
Waterfront vacation rentals near Chincoteague Island
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Top-rated waterfront rentals near Chincoteague Island
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Dragonfli Bay House on Chincoteague Island
Relax in this calm, stylish space. This home has been lovingly refreshed by its current owners. Every detail has been considered. Inside you will find well appointed rooms designed for function and comfort. Outside, tranquility awaits you. Enjoy morning coffee overlooking the water, kayaking on the bay, end the day relaxing by the fire. Head to Assateague to swim, surf fish or hike to the famed lighthouse. Return with the day's catch to utilize the fish cleaning station and outdoor shower.

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

Eastern Shore Romantic Waterfront Getaway Upscale
A waterfront getaway at the newly renovated Westview Cottage on Onancock Creek just off the Chesapeake Bay. Wake up to beautiful water views through floor-to-ceiling glass doors. A private, peaceful escape in the country conveniently surrounded by fields and wildlife complete with a dock for crabbing and fishing (seasonal) 4 MI to Downtown Onancock & Restaurants 4.5 MI to Walmart 25 Mi to Camp Silver Beach 35 MI to Chincoteague Island 39 MI to Cape Charles >save listing to your wishlist<<

Serene Waterfront Metompkin Retreat - Entire Home
Discover serenity at the ultimate retreat on Virginia's Eastern Shore at our waterfront oasis. Indulge in sweeping panoramic views of the tranquil waters that stretch as far as the eye can see. Nature enthusiasts will delight in the abundance of birdlife, making it a true birdwatcher's paradise. Whether sipping coffee on the private deck at sunrise or enjoying a glass of wine while watching the sunset paint the sky, every moment here is a picture-perfect postcard. A truly unforgettable getaway.

Waterfront-CI Bay sunsets-Amazing views
Wide expansive waterfront view of Chincoteague bay-awesome sunsets! 5 waterview rooms. The narrow bit of land across 3446 Main St. belongs to our property w/chairs + a firepit + water access to launch kayaks (2) provided! An open plan-coastal rustic design. Front sitting room w/sofa + high-top table. A large upscale kitchen, two sofas in living room, 2 bdrms, & sleeping loft + a tiny office with a twin murphy bed. Large deck-table, sofa + grill. Family home, not ideal for more than 3 adults.

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!

Edgewater Escape - Luxury Bayfront Loft with Porch
You've never seen waterfront like this. Welcome to Edgewater Escape, a luxury bayfront loft apartment that hangs entirely over the bay on 7th street in downtown Ocean City. Sit on the bay front porch or hang out inside and watch boats, dolphin, birds, and sometimes even seals swim by within feet of the porch. The loft has a roomy king sized bed and the downstairs couch pulls out into a comfy queen bed. Recently renovated, it comes fully equipped for your big trip or quiet staycation :)

"Beebe Lynn" - Houseboat Getaway
A "Tiny house on the water". Your home-base for exploring Delmarva! Beebe Lynn is a vintage 32 ft Carver, 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. Beebe Lynn 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!

Jay's Retreat: dock, kayaks, EV charger, bikes
Welcome to Jay’s Retreat, a charming waterfront oasis nestled in scenic Oyster Bay. This beachy 3-bedroom, 2-bathroom home accommodates up to 6 guests and is pet-friendly 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. End your days by the fire pit, soaking in the peaceful bay views and coastal breeze.

Beechnut Villa-Waterfront, Deep Water Dock, Pier
Just a few miles from Chincoteague National Wildlife Refuge & Assateague Island Beach. this Waterfront duplex offers some of the best views! The small sandy beach area is accessible at low tides. Perfect to lounge in your beach chair & take in the view. New floating dock w/ slip on deep water Fish or crab from the shared pier. Small creek, accessible from pier, is perfect for catching your own minnows! Enjoy amazing views from the screened porch, which spans the entire 1st level.

Egret’s Point on the Creek
Egrets Point on the Creek, is a beautiful and peaceful place to relax and plan your Eastern Shore exploration. Whether you are enjoying the fire pit by the creek, or taking a nap in the hammocks, canoeing, walking or exploring historic Onancock, life by the creek is sweet. Chincoteague to the north, Cape Charles to the south. Excitement abounds. Coastal exploration, boating, fishing, fine dining, artisan shops, art galleries, farmers markets and sandy beaches. Come and enjoy!

Baywatch North-Waterfront & Roaming Ponies
Lovely space! 2 bedroom/1 bath vacation efficiency, decorated with coastal charm, each with a door to the outside. Make-shift kitchen with microwave, small fridge, stoked Keuring coffee and tea bar, shared patio cooking area, bbq grill, fantastic view, beach items, plenty of parking, very quiet, out of the way of everything, super laid back host living in the other portion of the house. There is no living room. Labradors and cats on premises, ponies too!
Popular amenities for waterfront rentals near Chincoteague Island
Waterfront apartment rentals

Direct Oceanfront Newly Renovated W/ Pool 2 Bd

Studio Charm w/ Deck: Walk to Beach & Dining!

Beautiful Bayfront Condo!

Amazing oceanfront view 3 blocks from boardwalk

Mini Slice of Island Heaven

Main Street Magic

SuperHost! Amazing OceanFront View with 2 Pools!

Lookout View | Bayfront, Beach Gear & Family Stay
Waterfront house rentals

Chincoteague Island Creekside Cottage

Highbanks House

3 bedroom/2.5 bath Smith Island bungalow with dock

Beachfront Chesapeake Bay Retreat

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

Saltwater Cowgirl Cottage: Water view Pet Friendly

Camp Deep Creek Retreat - Captain's Cabin

Island Time (whole house rental)
Waterfront condo rentals

Caramar Couples Retreat

Gorgeous Beachfront! King Bed, Direct Ocean View!

Oceanfront Paradise | Pool | Hot Tub | Beach

One Bedroom Beachfront Apartment Mid-Town

Love Above the Waves-OceanView/Rooftop Heated Pool

The Sea Voyage Canal Front 1 Bedroom Balcony (215)

Direct Oceanfront with a View and Amenities Galore

Luxe Oceanfront 1BR | Pool, Hot Tub, Sun Deck
Other waterfront vacation rentals

The Boathouse: Charming & Historic Waterfront Stay

Sharkeys | Coastal Cabin-Water View + Sunset

SNUG HARBOR waterfront cottage with a grand view!

Palm Cottage

Eastern Shore Private Sandy Beach & Crabbing dock!

Awesome private off grid Creek front Cabin.

Sunset Bay Villas 219 waterfront condo

IDLE HOUR 3 BR 1 1/2 B w/ golf cart rental
Quick stats about waterfront rentals near Chincoteague Island

Total vacation rentals
Explore 30 vacation rentals in Chincoteague Island

Nightly prices starting at
Chincoteague Island vacation rentals start at ﺩ.ﺇ 588 per night before taxes and fees

Verified guest reviews
Over 950 verified reviews to help you choose

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

Vacation rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

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

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

4.6 Average rating
Chincoteague Island stays receive an average rating of 4.6 out of 5 from guests
Destinations to explore
- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Beach
- Ocean City Boardwalk
- Assateague State Park
- Bethany Beach Boardwalk
- Northside Park
- Ocean City Boardwalk
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- 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
- Jolly Roger at the Pier
- Layton's Chance Vineyard and Winery





