Tilghman Island, Maryland Vacation Rentals

Explore 25 rental homes and villas in Tilghman Island, Maryland for your next vacation or business travel. With private vacation home rentals, enjoy a more personalized stay and a wide range of amenities such as Air Condition Homes, Best Affordable Homes and Great for Groups. With a wide range of homes to offer, pricing can start as low as $85 per night with homes containing as many as 7 bedrooms and 8 bathrooms. However you're looking to experience your stay, Homes and Villas by Marriott has your next vacation home waiting.

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Tilghman Island Overview
Discover the enchanting allure of Tilghman Island, Maryland, a hidden gem cradled by the soothing waters of the Chesapeake Bay. This idyllic island beckons with its quaint maritime charm and leisurely pace, presenting an intimate escape from the clamor of urban life. Immerse yourself in the island's storied past at the renowned Tilghman Watermen's Museum, a tribute to the generations of watermen whose lives are intertwined with the bay. Delve into the island's fishing heritage and the pivotal role the Chesapeake Bay plays in the local culture and economy. The island's lifeblood is its connection to the water, making it a paradise for boating enthusiasts and anglers alike. Set sail into the tranquil bay, paddle through serene waters, or cast a line in pursuit of the famed striped bass. The Chesapeake Bay's bountiful waters promise an angler's dream and a sailor's delight. Nature lovers will revel in the island's ecological treasures, with Black Walnut Point Natural Resources Management Area serving as a sanctuary for an array of bird species, particularly during the migratory seasons. Explore the island's natural beauty along its walking trails, where the untouched landscapes offer a peaceful communion with nature. Elevate your stay by indulging in the privacy and comfort of a rented private home, a luxurious retreat that you can call your own. Many of these homes boast pet-friendly accommodations, ensuring your furry companions can join in on the island adventure. For those seeking the ultimate relaxation, select homes come complete with swimming pools, offering a refreshing oasis under the Maryland sun. The island's shoreline is a captivating highlight, with its tranquil beaches and waterfront vistas providing a serene backdrop for your getaway. Whether you're basking in the sun, combing the beach for treasures, or simply enjoying the rhythmic lull of the waves, the island's coastal charm is undeniable. Tilghman Island is not just a place to stay; it's a community that embraces its visitors with open arms. Engage with the local culture through vibrant events and festivals that celebrate the maritime heritage, complete with savory seafood feasts, spirited boat races, and the melodies of live music. In Tilghman Island, simplicity is the keynote of true elegance. It's a sanctuary where time pauses, inviting you to unwind and relish the tranquil moments. Whether you're in search of a serene haven, an aquatic adventure, or a deep dive into the Chesapeake Bay's watermen culture, Tilghman Island promises an experience that is both profound and personal.
Cultural Attractions in Tilghman Island
Tilghman Island, Maryland, may not be the first destination that comes to mind for a cultural enthusiast, but this charming island offers a unique and intimate experience of the arts, history, and local customs of the Chesapeake Bay region. Begin your cultural exploration at the Tilghman Watermen's Museum. This small but informative museum provides a deep dive into the lives and traditions of the watermen, the local fishermen who have shaped the island's culture and economy for generations. Through exhibits and storytelling, you'll gain an appreciation for the island's maritime heritage and the Chesapeake Bay's ecological significance. Art lovers will enjoy the local art scene that reflects the natural beauty and serene landscapes of the island. The Tilghman Island Gallery, for instance, showcases the work of local artists and photographers, offering a glimpse into the island's soul through various mediums. The artwork often captures the essence of the island's maritime life, its wildlife, and the ever-changing moods of the surrounding waters. For a taste of live music, check out the local venues and events. The island hosts occasional music festivals and events that feature local and regional musicians. These gatherings are a great way to experience the island's community spirit and enjoy genres ranging from folk and bluegrass to sea shanties that tell tales of the bay. While Tilghman Island may not boast large museums or art galleries, its cultural offerings are deeply intertwined with the local customs and the natural environment. Visitors can engage with the community through experiences like sailing on historic skipjacks, which are traditional oystering vessels, to learn about the island's oyster harvesting history firsthand. The island's culinary scene also reflects its cultural heritage. Seafood is a staple here, and dining at one of the local restaurants or crab houses offers not just a meal but a cultural experience. Enjoy the freshest catch while learning about the island's seafood traditions and the watermen's way of life. Lastly, the annual Tilghman Island Day is a celebration not to be missed. This event brings the community together to celebrate their heritage with boat docking contests, oyster shucking competitions, and plenty of local food and music. While Tilghman Island may offer a quieter cultural experience than a bustling city, it provides a rare opportunity to immerse oneself in the authentic and enduring culture of the Chesapeake Bay region. It's a place where the arts, history, and local customs are lived and breathed, offering a truly unique and personal cultural journey.
Kids IconFamily friendly activities in Tilghman Island
Tilghman Island, Maryland, is a serene and picturesque destination that offers a variety of activities for families traveling with children. Nestled on the Chesapeake Bay, this small island is a haven for outdoor enthusiasts and those looking to immerse themselves in a tranquil, natural setting. One of the main attractions for kids is the Phillips Wharf Environmental Center, where they can get up close and personal with the local marine life. The center provides hands-on experiences with creatures from the Chesapeake Bay, such as horseshoe crabs, terrapins, and oysters. It's an educational and fun way for children to learn about the importance of the bay's ecosystem. Boating and fishing are popular activities on Tilghman Island, and there are several charters that cater to families. Take the kids on a skipjack or a workboat tour to learn about the island's rich maritime history and the life of a waterman. For a more active adventure, rent kayaks or paddleboards and explore the calm waters surrounding the island. The Tilghman Island Watermen's Museum is another great stop for families. It offers a glimpse into the island's past and present through exhibits that showcase the tools, photographs, and stories of the men and women who have made their living on the water. For a leisurely day, visit the local parks and beaches where children can play and swim. The quiet roads on the island are also perfect for family bike rides, with little traffic and flat terrain. Pack a picnic and enjoy the scenic views of the bay and the beautiful sunsets that the island is known for. Nature walks and bird watching are also enjoyable activities on Tilghman Island. The area is home to a variety of wildlife, and the quiet, undisturbed environment makes it an ideal spot for spotting herons, ospreys, and even bald eagles. Dining on Tilghman Island can be a treat for the whole family, with several restaurants offering fresh, local seafood. Many places are casual and kid-friendly, with menus that cater to younger palates as well. Overall, Tilghman Island provides a peaceful retreat with a mix of educational and recreational activities that are perfect for families with children. It's a place where kids can enjoy the simplicity of island life and parents can relax in the beauty of the Chesapeake Bay.
Nature IconOutdoor activities in Tilghman Island
Tilghman Island, Maryland, is a serene and picturesque destination that offers a wealth of outdoor activities and natural wonders for those who love to immerse themselves in nature. This charming island, nestled in the heart of the Chesapeake Bay, is a treasure trove of maritime heritage and unspoiled landscapes. For bird enthusiasts, Tilghman Island is a paradise. The island is situated along the Atlantic Flyway, making it a prime spot for birdwatching, especially during the spring and fall migrations. The Black Walnut Point Natural Resources Management Area, located at the southern tip of the island, provides a tranquil setting to observe a variety of bird species, including ospreys, bald eagles, and waterfowl. Water-based activities are a highlight here, with the Chesapeake Bay offering ample opportunities for kayaking, paddleboarding, and sailing. The calm waters surrounding the island are perfect for exploring the numerous creeks and inlets, where you can enjoy the peacefulness of the bay and perhaps catch a glimpse of the local wildlife, such as blue crabs, oysters, and the occasional river otter. Fishing is another popular pastime on Tilghman Island. Whether you're an experienced angler or a novice, the rich waters of the bay are teeming with rockfish, bluefish, and flounder. Charter a fishing boat for the day, and enjoy the thrill of the catch with the stunning backdrop of the Chesapeake Bay. Cycling around the island is a delightful way to take in the sights at a leisurely pace. The flat terrain and scenic roads make for an enjoyable ride, allowing you to appreciate the island's quaint watermen's villages, historic homes, and beautiful vistas of the bay. For a unique outdoor experience, join one of the skipjack sailing tours. These traditional oyster dredging boats offer a glimpse into the island's maritime history while providing stunning views of the bay and its surroundings. It's a perfect way to connect with the island's culture while enjoying the natural beauty of the area. Lastly, don't miss the chance to witness a spectacular Chesapeake Bay sunset. The island's western shore offers some of the most breathtaking sunsets, with the sky and water painted in hues of orange, pink, and purple. It's the perfect way to end a day of outdoor adventure on Tilghman Island. In summary, Tilghman Island is a haven for nature lovers and outdoor enthusiasts. With its rich birdlife, abundant water activities, and tranquil natural beauty, it's a destination that offers a true connection with the great outdoors.
Weather IconWeather in Tilghman Island
Tilghman Island, Maryland, offers a classic Mid-Atlantic climate with four distinct seasons that each bring their own unique appeal to this charming Chesapeake Bay destination. Summer on Tilghman Island, from June through August, is warm and often humid, with temperatures typically ranging from the mid-70s to the high 80s Fahrenheit. This is the peak season for boating, fishing, and enjoying the island's waterfront activities. While the humidity can be high, the proximity to the water often brings a refreshing breeze. Afternoon thunderstorms are not uncommon, but they usually pass quickly, leaving the rest of the day for outdoor enjoyment. Fall, from September to November, is many travelers' favorite time to visit. The heat and humidity of summer begin to wane, giving way to cooler temperatures that average from the high 50s to the low 70s. This season is perfect for exploring the island's natural beauty as the foliage turns into a vibrant display of autumn colors. Precipitation is moderate, and the weather is generally pleasant, making it an ideal time for outdoor activities without the summer crowds. Winter, from December to February, is the quietest season on Tilghman Island. Temperatures can range from the low 30s to the high 40s, and while snow is relatively rare, it does occasionally dust the landscape, creating a serene winter atmosphere. This is a peaceful time for those looking to escape the hustle and bustle and perhaps enjoy some indoor relaxation at a cozy bed and breakfast. Spring, from March to May, sees the island reawakening with temperatures gradually climbing from the 50s to the high 60s. The weather can be unpredictable, with a mix of sunny days and spring showers, but the blooming flora and returning wildlife make it a beautiful time to visit. The milder weather and fewer visitors compared to summer make spring an excellent time for bird watching and leisurely strolls along the island's trails. The most popular weather conditions tend to be in the late spring through early fall, when temperatures are warm but not too hot, and the natural beauty of the island is on full display. For those seeking the best balance of pleasant weather and outdoor activities, late spring and early fall are particularly delightful times to visit Tilghman Island.
Transportation in Tilghman Island
Tilghman Island, Maryland, is a serene and picturesque destination located on the Chesapeake Bay. This tranquil island is accessible primarily by car, with the nearest major airport being Baltimore-Washington International Thurgood Marshall Airport (BWI), about a two-hour drive away. Travelers can rent a car from the airport or arrange for a private shuttle service to take them to the island. For those who prefer a more scenic approach, there are also regional airports such as Easton Airport (ESN), which is closer but caters to smaller aircraft and private planes. Once on the mainland, the drive to Tilghman Island involves crossing the Knapps Narrows Bridge, which offers a beautiful view of the surrounding waters and marinas. On the island itself, transportation options are more limited. There is no public transportation system on Tilghman Island, so having a car is the most convenient way to explore. However, the island's small size makes it quite walkable, especially for those who enjoy leisurely strolls and the charm of a quiet, coastal community. Bicycling is another popular way to get around, allowing visitors to take in the scenic beauty at a relaxed pace. For those interested in exploring the waters, there are several charter boats available for fishing trips, sightseeing, or visiting nearby attractions such as the historic lighthouses. These charters can be arranged through local marinas or independent operators on the island. While Tilghman Island may not have the extensive transportation infrastructure of a larger city, its walkability and the availability of bikes and boats offer a unique and intimate way to experience the area. The island's laid-back atmosphere is perfect for those looking to unwind and take in the natural beauty at their own pace. Whether you're exploring the local seafood restaurants, visiting the Tilghman Watermen's Museum, or simply enjoying the sunset over the Chesapeake Bay, Tilghman Island provides a charming and restful escape.