Waterfront holiday rentals in Willoughby Bay

Find and book unique waterfront rentals on Airbnb

Top-rated waterfront rentals in Willoughby Bay

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

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Guest favourite

Cottage in Norfolk

5.0 out of 5 average rating, 250 reviews

Beautiful Cottage Waterfront Near Downtown Norfolk

A Beautiful Secluded Paradise! We respond quickly! This spacious Non-Smoking cozy cottage has a great view of the Elizabeth River. It's 5 miles from downtown Norfolk and a 5 minute walk to a lightrail stop nearby. A day pass is $4.50 including a ferry to Portsmouth. Great amenities Renovated interior Beautiful Fireplace New floor/fully equipped kitchen Fresh organic eggs/yogurt/snacks/juice/coffee included WiFi-CableTV/HBO Bluetooth sound bar Luxury linens New waterview sunroom Washer/dryer

Guest favourite

Tiny home in Hampton

4.92 out of 5 average rating, 172 reviews

Hampton River Retreat Tiny House

Take a romantic getaway in a private, newly renovated tiny home on the river. Located just a short walk to Hampton River Park, guests can enjoy downtown Hampton's great selection of restaurants and bars or visit the white-sand beaches just a short drive away. Rather stay home? Hang out on the patio fully equipped with an outdoor bar and TV. This one-bedroom house is surprisingly spacious— it sleeps up to four adults and has all the amenities needed for a relaxing stay. No parties or events!!

Guest favourite

Farm stay in Cape Charles

5.0 out of 5 average rating, 334 reviews

Private Guesthouse on Secluded Waterfront Farm

Just 5 miles from Cape Charles and 30 minutes from Virginia Beach, our contemporary Guesthouse gives you the peace and solitude characteristic of the Eastern Shore along with the convenience of being close to urban centers. Our twenty acre waterfront farm, which has plenty of nearby walking or biking, and a dock onto a secluded arm of Plantation Creek, an inlet of the Chesapeake Bay, is perfect for solo travelers, couples or small families looking for a memorable trip to the Eastern Shore.

Guest favourite

Cottage in Norfolk

4.94 out of 5 average rating, 113 reviews

110 Year Old Beach Carriage House @ Poseidon 902CH

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.

Guest favourite

Home in Cape Charles

4.99 out of 5 average rating, 104 reviews

Modern Private Beach House close to Cape Charles

A sanctuary, an oasis, a one of a kind experience communing with nature while lounging in civilized splendor—all are apt descriptions of this New York architect designed beach house on the shores of the Chesapeake Bay. Guests enjoy stunning waterfront views from a finished floor height of 36 feet. The Eastern Shore of Virginia is famous for its flat tidewaters, but this property is perched amongst unusual relic Sandhills, complete with pines, gum trees and vast sea and sunset vistas.

Guest favourite

Guest suite in Carrollton

4.98 out of 5 average rating, 162 reviews

2BR 1BA Spacious Guest Suite, Woods & Water Views

NO CLEANING FEES! 2 BR 1 BA guest suite w/mini-kitchen, for you or you and your co-traveler and each wants his/her own bedroom. IMPORTANT! Read “ACCOMMODATIONS POLICY" below BEFORE booking because we serve a certain niche of guests. Clean, pretty, and relaxingly comfy. Serene, wooded, retreat- like setting on a small lake w/wildlife. Centrally located. Visit Williamsburg one day & VA Beach the next. Near Smithfield and Newport News. Discount for active military & nurses.

Guest favourite

Home in Norfolk

4.92 out of 5 average rating, 291 reviews

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.

Guest favourite

Bungalow in Norfolk

4.97 out of 5 average rating, 161 reviews

Beachfront Bungalow; Amazing views (3bdrm, 2 bath)

We're excited to welcome you to The Pirate's Cove, our Beach Bungalow on the Chesapeake Bay. Enjoy the sunset from the balcony, the primary bedroom or the water facing windows! Gaze at the ships traveling through the bay from the telescope. In the morning, enjoy an espresso or latte at the Coffee Bar as you watch the sunrise. Have all the family fun in the comfortable living room with large screen TV and games. Energize and refresh with hosted snacks and refreshments!

Guest favourite

Home in Virginia Beach

4.92 out of 5 average rating, 260 reviews

Master bedroom suite 3 blocks from the beach

Entire top floor of 3 story townhouse with balcony overlooking Holly Lake. Private bath. Newly renovated, three blocks from the beach (7-10 min walk). Short walks to the ocean, boardwalk, Rudee Inlet. Hardwood floors, queen size bed, mini fridge, microwave, Keurig coffee. No stove Wifi internet, 500 mbps wifi, internet TV. You must be 21 to rent. Exceptions considered based on information provided in your profile, past reviews, description of your trip plans. No pets.

Guest favourite

Cabin in Cape Charles

4.96 out of 5 average rating, 103 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.

Guest favourite

Guest house in Hampton

4.99 out of 5 average rating, 289 reviews

Sun Sea and Sand

Welcome to Sun Sea and Sand, a Caribbean theme in Hampton, Virginia. (Please also check out our additional property "The Water's Edge"). Sun, Se and Sand is a beautiful, waterfront, second story, two-bedroom, one-bath guest house is located on a private drive providing lots of privacy including your own private entrance as well as stairs leading from your private balcony directly to the waterfront. High speed fiber-optic wifi and cable with blue ray player provided.

Guest favourite

Cottage in Norfolk

4.98 out of 5 average rating, 177 reviews

Peaceful beach @Courtyard Cottage+No Cleaning Fee!

No congestion, crowds, or commercial big beach resorts here. Experience the exact opposite at Courtyard Cottage just steps away from a quiet and peaceful beach surrounded by sand dunes for a special getaway. A park across the street provides playgrounds and pet-friendly walks and is the home to a local farmers market, 9 a.m. to noon. Saturdays, May 4 through Nov. 23. A past guest wrote "This place brings beach home nostalgia. peace, and a time to relax".