Vacation Rental Homes Archives (2024)

Live like a local on Chincoteague Island. Choose from a variety of vacation rentals and make yourself comfortable. Whether you’re looking for a luxurious oceanfront home for the whole family or a quaint island-style bungalow, you’ll discover your perfect home away from home on Chincoteague Island. Enjoy amenities such as private decks, fully equipped kitchens, and stunning views. With local experts to help you find the ideal rental, you can immerse yourself in the charm and beauty of this unique destination. Experience the best of coastal living with easy access to island activities and attractions.

Vacation Rental Homes Archives (1)Featured

“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...

Vacation Rental Homes Archives (2)Featured

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...

Vacation Rental Homes Archives (3)Featured

Moorings North Vacation Home

Experience unforgettable sunsets at Moorings North! Watch the sun set from the panoramic wall of windows in the great room, from two private balconies off the spacious identical master suites, from the Gazebo-In-The-Sky, or from the bulkheaded waterfront in the backyard. The elegant ambiance of this upscale estate provides every amenity imaginable and more. Ten guests sleep...

Vacation Rental Homes Archives (4)Featured

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, these houses are ideal for large groups. Park...

Vacation Rental Homes Archives (5)

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,...

Vacation Rental Homes Archives (6)

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 your evening. Located on Coach's Lane at the Assateague Inn - it provides easy pier access for...

Vacation Rental Homes Archives (7)

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...

Vacation Rental Homes Archives (8)

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. Each house features...

Vacation Rental Homes Archives (9)

Eagle’s View

Eagle's View is a luxury vacation rental overlooking the Assateague Island Channel and Lighthouse. Fully equipped for comfort and convenience, it features 4 bedrooms, 3.5 bathrooms, WiFi, 4 flat screen TVs, DVDs,...

Vacation Rental Homes Archives (10)

Grey Heron Waterfront Rental Home

The Grey Heron is the perfect location for your Chincoteague Island vacation. This idyllic setting offers amazing views of the Chincoteague Bay and unforgettable sunsets. Enjoy direct bayfront access right from the...

Vacation Rental Homes Archives (11)

Holiday Cottages

Holiday Cottages offers a unique vacation experience on beautiful Chincoteague Island. The 1-bedroom and 2-bedroom cottages are perfect for families with children, family reunions, or couples seeking the privacy of their own...

Vacation Rental Homes Archives (12)

Miss Ida

Miss Ida is a brand-new construction that evokes the charm of Chincoteague of yesteryear. A stunning blend of modern amenities and traditional styling provides extraordinary and luxurious comfort for guests. Full linen...

Vacation Rental Homes Archives (13)

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 finishes, furnishings, and amenities of today. The home...

Vacation Rental Homes Archives (14)

Sea Gate

*BREAKING NEWS* SEA GATE ANNOUNCES WITH SPRING IN FULL BLUSH AND SUMMER JUST AROUND THE CORNER, WE ARE EXCITED TO OFFER THE AVAILABILITY OF LEVEL 2 ELECTRIC CHARGING FOR ANY OF OUR...

Vacation Rental Homes Archives (15)

Sea Shell Motel

Day or night, the Sea Shell Motel is a center of hospitality and comfort. Conveniently located yet removed from traffic noise, it provides easy access to the beautiful Assateague National Seashore and...

Vacation Rental Homes Archives (16)

Vitamin Sea

Vitamin Sea Cottage, decorated with the calming colors of the sea, is a 3-bedroom, 2-full-bath, centrally air-conditioned, veteran-owned cottage that sleeps up to 6 people with 1 queen bed, 1 double bed,...

Vacation Rental Homes Archives (17)Featured

“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

Vacation Rental Homes Archives (18)Featured

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.

Vacation Rental Homes Archives (19)Featured

Moorings North Vacation Home

Experience unforgettable sunsets at Moorings North! Watch the sun set from the panoramic wall of windows in the great room, from two private balconies off the spacious identical master suites, from the Gazebo-In-The-Sky, or from the bulkheaded waterfront in the backyard. The elegant ambiance of this upscale estate provides every amenity imaginable and more. Ten guests sleep comfortably in three king-size beds and four twin-size beds. Moorings North is designed to easily accommodate larger families and offers a tranquil setting for a romantic getaway. Enjoy the many wonderful attractions Chincoteague has to offer while pampering yourself in a vacation home that promises to make your stay enjoyable and memorable.

Vacation Rental Homes Archives (20)Featured

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, these houses are ideal for large groups. Park the car and enjoy the rest of your trip without needing to drive again! Spend time with family or friends around the pool or in the lounge chairs around the property. Rent one of our bikes and head to nearby food trucks and restaurants, or bike to the beach! Both houses are spacious and can comfortably accommodate 8-10 guests. Enjoy the perfect rental home with the added benefit of being on the resort property. Everything you need is right here—kick back, relax, and take in the best of Chincoteague Island and the Assateague Seashore. For smaller groups, we also have availability in our 12 villas on the property. Villas are set up for 4-6 guests and include a full kitchen and living room area. CALL NOW to reserve your resort villa or book online!

Vacation Rental Homes Archives (21)

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.

Vacation Rental Homes Archives (22)

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 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.

Vacation Rental Homes Archives (23)

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 the web site to discover all the features our Sunset Bay Condo offers. Come and make wonderful family memories at Another Day In Paradise!

Vacation Rental Homes Archives (24)

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. Each house features deep water docks for swimming, boating, and crabbing. Located two miles from the bridge to Assateague and the Chincoteague National Wildlife Refuge, and about a mile from the shops in town. Please see our website for more details.

Vacation Rental Homes Archives (25)

Eagle’s View

Eagle’s View is a luxury vacation rental overlooking the Assateague Island Channel and Lighthouse. Fully equipped for comfort and convenience, it features 4 bedrooms, 3.5 bathrooms, WiFi, 4 flat screen TVs, DVDs, washer/dryer, upscale furnishings, and a kitchen with gourmet gadgets. This house is your home base for quick access to beaches, hiking trails, museums, restaurants, shops, Eastern Shore attractions, and natural beauty. Wake up to beautiful sunrises and spend lazy days enjoying bird watching, frequent views of the ponies, and the gorgeous view of the lighthouse. Enjoy fishing, crabbing, or boating from the private lighted dock, which is also perfect 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: a third-floor balcony, a generous deck off the great room, a screened porch, and the dock. Come and experience the relaxation, peacefulness, and tranquility at this gorgeous waterfront home. Beautiful sunrises, nature, and relaxation await you at Eagle’s View.

Vacation Rental Homes Archives (26)

Grey Heron Waterfront Rental Home

The Grey Heron is the perfect location for your Chincoteague Island vacation. This idyllic setting offers amazing views of the Chincoteague Bay and unforgettable sunsets. Enjoy direct bayfront access right from the backyard, perfect for clamming, crabbing, kayaking, swimming, wading, and other water activities. The Grey Heron is close to nature trails and hiking. Downtown offers local food, shopping, and bay views. 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.

Vacation Rental Homes Archives (27)

Holiday Cottages

Holiday Cottages offers a unique vacation experience on beautiful Chincoteague Island. The 1-bedroom and 2-bedroom cottages are perfect for families with children, family reunions, or couples seeking the privacy of their own cottage. Each cottage features a fully equipped kitchen, dining area, and living room with cable TV and high-speed wireless internet. Parking is available right outside the door. Grills and picnic tables are provided for each cottage. Guests have access to a 24-hour linen room. Enjoy the newly renovated pool, pergola, and deck for relaxation. Activities include tetherball, corn hole, a playground, and a large sandbox for children. Thanks to all friends and guests who stay at Holiday Cottages and return year after year. The focus is on customer service and a family-friendly atmosphere, ensuring a memorable vacation experience.

Vacation Rental Homes Archives (28)

Miss Ida

Miss Ida is a brand-new construction that evokes the charm of Chincoteague of yesteryear. A stunning blend of modern amenities and traditional styling provides extraordinary and luxurious comfort for guests. Full linen service and high-quality soap products are provided. The traditional Chincoteague 1920s 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, while the second bedroom with two twins is adjacent to a full hallway bath. Enjoy great outdoor space with a rear screened porch or front porch. For larger groups, this house can also be rented with neighboring Myrtle on Mumford.

Vacation Rental Homes Archives (29)

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 finishes, 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. Located in the downtown Main Street historic area, it is 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 website; you will be pleasantly surprised!

Vacation Rental Homes Archives (30)

Sea Gate

*BREAKING NEWS*
SEA GATE ANNOUNCES WITH SPRING IN FULL BLUSH AND SUMMER JUST AROUND THE CORNER, WE ARE EXCITED TO OFFER THE AVAILABILITY OF LEVEL 2 ELECTRIC CHARGING FOR ANY OF OUR GUESTS WISHING TO VISIT CHINCOTEAGUE BUT CONCERNED ABOUT WHERE THEY CAN CONVENIENTLY RECHARGE THEIR EV’S WHILE ON THE ISLAND AND IN PREPARATION FOR RETURNING HOME. OUR CHARGER IS PRIVATELY LOCATED IN OUR 2-CAR GARAGE. THERE IS A $64 SURCHARGE 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 offering stunning views, you will take in some of the most peaceful sights Chincoteague has to offer. Every room boasts a relaxing water view, allowing you to enjoy both the sunrise and sunset. When you stay here, you will truly feel that “life is better on the water.”

Vacation Rental Homes Archives (31)

Sea Shell Motel

Day or night, the Sea Shell Motel is a center of hospitality and comfort. Conveniently located yet removed from traffic noise, it provides easy access to the beautiful Assateague National Seashore and the Chincoteague Wildlife Refuge with its nature trails, historic lighthouse, and exhibits. The motel consists of three separate buildings situated in a quiet residential area. The pool, measuring 20′ x 40′, is located between two of the motel buildings. Guests can also enjoy the “Summer Kitchen” for outdoor cooking and dining.

Vacation Rental Homes Archives (32)

Vitamin Sea

Vitamin Sea Cottage, decorated with the calming colors of the sea, is a 3-bedroom, 2-full-bath, centrally air-conditioned, veteran-owned cottage that sleeps up to 6 people with 1 queen bed, 1 double bed, and 2 twin beds. Located within walking distance of the Veteran’s Memorial Park, perfect for fishing, crabbing, playground equipment, boat ramp, and viewing the World-Famous Pony Swim, and only a short walk from the Chincoteague Fireman’s Carnival for family fun and entertainment. Experience Chincoteague’s southern charm and soak up some much-needed Vitamin Sea!

Vacation Rental Homes Archives (2024)
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