
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.

Little Red House on a Rural Farm for Stargazing
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

Mins to Beach~Walk to Food and Drinks +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 🌄

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.

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!

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!

"Jolly"- Houseboat Getaway
"Tiny house on the water"! Jolly is a 42ft Holiday Mansion. Baywater Landing buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & deck areas to enjoy! 35 mins from Ocean City & Assateague Island. 45 mins from Chincoteague Island. Jolly 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!

Blue Crab Cottage: Remote+Nature+Fishing+Views
You’ll be anything but crabby after a relaxing stay in Blue Crab Cottage! This peaceful setting will chase your blues away. With three bedrooms to choose from –it's the perfect family getaway! Wingate Marina is 100 yards away and the house has ample parking for you to bring your own boat! Outdoor lovers enjoy this space to fish, kayak, and explore! Perfect for a remote family getaway in nature.

Rumbley Cottage on the Tangier Sound-Private Beach
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.

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.

Highbanks House
Forget your worries in this spacious and serene space. Welcome to your dream home! This stunning 5-bedroom, 3-full-bath rancher is nestled on over 6 acres of private land, offering a perfect blend of comfort and nature. Located just 6 miles from downtown Salisbury and 8 miles from Salisbury University, this property provides both tranquility and convenience.

Beachfront Chesapeake Bay Retreat
Welcome to our peaceful sanctuary on the Manokin River. Whether you're looking for a place to unplug and focus on connecting with family and friends, have some time to yourself or need a change of scenery for telework, Manokin House is the ideal retreat. The waterfront location allows you to truly enjoy the natural beauty of the Eastern Shore.
Popular amenities for pet-friendly home rentals near Chincoteague Island
Pet-friendly house rentals

Waterfront Getaway with Dock

BayTime

Central Haven with Great Fenced Yard

Marshall’s Retreat Chesapeake small town getaway

Stella

Captain's Loft

New house, Bay views, 4 Beds, Game room

cozy sunset cottage
Pet-friendly home rentals with a pool

Lovely Condo Steps 2Beach+Pool Unlimited Parking

Sunshine Retreat and Free Mini Golf /Huge Pool

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

OceanPinesFamilyBeachRetreat~JettdTub~KingBed~Golf

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

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!

Come enjoy Summer on Smith Island at the HH Ranch

Cattail's Branch

Seahorse House - Huge Yard for Picnics/Fires/More!

Indoor-Outdoor 2BR on Working Farm | Creek View

Willow Haven

Messongo Creek Cabin

Serenity Manor 1BR Private Historic Home First Flr
Pet-friendly home rentals with a hot tub

The Puskar’s Landing

Harbor Master

Views from the ocean to the bay!

Reel Relaxation-Waterfront

Pet-friendly home with private fenced backyard!

The Sun Dance, Keenwik on the Bay

Resort Townhome w/ Pools, Golf & Dog-Friendly

Beautiful Bayside Home Near Fenwick & Ocean City
Quick stats about pet-friendly home rentals near Chincoteague Island

Total vacation rentals
Explore 50 vacation rentals in Chincoteague Island

Nightly prices starting at
Chincoteague Island vacation rentals start at G$33,458 GYD per night before taxes and fees

Verified guest reviews
Over 2,060 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
50 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
- House rentals Chincoteague Island
- Waterfront rentals Chincoteague Island
- Family-friendly rentals Chincoteague Island
- Rentals with pools Chincoteague Island
- Rentals with beach access Chincoteague Island
- Pet-friendly rentals Chincoteague
- Pet-friendly rentals Accomack County
- Pet-friendly rentals Virginia
- Pet-friendly rentals United States
- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Beach
- Assateague State Park
- Bethany Beach Boardwalk
- Northside Park
- Delaware Seashore State Park
- Fenwick Island State Park Beach
- Jolly Roger Amusement Park
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Bear Trap Dunes
- Old Pro Golf
- Salisbury Zoo
- Trimper Rides of Ocean City
- Holts Landing State Park
- NASA’s Wallops Flight Facility Visitor Center
- Splash Mountain Water Park
- Layton's Chance Vineyard and Winery





