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Places to stay near Willoughby Beach

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Top-rated vacation rentals near Willoughby Beach

Guests agree: these stays are highly rated for location, cleanliness, and more.

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Top guest favorite

A charming studio entrance is framed by lush greenery and flowering plants. A yellow exterior is complemented by a welcoming front porch adorned with climbing vines. A brick pathway leads to the door, inviting guests into a cozy retreat.

Guest suite in Hampton

4.96 out of 5 average rating, 535 reviews

Storybook Cottage

Beautiful studio within walking distance to downtown Hampton waterfront, marinas, shopping, dining, microbreweries, arts & museum district. Short drive to beaches, NASA/Langley AFB, Hampton U., and Ft. Monroe. Centrally located off I-64 between Williamsburg and Va. Beach. Quiet and cozy. Has private front and rear entrances and covered private back porch. Perfect for couples & business travelers. Complimentary coffee, tea , water, etc. No 3rd party reservations. Self check in after 3 pm.

A spacious living area features a large sectional sofa in neutral tones, complemented by vibrant yellow and blue pillows. A wooden coffee table sits in front, with a patterned area rug enhancing the warmth of the space. Large windows allow natural light to fill the room.

Home in Norfolk

4.74 out of 5 average rating, 176 reviews

Beach House~Hot Tub~3 Min to Sand~HUGE Kitchen

Welcome to the Beach House! This newly renovated home is the perfect stay for a family getaway. Minutes to a quiet beach and a family friendly park! 3 minutes to the beach 10 minutes to amazing restaurants 10 minutes to the Norfolk Naval Base 15 minutes to Norfolk premium outlets 20 minutes to VA beach Features: *Huge Kitchen *Hot Tub ⋆BBQ Grill - propane not provided ⋆Smart TV ⋆Wifi ⋆Sunroom ⋆Kid Friendly ⋆Outdoor space Note: A Carriage House Airbnb is located in the rear of the property.

A couple relaxes on the deck of the sailboat, enjoying drinks against a vibrant sunset backdrop of pink and purple hues. Soft blankets and a cozy atmosphere are present, with the marina and boats gently reflected in the calm water.

Boat in Norfolk

4.93 out of 5 average rating, 107 reviews

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!

The two-story beach house features a welcoming front porch with wooden railings and steps leading to the entrance. A large second-floor deck is visible, enhancing outdoor living space. Surrounding greenery and a gravel pathway create a pleasant approach to the home.

Cottage in Norfolk

4.94 out of 5 average rating, 109 reviews

Comfy three bedroom cottage - easy beach access

Enjoy the beach at our Willoughby Spit beach house. Located across the street from the beach and only 1/2 block to the beach access. You will have the entire house & property for you and your family - no shared walls, no assigned parking spaces, no shared washer and dryer. We have three outside decks for grilling and relaxing with family and friends. Our kitchen is fully stocked including KitchenAid mixer and food processor, Ninja blender, Crock pots, coffee maker, toaster and waffle maker.

Top guest favorite

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.

Home in Norfolk

4.98 out of 5 average rating, 120 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.

Home in Norfolk

4.85 out of 5 average rating, 105 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.

A charming two-story home is presented with a well-maintained lawn and flower beds. Blue shutters frame the windows, and a covered entryway leads to the front door. A clear pathway guides guests toward the entrance, bordered by greenery and blossoming flowers.

Home in Norfolk

4.87 out of 5 average rating, 112 reviews

Huge Yard, Great for Families! Walk to Beach!

Relax in this stylish 4BR, 2-bath home in Virginia. Just minutes from Willoughby Beach and Monkey Bottom Park. Perfect for families and groups, with 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 beach getaways or extended stays. Thoughtfully designed for comfort, relaxation, and coastal living. Book now and feel right at home!

Top guest favorite

A tranquil beach scene is captured, featuring smooth sandy stretches bordered by green grass and gentle dunes. The horizon reveals a calm ocean meeting a partly cloudy sky, creating a serene atmosphere that invites relaxation and reflection.

Cottage in Norfolk

4.98 out of 5 average rating, 261 reviews

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.

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.

Home in Norfolk

4.85 out of 5 average rating, 119 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!

The exterior of the beach cottage features a raised structure with a gray facade, large windows, and a welcoming porch. A concrete driveway leads to the entrance, while grassy areas are visible on either side, offering space for outdoor activities.

Home in Norfolk

4.94 out of 5 average rating, 226 reviews

Simple Southern Getaways/ 2 Blocks From Beach

Vacation Home. Located 2 blocks from the beach and a short drive to the base. (Advertised as 6, but 6 beds available.) The Cottage is decorated in a coastal farmhouse style. Master bedroom w/ en-suite offers a beautiful queen size barn door bed & closet. BR2 offers queen bed and closet. Finally, BR3 sleeps 4 w/ two bunk beds. The living room offers a full-size sleeper sofa. Farmhouse table & outside dining. Come & enjoy the beach and bring your boat for the bay. Perfect for families!

A sandy pathway leads to a pergola surrounded by tall sunflowers. The pathway is bordered by wooden beams, guiding guests to a seating area that offers views of the bay. Sunlight accentuates the lush greenery under a clear blue sky.

Cottage in Norfolk

4.93 out of 5 average rating, 178 reviews

Poseidon - Beach Carriage House - 120 Years Old

Your Beachfront Vacation. If you want to spend good family time, a romantic getaway, or live in a cool place while working here, this is your spot. Our neighborhood is located on the shores of the historic Chesapeake Bay. Step onto our beach and you will see that we are the perfect spot for sunrises/sunsets, fishing/crabbing, sunbathing, grilling & hot tubbing. The rental isnt on the beach-side of the property so walk around the building to the beach which is only 30 feet away.

A two-story cabin made of wood stands beside a serene pond, surrounded by tall pine trees. The cabin features large windows and a spacious deck with rocking chairs, inviting peaceful moments by the water's edge.

Cabin in Cape Charles

4.96 out of 5 average rating, 181 reviews

Ultimate Cabin Farm Stay Cape Charles

Tucked away in the woods on a historic Eastern Shore farm lies this stunning pond side Cabin just 10 mins from Cape Charles. The classic yet modern cabin is a dreamy getaway or remote work space. Wake up to the birds singing in the trees that completely surround the cabin and enjoy the deck - watching the deer and goats foraging. Take a walk on our trails, collect fresh eggs, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Popular amenities for vacation rentals near Willoughby Beach

Free parking on premises

Air conditioning

Other top sights near Willoughby Beach

First Landing State Park52 locals recommend

Virginia Aquarium & Marine Science Center150 locals recommend

Norfolk Botanical Garden102 locals recommend

Chrysler Museum of Art59 locals recommend

Nauticus81 locals recommend

Cinemark Chesapeake Square8 locals recommend

Condo rentals with wifi

Top guest favorite

A modern living room features a gray sofa adorned with decorative pillows, paired with a light blue coffee table. Two lamps provide ambient lighting. Artwork of coastal scenes decorates the walls, while a patterned area rug enhances the room's coastal theme.

Condo in Virginia Beach

4.99 out of 5 average rating, 110 reviews

Tropical 2BR Condo Getaway 1 Block from the Beach!

A guest room features two spacious beds adorned with patterned linens. An artistic display of vintage vinyl records decorates the wall above, enhancing the room's character. Warm wooden flooring complements the overall design, while a small nightstand stands between the beds.

Condo in Hampton

4.85 out of 5 average rating, 101 reviews

Cozy & Fun Hampton Condo ~ WIFI & W/D!

Two light blue Adirondack chairs are positioned facing the ocean, accompanied by a small table. The sandy beach stretches into the distance, meeting gentle waves under a pastel sky at dusk. A lounge chair rests nearby on the green grass.

Condo in Virginia Beach

4.89 out of 5 average rating, 218 reviews

Va Beach Oceanfront Studio, Boardwalk, Pool, Beach

A charming private balcony offers a dining setup for two with white Adirondack chairs and a table, overlooking the beach. A stunning sunset illuminates the horizon, while the seaside view provides a serene backdrop for the table adorned with floral centerpiece and tableware.

Condo in Virginia Beach

4.89 out of 5 average rating, 225 reviews

Oceanfront Gem VaB Studio Exceptional Views

A sunset view over the ocean is captured from a balcony, where warm colors blend in the sky. Gentle waves lap at the shore, and silhouettes of distant boats are visible on the horizon. The sandy beach offers a serene atmosphere.

Condo in Virginia Beach

4.87 out of 5 average rating, 143 reviews

Oceanfront, beach, boardwalk, fun, dolphin, sunris

The living area features a light-colored sofa positioned across from a modern coffee table. A bar area with two stools is visible in the background, leading to a kitchen with white cabinetry. Natural light illuminates the space, creating a bright and open atmosphere.

Condo in Virginia Beach

4.84 out of 5 average rating, 139 reviews

Beach Bungalow on the Boardwalk

A well-furnished living room is depicted, featuring a dark blue couch adorned with patterned throw pillows. Two abstract art pieces hang above, and a flat-screen television is mounted on the wall. Light is provided by a table lamp, creating a bright and inviting space.

Condo in Newport News

4.88 out of 5 average rating, 165 reviews

*Mid/Long Term Rental* Cozy Home at Mary Roberts

A bright and airy living space features a gray sectional sofa and a matching armchair, providing seating options. A white dining table with blue chairs occupies one side, and a flat-screen TV is mounted on the wall. Light enters through multiple window panes, accented with white shutters.

Condo in Virginia Beach

4.94 out of 5 average rating, 294 reviews

Beach Condo Block Off Boardwalk

Family-friendly house rentals

Top guest favorite

An aerial view captures the surrounding area, featuring a mix of residential homes and lush greenery with sandy beach access visible. The Chesapeake Bay Bridge-Tunnel stretches toward the horizon over calm waters, providing a scenic backdrop to the coastal neighborhood.

Home in Virginia Beach

4.96 out of 5 average rating, 137 reviews

Water Oaks at Chic's Beach

Top guest favorite

A two-story house is depicted with light-colored siding and a welcoming porch. Decorative hanging plants adorn the porch, which features a symmetrical layout with steps leading to the entry. Lush greenery and vibrant flowers are visible around the base of the home, creating a pleasant outdoor atmosphere.

Home in Virginia Beach

4.99 out of 5 average rating, 154 reviews

Quiet family location and close to BEACH!

A bright living area features a comfortable arrangement of grey sofas and a round table, complemented by a wicker chair. Natural light floods through windows adorned with light curtains, and a decorative area rug adds warmth to the hardwood floor.

Home in Virginia Beach

4.72 out of 5 average rating, 355 reviews

Cottage 2 Blocks to Virginia Beach Oceanfront -III

The image presents a large outdoor pool surrounded by a deck, sun loungers, and a gazebo. Lush greenery lines the background, complementing the serene waters of Back Bay visible in the distance under a bright blue sky with scattered clouds.

Home in Virginia Beach

4.85 out of 5 average rating, 130 reviews

Stunning Views of Back Bay & Seconds to the Beach

Top guest favorite

A single-story home is positioned on a grassy lot, surrounded by trees and bushes. A wooden staircase leads to the front porch, which is flanked by red shutters on the windows. The roof is gently pitched, and a clear blue sky with scattered clouds is visible above.

Home in Williamsburg

4.97 out of 5 average rating, 232 reviews

Casita on the Corner

Home in Virginia Beach

4.98 out of 5 average rating, 211 reviews

Modern 4bdr Oceanfront home

Top guest favorite

The kitchen features modern appliances, including a stainless steel refrigerator and an oven with a cooktop. Rich wooden cabinets provide ample storage, while a large granite countertop offers space for meal preparation. A circular skylight allows natural light to enhance the inviting atmosphere.

Home in Virginia Beach

4.91 out of 5 average rating, 403 reviews

Pet friendly 3 bedroom beach house

A modern ranch-style home features a slanted roof and a vibrant red front door. The landscaped front yard includes low shrubs and colorful plants, while a pathway leads to the entrance. Large windows provide natural light, framed by decorative shutters.

Home in Hampton

4.92 out of 5 average rating, 188 reviews

Red Door Rancher - Your Home Away From Home

Apartment rentals with air conditioning

A bright guestroom is furnished with two double beds, each featuring a light-colored quilt. Nightstands with lamps are positioned beside the beds. A large window offers views of greenery, with soft curtains complementing the decor.

Apartment in Williamsburg

4.96 out of 5 average rating, 117 reviews

Comfy 1BR w pond view Kingsmill

The renovated duplex features a modern exterior with a well-maintained yard. A spacious living area showcases a comfortable seating arrangement and a dining table under soft lighting. Nearby, a scenic view offers sandy pathways leading to the bay, emphasized by clear blue skies.

Apartment in Norfolk

4.92 out of 5 average rating, 105 reviews

Home away from home

Top guest favorite

A garden area is showcased, featuring vibrant pink flowers in the foreground. Lush green grass and hedges frame the view, which extends to a peaceful waterfront scene with trees lining the shoreline. Natural light enhances the serene outdoor atmosphere.

Apartment in Yorktown

4.99 out of 5 average rating, 141 reviews

Yorktown on the Waterfront

Top guest favorite

The private room features a spacious bed draped with a textured blanket, accompanied by a cozy armchair and an accent chair. A decorative fireplace is situated under a wall with circular art pieces. Natural light filters through the window, enhancing the room's warm tones.

Apartment in Portsmouth

4.97 out of 5 average rating, 115 reviews

English Basement Hide-Away

Top guest favorite

A spacious studio apartment features a queen-size bed adorned with a colorful coral-themed quilt. Nearby, a small seating area is visible, alongside a well-equipped kitchen. Warm wood flooring enhances the inviting atmosphere, complemented by a modern ceiling fan and natural light entering through the window.

Apartment in Newport News

4.98 out of 5 average rating, 207 reviews

Centrally Located Sleek Studio Apartment

Top guest favorite

A fully stocked kitchen is presented, featuring a gas stove, a refrigerator, and a microwave. A dark wooden hutch displays dishes and glassware, while a Keurig coffee maker is located on the countertop. Natural light filters in through a nearby window, illuminating the tiled floor.

Apartment in Portsmouth

4.96 out of 5 average rating, 281 reviews

Cozy Ground Floor Apt in Historic Home

Top guest favorite

A comfortable Chesterfield sofa is positioned in a spacious living area, adorned with decorative pillows. A rustic coffee table sits in front, showcasing a plant and decorative items. Bright natural light illuminates the room, highlighting vintage furniture and an inviting atmosphere.

Apartment in Portsmouth

4.99 out of 5 average rating, 194 reviews

Elegant Cozy Colonial/Private/Self Check-in

A bright living room is presented with large windows allowing natural light to fill the space. Two red sofas with cushions are arranged around a wooden coffee table. A small television stands on a console, surrounded by potted plants, enhancing the room's inviting atmosphere.

Apartment in Norfolk

4.9 out of 5 average rating, 162 reviews

Spacious Recently Renovated Apartment

Other great vacation rentals near Willoughby Beach

A two-story coastal house is featured, showcasing a light blue exterior with large, arched windows. A garage is visible on the left, and a driveway leads to the front entrance, flanked by a small porch. The surrounding area includes a gravel driveway and grass.

Home in Norfolk

4.63 out of 5 average rating, 24 reviews

*Escape to Beach Dream*

Top guest favorite

An aerial view showcases a beach cottage with a white roof situated near a sandy shore. The beach is visible with gentle waves lapping at the coastline. Surrounding vegetation and neighboring homes are seen, enhancing the coastal ambience.

Cottage in Norfolk

4.98 out of 5 average rating, 89 reviews

Life on a Sandbar right on Chesapeake Bay

Top guest favorite

A workspace with a wooden desk and a comfortable chair is situated by large windows, offering expansive views of the ocean. Natural light streams in, highlighting the tranquility of the beach outside. The windows are framed by light-colored blinds, with a small plant placed on the desk.

Condo in Norfolk

4.99 out of 5 average rating, 91 reviews

Beachfront Getaway, Pet Friendly, Mermaid Suite

A private pool is surrounded by a spacious patio area, featuring lounge chairs and shaded seating. The clear water reflects the blue sky, while a white fence offers privacy. Decorative elements such as lights and tropical decor enhance the leisure space.

Home in Norfolk

4.6 out of 5 average rating, 10 reviews

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

A spacious living area features a dark sectional sofa adorned with various throw pillows. A wooden coffee table rests in front of the sofa, and a flat-screen TV is mounted above a fireplace. A dining area with a wooden table and three metal stools is visible in the background.

Condo in Norfolk

4.67 out of 5 average rating, 3 reviews

Cozy Coastal Condo

A lofted sleeping area is visible above a spacious queen bed, with a ladder providing access. The room features dark wooden accents, a ceiling fan, and a cozy seating area. A bathroom space is partially shown, displaying shelves with neatly arranged towels.

Tiny home in Norfolk

4.98 out of 5 average rating, 94 reviews

Luxury Life at the Loft

A single-story home with a welcoming front deck is shown, bordered by trees. A gravel driveway leads to the house, which features a light-colored exterior and several windows. A small storage shed is visible in the background, enhancing the spacious outdoor setting.

Home in Norfolk

4.85 out of 5 average rating, 27 reviews

Seaside Escape

A spacious living room is showcased with a sectional couch, accent pillows, and a large coffee table. A flat-screen TV is mounted above a stone fireplace. Natural light filters through the adjacent windows, highlighting the art on the walls and a stylish ceiling fan.

Townhouse in Norfolk

4.93 out of 5 average rating, 42 reviews

~Summer Fun~ at "Family Retreat by the Beach"

Destinations to explore