TOP 10 Luxury holiday homes in Chincoteague, Virginia

Chincoteague Island Vacation Cottages offers charming and cozy accommodations for visitors looking to experience the natural beauty of Chincoteague, Virginia. Located at 4407 Deep Hole Road, our cottages provide a peaceful retreat surrounded by stunning landscapes and wildlife. Whether you are looking for a weekend getaway or a longer stay, our real estate and travel agency services can help you find the perfect vacation rental. Immerse yourself in the unique island culture and relax in comfort at Chincoteague Island Vacation Cottages.

Moorings North Vacation Home is a charming lodging option located at 4411 Main Street in the picturesque town of Chincoteague, Virginia, United States. This cozy vacation home offers a comfortable and relaxing atmosphere for guests looking to unwind and enjoy a peaceful getaway. With its convenient location near the water and various attractions, Moorings North Vacation Home is the perfect choice for a memorable stay in Chincoteague. Whether you're seeking a weekend retreat or a longer vacation, this institution provides a welcoming and homey environment for all travelers.

The Dolphin House Vacation Home on Chincoteague Island is a charming real estate and travel agency located at 6277 Clark Street in beautiful Chincoteague, Virginia, United States. This cozy vacation home offers a peaceful retreat for visitors looking to unwind and enjoy the natural beauty of the island. With its close proximity to the beach and stunning views of the surrounding area, The Dolphin House is the perfect destination for a relaxing getaway. Whether you're looking to explore the local attractions or simply relax on the porch and watch the dolphins play in the bay, this vacation home offers a comfortable and inviting space for your next vacation.

Key West Cottages is a unique lodging option located at 4251 Main Street in Chincoteague, Virginia. As Chincoteague Island's newest accommodation, our cottages offer easy access to popular attractions such as restaurants, boutiques, family-friendly activities, the Chincoteague National Wildlife Refuge, pristine Assateague beaches, and nature trails. We use cookies for analytical purposes and to personalize advertising based on your browsing habits. You can adjust your cookie settings or accept all cookies. Our cookies help us improve the performance of our platform by tracking visits and traffic sources, as well as identifying popular pages.

Seaside Vacations & Sales is a real estate and travel agency located at 4101 Main Street in Chincoteague, Virginia, United States. We are dedicated to providing our customers with the best vacation experience possible, offering premier properties, exceptional customer service, express check-in, and concierge services. Whether you're looking to relax on Chincoteague Island, VA or enjoy the city life in Ocean City, MD, we have the perfect vacation rental for you. Our Chincoteague rentals offer majestic water views, family-friendly activities, and local cuisine, while our Ocean City rentals provide access to major attractions and unique amenities. We also offer pet-friendly rentals so you can bring the whole family along. Our customers have raved about their experiences with us, praising our clean and well-equipped properties, seamless check-in/out process, and attentive staff. Let us help you plan your next unforgettable vacation on Chincoteague Island or Ocean City!

Eastern Shore Retreats is a premier lodging, real estate, and travel agency located at 6759 Maddox Boulevard in Chincoteague, Virginia. Our institution offers a wide range of accommodations and properties for rent or sale, perfect for those looking to experience the beauty and charm of Virginia's Eastern Shore. Whether you're seeking a relaxing getaway, a new vacation home, or assistance with planning your next adventure, our knowledgeable staff is here to help. Come visit Eastern Shore Retreats and let us help you find your perfect escape.

Coastal Shore Vacations is a premier real estate and travel agency located at 6426 Maddox Boulevard in Chincoteague, Virginia, United States. Specializing in coastal vacation rentals, they offer a wide range of beachfront properties for visitors looking to relax and unwind by the shore. With a focus on excellent customer service and attention to detail, Coastal Shore Vacations is dedicated to helping guests find the perfect vacation rental for their needs. Whether you're looking for a cozy beach cottage or a luxurious waterfront villa, this agency has something for everyone. Plan your next coastal getaway with Coastal Shore Vacations and experience the beauty of Chincoteague in style.

Deep Hole Creek Vacation Rentals is a real estate and travel agency located at 5454 Deep Hole Road in Chincoteague, Virginia, United States. Situated directly facing Assateague and overlooking Deep Hole Creek, a natural tidal creek used by local watermen, this stunning location offers guests the opportunity to swim, boat, and crab from the docks. Just a short distance from the beach at Assateague and the Chincoteague National Wildlife Refuge, guests can easily explore the natural beauty of the area. The town of Chincoteague is also nearby, offering shops and restaurants for visitors to enjoy. The vacation rental properties at Deep Hole Creek Vacation Rentals include Eureka! and Epiphany, both offering spectacular views across the bays and marshes to Assateague and the Chincoteague National Wildlife Refuge. Eureka! is a premier rental option, with a main house and guest house connected by a breezeway. The main house features an elevator, wheelchair accessible shower, and second refrigerator, while the guest house offers additional sleeping accommodations. Pets are not allowed at Eureka! but may be permitted at Epiphany with an additional fee.

Carriage House is a premier real estate and travel agency located at 5216 Pine Tree Way in Chincoteague, Virginia, United States. Specializing in luxury vacation rentals and property sales, Carriage House offers a wide range of services to meet the needs of both buyers and renters. With a team of experienced professionals, Carriage House provides personalized assistance to help clients find their dream vacation home or investment property. Whether you are looking for a charming beachfront cottage or a spacious family estate, Carriage House has the expertise to make your real estate dreams a reality. Contact us today to learn more about our exclusive listings and exceptional customer service.

Cedar Cove is a stunning waterfront home located at 5543 Hibiscus Drive in Chincoteague, Virginia. This custom-built property is the perfect blend of tranquility and luxury, nestled amongst the pines in the Oyster Bay I community. The open floor plan creates a bright and airy atmosphere, with a cozy living room featuring a gas fireplace and a fully-equipped kitchen. The primary bedroom on the ground floor offers a comfortable queen bed, flat-screen TV, and a private balcony with waterfront views. Upstairs, a game loft with a foosball table and board games provides entertainment for the whole family. Two additional bedrooms with TVs and balconies offer plenty of space for guests. Outside, a spacious deck, firepit, and outdoor shower provide opportunities for outdoor enjoyment. Guests can also launch kayaks from the small dock on the property or try crabbing and oyster gathering nearby. Cedar Cove is the perfect retreat for families looking to enjoy all that Chincoteague Island has to offer. Please note that smoking and pets are not allowed on the premises, and linens and towels are not included in the reservation. Advanced reservations are subject to rate and availability changes.

Atlantic Shores Inn and Suites is a charming lodging establishment located at 6273 Maddox Boulevard in the picturesque town of Chincoteague, Virginia. Situated just a stone's throw away from the stunning Atlantic Ocean, this cozy inn offers comfortable accommodations and top-notch amenities for guests looking to relax and unwind. Whether you're seeking a romantic getaway, a family vacation, or a weekend escape with friends, Atlantic Shores Inn and Suites has everything you need for a memorable stay. With its convenient location, friendly staff, and affordable rates, this charming inn is the perfect home base for exploring all that Chincoteague has to offer.

Sunset Bay Villas is a luxurious waterfront resort located at 6321 Captains Lane in Chincoteague, Virginia. Nestled in a serene and picturesque setting, this institution offers guests a tranquil escape from the hustle and bustle of everyday life. The villas are beautifully appointed with modern amenities and stunning views of the bay. Guests can relax and unwind on their private balconies or take a dip in the sparkling outdoor pool. With its prime location near the beach and various local attractions, Sunset Bay Villas is the perfect destination for a peaceful and rejuvenating getaway.

Almost Bayside is a unique institution located at 7516 Doe Bay Lane in Chincoteague, Virginia. As a real estate and travel agency, we specialize in helping our clients find the perfect property or vacation rental near the beautiful bayside. Whether you're looking to buy a home or book a relaxing getaway, our experienced team is here to assist you every step of the way. With our extensive knowledge of the area and personalized service, Almost Bayside is your go-to destination for all your real estate and travel needs in Chincoteague, Virginia.

Marsh Madness Vacation Rental is a premier real estate and travel agency located at 6176 Marsh Island Drive in the charming town of Chincoteague, Virginia, United States. Our agency specializes in providing top-notch vacation rental properties in the beautiful marshlands of Chincoteague. Whether you're looking for a cozy cottage for a romantic getaway or a spacious beachfront home for a family vacation, we have the perfect rental for you. With stunning views, modern amenities, and exceptional customer service, Marsh Madness Vacation Rental is your go-to destination for an unforgettable vacation experience. Contact us today to book your dream getaway in the serene marshlands of Chincoteague.