
Pet-friendly holiday 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.

Peaceful beach @Courtyard Cottage Pets Allowed
Escape the crowds and commercial beach resorts. At Courtyard Cottage, you'll enjoy the exact opposite—a peaceful beachfront retreat where a short walk over the sand dunes leads to a quiet, uncrowded beach, perfect for relaxing and unwinding. Proud Superhosts for over four years, we're dedicated to making your stay comfortable, relaxing, and memorable. The host, Richard, lives in a detached garage apartment on the property, allowing guests to enjoy complete privacy in their own accommodations.
WalkabilityOutdoor spacesHospitality
4.98 out of 5 average rating, 316 reviews
Pet Friendly Beach King Bed
Welcome to Your Vibrant Beach Hideaway! Escape to your own slice of paradise in this vibrant 900 sq. ft. 1950s beach bungalow, just 1 mile from Ocean View Beach. Enjoy a peaceful fenced backyard, fire pit, and grill—perfect after a day in the sun. Skip the crowds of VA Beach Oceanfront and unwind in style. With bold design, modern comforts, and beachy charm, this cozy retreat offers the perfect mix of privacy and convenience. Norfolk is a military town you may experience the sound of aircraft.
PetsWalkabilityAccess
4.92 out of 5 average rating, 163 reviews
Wooded Wonderland Miniature Golf Hot tub Pool
Make yourself at home! This property offers a warm and welcoming environment for guests, located in a quiet and established neighborhood in the middle of Portsmouth, VA. Guests should expect a clean space equipped with modern technology and appliances. Attractions aren’t too far; 41mi from Busch Gardens, 24 mi from Virginia Beach Ocean Front, 7.3 mi from Waterside District Norfolk, and 2.9 mi from Rivers Casino Portsmouth. Peaceful mornings and a comfortable stay awaits at Wooded Wonderland!
WalkabilityOutdoor spacesDecor
4.93 out of 5 average rating, 176 reviews
Charming & Cozy Getaway Steps to Beach/Shops
Escape to The Peche Beche and find everything you need for a relaxing & fun-filled stay! Situated just blocks from the Ocean View beach on the Chesapeake Bay and steps from local favorites, shops, & grocery. You'll find everything you need for the beach, kiddos, pups, remote work, relaxing, feasting, and restful sleep to recharge & enjoy all that Norfolk has to offer! Life’s a peach at the beach! You won't want to leave the coziness and charm as you create unforgettable memories here!
PetsOutdoor spacesHospitality
4.99 out of 5 average rating, 106 reviews
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.
PetsOutdoor spacesNearby
4.86 out of 5 average rating, 173 reviews
3 bedroom private home a block from the beach!
Relax with the whole family at this peaceful home. A block to the beach! 3 bedrooms and 2 bathrooms, with an outdoor shower and finished basement with extra living space. Outdoor patio with gas grill and patio furniture. All amenities included sheets, towels, cooking utensils, etc. Fast Wi-Fi throughout the home. Can sleep up to 8! Pets always welcome. All bedrooms are on main level no stairs required. Weekly and monthly discounted rates upon inquiry.
WalkabilityPetsQuiet
4.89 out of 5 average rating, 227 reviews
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.
PetsOutdoor spacesView
4.96 out of 5 average rating, 303 reviews
Cozy 3BD Beachfront | Foosball & Yard Games w/ BBQ
Escape to our charming Airbnb, just steps from the beach! Perfect for groups up to 8, our home offers ultra-fast 1Gbps fiber internet, a dedicated workspace, and delightful amenities including a SCA-approved coffee maker, a grinder, and fun games like a giant Connect 4 and Foosball. Enjoy the outdoors with our two patios and a BBQ grill. With numerous local restaurants nearby, it’s the ideal getaway for both relaxation and adventure.
WalkabilityPetsTV
4.91 out of 5 average rating, 115 reviews
Beachfront Getaway, Pet Friendly, Mermaid Suite
Escape to a serene, semi-private beach with breathtaking views and everything you need for the perfect vacation. Welcome to Big Blue, where unforgettable memories await. Beach access, Fully stocked kitchen, modern upgrades, comfy beds, large open floor plan, bbq pit, outdoor patio, beach gear & many personal touches. Condo not suitable for children under 7. Pet fee $100 for max of 2 with approval.
Outdoor spacesWalkabilityIndoor spaces
4.99 out of 5 average rating, 112 reviews
Norfolk 3BR Cottage • Dog Friendly + Fenced Yard
🏡 Cozy 3-bedroom Norfolk cottage 🐶 Dog-friendly with pre-approval 🌳 Large fully fenced backyard 🌊 Minutes from Ocean View beaches 🛏️ 3 queen bedrooms + sleeps up to 6 🍳 Fully equipped kitchen 📺 Smart TV for streaming 📶 High-speed WiFi 🧺 In-home washer and dryer 🚗 Ample driveway parking ⚓ Convenient to Norfolk-area military bases 📍 Easy access to downtown Norfolk and Ghent
WalkabilityOutdoor spacesCheck-in
4.83 out of 5 average rating, 118 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.
Outdoor spacesPetsLocation
4.94 out of 5 average rating, 283 reviews
Norfolk Beach Casita | Fenced Yard + Dogs
🏡 Unique Spanish-style Norfolk casita 🌊 Less than 2 miles from the beach 🐶 Dog-friendly with pre-approval 🌿 Private fenced backyard + patio 🛏️ 2 bedrooms for up to 4 guests 🛁 2 full bathrooms 🛋️ Bright living room with vaulted ceilings 🍳 Full kitchen for meals at home 🍽️ Open dining space for gathering 🚗 Easy access to downtown Norfolk
Outdoor spacesWalkabilityDecor
4.83 out of 5 average rating, 202 reviewsPopular amenities for Willoughby Bay pet-friendly home rentals
Pet-friendly house rentals

Quiet East Beach Bungalow, 1 block to beach!
Outdoor spacesWalkabilityCleanliness
4.99 out of 5 average rating, 160 reviews
Norfolk Beach Bungalow | Pet-Friendly + Deck
WalkabilityPetsWi-Fi
4.87 out of 5 average rating, 110 reviews
Family Holiday House. Events and Beaches Nearby
Outdoor spacesPetsLaundry
4.86 out of 5 average rating, 419 reviews
Ghent on the Corner: Cozy 3 bed 2.5 bath home
Outdoor spacesPetsLayout
4.99 out of 5 average rating, 164 reviews
Willoughby Beach 5BR Retreat | Sleeps 10
Outdoor spacesPetsBathroom
4.87 out of 5 average rating, 123 reviews
Water Oaks at Chic's Beach
Outdoor spacesPetsHospitality
4.97 out of 5 average rating, 172 reviews
The Chesapeake St Retreat - Pet and Kid Friendly!
WalkabilityPetsIndoor spaces
4.84 out of 5 average rating, 157 reviews
Newport Nook: 5/2.5 Home in Norfolk - Sleeps 10!
PetsOutdoor spacesQuiet
4.97 out of 5 average rating, 145 reviewsPet-friendly home rentals with a pool

Gorgeous Vacation House
WalkabilityOutdoor spacesAir conditioning
4.9 out of 5 average rating, 145 reviews
4BD home w/ game room & pool near Langley & PTC!
PetsWalkabilityCleanliness
4.87 out of 5 average rating, 141 reviews
Perfect Getaway!
WalkabilityPetsLaundry
4.85 out of 5 average rating, 117 reviews
Sweet Suite!
PetsWalkabilityBathroom
4.94 out of 5 average rating, 685 reviews
Waterfront Oasis: Fishing Pier, Pool, Beach Access
WalkabilityPetsIndoor spaces
4.71 out of 5 average rating, 14 reviews
The Seaglass Cottage
PetsWalkabilityCheck-in
4.96 out of 5 average rating, 70 reviews
ShowTyme's Hampton Oasis
Outdoor spacesPetsHospitality
4.87 out of 5 average rating, 15 reviews
6 BR Home w/Private Beach + Community Pool
WalkabilityOutdoor spacesBeach
5.0 out of 5 average rating, 4 reviewsPrivate, pet-friendly home rentals

Ultimate Cabin Farm Stay Cape Charles
PetsOutdoor spacesBathroom
4.96 out of 5 average rating, 264 reviews
Chic's Beach Rental and Fishing
PetsWalkabilityQuiet
4.98 out of 5 average rating, 259 reviews
Estudió Moderno
PetsOutdoor spacesLaundry
4.95 out of 5 average rating, 147 reviews
The Ladybug - arcade, dog-friendly, firepit, & EV
Outdoor spacesPetsView
4.98 out of 5 average rating, 105 reviews
Centrally Located Sleek Studio Apartment
PetsOutdoor spacesShared spaces
4.98 out of 5 average rating, 256 reviews
☼ Beach Bungalow- 5 min walk to beach | parking ☼
PetsWalkabilityCheck-in
4.82 out of 5 average rating, 177 reviews
Comfy three bedroom cottage - easy beach access
Outdoor spacesWalkabilityBathroom
4.94 out of 5 average rating, 120 reviews
Enjoy your little slice of heaven in Chics Beach!
PetsOutdoor spacesCondition
4.94 out of 5 average rating, 279 reviewsDestinations to explore
- New York Holiday rentals
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- Virginia Beach Oceanfront
- Chesapeake Bay
- Busch Gardens Williamsburg
- Buckroe Beach
- Carova Beach
- Cape Charles Beachfront
- Water Country USA
- First Landing State Park
- Jamestown Settlement
- Outlook Beach
- Old Dominion University
- Norfolk Botanical Garden
- Regent University
- First Landing Beach
- Neptune's Park
- Colonial Williamsburg's Merchants Square
- Currituck Beach Lighthouse
- The Mariners' Museum
- The Military Aviation Museum
- Back Bay National Wildlife Refuge-N
- Town Point Park
- Nauticus
- Chrysler Museum of Art
- Hampton University





