
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.

Fiddler On The Creek-Kayaks, Canoe & Shared Pier
Just a few miles from the Chincoteague Wildlife Refuge & Assateague Island Beach & a short drive to NASA/Wallops Island, Fiddler on the Creek is the perfect place to start your vacation. Enjoy beautiful coastal décor, breathtaking views & all the thoughtful touches for a memorable stay! Take in spectacular Views of Assateague & the famous Lighthouse from 1 of the 2 waterfront balconies. Enjoy crabbing/kayaking off shared pier. 2 kayaks & 1 canoe provided for guest use. Linens & towels provided

"Serendipity"- Houseboat Getaway
A "Tiny house on the water". Your home-base for exploring Delmarva! Serendipity is a vintage 36ft Holiday Mansion, 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. Serendipity 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!

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

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.

Rumbley Cottage on the Tangier Sound-Private Beach
Three shorter stays available: July 19-21, October 23-26 and November 11-14. Message me so I can send special invite. 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.

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!

Charming Waterfront Cottage on Cedar Creek
Come unwind in this comfy cottage right on the water. Situated on a 2-acre wooded lot, this colonial home offers peaceful seclusion and unbelievable water views from every room. This 1930’s cottage has modern updates and plenty of room, with two large bedrooms downstairs and a delightful bedroom suite upstairs. Restaurants and shopping await in the historic town of Onancock, only a 5-minute drive or boat ride away. Private dock for swimming and fishing, two kayaks available for guest use.

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 :)

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.

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!
Popular amenities for waterfront rentals near Chincoteague Island
Waterfront apartment rentals

StayAhoy! | Steps to Beach | Ocean View

Water Front Apartment

Bayside Bungalow - Waterfront

Ocean City Beach Retreat with Linens Included

204 Bimini Large Direct Ocean Front Epic Views

A Wave From It All

Oceanfront Oasis | Indoor Pool | Hot Tub | Deck

Ocean Paradise
Waterfront house rentals

Serene Waterfront Metompkin Retreat - Entire Home

Charming Waterfront Cottage w/2 King Suites + Dock

Waterfront Family Retreat• Private Dock • 5 BR

Highbanks House

Newly Renovated Modern 3 bed 2 bath Water Front

3 bedroom/2.5 bath Smith Island bungalow with dock

Chesapeake Bay Retreat | Private Dock + Beach

Beautiful Bayfront with Sanctuary Private Beach
Waterfront condo rentals

Summer Palace in Ocean city .

Breezy Point #305 - Rooftop Deck Panoramic Sunsets

Completely Renovated Luxury Bay Front Condo

Gorgeous Beachfront! King Bed, Direct Ocean View!

Bayside Retreat in the Heart of Ocean City!

The Hideaway By The Bay OCMD

Cozy Beach Front Condo with Modern Amenities.

Direct Oceanfront with a View and Amenities Galore
Other waterfront vacation rentals

The Little Paradise-Waterfront, pet-friendly Studio

SNUG HARBOR waterfront cottage with a grand view!

Luxury Historic Waterfront Cabin

Beachfront Chesapeake Bay Retreat

Blissful Tides (formerly Cathy’s Cottage)

The Boathouse: Charming & Historic Waterfront Stay

A Cabin with History

Island Time (whole house 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 G$16,723 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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- Rentals with a fireplace Chincoteague Island
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- Waterfront rentals Chincoteague
- Waterfront rentals Accomack County
- Waterfront rentals Virginia
- Waterfront rentals United States
- Chesapeake Bay
- Ocean City Beach
- Assateague Island National Seashore
- Ocean City Boardwalk
- Assateague State Park
- Bethany Beach Boardwalk
- Northside Park
- Jolly Roger Amusement Park
- Delaware Seashore State Park
- Ocean City Boardwalk
- Fenwick Island State Park Beach
- Roland E Powell Convention Center
- Ocean Pines Golf Club
- Old Pro Golf
- Salisbury Zoo
- Trimper Rides of Ocean City
- Bear Trap Dunes
- Holts Landing State Park
- NASA’s Wallops Flight Facility Visitor Center
- Layton's Chance Vineyard and Winery
- Baja Amusements





