Beachfront vacation rentals in Willoughby Bay

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Top-rated beachfront rentals in Willoughby Bay

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

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Guest favorite

Guest suite in Virginia Beach

4.97 out of 5 average rating, 234 reviews

Scott's Garden Suite At The Crooked House

Just blocks from the beach, Scott's Garden Suite is nestled in the back yard of one of southside's desireable neighborhoods. With a spacious, queen bedroom & small reading/sleeping den, this little private hideaway is ideal for 2/3 adults or small family. Adjacent to the ViBe Art District/restaurants/shopping, it has kitchenette, 3/4 bath & outdoor LR with gas fire table. This is a ‘homeshare’ SRT & is within the in-resident owners’ home - separately entranced & private for convenience/safety.

Sep 10 – 17

G$24,696 GYD per night

Guest favorite

Villa in Norfolk

4.94 out of 5 average rating, 138 reviews

8 minutes walking from Sarah Constant Beach Park

Our beach home is located just an 8-minute walk from Sarah Constant Beach Park, the Ocean View Fishing Pier Restaurant. The Ocean View Shopping Center is also just an 8-minute walk away. You'll find numerous restaurants supermarket all within easy walking distance. The Norfolk Navy station is just a 5-minute drive away. Our single-family home features a huge backyard, 3 bedrooms, and 2 bathrooms. Our home is a very quiet and safe place, and parties are not allowed. We are pet friendly!

Oct 5 – 12

G$51,523 GYD per night

Guest favorite

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.

Sep 2 – 9

G$40,407 GYD per night

Guest favorite

Home in Norfolk

4.94 out of 5 average rating, 205 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 7 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!

Jan 5 – 12

G$132,024 GYD per night

Superhost

Home in Norfolk

4.84 out of 5 average rating, 121 reviews

Cozy Coastal Home

Cozy Coastal Home is located on the second floor of a duplex. It is a quiet 2 Bedroom 1 bath less than a block away from the beach. Close to shops and restaurants in the Ocean View area of Norfolk. Fully furnished with refrigerator, stove, microwave & wine fridge. Come back from the beach, relax and take a chilled bottle of wine and enjoy. Enjoy the 55" smart TV or just take a short stroll to the local COVA Brewery or local restaurants. Food Lion is 1.1 miles and H-Teeter 3 miles

Oct 30 – Nov 6

G$17,649 GYD per night

Guest favorite

Home in Hampton

4.95 out of 5 average rating, 123 reviews

1950s bungalow, 2-1/2 blocks from Buckroe Beach

Enjoy shore life on the Chesapeake Bay 2 blocks from Buckroe Beach Park. 1400 sq ft-- 2 bedrooms w/ Florida room, dining room, galley kitchen and sleeping porch w/ double daybed. Linens and beach gear provided. Fenced backyard. Wiifi package for up to 10 devices. Explore restaurants, antiques and a brewery/cidery in historic Phoebus. Fort Monroe's beach, moat, fishing dock, biking, playgrounds and a brewery, while nearby Grandview Nature Preserve is a remote wetland beach.

Nov 27 – Dec 4

G$28,889 GYD per night

Guest favorite

Cottage in Norfolk

4.98 out of 5 average rating, 174 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".

Feb 22 – Mar 1

G$48,337 GYD per night

Guest favorite

Cottage in Norfolk

4.97 out of 5 average rating, 202 reviews

Positano Villa

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.

Mar 12 – 19

G$84,375 GYD per night

Guest favorite

Guest suite in Norfolk

4.93 out of 5 average rating, 507 reviews

Beachfront Exclusive Bay front Suite

This comfortable private beachfront suite with kitchenette has magnificent views of the sunrise and sunset that you can enjoy from your own private deck, with a 180 degree views of the beach front with easy access to the water's edge, just steps away. If you want to experience life on the beach this is as close as you can get. This suite represents our personalities and everything we love about living at the beach on the Chesapeake Bay

Sep 14 – 21

G$45,332 GYD per night

Guest favorite

Home in Virginia Beach

4.9 out of 5 average rating, 207 reviews

Quilted Quarters by the Bay with Private Entrance

Enjoy beach life, hiking and biking near the Chesapeake Bay in a spacious fully furnished studio with a private entrance and private bath in a very safe and quiet neighborhood with one dedicated parking space as well. Five minute walk to the beach and First Landing State Park with hiking, biking, running trails, locally owned restaurants, bars, shops, breweries, grocery, pharmacy, farmer's market and yoga studio.

Nov 30 – Dec 7

G$18,261 GYD per night

Guest favorite

Guest suite in Virginia Beach

4.94 out of 5 average rating, 186 reviews

Enjoy your little slice of heaven in Chics Beach!

4-5 min walk to Chic's beach. Avoid the crowds and live with the locals! Surrounded by amazing restaurants, bars, coffee shops, and even an urban winery. We are a convenient 15 min ride from the tourist Oceanfront but you will have plenty to do in our relaxed beach town. This is a guest apartment attached to my home .The motto of Chic's Beach is "No Bad Days". Come see for yourself!

Oct 4 – 11

G$36,174 GYD per night

Superhost

Vacation home in Norfolk

4.85 out of 5 average rating, 346 reviews

Rustic Beachfront House on Chesapeake Bay

Beachfront House on the Chesapeake Bay. Direct beach access. Great beach and views. Shopping and restaurants nearby. Historic locations and parks a short drive away. The neighborhood is a mix of residential and commercial. Beach chairs, towels, umbrella provided.

Aug 22 – 29

G$71,773 GYD per night