House holiday rentals in Willoughby Bay

A deck area is visible with blue outdoor chairs set against a backdrop of white siding. Stairs lead down to the yard, where a charcoal grill and a beach cart are positioned nearby. Decorative string lights are hung above, enhancing the outdoor space.

4.84 out of 5 average rating, 118 reviews

4 BR + Huge Yard! Walk to Beach!

Relax in this stylish 4BR, 2-bath home in Virginia. Minutes from Willoughby Beach and Monkey Bottom Park. Perfect for families and groups, this home features 2 queen beds, 3 single beds, and 1 bunk bed. Enjoy a dedicated workspace, in-unit laundry, backyard, and patio for outdoor dining. Conveniently located near restaurants, parks, and beach access. It's ideal for quick getaways or extended stays. Perfectly designed for comfort, relaxation, and coastal living. Book now and feel right at home!

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.

4.98 out of 5 average rating, 125 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

A spacious living area features a neutral-colored couch with blue accent pillows, complemented by a light armchair with a floral pattern. A flat-screen television is positioned on a simple white console, while a bookshelf and decorative plants add touches of color and comfort. Natural light fills the room.

4.84 out of 5 average rating, 115 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.

Guest favourite

4.85 out of 5 average rating, 169 reviews

Spanish Style Casita • 2BR/2BA • Dogs Welcome

✨ 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!

A modern kitchen features white cabinetry and a granite countertop, equipped with stainless steel appliances including a stove and a refrigerator. Under-cabinet lighting enhances the space, and ample storage is provided by multiple upper and lower cabinets. A sink is positioned near a window, allowing natural light.

5 out of 5 average rating, 127 reviews

Quiet East Beach Bungalow, 1 block to beach!

Brand new construction located exactly one block from the beautiful Chesapeake Bay at East Beach in Oceanview! A quick walk to the beach or Bay Oaks Park, this bungalow is perfect for relaxing getaways. Fireplace, patio, grill, spacious front porch, new appliances, washer/dryer, private off-street parking. A quick trip to the Naval Bases! Guests are provided with linens, towels, toiletries, and high speed internet(SmartTV). Additional rooms available case by case basis. Please ask.

A coffee table is adorned with a lit candle, a notebook, and two books. Comfortable blue chairs are positioned in the background, while a patterned rug adds warmth to the space. Soft natural light illuminates the room, enhancing the decor.

4.85 out of 5 average rating, 127 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!

A pathway with wooden steps leads down to a sandy beach, framed by tall grasses and gentle dunes. The sunlit shoreline extends toward calm blue waters under a clear sky, inviting outdoor activities and relaxation.

4.78 out of 5 average rating, 120 reviews

Castaway 2 bed cottage by the beach

Your next unforgettable beach getaway awaits with a stay at this charming and completely renovated 2-bedroom, 1.5-bathroom vacation rental centrally located in Norfolk. Spend sunny summer days at Ocean View Beach, just 1 block away, or explore the sights and sounds of nearby First Landing State Park, followed by a quick bite to eat at a local seafood restaurant. At dusk, retreat back to 'Castaway Cottage' for a family BBQ on the propane grill and s'mores shared around the fire pit.

A charming single-level home is viewed from the exterior, featuring light blue siding and a well-maintained front yard with green grass. Concrete pathways lead to the front porch and drive, with trees providing a pleasant backdrop and blue skies overhead.

4.94 out of 5 average rating, 105 reviews

Bayview Beach/Airport/3 Bedrm/6 Beds/2 Bath/ 4TV

Entire house/3 Bedrm+3 sofa bed/2 Bathtub/shower. 1 mile from Ocean View BEACH (Bay). Spacious 1500 sq ft. Quite, safe side street, approx. 25 min to VA Beach front! 4.5 miles from Airport. Naval base, dining, shopping, near. New furniture & appliances! 2 queen w/pillowtop and 1 full bed w/ Serta mattresses, 3 sofa beds, 4 Large smart TVs , Gig WiFi, Roku/retro/Atari games! Beach chairs&umbrellas, towels, soaps, bbq grill, cooking/utensils, etc. avail. NO PETS, INSIDE SMOKE

Guest favourite

A bright kitchen is highlighted by light-colored cabinetry and natural wood flooring. The countertop displays a cutting board, and the sink is complemented by a stylish faucet. Large windows allow natural light to fill the space, enhancing the tile backsplash's subtle patterns.

4.8 out of 5 average rating, 303 reviews

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 6. Can accommodate additional guests for an up charge with air mattress and sheets provided. Pets welcome! WiFi throughout Walking distance to restaurants in the local area. 15 minutes to Norfolk Naval Station, 10 mins to Airport, 20 mins to VB boardwalk.

A bright and spacious living area features comfortable seating on a large sofa and armchairs. A flat-screen TV is mounted on the wall across from the seating. Natural light enters through multiple windows, and a decorative plant adds a touch of greenery to the room.

4.82 out of 5 average rating, 119 reviews

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!

Guest favourite

A single-story ranch house is showcased, featuring a white exterior and a welcoming front door. A large tree and manicured shrubs are visible in the yard, enhancing the home’s curb appeal. Windows are seen along the front, allowing natural light into the living spaces.

4.94 out of 5 average rating, 108 reviews

Quiet Stay near Bay. Walk to Oceanview access

Peaceful Stay Near the Bay. Relax with the whole family at this peaceful 3 bedroom ranch fully equipped with everything you need for a restful stay by the bay. Quiet neighborhood, bikes, patio, grill, fenced in yard, and of course, THE BEACH 1/4 mile walk. Amenities for families of all ages! We cater to both children and seniors! Enjoy nearby beaches, restaurants, and parks in a clean smoke free home.

A charming two-story home is seen from the street, featuring a welcoming front porch with white railing. Large windows allow natural light to fill the space. The yard is well-maintained and bordered by a sidewalk, surrounded by trees that provide shade.