
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.

Gorgeous Beachfront! King Bed, Direct Ocean View!
Stunning beachfront condo with direct view of the ocean! Your vacation home away from home! Everything you need right ON the beach. All linens, supplies and a well-stocked kitchen! New 65" TV w/free 4K Netflix provided! Modern serene decor in the heart of OC! Feel like getting out? Enjoy walking distance to Seacrets, Mackey's, and Fager's Island, Subway, Candy Kitchen or Dumsers' Dairyland! More adventure? Walk to minigolf, pontoon boats and jetski rentals! Only 4 minute drive to the boardwalk!!

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.

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!

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!

SNUG HARBOR waterfront cottage with a grand view!
You can lose yourself in this tropical paradise! It's a celebration of nature in its most magnificent form, as the wild Chincoteague ponies run up and down the marshland, the local birds will sing you a song. As this perfect day comes to an end, the laid back reggae tunes will set the mood for the miraculous montage of Caribbean colors that make Chincoteague sunsets so desired! As you're moved by the awe-inspiring experience, you'll realize there is no place on earth quite like Snug Harbor.

Sunset View - Views-Sunsets-Waterfront w/40' Pier
Located just a few miles from the Chincoteague National Wildlife Refuge & Assateague Beach, Sunset View checks off all the boxes! Enjoy the new 40' dock, great for fishing, crabbing, boat docking!! Enjoy sunsets over Chincoteague Bay from the decks! Crab and enjoy nature from a private pier on the creek. Queen Bedroom & a shared full bath on the 1st floor. King Bedroom w/ Private Bath & Waterview Deck on 2nd Floor. Queen Bedroom w/ Private Bath on the Second Floor & 2 Twin Folding Beds.

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 :)

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!

Saltwater Cowgirl Cottage: Water view Pet Friendly
Welcome to the Saltwater Cowgirl Cottage, a charming Chincoteague retreat on a quiet street. Minutes from the beach, wild ponies and wildlife refuge, it’s the perfect home base for island adventures. Nearby are coffee shops, waterfront dining and Island Creamery. Enjoy a cozy interior, well stocked kitchen, fun kiddo loft, fenced yard for dogs plus deck dining, outdoor shower, stunning sunsets and starry skies by the fire pit. Relax, unwind, and soak in the easygoing coastal vibe.

"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!

Sunset Bay Villas 219 waterfront condo
Amazing views- Welcome Bird Watchers, Nature and Beach Lovers! Designer condo with direct views of the Intracoastal Waterway Chincoteague Channel and Wallops Long term rental from October-May with government per diem per person and special offers for long term occupancy. Max. occupancy per Chincoteague town fire code is 8. This includes adults, children (2 and older) and infants (children under two). Government ID issued required to be shown on or before check in date.
Popular amenities for waterfront rentals near Chincoteague Island
Waterfront apartment rentals

StayAhoy! | Steps to Beach | Ocean View

Water Front Apartment

Bayside Bungalow - Waterfront

Waterfront Condo on 28th St.! BS#6

Ocean City Beach Retreat with Linens Included

2Bed/2Bath/81st Street/Direct Bay Front/Pool

Ocean Paradise

Bright, Updated Condo, Pool, Convention Center
Waterfront house rentals

Serene Waterfront Metompkin Retreat - Entire Home

Waterfront Family Retreat• Private Dock • 5 BR

Highbanks House

Jay's Retreat: dock, kayaks, EV charger, bikes

Escape To A “True” Chesapeake Waterfront Property!

Island View House

3 bedroom/2.5 bath Smith Island bungalow with dock

Egret’s Point on the Creek
Waterfront condo rentals

One Bedroom Beachfront Apartment Mid-Town

Oceanfront 2 Bedroom-Sleeps 6-Indoor/Outdoor Pool

Water view at Ocean Pines Yacht Club Condo

The Hideaway By The Bay OCMD

Direct Oceanfront close to Northside Park!

Cozy Beach Front Condo with Modern Amenities.

Direct Oceanfront with a View and Amenities Galore

Caramar Couples Retreat
Other waterfront vacation rentals

The Little Paradise-Waterfront, pet-friendly Studio

Harbor Master

Beachfront Chesapeake Bay Retreat

The Boathouse: Charming & Historic Waterfront Stay

Palm Cottage

A Cabin with History

Blue Crab Bungalow

Charming Waterfront Cottage on Cedar Creek
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 G$16,729 GYD per night before taxes and fees

Verified guest reviews
Over 890 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
- House rentals Chincoteague Island
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- Pet-friendly rentals Chincoteague Island
- Rentals with outdoor seating Chincoteague Island
- Rentals with a fireplace Chincoteague Island
- Family-friendly rentals Chincoteague Island
- Rentals with a washer and dryer Chincoteague Island
- Rentals with a patio Chincoteague Island
- Rentals with pools Chincoteague Island
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- Waterfront rentals Chincoteague
- Waterfront rentals Virginia
- Waterfront rentals United States
- Chesapeake Bay
- Assateague Island National Seashore
- Ocean City Beach
- Ocean City Boardwalk
- Assateague State Park
- Bethany Beach Boardwalk
- Northside Park
- Delaware Seashore State Park
- Jolly Roger Amusement Park
- Fenwick Island State Park Beach
- Ocean City Boardwalk
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Old Pro Golf
- Trimper Rides of Ocean City
- Salisbury Zoo
- Bear Trap Dunes
- Jolly Roger at the Pier
- Holts Landing State Park
- Splash Mountain Water Park
- NASA’s Wallops Flight Facility Visitor Center
- Layton's Chance Vineyard and Winery





