
Holiday rentals with outdoor seating in Willoughby Bay
Find and book unique Holiday Houses with Outdoor Seating on Airbnb
Top-rated Holiday Houses with Outdoor Seating in Willoughby Bay
Guests agree: These Holiday Houses with Outdoor Seating are highly rated for location, cleanliness and more.

Romantic Sailboat Experience + Seafood Restaurant
We can't adequately describe how romantic & carefree it feels to step aboard our sail boat. The perfect stay begins by treating yourselves to dinner at the marina's seafood restaurant, then snuggle up together on deck to watch the sunset turn the sky pink & purple. The marina atmosphere is simply magical & you'll love rocking with the gentle sway of calm waters. Come enjoy a weekend aboard this amazingly cozy & romantic sail boat. Convenient to Norfolk & Virginia Beach, the location is prime!

Private Guesthouse, Ghent/Downtown near ODU, EVMS
Legally licensed and permitted with the City of Norfolk! We did it right here! European-style guesthouse between Ghent and the Heart of Downtown. Walking access to many restaurants and hotspots, and across from “The Tide” light rail, and YMCA, Chrysler Museum of Art, Granby St, Colley Ave, EVMS, Town Point Park! 15-min from the ocean. FREE PRIVATE PARKING: designated driveway parking spot; Kitchenette includes– cooktop, sink, microwave, coffee, fridge; Wifi, separate HVAC, bath, FREE laundry.

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

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!

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.

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.

Poseidon - Beach Carriage House - 120 Years Old
Your Bayfront Vacation Spot. 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.

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!

Beach Hideaway 2 bdr/2bth- Pet friendly!
Great home for days at the beach and a fire pit at night! Beach access 1 1/2 blocks from the home. Heat/AC, dishwasher, w/d, and deck. Linens, bath towels, beach chairs, and beach towels are provided. Quiet family beach, bay water is calm- perfect for children. Large back yard for kids to run around, deck, and enclosed front porch. Close to Virginia Beach, Norfolk military bases and ODU, EVMS, NSU, Virginia Wesleyan, Hampton Univ. Approx 25 min from downtown Virginia Beach and W-burg.

New Beach Home on the Chesapeake Bay
New Beach House on the Chesapeake Bay. Entire 2500 SF Home, 1st, 2nd and 3rd floors. Three King size bedrooms, third floor with 2 Sofa Beds. One Full kitchen and one Kitchenette. House on the dune 40 steps to the sandy beach. Balcony view of bay for sunrise coffee & sunset wine. New & old homes surround this newly built home in "East Ocean View." Restaurants short walk, more only a two min. drive. Summer Sailing regattas on Weds. and Sun. evenings, live music at the Pavilion.

Villa Positano
This recently remodeled home build in 1933 and located on the Chesapeake Bay is a perfect place to vacation. Direct private beach access with a beautiful salt water pool to enjoy. Around the pool there is plenty of space for games, grilling, and relaxing. Use the newly renovated kitchen or visit one of several local restaurants serving fresh local seafood to satisfy your appetite. Williamsburg, Jamestown and Yorktown are only a short drive away.

Private Beach Access at The OV Beach House
Here at the OV Beach House, you have your own private access to the beach and STUNNING water views of the Chesapeake Bay. The sunrises and sunsets are incredible! My husband and I renovated the interior of the house this past year. We poured all of our love (and sweat) designing and crafting a home away from home with you in mind!! You'll find the kitchen stocked with all of the essentials. Towels, soap, shampoo, and conditioner are all provided.
Popular amenities for Willoughby Bay outdoor seating rentals
Holiday House Rentals with Outdoor Seating

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

*Escape to the Tangerine Dream*

Wooded Wonderland Miniature Golf Hot tub Pool

PETS Welcome! 4Bed Beach View Privately Managed

Beach House on the Bay

Beach Stay

Quilted Quarters by the Bay with Private Entrance

5 Min to Downtown & Ghent, Fenced Yard, Firepit
Apartment rentals with outdoor seating

Sojourn Guest House: Buckroe Beach Suite B

Private apartment only 3 blocks from the Beach

VA Beach Oceanfront Studio, Beach, Boardwalk, Pool

Best location in Olde Towne Portsmouth

Centrally Located Sleek Studio Apartment

TreeTopBeach Bungalow 4 blocks 6 min walk to beach

Elegant Cozy Colonial/Private/Self Check-in

Cozy Ground Floor Apt in Historic Home
Condo rentals with outdoor seating

Kingsmill 1bed/1ba on Golf Course 9th Fairway

Beachfront Getaway, Pet Friendly, Mermaid Suite

Va Beach Oceanfront Studio, Boardwalk, Pool, Beach

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

Walk to beach lovely 2/2 in "Kingsmill on James"

Spacious Captain’s Beach Suite Near Rudee Inlet

Oceanfront Gem VaB Studio Exceptional Views

Oceanfront Studio: Boardwalk, Beach, & Pool Views
Destinations to explore
- New York City Holiday rentals
- Washington Holiday rentals
- Myrtle Beach Holiday rentals
- East River Holiday rentals
- Philadelphia Holiday rentals
- Mount Pocono Holiday rentals
- Jersey Shore Holiday rentals
- Outer Banks Holiday rentals
- Ocean City Holiday rentals
- Charlotte Holiday rentals
- South Jersey Holiday rentals
- Virginia Beach Holiday rentals
- Rentals with a fire pit Willoughby Bay
- Family-friendly rentals Willoughby Bay
- Rentals with a patio Willoughby Bay
- Rentals with beach access Willoughby Bay
- Pet-friendly rentals Willoughby Bay
- Apartment rentals Willoughby Bay
- Waterfront rentals Willoughby Bay
- Beachfront rentals Willoughby Bay
- House rentals Willoughby Bay
- Rentals with a washing machine and dryer Willoughby Bay
- Rentals with a fireplace Willoughby Bay
- Rentals with outdoor seating Norfolk
- Rentals with outdoor seating Virginia
- Rentals with outdoor seating United States
- Chesapeake Bay
- Virginia Beach Oceanfront
- Busch Gardens Williamsburg
- Carova Beach
- Buckroe Beach
- Water Country USA
- First Landing State Park
- Kingsmill Resort
- Haven Beach
- Buckroe Beach and Park
- Grandview Beach
- Jamestown Settlement
- Bethel Beach
- Kiptopeke Beach
- Outlook Beach
- Ocean Breeze Waterpark
- Virginia Beach National Golf Club
- Norfolk Botanical Garden
- Cape Charles Beachfront
- Golden Horseshoe Golf Club
- Chrysler Museum of Art
- Wilkins Beach
- James River Country Club
- Little Creek Beach