
Waterfront holiday 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.

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

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!

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 :)

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!

"Jolly"- Houseboat Getaway
#BoatLife! Jolly is a 42ft Holiday Mansion. Baywater Landing offers a laid back, coastal style. It buzzes with watermen & boaters by day & is a peaceful stargazing hotspot by night. She features a master suite & 3 outside deck areas to enjoy! Just 35 minutes from Ocean City, Assateague Island, and Chincoteague Island, this is the epicenter of everything coastal! A firepit in the sand just outside your door round out everything you'll need for a stress-free vacation.

Secluded Waterfront 15mi to Beach•Kayaks•Fast WiFi
Casa Blue Heron is a 2,254 ft² (209 m²) custom home offering stunning water views, a firepit, and serene seclusion at our 3-bedroom waterfront sanctuary by Chincoteague Bay and near Assateague, Berlin, Ocean City, Snow Hill and much more. ★ "A private and tranquil setting where it is impossible not to relax and appreciate nature... Wish I had booked an extra day!" Add us to your wish list by clicking the❤️in the upper-right corner.

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.

Baywatch Upper-Waterfront & Roaming Ponies!
Beautiful space in and out! Vacation efficiency, situated right on the bay with views of Assateague across the way, Chincoteague ponies are on premises. Coastal charm at its finest, there are 2 queen bedrooms and livingroom/breakfast room, all with a view. No full kitchen. Microwave, toaster, small fridge, stocked Keurig coffee and tea station and shared outdoor cooking area, sink and bbq grill.
Popular amenities for waterfront rentals near Chincoteague Island
Waterfront apartment rentals

Bayside Bungalow - Waterfront

Water Front Apartment

⭐️Huge Boardwalk Direct Ocean Front Pool New Floor⭐️

Main Street Magic

Amazing oceanfront view 3 blocks from boardwalk

Beachside Bliss- Steps 2 Sand-Indoor Pool, Game Rm

Artist’s Windmill Pt Condo|Sunset&Pool Relaxation

Salty Dog Compound
Waterfront house rentals

Riverfront Retreat-Kayaking/Fishing/Nearby Beaches

Charming Waterfront Cottage w/2 King Suites + Dock

Waterfront Family Retreat• Private Dock • 5 BR

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

Island View House

Sunset Breezes - quiet waterfront retreat

3 bedroom/2.5 bath Smith Island bungalow with dock

Bay View - Waterfront, Dock, Stunning Sunsets
Waterfront apartment rentals

One Bedroom Beachfront Apartment Mid-Town

Cozy beach side condo

Oceanfront 2 Bed/1.5 Bath, Balcony, Pools, Lounge

Cozy oceanfront condo with stunning ocean views

Gorgeous New Beachfront! King Bed, Direct Sea View

Caramar Couples Retreat

Beachfront with a View and Amenities Galore

Luxury Oceanfront Escape!
Other waterfront holiday rentals

Serene Waterfront Metompkin Retreat - Entire Home

Private point on the Bay🌤hammock, hot tub, kayaks❤️

Escape To A “True” Chesapeake Waterfront Property!

The Boathouse: Charming & Historic Waterfront Stay

Waterfront Cottage in Mt. Vernon

Egret’s Point on the Creek

Chesapeake Bay Retreat | Private Dock + Beach

A Cabin with History
Quick stats about waterfront rentals near Chincoteague Island

Total holiday rentals
Explore 30 holiday rentals in Chincoteague Island

Nightly prices starting at
Chincoteague Island holiday rentals start at £59 per night before taxes and fees

Verified guest reviews
Over 890 verified reviews to help you choose

Family-friendly holiday rentals
10 properties offer extra space & child-friendly amenities

Holiday rentals with a pool
10 properties feature pools

Rentals with dedicated workspaces
20 properties have a dedicated workspace

Wifi availability
30 of Chincoteague Island holiday rentals include wifi 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
- Rentals with a washing machine and dryer Chincoteague Island
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- Rentals with pools Chincoteague Island
- Rentals with beach access Chincoteague Island
- Rentals with a fireplace Chincoteague Island
- Rentals with a firepit Chincoteague Island
- Pet-friendly rentals 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
- Ocean City Boardwalk
- Assateague Island National Seashore
- Bayside Resort Golf Club
- Jolly Roger Amusement Park
- Northside Park
- Assateague State Park
- Fenwick Island State Park Beach
- Delaware Seashore State Park
- Roland E Powell Convention Center
- Ocean City Boardwalk
- Bethany Beach Boardwalk
- Trimper Rides of Ocean City
- Old Pro Golf
- Bear Trap Dunes
- Salisbury Zoo




