Oxford, Maryland Vacation Rentals

Discover the enchanting town of Oxford, Maryland, a hidden gem nestled on the picturesque Eastern Shore of the Chesapeake Bay. As one of Maryland's oldest towns, Oxford is steeped in maritime history and exudes a tranquil charm that provides a perfect respite from the daily grind. Imagine waking up in a private home, a sanctuary all your own, where you can sip your morning coffee with unobstructed views of the shimmering waterfront. Oxford offers an array of private home rentals, many of which are pet-friendly, ensuring that your furry companions can join in on the adventure. For those seeking the ultimate relaxation, select homes boast their own swimming pools, offering a private oasis to cool off after a day of exploration. The town's most famous attraction, the Oxford-Bellevue Ferry, invites you to embark on a scenic journey across the Tred Avon River. Established in 1683, this historic ferry provides not just a means of transport but a floating vantage point to appreciate the area's natural beauty. Oxford's deep connection to the sea is celebrated at the Oxford Custom House, now a captivating museum that narrates the town's vibrant history. Maritime enthusiasts will also find bliss in the town's excellent marinas and the joy of setting sail on the Chesapeake's storied waters. The allure of Oxford extends to its pristine beaches and waterfront. Spend your days lounging on The Strand, a quaint riverside beach, or engage in water activities like kayaking and fishing. The nearby Blackwater National Wildlife Refuge offers a sanctuary for wildlife and a paradise for bird watchers, with the chance to spot bald eagles and ospreys in their natural habitat. Cycling or strolling through Oxford's historic streets, you'll be transported back in time, surrounded by colonial homes and the peaceful ambiance of the town's parks. These green spaces are perfect for picnics or simply watching the world float by. Culinary delights await in Oxford, where the emphasis is on fresh, local seafood. Waterfront dining is a sensory pleasure, with restaurants serving up the freshest catch against the backdrop of the bay, enhancing the taste of every bite. Throughout the year, Oxford's community spirit shines through cultural events and festivals, such as the beloved Oxford Day and the Antique & Classic Boat Show, which celebrate the town's rich maritime heritage. Oxford, Maryland, is more than just a destination; it's an experience that offers a peaceful retreat, a touch of history, and the joy of life by the water. It's the perfect setting for travelers seeking a serene getaway with the comforts of home and the luxury of privacy in a beautiful, historic town.

Oxford, Maryland, may not be as widely recognized as some larger cultural hubs, but this charming town offers a unique and intimate cultural experience for those who seek the arts, history, and local customs. Nestled on the Eastern Shore of the Chesapeake Bay, Oxford is a small, historic town that provides a serene backdrop for a culturally enriching getaway. Begin your visit with a stroll through the town's picturesque streets, lined with historic homes and buildings that tell the story of Oxford's past as one of Maryland's oldest towns. The Oxford Museum is a treasure trove of local history, with exhibits that delve into the town's maritime heritage, colonial life, and the oyster industry that once thrived here. Art enthusiasts will enjoy the Oxford Community Center, which not only serves as a gathering place for locals but also hosts art exhibitions, workshops, and cultural events throughout the year. The center's programming often includes live music performances, ranging from classical to contemporary, providing a platform for both local and visiting artists. For those interested in the visual arts, Oxford's galleries, such as the Troika Gallery, showcase the work of regional artists, offering a glimpse into the Eastern Shore's vibrant art scene. The town's serene landscapes also serve as inspiration for plein air painters, and visitors can sometimes spot artists capturing the beauty of the bay and its surroundings. Live music can be found at various venues and events in Oxford, including intimate concerts at the Oxford Community Center or local restaurants where you can enjoy jazz, folk, or acoustic sets alongside delicious local cuisine. The town's proximity to larger cities like Easton and St. Michaels means that a short drive can lead to even more musical and cultural offerings. Oxford's local customs are best experienced through its community events and traditions. The Oxford Day celebration in April is a highlight, featuring a parade, boat races, and local food, giving visitors a true taste of small-town charm. The Waterfowl Festival, although held in nearby Easton, is a regional event that Oxford residents participate in, celebrating the area's wildlife art, local crafts, and the Chesapeake Bay's waterfowling heritage. While Oxford, Maryland, may offer a quieter cultural experience than some urban destinations, its rich history, dedication to the arts, and celebration of local customs make it a delightful destination for travelers seeking a peaceful yet culturally rich escape.

Oxford, Maryland, may be a small town, but it's packed with charm and family-friendly activities that are sure to delight children and parents alike. This quaint waterside town offers a peaceful retreat with a touch of adventure and education. Start your visit with a trip to the Oxford-Bellevue Ferry, the nation's oldest privately operated ferry service. Kids will love the novelty of taking a car ride across the Tred Avon River, and it's a great way to see the area from a different perspective. For those looking to engage with nature, the Oxford Park offers a playground where children can burn off energy while parents relax in the serene environment. The park also provides access to a small beach where families can enjoy a picnic, search for shells, or simply watch the boats glide by. Take a leisurely family bike ride or stroll along the Oxford Strand, a picturesque area with stunning views of the water. It's a perfect spot for a family photo and to watch the sunset. The Oxford Community Center often hosts events and activities that are suitable for children, including arts and crafts workshops, storytelling sessions, and family-friendly performances. Check their schedule to see what's on during your visit. For a bit of history, visit the Oxford Museum. Although small, it offers a glimpse into the town's maritime and colonial past. The exhibits are informative and can spark the curiosity of young minds interested in history and the sea. If your family enjoys being on the water, consider a sailing lesson or a boat tour. Several local companies offer family-friendly excursions that can be both educational and exciting for kids. They'll learn about sailing, marine life, and the local ecosystem, all while having fun on the water. Lastly, don't forget to treat the kids to some delicious ice cream at the Scottish Highland Creamery. With a variety of flavors to choose from, it's the perfect way to end a day of exploration and adventure in Oxford. Oxford, Maryland, with its mix of outdoor activities, educational opportunities, and small-town charm, is a delightful destination for families traveling with children. It's a place where memories are made and the pace of life encourages everyone to relax and enjoy the simple pleasures together.

Oxford, Maryland, a quaint and picturesque town nestled on the Eastern Shore, is a serene escape for outdoor enthusiasts and nature lovers. With its rich maritime history and stunning natural landscapes, Oxford offers a variety of activities that allow visitors to connect with the great outdoors. One of the town's main attractions is the Tred Avon River, which provides ample opportunities for water-based recreation. Kayaking and paddleboarding are popular ways to explore the calm waters and take in the scenic views of the shoreline. Boating enthusiasts will also find the river ideal for sailing, with the Oxford Regatta being a highlight event for competitive sailors and spectators alike. For those who prefer to stay on land, Oxford is surrounded by flat, rural landscapes that are perfect for cycling. The quiet country roads and the Oxford-Bellevue Ferry, one of the nation's oldest privately operated ferries, make for a delightful bike ride, offering picturesque views and a touch of local history. Birdwatching is another activity that draws visitors to Oxford. The nearby Blackwater National Wildlife Refuge, a short drive away, is a haven for migratory birds and home to one of the largest breeding populations of American bald eagles on the East Coast. The refuge's diverse habitats, including marshes, forests, and meadows, provide excellent opportunities for spotting a wide array of bird species. Hikers and nature walkers will enjoy the serene pathways of the Chesapeake Bay Maritime Museum in nearby St. Michaels. Although not directly in Oxford, this nearby attraction offers a glimpse into the region's maritime heritage, along with nature trails that meander through the waterfront property. For a more relaxed outdoor experience, visitors can unwind at one of Oxford's waterfront parks. The Strand, a small beach area on the Tred Avon River, is perfect for picnicking, watching the boats go by, or simply enjoying a sunset over the water. Lastly, Oxford's proximity to the Chesapeake Bay means that seafood lovers can indulge in some of the freshest catches around. After a day of outdoor adventure, dining on local specialties like Maryland blue crabs or oysters is the perfect way to cap off the experience. In Oxford, Maryland, the blend of tranquil waters, gentle landscapes, and rich wildlife creates an idyllic setting for outdoor activities and nature exploration. Whether you're paddling on the river, cycling through the countryside, or observing the diverse birdlife, Oxford offers a peaceful retreat into nature's embrace.

Oxford, Maryland, graced with a temperate climate, experiences four distinct seasons, each offering its own unique appeal to visitors. The town's weather patterns are typical of the Mid-Atlantic region of the United States, with warm, humid summers and mild to cool winters. Summer in Oxford, from June to August, is warm and humid, with average high temperatures in the mid-80s Fahrenheit (around 30°C). This is the time when the town's waterfront and outdoor activities are most popular, despite the occasional thunderstorm rolling in to provide a refreshing change. Autumn, from September to November, is a particularly pleasant time to visit. The heat of summer gives way to cooler, crisper air, with average temperatures ranging from the high 70s to the low 50s Fahrenheit (around 25°C to 10°C). The humidity drops, and the changing leaves provide a beautiful backdrop for sailing, cycling, or enjoying the town's historic charm. Winter, from December to February, is mild compared to more northern destinations, with average highs in the mid-40s Fahrenheit (around 7°C) and lows in the upper 20s to low 30s Fahrenheit (around -2°C to 0°C). Snow is infrequent, but the occasional dusting can add a serene beauty to the town's colonial architecture and quiet streets. Spring, from March to May, sees a gradual warming with temperatures ranging from the 50s to the 70s Fahrenheit (around 10°C to 21°C). The town begins to bloom with flowers and greenery, making it a lovely time for boating, fishing, or exploring the local nature trails. The most popular weather conditions are prevalent in the late spring to early fall, when visitors can enjoy the full range of Oxford's outdoor activities in comfortable temperatures. The shoulder seasons of late spring and early autumn are especially pleasant, offering the ideal climate for enjoying the town's scenic beauty without the peak summer crowds. Whether you're looking to relax by the water, indulge in fresh seafood, or immerse yourself in the town's rich history, Oxford, Maryland, offers a charming escape with a climate that is welcoming throughout much of the year.

Oxford, Maryland, a quaint and charming town nestled on the Eastern Shore, offers a serene getaway with a variety of transportation options for visitors. While Oxford does not have its own commercial airport, travelers typically arrive via the nearest major airport, Baltimore-Washington International Thurgood Marshall Airport (BWI), which is about a two-hour drive away. From BWI, visitors can rent a car or use ride-sharing services to reach Oxford. For those who prefer a more scenic route, driving to Oxford allows for a leisurely exploration of the picturesque landscapes of Maryland's Eastern Shore. The town is also accessible by boat, with several marinas that cater to visitors arriving by water. This is particularly popular among boating enthusiasts who wish to experience the Chesapeake Bay firsthand. Once in Oxford, getting around is a delightfully simple affair. The town is highly walkable, with most of its attractions, restaurants, and shops located within a short distance of each other. Strolling through the historic streets, visitors can take in the beautiful views of the Tred Avon River, visit the Oxford Museum, or enjoy the local cuisine at one of the waterfront restaurants. For those who wish to explore the surrounding areas, bicycles are a popular mode of transportation. The flat terrain and scenic byways make for an enjoyable cycling experience. Bike rentals are available, allowing visitors to leisurely pedal their way around town and to nearby attractions. For excursions further afield, such as visiting the nearby Blackwater National Wildlife Refuge or the towns of St. Michaels and Easton, having a car is advisable. These destinations are within a short driving distance and offer additional sights and experiences that complement a visit to Oxford. In summary, Oxford, Maryland, is a destination that invites relaxation and leisurely exploration. Its walkable streets and tranquil setting make it an ideal spot for those looking to unwind and take in the slower pace of life by the water. Whether arriving by car, boat, or bicycle, visitors will find Oxford to be a welcoming and easily navigable town.