Pet-friendly vacation rentals in Cape Charles

A front porch features a welcoming blue door and cozy seating area with two chairs and a swing. Pillows adorn the chairs, creating a comfortable spot to relax. The porch is surrounded by white railings and offers a glimpse of the neighborhood.

4.99 out of 5 average rating, 103 reviews

Walk 2 Beach & Restaurants~Central Park~ King Bed!

You will be close to everything in Cape Charles! Experience a fully renovated 1900’s Victorian duplex centrally-located! Next to the park, 2 quick blocks to Main St. & beach! The upstairs bedrooms share a Jack and Jill bathroom. Full kitchen with washer/dryer. 2 outdoor living areas to sip your coffee or wine! Your family will feel cozy and relaxed while you're on vacation! • Front Porch Swing & Backyard Brick Patio w/Grill • Beach Gear, Games, Pickleball • Modern Kitchen, Wood Floors, King Bed

WalkabilityPetsCleanliness

Place to stay in White Stone

Beacon Bay: Wayerfront, Lg yard, Kayaks, SUP, KING

Nestled on Little Oyster Creek in the charming small town of White Stone, is Beacon Bay Getaway. This lighthouse style home is situated on 3 private acres and has 3 water views: the Creek, the Chesapeake Bay and the Rappahannock River all which can be viewed from the wrap @ deck and top observation lookout. Enjoy the large yard with fire pit. Launch a kayak/SUP from our dock or bring your fishing rods to catch Croaker. Have fun catching blue crabs with our crab traps. Insta: @beaconbaygetaway

PetsOutdoor spacesGetting around

4.99 out of 5 average rating, 129 reviews

Townhouse in Cape Charles

The living area features a cozy gray sofa, two armchairs, and a circular coffee table. Natural light fills the space through windows adorned with light curtains. A large wall-mounted TV is positioned above a white media console, enhancing the room's modern yet inviting aesthetic.

Walk to Beach and Park! Outdoor shower&Fenced Yard

Welcome to Peach Haven, a newly renovated duplex in the Cape Charles historic district. Just 1 block from the park and 3 blocks from the beach, it's the ideal base for your Cape Charles escape. This pet-friendly rental sleeps four guests comfortably with a master bedroom (queen bed) and a second bedroom with a custom-made full-over-full bunkbed. The house has been thoughtfully stocked with everything you'll need for a comfortable stay. Ask about our optional golf cart rental during your stay!

WalkabilityOutdoor spacesBathroom

4.97 out of 5 average rating, 201 reviews

4.98 out of 5 average rating, 160 reviews

Four black Adirondack chairs are positioned in a grassy area facing a tranquil body of water. Lush green reeds frame the water's edge, with a blue sky and scattered clouds above. A small dock is visible in the distance, adding to the serene setting.

Home in Belle Haven

Bay Breeze Home on private waterfront

On Virginia's beautiful Eastern Shore, the Bay Breeze Home on Occohannock Creek is the ultimate getaway for two or a large family desiring outside adventures. This 1970's spacious home has plenty of room. Experience the water with our three kayaks or family canoe and watch the abundant wildlife. Right outside your door, you may see Ospreys, Great Blue Herons, Eagles, wild ducks, porpoises, deer, geese, otters, & more. Be our guest and forget your worries in this spacious and serene spot.

PetsOutdoor spacesSleep quality

4.99 out of 5 average rating, 350 reviews

A wooden deck is shown overlooking a serene pond, framed by lush trees. A dining table with chairs is set for outdoor enjoyment, while soft natural light reflects off the water's surface, creating a peaceful ambiance.

Farm stay in Onancock

Private romantic pet friendly waterfront cottage

On Virginia’s beautiful Eastern Shore, The Birdhouse at Windfall Farm is the ultimate romantic getaway. Just steps from Pungoteague Creek (a short boat ride to the Chesapeake Bay)on one side and a picturesque large stocked pond on the other, The Birdhouse is a charming 1 bedroom hideaway, with abundant wildlife, walking trails on our 62 acre working farm, kayaking, fishing, crabbing, and stargazing, all amid Nature’s beauty. Be our guest for an unforgettable time on Virginia’s Eastern Shore!

Outdoor spacesPetsView

4.94 out of 5 average rating, 191 reviews

A spacious deck offers breathtaking views of the water at sunset, with a stunning orange and pink sky. Four Adirondack chairs are arranged around a brown wicker coffee table, complemented by striped cushions. The serene water reflects the evening sky, creating a tranquil atmosphere.

Cottage in Onancock

A "True" Chesapeake Bay Waterfront Experience!

Get away from it all... The Thicket Point Fish Camp is a true Chesapeake Bay waterfront property and the perfect place to escape for the best of the Eastern Shore. Located just 5 miles from downtown Onancock, VA, and everyday conveniences, this property is one of a kind! This is the "Sunset House" expanded and completely renovated in May 2018, It is complemented by our "Bayside House" - also available on Airbnb. Be ready for the smell of the salt air and to enjoy million-dollar sunsets!

WalkabilityOutdoor spacesGrill

The exterior of the cottage features a charming design with a sloped roof and textured blue siding. A welcoming porch is supported by white railings, inviting visitors to relax. Surrounding greenery adds to the serene atmosphere, complemented by clear skies overhead.

4.95 out of 5 average rating, 285 reviews

Bay Breeze on Tazewell (Sun-Sun rental June-Aug.)

Bay Breeze on Tazewell is a recently remodeled Cassatt cottage with historic charm and modern amenities. The home includes a fabulous, sunny kitchen stocked to meet your needs. We provide fresh linens and towels for your stay. In the shed, you will find lots of items for the beach, a wagon, and bikes which we are happy to share. Bay Breeze is just a short walk to the beach, various restaurants, boutiques, and marina. If our home is not available, try our new Airbnb home ...Harbor View!

PetsOutdoor spacesBiking

4.77 out of 5 average rating, 167 reviews

A sandy beach stretches along the water's edge, with a house featuring large windows nestled among green shrubs. A lighted pier extends into the water, where two children are playing. The clear sky and surrounding trees create a serene backdrop.

Cottage in Deltaville

Stunning Beachfront Cottage on the Chesapeake

Take a break and unwind at this peaceful oasis. Near the end of a private road, enjoy direct beachfront access to the entrance of the Chesapeake Bay. Chill on your own sandy beach, wade in the water, and watch an endless display of boats at quiet Stingray Point. A private lighted pier, outdoor shower, and river room porch will make your stay worthwhile. With four bedrooms (one has bunk beds and a foosball table and is accessed through the third bedroom) you'll have all the room you need.

WalkabilityOutdoor spacesTV

4.96 out of 5 average rating, 263 reviews

A two-story cabin made of wood stands beside a serene pond, surrounded by tall pine trees. The cabin features large windows and a spacious deck with rocking chairs, inviting peaceful moments by the water's edge.

Cabin in Cape Charles

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, feed the Alpacas, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

WalkabilityOutdoor spacesBiking

4.99 out of 5 average rating, 149 reviews

Home in White Stone

1891 Coastal Charmer: fully renovated farmhouse

Built in 1891, this farmhouse has been totally renovated by a professional designer. The Cottage is filled with coastal colors and accessories so it feels fun and updated but still retains the feeling of walking into a well loved family beach cottage. We are pet friendly as any beach cottage should be and love seeing our guests and their pets enjoying the cottage. Follow the cottage on social media @ BlueOysterCottage for more pictures, design ideas and local places to visit.

Outdoor spacesWalkabilityAccess

Tiny home in Cape Charles

A charming two-story cottage is set on a lush green lawn, with a clear view of the Chesapeake Bay in the background. The cottage features large windows and a sloped roof, with a small wooden addition on one side, surrounded by well-maintained grass.

The Laughing King Retreat Honeymoon Island Cottage

Honeymoon Island Cottage is an adults-only lodging experience like no other. You and your guest will stay in a charming tiny farmhouse that is located just steps from the Chesapeake Bay on a USDA certified organic farm. Enjoy access to a private saltwater pool, private beach, Chesapeake Bay water access for boating, swimming, paddleboarding, fishing or just soaking, dig for clams, collect wild oysters, or just sit and marvel at the beauty. We look forward to welcoming you.

PetsWalkabilityLocation

4.98 out of 5 average rating, 362 reviews

The charming brick house features a welcoming front porch with white railings. Lush greenery and colorful blooms adorn the front yard, framed by neatly manicured shrubbery. Natural light brightens the exterior, highlighting the multi-pane windows and the peaked roof.

4.95 out of 5 average rating, 121 reviews

It’s porch season! Welcome to the MT Nest!

Welcome to The MT Nest! Relax in our charming 100 year old Sears house in the heart of historic Cape Charles. Enjoy mornings on the porch in the shade of majestic trees. Walk to the beach in the afternoon. Then stroll a few blocks to restaurants and shops in the evening. Central park across the street offers summer concerts, a playground, and a splash fountain. Enjoy the quiet and slow your life down for a few days of bliss!

Outdoor spacesWalkabilityAmenities

Popular amenities for Cape Charles pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly home rentals with a pool

4.87 out of 5 average rating, 141 reviews

Home in Hampton

4BD home w/ game room & pool near Langley & PTC!

WalkabilityOutdoor spacesComfort

4.87 out of 5 average rating, 155 reviews

Camper/RV in White Stone

“Old Smokey”A cozy, single bedroom, unique getaway

PetsWalkabilityComfort

A large two-story home is framed by lush greenery, featuring multiple windows on its upper level that allow natural light to fill the interior. A welcoming front porch with steps leads to the entrance, showcasing the spacious design of the residence.

5.0 out of 5 average rating, 4 reviews

6 BR Home w/Private Beach + Community Pool

Outdoor spacesWalkabilityAir conditioning

A charming beach-style cottage features a light-colored exterior with a unique scalloped design. The welcoming front porch, framed by white railings, leads to a center door flanked by two windows. The landscaped area includes low-maintenance shrubs and soft grass, enhancing the inviting entrance.

5.0 out of 5 average rating, 5 reviews

This Is What You’ve Been Searching For!

LayoutLocationHospitality

5.0 out of 5 average rating, 13 reviews

Home in White Stone

Cedars View

Outdoor spacesCleanlinessQuiet

A brick exterior home is presented with a well-maintained lawn and mature trees surrounding the property. A porch accommodates seating, while a driveway leads to a single-car garage. The front yard is landscaped with potted plants, enhancing the inviting appearance of the entrance.

4.87 out of 5 average rating, 15 reviews

ShowTyme's Hampton Oasis

Outdoor spacesPetsAmenities

4.86 out of 5 average rating, 119 reviews

A serene view of the beach at dusk, with soft pastel colors reflected in the calm water. Wooden posts are visible in the water, while the sandy beach stretches out towards the horizon, creating a peaceful and open atmosphere.

Cabin in White Stone

Two Bedroom + Loft Cabin on the Bay

Outdoor spacesWalkabilityIndoor spaces

The exterior of a historic home is showcased, featuring a wide porch with white railings and a vibrant blue front door. Two stories are visible, characterized by beige siding and red shutters. A welcoming atmosphere is presented by the surrounding greenery.

5.0 out of 5 average rating, 7 reviews

Alyssa House Cape Charles

Outdoor spacesGrillIndoor spaces

Pet-friendly home rentals with a hot tub

A grand deck is viewed, featuring two white rocking chairs overlooking a vibrant sunset over the water. The sky is filled with shades of pink and orange, reflecting on the calm ocean surface. A dark wicker seating area is visible to the right.

4.96 out of 5 average rating, 112 reviews

Exclusive Beachfront Home w/ 180° Views & Hot Tub!

WalkabilityPetsAmenities

4.88 out of 5 average rating, 263 reviews

A spacious yard features a hammock suspended between two trees, overlooking the bay. Colorful Adirondack chairs are positioned nearby, creating an inviting spot for relaxation. The calm water stretches into the distance under a clear sky, providing a serene atmosphere.

Cottage in Reedville

Private point on the Bayhammock, hot tub, kayaks

PetsOutdoor spacesComfort

4.91 out of 5 average rating, 182 reviews

Home in Cobbs Creek

Million $ Views! Pool! Private Hot Tub! EV Charger

WalkabilityPetsLong stay

4.91 out of 5 average rating, 109 reviews

Home in Norfolk

Walk to Beach | Hot Tub + Games | Pet Friendly

PetsOutdoor spacesHot tub

A spacious living area features two light-colored sofas adorned with decorative pillows. A wooden coffee table sits centrally, topped with magazines and a vase of flowers. Soft blue walls create a calming atmosphere, complemented by a dining area visible in the background.

4.95 out of 5 average rating, 105 reviews

Buckroe Beach Luxury Home Hot Tub, Grill, Gameroom

WalkabilityOutdoor spacesCleanliness

5.0 out of 5 average rating, 99 reviews

The exterior of a red barn is shown, surrounded by lush green fields. The structure features a peaked roof with a cupola, multiple windows, and an inviting porch area with wooden steps. The surrounding farmland creates a serene atmosphere.

Barn in Cape Charles

Coastal Red Barn Retreat

Outdoor spacesWalkabilityBackyard

A spacious living area features a large sectional couch, a coffee table, and a massage chair. Natural light floods the space through sliding glass doors, illuminating the wood flooring. The open layout connects to a kitchen and dining area, enhancing the communal feel.

4.94 out of 5 average rating, 64 reviews

Hot Tub - Massage Chair - Golf Cart - Beach Gear

PetsWalkabilityLocation

An aerial view reveals a spacious house by the coast, surrounded by greenery. Nearby, a patio area features lounge chairs and a fire pit, while kayaks are visible beside the house. The expansive ocean can be seen in the background, enhancing the serene landscape.

4.78 out of 5 average rating, 32 reviews

Beach Front - Hot Tub - Game Room - 3500SQFT

PetsWalkabilityValue

Pet-friendly house rentals

4.89 out of 5 average rating, 367 reviews

Home in Grimstead

Gwynns Island Waterfront Getaway

PetsOutdoor spacesLong stay

The exterior of the home features a welcoming yellow door framed by blue and white stripes. Surrounded by green foliage, the porch includes a wooden ramp for accessibility. Large windows provide a glimpse of the interiors, softly illuminated by warm lighting.

4.8 out of 5 average rating, 135 reviews

"Live Life Sunnyside Up" - Minutes From The Beach!

Outdoor spacesPetsValue

4.97 out of 5 average rating, 194 reviews

A traditional brick house is depicted, featuring a symmetrical roofline and charming dormer windows. The front entrance is framed by a small porch, with a set of steps leading to the door. Lush green grass and flowering shrubs surround the home, enhancing the natural setting.

Home in Kilmarnock

PORT DITCHLEY - Northern Neck Waterfront Home

PetsWalkabilityQuiet

A beachfront home with a two-story structure is positioned on stilts, overlooking the waves of the Chesapeake Bay. Large windows reflect the vibrant blue of the sky and the inviting design of the house. Nearby houses and green grass complement the coastal setting.

4.99 out of 5 average rating, 132 reviews

Beachfront 2 Dwellings EV charger

PetsWalkabilityDecor

4.95 out of 5 average rating, 198 reviews

A serene waterfront scene is captured at sunset, showing gentle waves reflecting the colorful sky. A private dock is visible, extending into the calm water, surrounded by lush greenery. The tranquil environment highlights the natural beauty of Cockrell's Creek.

Home in Reedville

Secluded, Waterfront: Fire pit, Game Room, Kayaks!

WalkabilityOutdoor spacesLaundry

4.96 out of 5 average rating, 26 reviews

4BR, Pet-Friendly, 1st Fl Suite

PetsWalkabilityKitchen

A three-story brick home is set among manicured greenery, featuring a covered entrance supported by arches. A spacious balcony extends across the upper level, adorned with white railings. Several windows, arranged symmetrically, offer a classic architectural appearance with charming outdoor elements.

5.0 out of 5 average rating, 42 reviews

Chesapeake Bay View

WalkabilityOutdoor spacesBeach