
Pet-friendly home rentals near Chincoteague Island
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Top-rated pet-friendly home rentals near Chincoteague Island
Guests agree: these stays are highly rated for location, cleanliness, and more.

"Serendipity"- Houseboat Getaway
A "Tiny house on the water". Your home-base for exploring Delmarva! Serendipity is a vintage 36ft Holiday Mansion, nestled at Baywater Landing Marina in the stunning salt-water marshes of the Chincoteague Bay. From here, you are 35 minutes from Ocean City, MD, and 45 minutes from Chincoteague Island, VA. Serendipity remains docked, but guests have access to kayaks and paddle boards at no additional charge. Baywater Landing is secluded- some even say "boring"- but we think that's the whole point!

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. • Pets are welcome • Escape the noise, reset in nature •.Epic stargazing • Peaceful sleep • Thoughtful interior design • Large full bath • Comfy patio for coffee, wine, reading • Firepit with wood onsite • Large private outdoor shower in woods • Wide open spaces • Fast WIFI • Superhost 12+ years

Convenient Walk 2 Dining~Free Parking+Beach Gear!
You'll Experience the ultimate in coastal living at your beautifully renovated vacation home, a stone's throw from the Beach road. This is your perfect getaway destination. You'll enjoy a bright chef's kitchen with granite countertops and a tiled backsplash, open-concept first floor with cozy living room, and a convenient half bath. Retire to the second level where 2 bedrooms await, including a primary suite with a private bath & private balcony for sipping your coffee & serene morning views 🌄

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

Nature's retreat @ the Bug-a-Boo. Beaches nearby
We're inside a lovely gated campground community with full amenities @ the Club House: Wi-Fi, pool, fishing n crabbing, boat ramp, laundry, and bath houses. The Bug-a-Boo is a lovely single dwelling home. It is ADA handicap accessible. There's an outdoor fire pit and space for camping. We are 20 miles from Chincoteague National Wildlife Refuge with miles of protected beaches. This is a peaceful place for soul searching & social distancing. We are also 42 mi from Assateague Is. Nat. Seashore.

Rumbley Cottage on the Tangier Sound-Private Beach
Three shorter stays available: July 19-21, October 23-26 and November 11-14. Message me so I can send special invite. Rumbley Cottage, a custom-built home, provides a quiet stay in nature. Views from all windows. Look out at the mouth of the Manokin River at Tangier Sound on one side; wetlands on the other side. NO CLEANING OR PET FEE. Rumbley Cottage is enjoyed year- round with a great fireplace. Many amenities: WE PROVIDE THE FIREWOOD AND STARTERS, kayaks, paddle boards, MB toiletries.

Pearl in the Pines: bikes, kayaks, EV charger
Nestled in the shade of tall pine trees in the private community of Oyster Bay, "Pearl in the Pines" is a charming coastal retreat equipped to meet any need. This bright and beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly, making it an ideal space to vacation with your entire family. The spacious screened porch offers the perfect perch to savor your morning coffee with the sunrise or relax with friends and family while enjoying fresh, locally sourced seafood.

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!

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.

Rest A'Shored charming Chincoteague getaway
Spacious open floor plan great for entertaining family and friends with all the modern amenities you need! Eat inside at the large dining room table or enjoy the cool evening breeze outside on the fully screened in porch. 3 bedrooms and 2 full baths can comfortably accommodate 2 families with children or 3 couples. Located on Willow street, you are just a short walk to the Chincoteague carnival grounds and Main Street. We are dog friendly as we know they are really part of the family!

Gorgeous Views! 150 ft private beach/Dock
Come enjoy the breathtaking views and over 3300 square feet of beautifully renovated indoor living space. 800sf Master suite with HUGE water views. Large living/dining area makes this a very comfortable space for 10+ guests. Incredible outdoor space: patio, deck, HUGE screened porch, dock, 150 ft of private beach, and boat dock! This place has it all! (Our hot tub is currently not working. Sorry!)

Bayfront Modern Retreat • Dock, Kayaks, Views
Wake up to shimmering Chincoteague Bay views in this modern waterfront escape on Virginia’s Eastern Shore. Spend mornings on the water, afternoons by the fire pit, and evenings under glowing sunsets. Kayaks, bikes, pools, golf, pickleball, and trails are moments away, with beaches a short drive. Bring the dog, unplug, and settle in. Your coastal reset starts here.
Popular amenities for pet-friendly home rentals near Chincoteague Island
Pet-friendly house rentals

BayTime

Come enjoy Summer on Smith Island at the HH Ranch

Waterfront Family Retreat• Private Dock • 5 BR

Highbanks House

Willow Haven

Camp Deep Creek Retreat - Captain's Cabin

cozy sunset cottage

Charming Waterfront Cottage on Cedar Creek
Pet-friendly home rentals with a pool

Cozy beach home away from home!

Mad Men Beach House*DogFriendly*7 Min Walk 2 Sea*OUTDOOR MOVIE EXPERIENCE*Private Dock*WORK SPACE*New CRIB

Beautiful waterview 2B condo w/Dock&Close to Beach

Hidden Gem! Relax & Visit Chincoteague Island

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

Ocean Pines Retreat with Beach Club

DirectOceanFront on Boardwalk/Newly Remodeled/Pool

Farmhouse located on a horse farm
Private, pet-friendly home rentals

SNUG HARBOR waterfront cottage with a grand view!

The Little House at Waveland

A "True" Chesapeake Bay Waterfront Experience!

Messongo Creek Cabin

Awesome private off grid Creek front Cabin.

Modern Bayfront Escape with Sweeping Water Views

Waterfront Cottage with Private Chesapeake Beach

Peaceful 2 bedroom townhouse in a central location
Pet-friendly home rentals with a hot tub

The Puskar’s Landing

Harbor Master

Reel Relaxation-Waterfront

Beach, Boardwalk n Fun- just steps to the beach

Bay Cottage w/ Pier-Kayaks near Cambridge

Bayside Oasis *In-Ground Pool*Hot Tub*Huge Yard*

Blue Heaven: Waterfront & kayaks

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV
Quick stats about pet-friendly home rentals near Chincoteague Island

Total vacation rentals
Explore 40 vacation rentals in Chincoteague Island

Nightly prices starting at
Chincoteague Island vacation rentals start at G$20,925 GYD per night before taxes and fees

Verified guest reviews
Over 1,880 verified reviews to help you choose

Family-friendly vacation rentals
40 properties offer extra space & kid-friendly amenities

Rentals with dedicated workspaces
30 properties have a dedicated workspace

Wi-Fi availability
40 of Chincoteague Island vacation rentals include wi-fi access

Popular amenities for guests
Guests love Kitchen, Wifi, and Pool across Chincoteague Island rentals

4.8 Average rating
Chincoteague Island stays are highly rated by guests—averaging 4.8 out of 5!
Destinations to explore
- Rentals with a washer and dryer Chincoteague Island
- Rentals with a patio Chincoteague Island
- Rentals with pools Chincoteague Island
- Family-friendly rentals Chincoteague Island
- House rentals Chincoteague Island
- Rentals with outdoor seating Chincoteague Island
- Waterfront rentals Chincoteague Island
- Rentals with beach access Chincoteague Island
- Rentals with a fire pit Chincoteague Island
- Rentals with a fireplace Chincoteague Island
- Pet-friendly rentals Chincoteague
- Pet-friendly rentals Accomack County
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Assateague State Park
- Bethany Beach Boardwalk
- Northside Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Ocean City Boardwalk
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Old Pro Golf
- Salisbury Zoo
- Trimper Rides of Ocean City
- Bear Trap Dunes
- Holts Landing State Park
- NASA’s Wallops Flight Facility Visitor Center
- Layton's Chance Vineyard and Winery
- Baja Amusements





