Vacation rentals in Willoughby Bay

4.8 out of 5 average rating, 35 reviews

Condo 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.

4.92 out of 5 average rating, 106 reviews

Boat in Norfolk

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!

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 favorite

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.

5 out of 5 average rating, 4 reviews

Surf Cafe~Backyard Oasis~King Bed~2 mins to Beach!

Welcome to Surf Café in Norfolk! This 3-bed, 2-bath home offers 1,650 sqft of comfort and fun. Relax by the indoor fireplace, challenge friends to foosball, or enjoy the private patio. You'll be tucked into a quiet street with beach access only a 2-minute walk away! Off-street parking is included for your convenience. Book your getaway at Surf Café today! 5 mins to local restaurants 10 mins to local Coffee 10 mins to a grocery store 15 minutes to Navy Base 18 minutes to Shopping

4.84 out of 5 average rating, 116 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!

5 out of 5 average rating, 63 reviews

Stylish Beach House, Hot Tub, Pet Friendly

Welcome to your coastal oasis of relaxation & fun. Enjoy beach fun, hot tub & games in a modern open concept living space. This stylish, pet friendly home away from home is perfect for families. It's 1.5 blocks from the beach. This charming SFH offers 2 bedrooms, loft, chef's kitchen, game room, spacious backyard with deck, hot tub, fire pit, BBQ grill, & volleyball/badminton court. It's centrally located near VA Beach, Williamsburg, & Downtown Norfolk.

4.89 out of 5 average rating, 62 reviews

*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.

4.86 out of 5 average rating, 111 reviews

Huge Yard, Great for Families! Walk to Beach!

Experience the perfect mix of relaxation and style at this tastefully designed 4 BR, 2-bath home in Virginia. With 2 queen beds, 3 single beds, and 1 bunk bed, it’s ideal for families or groups! Enjoy a workspace, laundry, backyard, and patio. Near Willoughby Beach and Monkey Bottom Park, you’ll have easy access to beaches and dining. Book today—we can’t wait to welcome you home!

4.84 out of 5 average rating, 367 reviews

Apartment in Portsmouth

Spacious 2 bedroom apt in Historic Port Norfolk

If you enjoy homes with lots of history and modern touches, this is the place for you! Our lovely Victorian home was built in the year 1900. We’ve been enjoying all its old world charms since we purchased it in 2016, and we are thrilled to share a part of it with you on your vacations and journeys to exciting new destinations!

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Popular amenities for Willoughby Bay vacation rentals

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Pool

Free parking on premises

Air conditioning

Other great vacation rentals in Willoughby Bay

4.98 out of 5 average rating, 265 reviews

Military - Active/Retired/Family at Cape Defoe B&B

ChristineRating, 5 stars3 weeks ago

I stayed at Mark’s place while visiting my daughter, who’s in the Navy, and it was the perfect spot for some peaceful downtime. Even though it’s a shared home, the bedroom and bathroom felt very private and exceptionally clean. I was comfortable the entire time and slept well. The house itself is like walking into an art installation—colorful, unexpected, and full of personality. You never quite know what light or feature will come to life next, which made it fun and memorable. Both hosts are clearly creative souls with a flair for design. The backyard was my favorite part—lush with plants, fountains, and statues, all backing up to the Chesapeake waters. At night, it turns into a magical light show with just the sounds of nature and water features. So peaceful and calming. They even had a little breakfast area set up with bakery items and coffee—such a thoughtful touch. I’d definitely stay again and recommend it to anyone looking for a one-of-a-kind and restful experience.

4.83 out of 5 average rating, 23 reviews

Home Away From Home

BryonaRating, 5 stars2 weeks ago

My stay was very nice! If you’re thinking about whether to book this Airbnb the answer is yes! Very nicely decorated and checkin and checkout instructions were easy. Charlottes very freindly and willing to talk to you if your into having conversations.

Private room in Virginia Beach

4.86 out of 5 average rating, 84 reviews

Small cozy room near Town Center

BrandonRating, 5 stars2 days ago

Michelangelo’s place was perfect for my needs. Friendly and accommodating host, clean room, bathroom, and common spaces. About a 15m drive from Virginia Beach oceanfront. Free street parking in residential neighborhood. Would absolutely stay again!

Top guest favorite

Private room in Newport News

4.96 out of 5 average rating, 131 reviews

Private Bedroom & Bath Suite for Females Only

MelissaRating, 5 stars7 months ago

This is a great host family who went above and beyond to make my stay comfortable, enjoyable and safe. They went from being hosts to friends during my stay.

4.63 out of 5 average rating, 83 reviews

Bay Oak Beach Cottage

CrystalRating, 5 stars1 week ago

Great location, directly across from the beach. Very clean home. Always responded quickly and very helpful! We enjoyed our stay!

4.92 out of 5 average rating, 281 reviews

Room close to Ghent ODU EVMS military base

CharlesRating, 5 stars2 weeks ago

Elita’s place was great. Accurate description, easy instructions, and most importantly- a clean and quiet room. The bed was great and I easily was able to sleep soundly. Communications was good … I will stay here again for easy walking to Ghent and ODU neighborhoods.

4.84 out of 5 average rating, 113 reviews

Comfort Eco Qn w/ Full Kitchen, W&D, AC & Safe#2

NiyaRating, 5 stars2 months ago

⭐️⭐️⭐️⭐️⭐️ 5-Star Stay with Christina – A Wonderful Host! I had the absolute pleasure of staying at Christina’s Airbnb, and I can’t say enough good things about my experience. From the moment I arrived, Christina’s warm hospitality made me feel right at home. She was incredibly responsive, ensuring that I had everything I needed for a comfortable stay. The space itself was immaculate—spotlessly clean, beautifully decorated, and thoughtfully stocked with all the essentials. It’s clear that Christina puts a lot of care into maintaining a welcoming and cozy environment. The bed was super comfortable, the amenities were top-notch, and the little extra touches, like [mention any special detail, e.g., fresh flowers, snacks, local recommendations], truly made a difference. One of the highlights of my stay was Christina’s attention to detail and willingness to go above and beyond!