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Chincoteague Island Vacation Rental Homes

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"A Baywatch" Rentals
Two waterfront, side-by-side rental homes in a private, quiet location face Oyster Bay on the south and a salt marsh estuary on the north. This location is very popular with visitors who like to be away from traffic and near nature. The dock on Oyster Bay is quiet and relaxing, and provides simply awesome sunrises as well as crabbing and kayak access. Some of the famous Chincoteague Ponies graze just outside the split rail fence surrounding the yards. Geese, ducks, ospreys, shorebirds, songbirds, bunnies, and deer frequent the area. Wifi and gas grills are available at both houses.
A Baywatch House: https://www.vrbo.com/141282ha
A Baywatch Suite: https://www.airbnb.com/rooms/49533779
Location: Leonard Lane, Chincoteague VA 23336
Phone: 1-888-831-0200
Email: Click Here
Website: Click Here


Above The Water's Edge
Enjoy a new construction 3 bedroom, 2.5 bath townhome with an available boat slip walking distance from downtown and steps from the water! The townhome includes a partially enclosed parking/garage area, and includes five decks, all with water views. Guest rooms include one queen, and two king beds. The location is ideal for fishing, crabbing, viewing fireworks, rocket launches, and beautiful sunsets, or simply enjoying nature from the dock. Short walking distance to the Carnival Fairgrounds. Guests are welcome to Wi-Fi. Please click on our link to learn more and see numerous photos of this well-appointed, lovely new townhome.
Location: Water's Edge Dr, Chincoteague VA 23336
Website: Click Here


Another Day In Paradise
LUXURY WATERFRONT CONDO - Another Day In Paradise is a beautiful bay front condo with spectacular water views! This condo unit is in the upscale Sunset Bay Villas, located on the Chincoteague Bay and just a short walk from Historic Downtown Chincoteague. Includes 3 bedrooms, 2 baths, hardwood floors, granite counter tops, beautiful decor, and amazing water views! You can see the bay from the living room, dining room, and kitchen as well as the Master Bedroom. Amenities include a fitness center, a marina, a swimming pool and much, much more. Please visit our web site to discover all the features our Sunset Bay Condo offers. Come and make wonderful family memories at Another Day In Paradise!
Location: Sunset Bay Villas - Main Street, Chincoteague VA 23336
Phone: 240-498-0074
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An Assateague Adventure
Located along Eel Creek which feeds into Little Oyster Bay, this 2 bedroom 2 bathroom condo is on the top floor, providing breathtaking marsh views from the condo, private side deck to enjoy coffee in the morning or a beverage to close our your evening. Located on Coach's Lane at the Assateague Inn - it provides easy pier access for fishing and crabbing. Inside is filled with warm, calming blues to remind you of island life, welcoming you to relax in your home away from home.
Location: 6570 Coach's Lane, Chincoteague VA 23336
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Bluefin Bungalows and Marina
This brand-new vacation rental getaway and marina are like no other. Stay in your luxury bungalow on the water. Rent a boat slip for your stay, walk down the pier in the morning, and hop in your boat for a day full of fun. Get closer to Chincoteague Bay than ever before and admire the stunning sunsets! Bluefin is in the heart of Chincoteague Island, surrounded by local attractions and amenities. Enjoy the luxury waterfront accommodations, Bungalows, Bungalow Boats, and access to the island’s best fishing spots.
Location: 2477 Main St, Chincoteague VA 23336
Phone: 833-888-3423
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Channel View
Exhale while sitting on the deck of your waterfront condo as you gaze across the Assateague Channel to views of the Lighthouse and Ponies grazing in the salt marsh of the banks of Assateague. Newly renovated 2-bedroom, 1 bath condo with a dedicated boat slip on a large, private floating dock directly on the Assateague Channel. Located 200 yards from Memorial Park and playground; launch your boat and pull up to the dock in minutes. Watch the sunrise with your cup of coffee or your dinner of fresh crabs caught off the dock at the picnic table just outside your back door. Common grounds have charcoal grills for your use as well as a laundry room with coin operated commercial washer and dryers. Freshly changed sheets and towels included to allow you to step into your vacation effortlessly without the hassle of packing and unpacking.
Location: 7482 East Side Road, Condo #21, Chincoteague VA 23336
Phone: 540-454-6662
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Deep Hole Creek Waterfront Vacation Rentals
A stunning waterfront setting combined with impeccable accommodations... Eureka!, Epiphany and Morning Song are three luxury waterfront rental houses on Deep Hole Creek overlooking Little Oyster Bay and Assateague. They all have deep water docks for swimming, boating and crabbing. They are two miles from the bridge to Assateague and the Chincoteague National Wildlife Refuge, and about a mile to the shops in town. Please see our web site for more details.
Location: Deep Hole Road, Chincoteague VA 23336
Phone: 703-241-7857
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The Reef
2 Bedroom and 3 bedroom houses right next to our Indoor Heated Pool! Perfectly located on Maddox Boulevard just past the circle headed to the beach perfect for large groups! These houses are the perfect rental if you want to park the car and not drive it again the rest of your trip! Send time with your family or friends hanging around our pool or in the lounge chairs around the property… Or you can rent one of our bikes on property and head to some of the nearby food trucks and restaurants, you can even bike right to the beach! Both houses have a lot of space and can fit between 8 - 10 guests comfortably! Get the perfect rental home with the added benefit of being on the resort property. We have everything you could need right here… it is time to kick back, relax, and take in the best of what Chincoteague Island and the Assateague Seashore have to offer! If you have smaller groups we also have some availability in our 12 Villas on property. Our villas are set up for 4 - 6 guests have a full kitchen and living room area as well. CALL NOW to reserve your Resort Villa or book online!
Location: 7023 Maddox Blvd. Chincoteague VA 23336
Phone: 757-336-5667
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Eagle's View
Eagle's View is a luxury vacation rental overlooking the Assateague Island Channel and Lighthouse. Fully equipped for comfort and convenience, with 4 BR, 3.5 BA, Wifi, 4 flat screen TVs, DVDs, washer/dryer, upscale furnishings and a kitchen with lots of gourmet gadgets, this house is your home base for quick access to beaches, hiking trails, museums, restaurants and shops, Eastern Shore attractions, and natural beauty. Wake up to beautiful sunrises, and spend lazy days enjoying the many kinds of birds, the frequent views of the ponies, and of course the gorgeous view of the lighthouse. Enjoy fishing, crabbing or boating from the private lighted dock that is also the perfect place for stargazing. There are plenty of outdoor, waterfront living areas for family gatherings, curling up with a good book, or enjoying the cool, salt air breezes: third floor balcony, generous deck off the great room, screened porch and dock. Come and enjoy the relaxation, peacefulness and tranquility that can be found at this gorgeous waterfront home. Beautiful sunrises, nature, and relaxation await you at Eagle's View.
Location: 7151 Sheepshead Lane, Chincoteague VA 23336
Phone: 540-687-6923 or 757-336-1088
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Grey Heron Waterfront
The Grey Heron is the perfect location for your Chincoteague Island vacation. This idyllic setting offers amazing views of the Chincoteague Bay. Experience unforgettable sunsets! Direct bayfront access right from the back yard allows for clamming, crabbing, kayaking, swimming, wading and other water activities. The Grey Heron is close to nature trails and hiking. Downtown is a lovely place to experience local food, shopping and views of the bay. Ride your bicycle to the beach and throughout town. Then head downtown for dinner or use the Grey Heron’s full kitchen to cook up your catch. Dine on the covered, screened porch and watch the moon rise and the stars appear. It’s an excellent place to savor an open-air breakfast and lunch during the summer and early fall.
Location: 5123 Main Street, Chincoteague VA 23336
Phone: 1-800-668-7836
Website: Click Here


Holiday Cottages
Holiday Cottages offers a unique vacation experience on beautiful Chincoteague Island. Our 1-bedroom & 2-bedroom cottages are perfect for families with children, family reunions, or for a couple who want to enjoy the privacy of their own cottage. Each cottage offers a fully-equipped kitchen, dining area, & living room with cable TV, and high-speed wireless internet. You can park right outside your door. Grills are accessible with picnic tables provided for each cottage. Our guests also have access to a 24-hour linen room. Enjoy our newly renovated pool, pergola, & deck for relaxing. We have tetherball & corn hole, and for the kids a playground & large sandbox. Thank You to all of our friends and guests who stay at Holiday Cottages and return year after year. We pride ourselves on our customer service and family friendly atmosphere that will help ensure you have a memorable vacation experience.
Location: 6113 Taylor Street, Chincoteague VA 23336
Phone: 757-336-6256
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Jellystone Park Chincoteague Island
Deluxe cabins, Island Bungalows, Rental RV's, and glamping Safari Tents make for a great place to stay at Yogi Bear's Jellystone Park Chincoteague Island. You'll stay busy all day with amenities like our jump pad, playground, dog park, special events, theme weekends, and pier. You can also cool off at Maui Jack's waterpark, steps away. Spend your days soaking up the sun and having fun at Jellystone Park Chincoteague Island!
Location: 6742 Maddox Blvd, Chincoteague VA 23336
Phone: 757-336-3111
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Key West Cottages
Charming private retreats offering nautical inspired accommodations with breath taking views of the Chincoteague Bay! Let time slow down and breath in the salty air! Revel in the sun setting just beyond your balcony. Key West Cottages are the ideal way to enjoy all of the beauty, history, recreation and adventure that Virginia's Eastern Shore has to offer. Located in the heart of historic downtown Chincoteague Island, you will find easy access to the area's most popular attractions. Your home away from home is waiting with an array of amenities for your comfort and convenience!
Location: 4251 Main Street, Chincoteague VA 23336
Phone: 757.336.7400
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Miss Ida
Miss Ida is brand new construction, yet she evokes Chincoteague of yesteryear. A stunning blend of modern amenities and traditional styling provides extraordinary and luxurious comfort for guests. Full linen service and soap products, all of exceptional quality, are provided. The traditional Chincoteague 1920's architecture of Miss Ida, along with the wonderful antique furnishings and decor will transport you back to a bygone era. The queen bedroom has a private half bath. The second bedroom with two twins is adjacent to a full hallway bath. Rear screened porch or front porch... great outdoor space at this unique Chincoteague home. For larger groups, this house can also be rented with neighboring Myrtle on Mumford.
Location: 6334 Mumford Street, Chincoteague VA 23336
Phone: 757-336-1236
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Moorings North
Experience sunsets you’ll never forget! Watch the sun come down from the panoramic wall of windows in the great room, from two private balconies off of two spacious identical master suites, from the Gazebo-In-The-Sky, or the bulkheaded waterfront in your backyard. The elegant ambiance of this upscale estate will provide any amenities you are wishing for plus more. Ten guests sleep comfortably in three king size, and four twin size beds. Moorings North is designed to easily accommodate bigger families as well as to offer a tranquil setting for a romantic getaway. Enjoy many of the wonderful attractions Chincoteague has to offer while pamper yourself in a vacation home you are cordially welcome and promised to enjoy your vacation time to the fullest.
Location: 4411 Main Street, Chincoteague VA 23336
Phone: 610-458-2460
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Myrtle On Mumford
Myrtle on Mumford is a newly-constructed home that combines character and charm, reminiscent of Chincoteague Island life a century ago, with the upscale finishings, furnishings, and amenities of today. The home features two bedrooms, one bath, a dining area with seating for six, a living room, a contemporary gourmet kitchen, and central heat and air conditioning. The house is located in the downtown Main Street historic area, less than a five minute walk from town. Myrtle on Mumford is the perfect home for your Chincoteague Island getaway. We invite you to explore our web site. You will be pleasantly surprised!
Location: 6330 Mumford Street, Chincoteague VA 23336
Phone: 757-336-1236
Website: Click Here
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Sea Gate
*BREAKING NEWS* SEA GATE ANNOUNCES WITH SPRING IN FULL BLUSH AND SUMMER JUST AROUND THE CORNER WE ARE EXCITED TO OFFER THE AVAILABLITY OF LEVEL 2 ELECTRIC CHARGING FOR ANY OF OUR GUESTS WISHING TO VISIT CHINCOTEAGUE BUT CONCERNED ABOUT WHERE THEY CAN CONVENIENTLY REGHARGE THEIR EV’S WHILE ON THE ISLAND AND IN PREPARATION OF RETURNING HOME. OUR CHARGE IS PRIVATELY LOCATED IN OUR 2 CAR GARAGE. THERE IS A $64 SUR-CHARGE PER CAR. Relax and unwind at one of the most beautiful waterfront townhomes overlooking the Chincoteague Channel. With the living room and master bedroom balconies overlooking the Chincoteague Channel, you will take in some of the most peaceful sights Chincoteague has to offer. Every room boast a relaxing water view, with the ability to view both the sunrise and sunset. When you stay here you will really say "life is better on the water."
Location: Marsh Island Dr, Chincoteague VA 23336
Phone: (757)336-1088 or (757)894-3009 cell
Email: Click Here
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Sea Shell Cottages
We have many cottages to offer from one bedroom cottages to three bedroom Chincoteague style homes. All the cottages are within walking distance to town and the carnival grounds. Off the beaten track, these homes offer convenience, privacy and quiet relaxation. Plus pool privledges at Sea Shell Motel.
Location: 3720 Willow Street, Chincoteague VA 23336
Phone: 757-336-6589
Website: Click Here
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Sun Outdoors Chincoteague Bay
Vacation in luxury at Chincoteague Island's newest resort, located directly on Chincoteague Bay. They offer a great selection of premium waterfront and waterview cottages with rooftop decks. Waterfront glamping tents provide air conditioning, a kitchenette, a covered porch, and much more. Guests will also have exclusive access to resort amenities, including favorites like our sports court, zero-entry swimming pool, private fishing pier, and boardwalk. Surrounded by Chincoteague Bay, this resort has views like no other. Enjoy rocket launches and perfect sunsets from the brand-new resort Sun Outdoors Chincoteague Bay.
Location: 2272 Main St, Chincoteague VA 23336
Phone: 855-462-3423
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Vitamin Sea
Vitamin Sea Cottage, decorated with the calming colors of the sea, is a 3 bedroom, 2 full bath, central air conditioned, veteran owned cottage that sleeps up to 6 people with 1 Queen, 1 Double, and 2 Twin Beds. Located within walking distance of the Veteran's Memorial Park for fishing, crabbing, playground equipment, boat ramp, and viewing of the World Famous Pony Swim, and is only a short walk away from the Chincoteague Fireman's Carnival for family fun and entertainment. We invite you to experience Chincoteague's Southern Charm, and take the opportunity to soak up some much needed Vitamin Sea!
Location: 7228 Bunting Road, Chincoteague VA 23336
Phone: 757-894-3009
Email: Click Here
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3335 Main Street
Chincoteague Island, VA 23336
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