the full-size 8-foot pool table in your own entertainment space. With a fully fenced yard, smart TVs throughout, fast Wi-Fi, a long private driveway, and easy access to beaches and dining, it’s the perfect getaway for families and friends.

The Chesapeake St Retreat - Pet and Kid Friendly!
The kid and pet friendly retreat your family will love! This beautiful 2,200 sqft, four bedroom home is PERFECT for your beach get away and is less than a 5-minute walk from the beach. This home features a stylish design, a dining room table that can seat up to 10, a fenced in back yard for your furry friends. There are two decks with outdoor seating, modern washer and dryer, games and toys, and much much more. Can't wait to host you!!

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!

King Bed WIFI - Work Space - 2 parking space B
Located only Two blocks from the beach in the quiet East Oceanview neighborhood of Norfolk! It is the ideal getaway for families and the modern traveler. The apartment is on the 2nd floor. Both rooms have a memory foam King mattress . In addition, there is high speed internet, washer and dryer. It is conveniently located minutes from restaurants, grocery stores, and breweries! Two off street parking for over size vehicles available.
Popular amenities for Willoughby Bay holiday rentals
Other great holiday rentals in Willoughby Bay

*Escape to the Tangerine Dream*

The garden house

The Barefoot Bungalow-Unit A-Steps From The Sand!

902C Coastal King Retreat Steps from Beach + Sauna

Cozy 2 Bedroom Lakeview Oasis

The SEA-clusion lV

Pet Friendly Beach King Bed

Sweet Retreat! Cozy 2 Bed & Bath By the Beach
Destinations to explore
- New York City Holiday rentals
- East River Holiday rentals
- Washington Holiday rentals
- Jersey Shore Holiday rentals
- Myrtle Beach Holiday rentals
- Philadelphia Holiday rentals
- South Jersey Holiday rentals
- Pocono Mountains Holiday rentals
- Charlotte Holiday rentals
- Outer Banks Holiday rentals
- Cape Fear River Holiday rentals
- Jersey City Holiday rentals
- Rentals with a firepit Willoughby Bay
- Rentals with beach access Willoughby Bay
- Family-friendly rentals Willoughby Bay
- Beachfront rentals Willoughby Bay
- Waterfront rentals Willoughby Bay
- Rentals with a fireplace Willoughby Bay
- Rentals with a patio Willoughby Bay
- Rentals with outdoor seating Willoughby Bay
- Pet-friendly rentals Willoughby Bay
- Flat rentals Willoughby Bay
- House rentals Willoughby Bay
- Rentals with a washing machine and dryer Willoughby Bay
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Water Country USA
- First Landing State Park
- Buckroe Beach
- Jamestown Settlement
- Cape Charles Beachfront
- Norfolk Botanical Garden
- Outlook Beach
- Ocean Breeze Waterpark
- Chrysler Museum of Art
- The NorVa
- Nauticus
- Colonial Williamsburg's Merchants Square
- Virginia Zoological Park
- Town Point Park
- Old Dominion University
- Currituck Beach Lighthouse
- First Landing Beach
- Virginia Living History Museum
- Chrysler Hall
- Hampton University




