
Pet-friendly vacation rentals in Chincoteague
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Top-rated pet-friendly home rentals in Chincoteague
Guests agree: these pet-friendly homes are highly rated for location, cleanliness, and more.

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

Central Location~Walk 2 Dining! Beach Pass & 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.

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!

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.

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. WE PROVIDE THE FIREWOOD AND STARTERS. Many amenities including Molton Brown toiletries, kayaks, SPBs, bikes, beach equipment; well-stocked kitchen.

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.

Summer's Seaside Cottage | Near Ponies & Beach
Welcome to Summer's Seaside Cottage -- a breezy, costal retreat designed for slow mornings, salty air, and unforgettable island evenings on Chincoteague Island. Where you're here for the wild ponies, beach days, or simply to unwind, this is the kind of place that instantly feels like a vacation.
Popular amenities for Chincoteague pet-friendly home rentals
Pet-friendly home rentals with a pool

Lovely Condo Steps 2Beach+Pool Unlimited Parking

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

Cozy 3 BR Pet Friendly Beach, Bay & Pond nearby.

“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
Pet-friendly home rentals with a hot tub

Charming Cottage-Private Hot tub, Dock&Pool Access

The Puskar’s Landing

Harbor Master

Reel Relaxation-Waterfront

Beach, Boardwalk n Fun- just steps to the beach

Blue Heaven: Waterfront & kayaks

"Bayside" Coastal Cottage w/ Golf, Hot Tub + EV

3 BR Bay Home w Private Dock & all the Amenities
Pet-friendly house rentals

Waterfront Getaway with Dock

Waterfront Family Retreat• Private Dock • 5 BR

Central Haven with Great Fenced Yard

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

Endless Sunsets-Waterfront,Deep Water Dock,Sunsets

Forest Grove Retreat

1891 Coastal Charmer: fully renovated farmhouse

Casa de Isla Welcomes You
When is the best time to visit Chincoteague?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ510 | ﺩ.ﺇ510 | ﺩ.ﺇ551 | ﺩ.ﺇ510 | ﺩ.ﺇ709 | ﺩ.ﺇ826 | ﺩ.ﺇ1,072 | ﺩ.ﺇ948 | ﺩ.ﺇ694 | ﺩ.ﺇ551 | ﺩ.ﺇ551 | ﺩ.ﺇ536 |
| Avg. temp | 3°C | 4°C | 8°C | 13°C | 18°C | 23°C | 26°C | 25°C | 22°C | 16°C | 10°C | 6°C |
Quick stats about vacation rentals that are pet-friendly in Chincoteague

Total vacation rentals
Explore 200 vacation rentals in Chincoteague

Nightly prices starting at
Chincoteague vacation rentals start at ﺩ.ﺇ147 per night before taxes and fees

Verified guest reviews
Over 5,690 verified reviews to help you choose

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

Vacation rentals with a pool
30 properties feature pools

Rentals with dedicated workspaces
150 properties have a dedicated workspace

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

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

4.7 Average rating
Chincoteague stays receive an average rating of 4.7 out of 5 from guests
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- Chesapeake Bay
- Ocean City Beach
- Ocean City Boardwalk
- Ocean City Boardwalk
- Chincoteague Island
- Assateague Island National Seashore
- Northside Park
- Assateague State Park
- Jolly Roger Amusement Park
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