Holiday rentals in Willoughby Bay

4.8 out of 5 average rating, 35 reviews

Apartment in Norfolk

August Suite | Beach | Balcony | Fire Pit

Nestled between two bodies of water, the August Suite is newly renovated and just a 2-minute walk to the beach! Enjoy your morning coffee on the peaceful back porch. This charming retreat features all 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.

4.93 out of 5 average rating, 41 reviews

Townhouse in Norfolk

~Summer Fun~ at "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 family get-togethers!

Top guest favourite

4.97 out of 5 average rating, 117 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

4.92 out of 5 average rating, 89 reviews

Tiny House Near Beach & Naval Base - Privacy Fence

Kick back & relax in this unique Tiny House, minutes from the beach. This rare restored 1927 cottage sits on an oversized fenced-in lot w/ off-street parking. Convenient Bayview location w/ quick access to bases, shopping & interstate travel. 1 mile from the beach, golf, and Norfolk Naval. The house includes beautiful, original heart pine floors, spacious outdoor living area & fire pit, floor-to-ceiling tiled bathroom, cedar ceilings, TV, premium sound, coffee, high-speed internet, & more!

4.85 out of 5 average rating, 103 reviews

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.

4.85 out of 5 average rating, 117 reviews

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!

4.85 out of 5 average rating, 158 reviews

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 house rules for additional info. Your perfect getaway is waiting at Casita on Granby – book now for a stay you won’t forget!

5 out of 5 average rating, 6 reviews

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

Welcome to the Blue Octopus! This charming coastal retreat offers comfort and convenience for your seaside escape. Just a short walk to the beach, it's perfect for families, couples, or solo travelers. Location Highlights: 3 minutes to the beach 10 minutes to restaurants & Norfolk Naval Base 15 minutes to outlets 20 minutes to VA Beach Features: Private Pool Hot Tub Outdoor Movie Projector BBQ Grill Home Office Smart TV & Wi-Fi Kid-Friendly Book your stay today!

4.61 out of 5 average rating, 18 reviews

*Escape to Beach Dream*

Experience the ultimate beachfront getaway in this stunning coastal haven! Our charming beach house offers 4 bed/2.5 bath and is steps from beach access. Immerse yourself in seaside serenity and relax with stylish interiors, modern amenities. Whether you are seeking a romantic retreat or a family beach adventure, this coastal gem is an unforgettable escape. Book now and let the waves be your lullaby! Weekly/Monthly Discounts.

Top guest favourite

Cottage in Norfolk

4.98 out of 5 average rating, 86 reviews

Life on a Sandbar right on Chesapeake Bay

Two bedroom, two bath cottage located on Willoughby Beach right on the shore of the Chesapeake Bay. Centrally located between Williamsburg, Jamestown, Hampton, and Norfolk, Virginia Beach, and the Outer Banks. Close to Norfolk Naval Bases and Old Dominion University. Great for surf fishing or pier fishing on nearby Ocean View Fishing Pier and Restaurant. THIS PROPERTY CANNOT BE RENTED THOUGH CRAIGSLIST!!! DON'T BE SCAMMED!!!