Pet-friendly vacation rentals in Cape Charles

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!

4.96 out of 5 average rating, 198 reviews

4.95 out of 5 average rating, 145 reviews

A serene beach area is depicted at sunset, with soft waves lapping against a sandy shore. The water reflects golden hues, and trees line the distant shoreline, creating a peaceful natural setting.

Barn in Cobbs Creek

The Barn at Pond Point - Riverfront Home

The Barn at Pond Point is perfectly situated on the Piankatank River, a salt water arm of the Chesapeake Bay. It shares 19 acres of wooded and waterfront property with the owner's main home. A unique space, Barn was converted from a working horse barn into a residence in the 1980's. With a quarter mile of private, sand beach and a large pool (May-Sept), the Barn is an ideal space for time with family and friends, swimming, hunting for prehistoric shark's teeth, or simply enjoying the view.

4.97 out of 5 average rating, 159 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.

4.91 out of 5 average rating, 125 reviews

A serene sunset is captured over calm waters, with hues of orange and gold reflecting on the surface. Silhouettes of trees frame the scene, while a dock extends into the bay, creating a tranquil coastal atmosphere.

Cottage in Painter

Cottage by the bay location1/2 blockto the bay

Privacy, peace, relaxation, togetherness … this cottage is the perfect place for memory-making with your family and friends! The kitchen is stocked with every spice and tool you may require to create a delicious meal, which can be enjoyed at the breakfast bar, large dining table, or outside, surrounded by the tranquil Virginia ambience. The shed, equipped with kayaks, paddle board, crabbing gear, bicycles, beach stuff chairs, has all you may need for a day on the bay or at the ocean.

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!

4.99 out of 5 average rating, 347 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!

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.

4.97 out of 5 average rating, 283 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!

4.96 out of 5 average rating, 258 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.

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.

Tiny homes 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.

4.98 out of 5 average rating, 360 reviews

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.

4.81 out of 5 average rating, 133 reviews

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

Welcome to "Live Life Sunnyside Up" on the Shore! Take a trip off the busy beaten path and kick your feet up at our little slice of paradise. Kid friendly with plenty of amenties for you and your family. On a quiet street, less than 4 miles from the historic town of cape charles and beach, get ready to take a load off and enjoy the many treasures Cape Charles has to offer! Just 5 short minutes from the Oyster Boat Ramp, fishermen are sure to find their honey hole here!

A charming duplex exterior features a light yellow facade with blue shutters and a welcoming covered porch. White steps lead to two front doors, flanked by lush greenery, including flowering hydrangeas. The evening sky adds a soft hue in the background.

4.94 out of 5 average rating, 123 reviews

The Shore House on Madison - Pet Friendly Unit!

The Shore House on Madison was fully renovated in 2019 and located in the Cape Charles Historic District within walking distance to the beach, park, the shops and restaurants. Our pet friendly unit can host up to 7 guests with 3 bedrooms, 2 full baths and 1 outdoor shower. Bedroom #1 includes 1 Queen bed, TV and work desk. Bedroom #2: 1 Queen bed. Bedroom #3: Bunk Bed (1 double / 1 twin). Fenced in backyard with patio.

Popular amenities for Cape Charles pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

4.89 out of 5 average rating, 366 reviews

Home in Grimstead

Gwynns Island Waterfront Getaway

4.97 out of 5 average rating, 189 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

4.96 out of 5 average rating, 25 reviews

4BR, Pet-Friendly, 1st Fl Suite

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

A charming light grey cottage is surrounded by a white picket fence, featuring a neatly landscaped yard with grassy patches and flowering plants. A spacious front porch with white steps leads to the entrance, creating an inviting atmosphere. Neighboring houses can be seen in the background.

4.93 out of 5 average rating, 46 reviews

Sheller Shack - 2 blocks from the bay!

5.0 out of 5 average rating, 24 reviews

Home in Exmore

Eastern Shore Escape

A two-story house features a light grey exterior with a distinctive gabled roof. The front porch is decorated with patriotic bunting and potted plants, while ceiling fans are overhead. A small American flag is displayed, adding a welcoming touch to the entrance.

5.0 out of 5 average rating, 14 reviews

The Love Shack

The exterior of a two-story blue house features a white porch with decorative railings. Red shutters frame the windows, and a flag is displayed at the entrance. The surrounding yard is landscaped, with a small garden area visible beside the path.

4.9 out of 5 average rating, 88 reviews

Pet friendly comfy family home

Pet-friendly home rentals with a pool

4.91 out of 5 average rating, 138 reviews

Home in Hampton

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

4.87 out of 5 average rating, 154 reviews

Camper/RV in White Stone

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

4.92 out of 5 average rating, 143 reviews

A two-story house features a light-colored exterior with a peaked roof. A spacious driveway leads to a garage door, framed by manicured grass and trees. A balcony extends from the top floor, providing outdoor space above the ground level.

Home in Norfolk

Gorgeous Vacation House

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

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!

4.87 out of 5 average rating, 15 reviews

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.

Home in Buckroe Beach

ShowTyme's Hampton Oasis

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

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

Private, pet-friendly home rentals

Place to stay in White Stone

Unique style, Waterfront Dock,Yard,Kayaks,SUP,King

4.99 out of 5 average rating, 126 reviews

Apartment in Cape Charles

A state-of-the-art kitchen features bold crimson red cabinetry and a vintage-style refrigerator. Smeg appliances are included, enhancing the 1950s-inspired design. A large island with a white countertop offers ample space for preparation, while a large-screen TV is mounted on the wall.

Historic Charm & Modern Comfort : Downtown Escape

4.98 out of 5 average rating, 50 reviews

5.0 out of 5 average rating, 53 reviews

The exterior of a two-story cottage is presented, featuring a grey facade and a welcoming porch with white railings. A large tree provides shade, while chairs are arranged on the lawn. The surrounding greenery enhances the family-friendly atmosphere.

Cottage in Cape Charles

Fall Getaway: Firepit Kit, Walk to Main & Beach

4.98 out of 5 average rating, 47 reviews

The exterior of a two-story cottage features light green siding and white trim. A spacious front porch is visible, furnished with white seating. Red brick steps lead to the porch, accompanied by fresh landscaping and a clear blue sky above.

Cottage in Cape Charles

Key Lime Cottage - Your Beachside Retreat

Apartment in Cape Charles

A stylish living space features a rich brown leather sofa adorned with decorative pillows, set against light beige walls. A wooden coffee table with intricate detailing sits atop a vibrant area rug. Artwork graces the walls, enhancing the inviting, open atmosphere of the room.

Romantic Coastal Retreat w/ Private Balcony

5.0 out of 5 average rating, 44 reviews

Vacation home in Cape Charles

A charming bungalow is embraced by lush greenery and colorful flowers, featuring a welcoming front porch with seating. A palm tree adds a tropical touch, while the pathway leads to the entrance, inviting guests to explore the comforts within.

Down By The Bay - Cape Charles -1st Floor Primary

5.0 out of 5 average rating, 87 reviews

The front porch features a cozy seating arrangement with two rattan chairs adorned with soft cushions. A wooden swing hangs nearby, enhancing the welcoming atmosphere. Decorative elements and a potted plant add subtle charm to the inviting space.

4.99 out of 5 average rating, 93 reviews

Walk to Dining, Beach & Park~Family Friendly Home!