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Pet-friendly vacation rentals in Willoughby Bay

Find and book unique pet-friendly homes on Airbnb

Top-rated pet-friendly home rentals in Willoughby Bay

Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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A spacious backyard is presented with lush green grass and mature trees providing ample shade. A small patio area with black metal chairs is visible, alongside a storage shed in the background. The serene outdoor space invites relaxation and outdoor activities.

Home in Virginia Beach

4.87 out of 5 average rating, 101 reviews

The Happy Place-Quiet, North End 1 block to ocean!

Nicest area in VA Beach & 5 minute walk to the beach! Enjoy a private, peaceful, vintage beach house and fully fenced yard in exclusive North End's quiet family neighborhood! Away from the crowds w/ easy access to everything. Great for surfing, swimming, walking, biking (1st State Landing park nearby), kayaking, fishing, dreaming, or reading. Cul-de-sac location. Detached house with dog-friendly yard! Comes w/ sheets & towels, 3 bikes, surfboard, beach chairs, buggy & umbrella. Equipped kitchen.

Home in Cape Charles

4.95 out of 5 average rating, 139 reviews

Harbor View- (Sun - Sun rental June- Aug.)

Harbor View is an early 1900's brick duplex with high ceilings, transom windows, and crown molding. Best of all, this home is located in a quiet neighborhood just one block from the beach and two blocks from Mason Ave. where you can find unique shops, restaurants and other amenities. It's an easy walk to the pier for a magnificent sunset, or to Brown Dog's for homemade ice cream. We invite you to enjoy our comfortable home, and explore the quiet ambience of a historic beach town vacation!

Top guest favorite

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.

Home in Norfolk

5 out of 5 average rating, 113 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.

Top guest favorite

A spacious studio area is highlighted by a king-size bed with a white bedspread and decorative pillows. A cozy seating arrangement and dining table are seen, alongside a fireplace and wall-mounted TV. Soft lighting enters through the windows adorned with wooden blinds.

Guest suite in Virginia Beach

4.98 out of 5 average rating, 146 reviews

Quiet Suite with Private Entrance

Looking for a place to relax away from the chaos of the oceanfront? Quiet, private and secluded but conveniently located. Less than a 10 minute drive to the beach. Walking distance to breweries, local restaurants, grocery stores and other amenities Beautiful 2 acre property with plenty of outdoor space to find a place to relax, play games or take a nap Leesa king size mattress Luxurious bathroom with soaker tub Microwave and fridge, Kurig, k-cups snacks and popcorn Smart TV, WiFi

A spacious living room features a large gray sectional sofa with colorful throw pillows. A 50-inch smart TV is mounted on the wall opposite a vibrant area rug. Natural light fills the room through large windows, and potted plants add a refreshing touch.

Home in Norfolk

4.9 out of 5 average rating, 128 reviews

4 BR | Pet Friendly | Fenced Yard | Firepit

Welcome to Norfolk! This is a large 3 story, 4 BR/3.5 BA house located just outside of the popular Ghent district in and walking distance to many breweries, restaurants & coffee shops! This is a fast growing area of town and for good reason, we’re so exited to host you! 15 min drive to Norfolk International Airport 12 min drive to Naval Base 8 min drive to Downtown/waterside district/freemason historic district 6 min drive to ODU campus 4 min drive to Virginia Zoo

A spacious home is depicted with a welcoming front porch featuring a gentle ramp for accessibility. Lush greenery surrounds the exterior, and the peaceful atmosphere is enhanced by the colorful sunset sky. The house showcases a combination of brick and siding with large windows.

Home in Hampton

4.84 out of 5 average rating, 355 reviews

Family Holiday House. Events and Beaches Nearby

Large comfy 5BR/3BA home in established neighborhood w/Roku TV & high speed internet! Near Buckroe Beach, Hampton Coliseum Event Center, NASA, Langley Air Base, Boo Williams Sports Arena and Newport News. Also near Virginia Beach, Williamsburg and Busch Gardens There are many parks for recreation. We have a large enclosed porch for lounging. The front entry has an easy wheelchair ramp. Restaurants galore and endless shopping. NEAR AIRPORTS in Newport News and Norfolk.

An airy living space features a comfortable pullout couch adorned with decorative pillows. A mounted television is positioned above a wooden entertainment unit. The open kitchen area showcases white cabinetry and appliances, while a staircase leads to the upper level. Natural light enters through multiple windows.

Bungalow in Chesapeake

4.95 out of 5 average rating, 99 reviews

Private and Cozy Bungalow Loaded with Amenities

This 650 sqft 2 story house is very cozy for a couple. There is a king size bed in the bedroom, with space for additional guests on the pullout couch downstairs. The neighbors are all very friendly! The home is fenced in with available street parking. There is a yard with a fire pit and chairs as well as a back porch to enjoy some time outside, weather permitting. Whether you are vacationing or working in the area you can enjoy this cute little home away from home.

Top guest favorite

A spacious outdoor patio area features a round table surrounded by four blue chairs, topped with a large red umbrella for shade. The area is bordered by a wooden privacy fence and includes a patch of lush green grass and colorful plants along the stone pathway.

Townhouse in Virginia Beach

4.97 out of 5 average rating, 146 reviews

Entire Home - Close to Beach - Pet Friendly

Welcome to "The Crab Shack" located in Salt Marsh Point. This is our newly renovated home located just minutes from the oceanfront. Everything here is brand new, upscale, comfy and just waiting for you. Imagine relaxing on the front veranda in upscale patio furniture, offset umbrella, outdoor grill and privacy fence. Or take it inside to the professionally decorated beach themed setting, with everything brand new and waiting for you.

The exterior of Sea Salt Cottage is shown with a welcoming porch featuring rocking chairs. Sunlight filters through trees in the spacious yard, which offers a tranquil setting. The pathway of bricks leads up to the entrance, inviting guests to explore the home.

Cottage in Cape Charles

4.8 out of 5 average rating, 109 reviews

Sea Salt Cottage: Tranquil Getaway 5 min to beach

Escape to the Eastern shore! Sea Salt Cottage is your quiet, off-the-beaten path getaway in charming Cape Charles. -Peaceful, rural feel with a 5 min drive to beach, quaint shops & restaurants. -Dog & kid friendly w/ large yard to park boats, RV's, etc. -Hammock, tree swing, outdoor dining, fire pit, romantic sunsets. -2 min to groceries, 10 min to Kiptopeake State Park, 70 min to Chincoteague Island

A two-story duplex is depicted, featuring a distinctive star accent on the upper level. A path leads towards the entrance, with a lawn and patio area visible. Soft outdoor lighting casts a welcoming glow on the property, emphasizing its inviting facade.

Townhouse in Virginia Beach

4.79 out of 5 average rating, 197 reviews

Chicks Beach Getaway large yard 500 yards to Beach

4 bedroom 3 bath duplex with a large yard, screened porch & large deck . This home is in the Chicks Beach area of Virginia Beach or Chesapeake Beaches. less than 500 yards walk to the beach. Nice back yard and screen porch. $100 for 1 pet and $75 for second. 2 pet max. PLEASE NOTE: Saturday check in and 7 night stay required starting June 4th 2024. Check out 10am checkin is 3:30pm 4 car max

A dog stands on sandy beach, facing the sunset over the ocean. The vibrant colors of the sky create a serene backdrop, reflecting on the water. The dog's black and white coat contrasts softly with the warm tones of the setting sun.

Home in Norfolk

4.91 out of 5 average rating, 158 reviews

Cozy beach cottage! One block to the beach!

Beach cottage! Dogs sleep for free! One block to the beach. 3 bedroom. 1 bath. 1 king, 1 queen and 2 twin beds. Large deck with outdoor seating and grill! One block from Karla’s Beach House (brunch and lunch). One block from Jessy’s Taqueria. About a mile from Cova Brewing Co. (Brewery and Coffee) and East Beach Farmer’s Market (Saturdays from 9-12). Up to 2 dogs allowed.

Townhouse in Cape Charles

4.93 out of 5 average rating, 137 reviews

Cozy retreat 2Bedroom/2Bath, 3 Blocks to Beach

Welcome to Peach Haven II! Renovated in 2021, this pet-friendly duplex in Cape Charles’ historic district sleeps 5. One block from a park with playground and tennis/pickleball courts, and 3 blocks from the beach. Features 1 bedroom (queen bed) and a 2nd with a custom full-size bunkbed. Stocked for comfort. Ask about renting the other side for more space!

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Popular amenities for Willoughby Bay pet-friendly home rentals

Free parking on premises

Air conditioning

Pet-friendly house rentals

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, 130 reviews

Water Oaks at Chic's Beach

Home in Norfolk

4.88 out of 5 average rating, 60 reviews

Walk to Beach! Large Fenced Yard, Dogs Welcome!

A ranch-style home is presented, featuring a light-colored exterior with black shutters and a welcoming blue front door. A concrete pathway leads up to the entrance, surrounded by a grassy lawn. Mature trees and a wooden fence are visible in the background.

Home in Hampton

4.87 out of 5 average rating, 78 reviews

Home-Sweet-Home

Top guest favorite

A panoramic view showcases a serene riverfront setting with lush green grass and a fenced backyard. A fire pit with seating is positioned in the foreground, while docks and a pier extend into the calm water, framed by trees and grasses along the shore.

Home in Portsmouth

4.96 out of 5 average rating, 109 reviews

The Captains Cottage KAYAK/FISH on Elizabeth River

A living area features a dark sectional sofa with a decorative pillow and a coffee table with a patterned surface. A soft area rug covers the hardwood floor. Light flows in through glass doors that lead to an outdoor space, while ceiling fans provide additional comfort.

Home in Norfolk

4.91 out of 5 average rating, 188 reviews

@Whit’s End? Come in and Relax

A spacious outdoor patio area is visible, featuring a combination of stone paving and green grass. Two turquoise chairs and a white table provide seating options. A wooden fence surrounds the area, offering privacy, while various plants add natural beauty to the setting.

Home in Norfolk

4.84 out of 5 average rating, 153 reviews

Picture Worthy Spanish Style Casita! 2 BR/ 2BA

A dining area is set with a round table surrounded by eight upholstered chairs. The walls are painted in a calming blue, and large windows allow natural light to fill the space. In the background, a kitchen can be seen, featuring a modern layout.

Home in Williamsburg

4.87 out of 5 average rating, 251 reviews

Bamboo Bungalo Duplex Near Busch Gardens

A spacious outdoor deck features a circular dining table surrounded by wooden seating. The area is adorned with string lights and overlooks a fenced yard filled with greenery. A secondary structure is visible in the background, highlighting the two-story design of the cottage.

Home in Virginia Beach

4.95 out of 5 average rating, 137 reviews

Family hideaway

Pet-friendly home rentals with a pool

Top guest favorite

An aerial view showcases a private beach beside a rectangular saltwater pool, surrounded by open grassy areas, perfect for outdoor activities. The landscape features a clear path leading from the property to the beach, with residential buildings on one side.

Cottage in Norfolk

4.97 out of 5 average rating, 240 reviews

Positano Villa

Top guest favorite

A colorful living area features a green sofa adorned with bright cushions. A round wooden coffee table is positioned in front, displaying a stack of books and a small decorative item. The walls are painted in vibrant colors, creating a cheerful atmosphere.

Home in Virginia Beach

4.93 out of 5 average rating, 55 reviews

Paint The Beach Pink! Full House | Private Pool

A spacious pool area is presented, featuring a large, inviting blue swimming pool with a built-in hot tub. Several lounge chairs and umbrellas provide shaded seating around the pool, while sliding glass doors lead to the interior of the house.

Guesthouse in Virginia Beach

4.72 out of 5 average rating, 115 reviews

POOL, Pool House, Hot Tub, Grill, 2 bedroom

A well-appointed backyard patio features a dining table accompanied by several chairs. A swimming pool is situated nearby, surrounded by a wooden fence and trees. Sunlight illuminates the area, creating a bright and inviting outdoor space.

Home in Norfolk

4.95 out of 5 average rating, 98 reviews

Gorgeous Vacation House

An outdoor deck area is visible, featuring a wooden table surrounded by six chairs, a grill nearby, and two lounge chairs positioned for relaxation. The space is enclosed by a wooden fence, with greenery providing a natural backdrop.

Place to stay in Virginia Beach

4.93 out of 5 average rating, 76 reviews

North End Home with pool, beach & state park.

A spacious backyard features a saltwater inground pool surrounded by manicured grass. A two-level deck is visible with patio furniture, offering comfortable seating options. The exterior of the two-story house is seen in the background, under a partly cloudy sky.

Home in Suffolk

4.84 out of 5 average rating, 87 reviews

Perfect Getaway!

Home in Virginia Beach

4.89 out of 5 average rating, 132 reviews

Beach Home, Upscale Croatan Resort + Private Pool

The open-concept living space is shown, featuring a comfortable seating area with a queen sleeper sofa and two armchairs. A wood-burning fireplace is adjacent to the large TV, while a dining table is set for six. Wall-to-wall glass doors provide views of the outdoors.

Condo in Williamsburg

4.95 out of 5 average rating, 122 reviews

Kingsmill 2bd2ba Condo on Golf Course 9th Fairway!

Private, pet-friendly home rentals

The living area features a comfortable gray sofa adorned with patterned pillows. A sleek ceiling fan assists with air circulation. A modern television is positioned on a low media console, while a round coffee table sits atop a textured rug, adding charm to the space.

Home in Norfolk

4.82 out of 5 average rating, 28 reviews

New! Clean + Affordable + Central!

Top guest favorite

A cozy living space features a green armchair with a patterned cushion, along with a small dining table and four chairs. The kitchen area is visible, showcasing wooden cabinetry and modern appliances. Natural light floods in through blinds on the windows, enhancing the inviting atmosphere.

Home in Virginia Beach

4.93 out of 5 average rating, 42 reviews

Cozy and Modern Beach House

An outdoor area showcases a large wooden dining table surrounded by several chairs on a gravel surface. Two grilling stations are visible, each covered for protection. The backdrop features a historic two-story building, and fallen leaves create a natural, autumnal setting.

Apartment in Chesapeake

5 out of 5 average rating, 4 reviews

The Southern Magnolia | 2br/1bth Home

A well-lit bedroom features a spacious bed with crisp white linens. Two bedside lamps provide soft lighting on either side. Artwork decorates the walls, and sliding glass doors offer access to a private outdoor area, enhancing the room's inviting ambiance.

Townhouse in Norfolk

4.69 out of 5 average rating, 52 reviews

Relaxing on the bay/Relocation Special/Close beach

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

4.97 out of 5 average rating, 194 reviews

Centrally Located Sleek Studio Apartment

The kitchen features a modern design with white cabinetry and stainless steel appliances. A large island provides seating for several guests, complemented by industrial-style pendant lighting. Brick accents add warmth to the space, while a dining area is also visible, designed for casual meals.

Home in Portsmouth

4.9 out of 5 average rating, 20 reviews

Quiet & Private, Comfy Beds, Fire Pit, & Bikes

The exterior of the home features a two-story structure with a covered screened-in porch and a fenced yard. Outdoor seating is provided on the porch, surrounded by trees and natural landscaping. A clean, open lawn area is visible in the foreground, offering a serene outdoor space.

Home in Suffolk

4.55 out of 5 average rating, 11 reviews

1-bedroom home in Suffolk

Top guest favorite

A cozy fire pit is surrounded by stones and set on a grassy area, with firewood arranged inside. Adjacent to the fire pit, a shaded patio features two chairs, while a camper is positioned nearby, showcasing its inviting exterior.

Camper/RV in Chesapeake

4.96 out of 5 average rating, 25 reviews

Chesapeake Retreat

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