Eastern Shore holiday lettings

Why visit Eastern Shore

• Picturesque coastal vistas: Enjoy stunning views along the Eastern Shore's beautiful shoreline and charming towns.
• Rich history: Explore captivating history museums and quaint neighbourhoods, showcasing the area's cultural heritage.
• Outdoor activities: Engage in a variety of outdoor adventures, from hiking to boating, perfect for all ages.
• Family-friendly attractions: Discover a range of activities suitable for families, ensuring fun for everyone.
• Charming accommodations: Choose from diverse holiday rentals, including waterfront homes and cosy cottages for a memorable stay.

Popular types of accommodation around Eastern Shore

At Vrbo, we offer a diverse selection of Eastern Shore holiday rentals to suit every traveller's needs. Whether you're seeking a private vacation home, a charming cottage, or a convenient apartment, you'll find the perfect accommodation for your getaway. Our waterfront vacation rentals provide stunning views and easy access to the area's natural beauty. Explore the options available and make your next holiday unforgettable with our transparent and reassuring service.

• Houses: The top choice for holiday rentals in Eastern Shore, offering a home-like atmosphere for families, couples, or groups.
• Cottages: A charming and quaint option, these delightful retreats provide a cosy escape in picturesque settings.
• Apartments: Ideal for those seeking convenience, apartments offer a self-catering option with easy access to local attractions.
• Condos: These modern accommodations come with amenities and often stunning views, perfect for a relaxing getaway.
• Villas: Luxurious and spacious, villas provide an upscale experience with privacy and comfort for larger groups.**

Top attractions near Eastern Shore

The Eastern Shore of Maryland offers a delightful blend of outdoor adventures, romantic escapes, and family-friendly activities. Visitors can explore captivating history museums, relaxing marinas, and scenic urban parks. This picturesque region is perfect for those seeking cultural experiences amidst beautiful landscapes, ensuring a memorable holiday whether travelling solo, as a couple, or with family.

• Talbot County Visitor Center: Located a mile from Eastern Shore, this vibrant visitor centre offers a perfect blend of adventure and outdoor activities for families. You can gather local information, enjoy exhibitions, and embark on various outdoor excursions that capture the essence of Talbot County.
• Academy of the Arts: Situated 1.6km away, this cultural gem showcases a diverse range of artistic expressions. Visitors can admire exhibitions featuring local and national artists, enhancing their appreciation for the arts in a charming setting.
• The Third Haven Friends Meeting House: Just two miles from Eastern Shore, this historic house offers a glimpse into Quaker heritage. The serene atmosphere and beautiful architecture provide a peaceful retreat for reflection and exploration of the area's cultural history.

Things to do recommended for couples

Looking for a romantic getaway on the Eastern Shore? Indulge in a soothing treatment at Talbot Massage, explore the delightful offerings at Triple Creek Winery, or enjoy the enchanting atmosphere at St. Michaels Winery. Perfect for couples seeking relaxation and fun!

Things to do recommended for families

Families visiting the Eastern Shore of Maryland can enjoy a delightful day at the Chesapeake Bay Maritime Museum, where kids can explore maritime history. A visit to Assateague Island offers the chance to see wild ponies and enjoy the beach, making for an unforgettable family adventure.

Things to do recommended for groups

Groups visiting Eastern Shore can enjoy a captivating performance at the Avalon Theatre, just 1.6km away, or engage in outdoor activities at the Hog Neck Golf Course, located three miles away. For cycling enthusiasts, Easton Cycle and Sport is merely 373m from the area.

What do I need to keep in mind when booking a vacation around Eastern Shore

Regardless of whether you're travelling with a group, as a family, with your pets, or seeking longer stays, it's important to filter according to your key priorities. Here are some helpful booking tips for using Vrbo.

• Traveling to Eastern Shore with a group: Think about how many bedrooms you require, along with features like a complete kitchen or outdoor area for group gatherings. Thankfully, you can refine your search for all of these options and more on Vrbo.
• Traveling to Eastern Shore with young kids: Travelling with young children can be quite demanding. It's important to prioritise their comfort and safety, along with suitable facilities like a private swimming pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
• Taking your pets with you to Eastern Shore: For many, a family holiday isn’t truly fulfilling without their furry companion by their side. If you can relate, take a look at Vrbo properties that welcome pets. Most of these pet-friendly accommodations offer feeding bowls and beds, ensuring that all members of the family feel completely at home.
• Planning for a long term stay visiting Eastern Shore: If you’re in search of holiday rentals with discounts for stays of a month or more, you’ve come to the perfect spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don’t forget to include features such as a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay near Eastern Shore

Eastern Shore, Maryland, offers a delightful blend of outdoor adventures and romantic beach getaways. This family-friendly region boasts charming towns and scenic coastal vistas, perfect for excursions and relaxation. Explore the rich history and friendly atmosphere, whether you're wandering through quaint neighbourhoods or enjoying the stunning shoreline. With its captivating charm, Eastern Shore promises an unforgettable vacation experience for those seeking the best of coastal shore holidays.

• Easton: Easton is a vibrant city located a mere mile from the Eastern Shore, offering a delightful mix of outdoor activities, family-friendly attractions, and romantic spots. Visitors can explore the charming boardwalk, indulge in retail therapy at the shopping centre, or unwind at the nearby beach and family beach areas. The city is also home to notable landmarks, including a monument that adds to its historical charm. Easton’s welcoming atmosphere makes it an ideal base for a memorable vacation experience.
• St. Michaels: Situated 5.6km from the Eastern Shore, St. Michaels is a picturesque city known for its outdoor adventures and romantic ambiance. The area features a lovely boardwalk, along with recreational areas perfect for family outings. Visitors can enjoy the serene beaches, including family-friendly options, or take in the beautiful sights at the local lake. St. Michaels offers a quaint maritime charm that captivates tourists, making it a must-visit destination for those seeking relaxation and exploration.
• Tanyard: Tanyard, a charming village located 3.1km from the Eastern Shore, is perfect for those in search of adventure and romance. The village is renowned for its scenic lookout points and the historic lighthouse that serves as a beacon of the area’s maritime heritage. Visitors can explore various outdoor activities, making the most of the surrounding nature. With its intimate setting and captivating landmarks, Tanyard provides a unique experience for travellers looking to connect with the natural beauty of Maryland.

Best time to go to Eastern Shore

If you're planning a trip to Eastern Shore, it's a good idea to check both the weather and property rates. The warmest month is July. Peak season runs from June to August, while off-peak times, like January to March tend to have fewer bookings and better deals.

Calendar Month	Temperature	Precipitation	Cloudiness	Occupancy	Pricing
January	34.2°F (1.2000000000000002°C)	Light Rain	Mostly Sunny	Low	Slightly Low
February	36.9°F (2.7°C)	Light Rain	Mostly Sunny	Low	Slightly Low
March	43.7°F (6.5°C)	Light Rain	Mostly Sunny	Low	Slightly Low
April	54.3°F (12.4°C)	Light Rain	Mostly Sunny	Average	Average
May	63.7°F (17.6°C)	Light Rain	Mostly Sunny	Average	Average
June	72.1°F (22.3°C)	Light Rain	Mostly Sunny	High	Slightly High
July	78.3°F (25.700000000000003°C)	Light Rain	Mostly Sunny	High	Slightly High
August	77.7°F (25.4°C)	Light Rain	Mostly Sunny	High	Slightly High
September	70.9°F (21.6°C)	Light Rain	Mostly Sunny	Average	Average
October	59.2°F (15.1°C)	Light Rain	Mostly Sunny	Average	Average
November	50.9°F (10.5°C)	Light Rain	Mostly Sunny	Average	Average
December	39.9°F (4.4°C)	Light Rain	Mostly Sunny	Average	Average

Booking with Vrbo is simple

Are you keen to save on your next adventure? One effective approach is to remain adaptable with your travel dates, as prices can vary significantly. Additionally, opting for an extended stay often leads to substantial savings. To discover the perfect Vrbo property that fits your budget, utilise our filters to sort by price, location, and type of holiday rental.

Vrbo Trips: Planning made easy

Vrbo's Trip Board provides a convenient platform for you to craft new journeys, carry on with your existing plans, or review and arrange your reservations. Your saved or booked properties are now neatly organised into Potential, Upcoming, or Current Trips. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-gb/trips.