Dorchester County vacation rentals

Why visit Dorchester County

1. Outdoor Adventures: Dorchester County offers a plethora of activities for nature lovers, including hiking, fishing, and birdwatching.
2. Rich History: Explore historic sites that showcase the area's cultural heritage and unique stories.
3. Scenic Beauty: Enjoy breathtaking views of beautiful islands and waterfronts, perfect for relaxation and photography.
4. Family-Friendly Activities: Discover neighborhoods and attractions suitable for all ages, ensuring memorable experiences for families.
5. Art and Culture: Immerse yourself in local art and cultural experiences that reflect the charm of the region.

Top attractions in Dorchester County

Dorchester County, Maryland, is perfect for outdoor enthusiasts and adventure seekers, offering stunning scenery and a rich cultural experience. Visitors can explore various points of interest, including beautiful islands, urban parks, and historic sites. Whether you're looking to relax on the beach, immerse yourself in local history, or enjoy nature, Dorchester County has something for everyone to cherish during their vacation.

1. Blackwater National Wildlife Refuge: Experience the serene beauty of this wildlife reserve, perfect for romantic outings or family adventures. Enjoy birdwatching, hiking trails, and stunning landscapes teeming with diverse wildlife.
2. Harriet Tubman Underground Railroad National Historical Park: Immerse yourself in the rich cultural history of the Underground Railroad. This site honors Harriet Tubman’s legacy and offers educational exhibits that highlight her courage and the fight for freedom.
3. Choptank River Lighthouse: Visit this iconic historic lighthouse, where you can learn about maritime history and enjoy picturesque views of the Choptank River, making it a great spot for photos and reflection.

Things to do recommended for couples

For a romantic getaway in Dorchester County, visit Layton's Chance Vineyard and Winery. Enjoy their delightful wines in a charming setting, perfect for couples. With entertainment and a cozy atmosphere, it’s a lovely spot to unwind and create lasting memories together.

What do I need to keep in mind when booking a vacation in Dorchester County

When traveling with a group, family, pets, or planning an extended stay, be sure to apply the appropriate filters to meet your needs. Here are some helpful booking tips for using Vrbo.

• Traveling to Dorchester County with a group: Think about how many bedrooms you'll require, along with features like a full kitchen or outdoor areas for group gatherings. Luckily, you can easily filter for all of these options and more on Vrbo.
• Traveling to Dorchester County with young kids: Traveling with young kids can present some challenges. It's important to prioritize their comfort and safety, along with finding age-appropriate amenities like a private pool. Additionally, think about how close you'll be to family-friendly attractions.
• Taking your pets with you to Dorchester County: For many families, a trip just isn't the same without their furry companions. If you can relate, explore the Vrbo listings that welcome pets. Most of these pet-friendly properties come equipped with feeding bowls and beds, ensuring that everyone feels comfortable and at home.
• Planning for a long term stay visiting Dorchester County: If you're in search of vacation rentals offering discounts for stays of a month or more, you've come to the right spot. By using the appropriate filters, you can effortlessly discover and save on monthly rentals. Don't forget to include preferences like a parking space, a well-equipped kitchen, or a private pool in your search as well.

Where to stay in Dorchester County

Discover the charm of Dorchester County, Maryland, where outdoor adventures and scenic beauty await. Explore family-friendly neighborhoods and romantic spots, perfect for making memories. Whether you're browsing for vacation rentals or looking for the ideal family home, Dorchester County offers a unique blend of culture and nature that will captivate every traveler. Enjoy art-filled experiences and immerse yourself in the welcoming atmosphere of this picturesque region.

• Cambridge: Nestled in the heart of Dorchester County, Cambridge is a vibrant city that offers a delightful blend of outdoor activities and family-friendly adventures. Visitors can enjoy leisurely strolls along the scenic boardwalk, explore recreational areas, or indulge in some retail therapy at local shopping centers. Notable attractions include picturesque beaches and the charming esplanade, perfect for a relaxing day by the water. The city’s rich history and waterfront charm make it an ideal destination for those looking to unwind while soaking in the local culture.
• Fishing Creek: Located just a stone's throw from the Chesapeake Bay, Fishing Creek is a picturesque city known for its stunning scenery and outdoor adventures. This area is a haven for thrill-seekers, with activities like motor racing and access to recreational areas that beckon nature enthusiasts. Explore the nearby beaches and islands, or experience the excitement of the local racetrack. Fishing Creek's unique blend of recreational opportunities and natural beauty makes it a must-visit for those looking to embrace the great outdoors.
• Woolford: A quaint village in Dorchester County, Woolford is the perfect getaway for nature lovers and adventure seekers. This serene location boasts a variety of outdoor activities, including golfing and exploring recreational areas. Visitors can immerse themselves in the beauty of the surrounding landscape, with nearby beaches, nature reserves, and national parks offering ample opportunities for exploration and relaxation. Woolford’s peaceful ambiance and access to natural wonders make it an ideal retreat for a memorable vacation.

Booking with Vrbo is a breeze

Are you aiming to save money on your upcoming trip? Being flexible with your travel dates can make a difference, as prices often fluctuate. Additionally, booking a longer stay can lead to considerable savings. To discover a Vrbo property that aligns with your budget, take advantage of our filters to narrow down options by price, location, and type of vacation rental.

Unlock savings with One Key

When you reserve a qualifying Vrbo for your group getaway, you’ll receive OneKeyCash™ for the full booking amount. Being the organizer has its perks! Enroll in our One Key rewards program to unlock exclusive savings for members and accumulate OneKeyCash™ on eligible stays. Sign up today and begin enjoying the benefits!

Vrbo Trips: Planning as easy as it gets

Vrbo's Trip Board provides a convenient platform for you to plan new adventures, refine your existing itineraries, or manage your reservations. The properties you've saved or booked are neatly categorized into Potential, Upcoming, or Current Trips for easy access. To discover more about Trip Boards, please visit: https://www.vrbo.com/en-ca/trips.