Pet-friendly holiday rentals in Cape Charles

4.98 out of 5 average rating, 222 reviews

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.

Flat in Newport News

Centrally Located Sleek Studio Apartment

Private guest studio apartment with separate parking/entrance in a quiet neighborhood. Centrally located to shopping, restaurants , and parks. Airport:12 min CNU:6 min Riverside Medical Center:7 min Sentara Hospital:8 min Langley AFB:11 min Patrick Henry Mall:8 min Willimasburg/Bush Gardens: approx 30 min Virgina Beach Oceanfront: 45 min Wifi available with a 55" TV with streaming services (no cable). Coffee table folds into dining/work table. Stools under table. Full bath/kitchen/laundry unit.

4.94 out of 5 average rating, 510 reviews

A quaint tiny house presents a welcoming exterior with a red facade and inviting black door. Comfortable seating is arranged on green grass under a large white umbrella, surrounded by planters with flowers. Lush greenery and a pathway enhance the serene outdoor setting.

Tiny home in Accomac

Little Red House on a Farm - Quiet Rural Waterview

The Little Red House VA is a cozy tiny home on a 50-acre farm, surrounded by fields, woods, marsh, and a creek. Curated with hygge comfort and efficiency, you'll love the natural light and calm decor. • Escape the noise & reset in nature • Peaceful sleeping • Thoughtful interior design • Large full bath • Comfy patio for coffee, cocktails, and epic stargazing • Firepit with wood provided • Large private outdoor shower surrounded by woods • Wide open spaces • Fast WIFI • Superhost for 10+ years

Place to stay in White Stone

The image captures a waterfront view of the lighthouse-style home set on a spacious lot. A private dock extends into the water, featuring a vibrant red umbrella providing shade over seating. Surrounding lush trees add to the serene outdoor setting.

5 out of 5 average rating, 103 reviews

Unique style, Waterfront Dock,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. Follow @beaconbaygetaway

4.99 out of 5 average rating, 122 reviews

The view from the entrance displays a spacious deck leading to the water, framed by sturdy wooden supports. Two large doors provide access and natural light, highlighting the inviting outdoor space with chairs positioned for relaxation.

Cottage in Weems

The Crab Shack

Enjoy the sunrise at this unique and tranquil getaway! This property was originally a seafood processing facility...hence The Crab Shack! Watch all the action on the water right out the front door with local waterman in and out of beautiful Carter's Creek to and from the Rappahannock River and Chesapeake Bay. There are marinas and The Tides Inn very close by. This property provides privacy and a short 10 minute drive to nearby restaurants and shops in Irvington, Kilmarnock, and White Stone.

4.99 out of 5 average rating, 293 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.

4.98 out of 5 average rating, 259 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!

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.

4.96 out of 5 average rating, 163 reviews

3 Blocks to Beach, Fenced Backyard, Pet Friendly!

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 five 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. Need more space? Ask about renting the other side, too!

4.97 out of 5 average rating, 151 reviews

Two classic white Adirondack chairs are positioned on a grassy bank overlooking the calm water of the Rappahannock River, framed by gently swaying trees. The sky displays a soft transition of colors as the sun sets, creating a serene and inviting view.

Home in Locust Hill

Waterfront Cottage Getaway Views/Kayaks/Fire Pit

A timeless cottage on a quiet property on the Rappahannock River with charming rose garden, relaxing pool, and quintessentially Virginia feel. Find us on IG @rosehilllcottagerappahannock! Explore nearby towns of Urbanna, White Stone, and Irvington, or stay close to home to enjoy sweeping views, waterfront adirondack chairs, and kayaks — perfect for a cocktail or coffee, or take a dip in the river or pool. With open living spaces and thoughtful decor, this is your waterfront retreat.

4.97 out of 5 average rating, 249 reviews

A charming cottage is set against a backdrop of tall trees, showcasing a light-colored exterior. A welcoming front porch features comfortable seating and an American flag. The landscaped yard includes potted plants and a gravel pathway leading to the entrance.

Cottage in Gloucester

"Bee Haven" Cottage Retreat

Curious about what makes Gloucester so wonderful? Live like a local at "Bee Haven Retreat" and find out for yourself at our newly renovated 2 bedroom cottage. Super homey and spacious living allows for guests to have memorable family & friend time. Sit around with the windows open, sipping morning coffee. Our street is quiet & very safe with free parking spaces. Shops, restaurants, hiking, lovely beaches & Colonial Williamsburg all within a short driving distance of our home.

4.99 out of 5 average rating, 123 reviews

An inviting outdoor fire pit area features turquoise Adirondack chairs arranged around a stone fire ring. The charming blue farmhouse, with a metal roof, is partially shaded by trees, and sprawling green grass surrounds the property, enhancing the space for relaxation.

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 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.

4.98 out of 5 average rating, 339 reviews

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.

4.96 out of 5 average rating, 203 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, visit Cape Charles for restaurants and shopping, and enjoy the farms’ fire pit in the evening.

Popular amenities for Cape Charles pet-friendly home rentals

Kitchen

Wifi

Pool

Free parking on premises

Air conditioning

Pet-friendly house rentals

A two-story blue house is framed by white trim and windows, showcasing a welcoming front porch and a white picket fence. A golf cart is conveniently parked in front, with a patio umbrella visible on the side, indicating outdoor leisure space.

4.95 out of 5 average rating, 85 reviews

Historic, Pet Friendly Cottage-Three Little Birds

5 out of 5 average rating, 21 reviews

A three-story coastal home is positioned by the riverside, featuring a light exterior and expansive decks on each level. The property is surrounded by greenery, with a dock extending into the water in the background, while the sky displays a blend of soft pink and blue hues at dusk.

Home in White Stone

Serenity on the Bay | Dock | Kayak | Fish

5 out of 5 average rating, 15 reviews

A wooden dock extends over calm waters, framed by lush greenery. A hanging swing chair, styled with green and white stripes, invites relaxation near the water's edge. The cottage is visible in the background, accessible via a bridge leading to the entrance.

Home in Lancaster

Pet Friendly,Fence, Waterfront 'Rivah Dog Cottage'

4.9 out of 5 average rating, 124 reviews

Home in Buckroe Beach

Home-Sweet-Home

5 out of 5 average rating, 73 reviews

A tranquil outdoor space at twilight showcases a hammock strung between trees, surrounded by soft, glowing string lights. The cozy cottage features large glass windows, allowing warm light to spill into the yard. Lush greenery and serene water views create a peaceful setting.

Home in Urbanna

Blue Pearl Cottage

4.89 out of 5 average rating, 37 reviews

An aerial view captures a charming retreat located on a lush peninsula, surrounded by calm waters. Trees adorned with autumn foliage create a vibrant backdrop, while a grassy area offers seating. Sunlight reflects off the water, enhancing the serene atmosphere of the landscape.

Home in Topping

Waterfront Home - Dock, Kayaks, Fire Pit, Grill

The living area features a comfortable seating arrangement with a neutral-colored sofa and an accent chair. A textured area rug sits beneath a rustic coffee table. Light from nearby windows illuminates the room, complemented by a modern fireplace and a wall-mounted television.

4.91 out of 5 average rating, 22 reviews

Lil Ms. Clementine-Historic District Golfcart opt.

4.92 out of 5 average rating, 151 reviews

A light-colored leather sofa is positioned in a cozy seating area, accompanied by two matching side tables with soft green lamps. A decorative clock is mounted on the wall, and a coffee table with magazines sits in the center, enhancing the inviting space.

Home in Newport News

Relax! Refreshing 3 bedroom Rancher

Pet-friendly home rentals with a pool

Campervan/Motorhome in Belle Haven

An Airstream trailer is parked on a gravel surface, showcasing its polished exterior. A large blue and white geometric-patterned rug is positioned in front, accompanied by a wooden stump serving as a small table. A bouquet of flowers adds a touch of color nearby.

5 out of 5 average rating, 15 reviews

Belle Haven’s Bliss

Superhost

A private pool is surrounded by a spacious patio area, featuring lounge chairs and shaded seating. The clear water reflects the blue sky, while a white fence offers privacy. Decorative elements such as lights and tropical decor enhance the leisure space.

Home in Willoughby

4.76 out of 5 average rating, 25 reviews

The Blue Octopus~Private Pool~HotTub~Beach~FirePit

5 out of 5 average rating, 5 reviews

An outdoor pool with clear blue water is viewable, surrounded by a spacious patio and a chain-link fence. Lush greenery and the Rappahannock River are visible in the background, enhancing the tranquil setting. The sky is partly cloudy, allowing for plenty of sunlight.

Home in Lancaster

Rivah Getaway!

4.82 out of 5 average rating, 269 reviews

A wooden sign, oval in shape, displays the name 'The Blue Tango Beach House' with decorative starfish accents. Established in 2014, the sign is positioned against a textured blue backdrop, enhancing its coastal theme.

Home in Urbanna

Relax in Urbanna, @ The Blue Tango!

4.99 out of 5 average rating, 121 reviews

The entrance to The Rosé Retreat features a welcoming porch with multiple chairs arranged for relaxation. Arching glass doors provide a view into the inviting interior, framed by decorative wreaths that add a touch of seasonal charm. Lush green foliage surrounds the exterior.

Home in Irvington

The Rosé Retreat: Kayaks-Screened Porch-RELAX

4.89 out of 5 average rating, 18 reviews

A welcoming home features large windows overlooking a glistening pool, which invites relaxation. Several lounge chairs are positioned around the pool area, and an umbrella provides shade. The wooden deck extends from the house, enhancing the outdoor space.

Holiday home in Burgess

Northern Neck Waterfront

Superhost

A two-story blue house with white trim and black shutters is showcased. A covered porch is featured at the front, surrounded by manicured hedges and a spacious lawn. Neighboring houses are visible in the background under a clear blue sky.

4.77 out of 5 average rating, 31 reviews

Sunshine Baydream Cape Charles

Superhost

A vintage pull-behind camper sits by the water's edge, featuring a striking teal color that contrasts with the clear blue sky. Grassy surroundings provide a natural setting, inviting views of the serene shoreline and distant water.

Campervan/Motorhome in White Stone

4.88 out of 5 average rating, 136 reviews

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

Private, pet-friendly home rentals

4.85 out of 5 average rating, 20 reviews

A living room area features a light-colored sofa and a red armchair, providing comfortable seating for guests. Light hardwood flooring and bright windows enhance the space, while a dark wooden table is positioned beside the sofa. A glimpse of the kitchen area can be seen through an open door.

Home in Onancock

A Little Serenity: Our Cozy One Bedroom Apartment

4.99 out of 5 average rating, 84 reviews

The farmhouse exterior features vibrant red siding and multiple large windows, allowing natural light to fill the interior. Two Adirondack chairs are positioned in the front yard, with bicycles visible nearby. Lush greenery surrounds the property, enhancing its secluded ambiance.

Cottage in Cape Charles

The Ladybug - arcade, dog-friendly, firepit, & EV

5 out of 5 average rating, 25 reviews

Cottage in Melfa

Luxe 2BR Cabin w/ Deck + Creek View | Working Farm

4.94 out of 5 average rating, 18 reviews

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.

Flat in Cape Charles

Historic Charm & Modern Comfort : Downtown Escape

5 out of 5 average rating, 19 reviews

The entrance features a set of steps leading up to a screened porch, illuminated by warm lighting. Lush plants are situated beside the stairs. Two decorative dogs stand on either side of the entrance, adding charm to the welcoming facade.

Home in White Stone

The Guesthouse

4.97 out of 5 average rating, 33 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

5 out of 5 average rating, 17 reviews

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.

Flat in Cape Charles

Romantic Coastal Retreat w/ Private Balcony