TOP 30 Vacation rentals with pool in Chincoteague, Virginia

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Harbour Rentals is a real estate agency located at 6455 Maddox Boulevard in Chincoteague, Virginia, United States. When you book with us, you will not have to worry about cleaning fees. Our toll-free line is available for bookings and inquiries from Monday to Saturday, 9am to 5pm, and on Sundays from 10am to 4pm. You can also download our brochure for more information. Chincoteague Island is a popular vacation spot known for Misty of Chincoteague, Pony Penning, and delicious seafood. Our beach is one of the few natural and undeveloped spots on the Atlantic Coast, making it a unique destination. Our team, including Gladys Baczek and Anita Merritt, are locals who know and love the island. The historic downtown area offers a variety of specialty shops, galleries, restaurants, and Robert Reed Waterfront Park is a popular venue for weddings and special events.

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!

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.

Jellystone Park™ Chincoteague Island is a charming lodging and RV park located at 6742 Maddox Boulevard in the picturesque town of Chincoteague, Virginia. Nestled on the stunning Chincoteague Island, this family-friendly resort offers a unique camping experience with a touch of nostalgia and fun. Guests can enjoy spacious RV sites, cozy cabins, and a range of amenities including a swimming pool, playground, mini-golf course, and planned activities for all ages. With its convenient location near Assateague Island National Seashore and Chincoteague National Wildlife Refuge, Jellystone Park™ Chincoteague Island is the perfect destination for nature lovers and outdoor enthusiasts looking to explore the beauty of Virginia's Eastern Shore.

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.

Comfort Suites Chincoteague Island Bayfront Resort is a charming lodging option located at 4195 Main Street in the picturesque town of Chincoteague, Virginia, United States. Situated right on the bayfront, this resort offers stunning views of the water and easy access to nearby attractions such as Assateague Island National Seashore and the Chincoteague National Wildlife Refuge. The comfortable suites are perfect for a relaxing getaway, featuring modern amenities and cozy furnishings. Guests can enjoy a complimentary breakfast, outdoor pool, and fitness center during their stay. Whether you're looking for a romantic retreat or a family vacation, Comfort Suites Chincoteague Island Bayfront Resort is the ideal choice for your next trip to this beautiful coastal destination.

Americas Best Value Inn & Suites Chincoteague Island is a charming lodging establishment located at 6151 Maddox Boulevard in the picturesque town of Chincoteague, Virginia. This cozy inn offers comfortable accommodations and a warm, welcoming atmosphere for guests looking to enjoy a relaxing stay on the beautiful Chincoteague Island. With a convenient location near the island's top attractions, including Assateague Island National Seashore and the Chincoteague National Wildlife Refuge, guests can easily explore the natural beauty of the area. The inn's friendly staff is dedicated to providing excellent service and ensuring that guests have a pleasant and memorable stay. Whether you're visiting for a weekend getaway or a family vacation, Americas Best Value Inn & Suites Chincoteague Island is the perfect choice for your lodging needs.

Chincoteague Inn is a charming lodging establishment located at 4417 Deep Hole Road in the picturesque town of Chincoteague, Virginia. Nestled in the heart of this coastal community, the inn offers comfortable accommodations and a warm, welcoming atmosphere for guests to relax and unwind. With its convenient location near the island's attractions, including Chincoteague National Wildlife Refuge and Assateague Island, visitors can easily explore the natural beauty of the area. Whether you're looking for a peaceful retreat or a fun-filled vacation, Chincoteague Inn is the perfect destination for your stay in Virginia.

Days Inn by Wyndham Chincoteague Island is a charming lodging establishment located at 7020 Maddox Boulevard in the picturesque town of Chincoteague, Virginia, United States. Situated just a short distance from the stunning Chincoteague National Wildlife Refuge and Assateague Island, this hotel offers comfortable accommodations and convenient amenities for both leisure and business travelers. Guests can enjoy a complimentary breakfast, outdoor pool, and free WiFi during their stay. With its prime location and welcoming atmosphere, Days Inn by Wyndham Chincoteague Island is the perfect choice for those looking to explore the natural beauty of Virginia's Eastern Shore.

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.

Chincoteague Beach is a picturesque park located at 8274 Beach Access Road in Chincoteague, Virginia, United States. This beautiful beach offers visitors stunning views of the Atlantic Ocean and a peaceful atmosphere perfect for relaxation and recreation. With its sandy shores, clear waters, and abundant wildlife, Chincoteague Beach is a popular destination for beachgoers, nature lovers, and outdoor enthusiasts alike. Whether you're looking to soak up the sun, go for a swim, or enjoy a leisurely stroll along the shore, Chincoteague Beach has something for everyone to enjoy. Come and experience the natural beauty and tranquility of this charming beach park on Virginia's Eastern Shore.

Sun Outdoors Chincoteague Bay is a charming lodging and RV park located at 2272 Main Street in beautiful Chincoteague, Virginia. Situated on the picturesque Chincoteague Bay, this institution offers a peaceful and scenic retreat for travelers looking to relax and unwind. With a range of accommodations including cabins, RV sites, and tent camping options, guests can enjoy the great outdoors in comfort. The amenities at Sun Outdoors Chincoteague Bay include a swimming pool, playground, and picnic areas, making it the perfect destination for families and outdoor enthusiasts. Whether you're seeking a weekend getaway or a longer vacation, this institution provides a welcoming and serene environment for all guests.

Holiday Cottages is a charming lodging option located at 6113 Taylor Street in the picturesque town of Chincoteague, Virginia. As a unique combination of a lodging, real estate agency, and travel agency, Holiday Cottages offers a one-of-a-kind experience for guests looking to immerse themselves in the beauty of the Virginia coast. With a variety of cozy cottages available for rent, guests can enjoy a peaceful retreat while exploring all that Chincoteague has to offer. Whether you're looking for a relaxing getaway or an adventurous vacation, Holiday Cottages has something for everyone. Book your stay today and create memories that will last a lifetime.

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.

Steve's Cottages is a charming lodging institution located at 6167 Taylor Street in the picturesque town of Chincoteague, Virginia. Offering a cozy and comfortable stay for guests, these cottages are the perfect retreat for those looking to relax and unwind in a serene environment. Each cottage is tastefully decorated and equipped with modern amenities to ensure a pleasant stay. With its convenient location and warm hospitality, Steve's Cottages is the ideal choice for travelers looking for a peaceful getaway in the United States.

Up the Bay Pony Tours offers a unique and unforgettable experience for visitors to Chincoteague, Virginia. Located at 2246 Curtis Merritt Harbor Drive, this institution provides tours of the Chincoteague Wildlife Refuge where guests can get up close and personal with the famous wild ponies of Assateague Island. Whether you are looking to cruise with your family and friends or join a group tour, Up the Bay Pony Tours has options for everyone. Private tours for up to six passengers are available for $260, while group tours can be joined for $55 per person.

The Reef is a multi-faceted institution located at 7023 Maddox Boulevard in Chincoteague, Virginia. As a lodging establishment, The Reef offers comfortable and stylish accommodations for travelers looking to explore the charming island of Chincoteague. Additionally, The Reef serves as a real estate agency, helping clients find their dream vacation home or investment property in this picturesque coastal town. Furthermore, The Reef operates as a travel agency, assisting visitors with booking tours, activities, and transportation to make their stay in Chincoteague truly unforgettable. With its prime location and range of services, The Reef is the perfect destination for those seeking a seamless and enjoyable travel experience in Virginia.

BluFin Bungalows & Marina is a charming waterfront lodging located at 2477 Main Street in the picturesque town of Chincoteague, Virginia. This institution offers cozy bungalows with stunning views of the marina, perfect for a relaxing getaway or a romantic retreat. In addition to providing comfortable accommodations, BluFin also serves as a real estate agency, helping clients find their dream waterfront property in the area. As a travel agency, they can assist guests with booking excursions, fishing trips, and other activities to make the most of their stay on the beautiful Eastern Shore. Experience the beauty of Chincoteague at BluFin Bungalows & Marina.

Above the Waters Edge is a unique institution located at 6390 Waters Edge Drive in Chincoteague, Virginia. This establishment offers a range of services including lodging, real estate, and travel assistance. Situated in a picturesque waterfront location, Above the Waters Edge provides guests with a serene and tranquil environment to relax and unwind. Whether you are looking for a cozy accommodation, seeking to buy or rent a property, or planning your next vacation, Above the Waters Edge is the perfect destination for all your needs. Experience luxury living and exceptional service at this one-of-a-kind institution in the heart of Chincoteague.

Cedar Gables Seaside Inn is a charming lodging located at 6095 Hopkins Lane in the picturesque coastal town of Chincoteague, Virginia, United States. Nestled in a serene and tranquil setting, this inn offers a relaxing retreat for guests looking to unwind and enjoy the beauty of the seaside. With comfortable accommodations, friendly staff, and stunning views of the surrounding area, Cedar Gables Seaside Inn is the perfect destination for a peaceful getaway by the ocean.

Marina Bay Hotel & Suites, Ascend Hotel Collection is a charming lodging establishment located at 3801 Main Street in the picturesque town of Chincoteague, Virginia, United States. Nestled in a serene coastal setting, this hotel offers guests a relaxing and comfortable stay with its well-appointed rooms and suites. The hotel features modern amenities and personalized service, making it a perfect choice for both leisure and business travelers. Guests can enjoy stunning views of the marina and the bay, as well as easy access to local attractions and outdoor activities. Whether you're looking for a romantic getaway or a family vacation, Marina Bay Hotel & Suites is sure to provide a memorable experience.

The Refuge Inn is a family-owned lodging institution located on Chincoteague Island in Virginia, United States. Situated at 7058 Maddox Boulevard, our inn offers a feeling of seclusion while being close to all the attractions the island has to offer. With 70 unique and high-quality rooms, we provide clean, comfortable, and convenient accommodations for our guests. Our inn is the perfect place for families, friends, and fun, with amenities such as a pool, hot tub, and gift shop. Located just 15 minutes away from the NASA Wallops Flight Facility, the Refuge Inn is a great base for exploring Chincoteague and Assateague Islands.

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.

Snug Harbor Marina & Resort is a charming waterfront retreat located at 7536 East Side Road in Chincoteague, Virginia. This cozy resort offers a variety of lodging options including waterfront cottages, rooms with stunning views, and RV sites. As a full-service travel agency, Snug Harbor Marina & Resort can help guests plan the perfect getaway, whether it's a relaxing weekend escape or a fun-filled family vacation. With its picturesque location and top-notch amenities, Snug Harbor Marina & Resort is the ideal destination for those looking to unwind and enjoy the beauty of Virginia's Eastern Shore.

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.

The Sea Shell Motel is a charming lodging establishment located at 3720 Willow Street in the picturesque town of Chincoteague, Virginia, United States. Situated just minutes away from the beautiful beaches and scenic landscapes of the island, this motel offers comfortable and affordable accommodations for travelers looking to explore the area. With cozy rooms, friendly staff, and convenient amenities, the Sea Shell Motel is the perfect home away from home for your next vacation or weekend getaway. Experience the warmth and hospitality of Chincoteague at the Sea Shell Motel.

Birchwood Motel is a charming lodging establishment located at 3650 Main Street in the picturesque town of Chincoteague, Virginia. Our cozy rooms offer a comfortable and relaxing atmosphere for guests to unwind after a day of exploring the nearby attractions such as Chincoteague National Wildlife Refuge and Assateague Island. Our friendly staff is dedicated to providing exceptional service to ensure a pleasant stay for all visitors. With its convenient location and warm hospitality, Birchwood Motel is the perfect choice for travelers looking for a peaceful retreat in the heart of Chincoteague.

Funland Amusements is a vibrant and exciting entertainment destination located at 6528 Maddox Boulevard in Chincoteague, Virginia. This family-friendly institution offers a wide range of thrilling rides, games, and attractions that are sure to delight visitors of all ages. From classic carnival games to adrenaline-pumping roller coasters, Funland Amusements has something for everyone. Whether you're looking for a fun day out with the family or a thrilling adventure with friends, Funland Amusements is the perfect place to create lasting memories and have a blast!

Tom's Cove Park is a picturesque campground, lodging, and park located at 8128 Beebe Road in Chincoteague, Virginia. Situated in the heart of nature, this institution offers visitors the perfect opportunity to relax and unwind in a serene and peaceful setting. With spacious campsites, cozy lodging options, and beautiful outdoor spaces, Tom's Cove Park is the ideal destination for those looking to escape the hustle and bustle of everyday life. Whether you're looking to pitch a tent, park your RV, or stay in a comfortable cabin, this institution has something for everyone. Come and experience the beauty of Chincoteague at Tom's Cove Park.