
Waterfront vacation rentals in Chincoteague
Find and book unique waterfront rentals on Airbnb
Quick stats about waterfront rentals in Chincoteague

Total vacation rentals
Explore 260 vacation rentals in Chincoteague

Nightly prices starting at
Chincoteague vacation rentals start at ﺩ.ﺇ 257 per night before taxes and fees

Verified guest reviews
Over 6,500 verified reviews to help you choose

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

Pet-friendly vacation rentals
Find 70 rentals that welcome pets

Vacation rentals with a pool
70 properties feature pools

Rentals with dedicated workspaces
230 properties have a dedicated workspace

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

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

4.8 Average rating
Chincoteague stays are highly rated by guests—averaging 4.8 out of 5!
Top-rated waterfront rentals in Chincoteague
Guests agree: these waterfront rentals 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
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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.
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The Boathouse: Charming & Historic Waterfront Stay
Welcome to the Boathouse! You read that right: Boathouse (not House Boat!) This house, which has been part of our family for generations, is the perfect home-base while you visit the special island of Chincoteague! Watch the lighthouse from across the marsh, go for a canoe ride through the channel, catch some crabs off the private pier, or make your way to the famous Assateague Beach - this cozy, quirky house is perfect for those seeking a unique and memorable adventure on Chincoteague Island!
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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.
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Pretty Byrd Cottage, a Victorian Bayfront Getaway!
Imagine getting away from it all by crossing a footbridge to a private island with a Victorian cottage on your own private 3-acre lake! This property is a unique oasis that combines today's modern conveniences with the charm of elegant decor. Enter the front door and be taken in by the surrounding water views, and enjoy charming verandas and a balcony that overlook the lake and gardens surrounding the cottage. Guests can also enjoy the use of a private beach, fishing, kayaks and a paddleboat!
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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!
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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 :)
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Chincoteague Island Creekside Cottage
Creekside Cottage delivers all the feels... July 2020 USA Today "Best Coastal small town". Private dock off large back yard for crabbing or catching the sunset, minutes away from the Chesapeake Bay and Historic downtown, 10 minutes to Chincoteague National Wildlife Refuge (Ponys) and the Beach (golf cart friendly). Everyone can hang on the huge sectional in the eve and play board games or catch up. Smart TV, Wifi, Large cooks kitchen (dbl oven), Table extends to 124". Make Memories!
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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!
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"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!
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Chesapeake Bay Retreat | Private Dock + Beach
Wake up to sunrises over the creek as you sip your morning coffee and soak in the stillness that surrounds you. 🌿 Outdoor Features: Private dock with multiple boat slips – ideal for crabbing, fishing or just taking in the view Covered porch with a fireplace, tv and gas grill Outdoor fire pit for s’mores in summer or oyster roasts in winter Private beach area for lounging, shell collecting 🎯 Yard Games for All Ages: Hammock for afternoon naps beneath the trees
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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!
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Popular amenities for Chincoteague waterfront rentals
Waterfront apartment rentals

Direct Oceanfront Newly Renovated W/ Pool 2 Bd
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Beach Front Apartment on the Chesapeake
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Studio Charm w/ Deck: Walk to Beach & Dining!
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Amazing oceanfront view 3 blocks from boardwalk
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Main Street Magic
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Mini Slice of Island Heaven
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Lookout View | Bayfront, Beach Gear & Family Stay
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Water Front Apartment
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Waterfront house rentals

Island Oasis, Tangier Island, Virginia
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Beachfront Chesapeake Bay Retreat
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Sunkissed Cottage-private, natural waterfront home
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Secluded, Waterfront: Fire pit, Game Room, Kayaks!
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Waterfront Getaway with Dock
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Bay Breeze Home on private waterfront
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Newly Renovated Modern 3 bed 2 bath Water Front
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Jay's Retreat: dock, kayaks, EV charger, bikes
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Waterfront condo rentals

The Sea Voyage Canal Front 1 Bedroom Condo
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Gorgeous Beachfront! King Bed, Direct Ocean View!
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Cozy beach side condo
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Bayside Retreat in the Heart of Ocean City!
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Beautiful waterview 2B condo w/Dock&Close to Beach
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Caramar Couples Retreat
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Luxury Oceanfront Escape!
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One Bedroom Beachfront Apartment Mid-Town
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When is the best time to visit Chincoteague?
| Month | Jan | Feb | Mar | Apr | May | Jun | Jul | Aug | Sep | Oct | Nov | Dec |
|---|---|---|---|---|---|---|---|---|---|---|---|---|
| Avg. price | ﺩ.ﺇ 661 | ﺩ.ﺇ 668 | ﺩ.ﺇ 654 | ﺩ.ﺇ 672 | ﺩ.ﺇ 786 | ﺩ.ﺇ 1,157 | ﺩ.ﺇ 1,168 | ﺩ.ﺇ 1,116 | ﺩ.ﺇ 826 | ﺩ.ﺇ 712 | ﺩ.ﺇ 665 | ﺩ.ﺇ 705 |
| 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 |
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- Chincoteague Island
- 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
- Ocean City Boardwalk
- Old Pro Golf
- Bear Trap Dunes
- 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
- Ocean City Boardwalk
- Jolly Roger at the Pier





