Vacation rentals in Willoughby Bay

Romantic Sailboat Experience by Seafood Restaurant

We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. After a wonderful meal at the marina seafood restaurant our guests love to snuggle up together on deck and watch the sunset turn the sky pink & purple with a glass of bubbly. The marina atmosphere is simply magical & you'll love sleeping to the gentle sway of calm waters. Come enjoy a night aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Relax & Play Awhile~Games~SAUNA~Massage Chair

New Property! Welcome to your Coastal Getaway 30 seconds to the Beach! This newly updated 3-bd, 2.5 bath Home 2,200 Sq ft home is ready to make memories in! o Family-ready o Fully Stocked Kitchen o Game room! o Sauna o Huge gathering areas o Sunroom with massage chair o Dualling grills for outdoor cooking o Fast Wi-Fi and dedicated workspace o 30 sec to the beach o 5 min to Restaurants o 5 min to Coffee o15 min to shopping o 15 min to Naval Base o 25 min to Virginia Beach

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

2-Bedroom Beach Bungalow

Two-bedroom condo across the street from the beach. Closest beach access 1 block down, or vacant lot to access beach across the street. Access to house via 1 set of stairs, no elevator. Heat/AC, dishwasher, w/d, and deck. Linens, bath towels, beach chairs, toys, and towels provided. Quiet family beach, bay water is calm- perfect for children. Close to Norfolk military bases and ODU, EVMS, NSU, Virginia Wesleyan, Hampton University. Approx 25 min from downtown Virginia Beach and Williamsburg.

Poseidon - 120 Year Old Beach Cottage with Sauna

Poseidon was built as a cottage on dune line along the Chesapeake Bay in Willoughby Spit about 1904. Amenities include semi-private sauna gated yard court-side deck beachfront gazebo hot tub, court side patio, outdoor beach shower, beach pathways, fountain sculpture, Bocce Ball Court, outdoor recreational kitchen & shared sauna. The rental isnt on the beach-side of the property. The beach is 20-feet away. A walk around the building and over our private walkways takes you to the beach

Picture Worthy Spanish Style Casita! 2 BR/ 2BA

✨ Welcome to Casita on Granby! ✨ Enjoy a short drive to the beach (less than 2 miles, about 5 minutes), restaurants, grocery stores, and easy nearby highway access to downtown Norfolk, Virginia Beach, and Hampton! We LOVE pups! 🐶 Bring your 4-legged best friend along to bask in our fenced backyard. Must be pre-approved, and additional fees apply. Please read the house rules for additional info. Your perfect getaway is waiting at Casita on Granby. Book now for a stay you won’t forget!

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!

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: 4 min walk to 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!