Chesapeake Ranch Estates-Drum Point vacation rentals

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Discover a selection of 26 homes and other vacation rentals in Chesapeake Ranch Estates-Drum Point that are perfect for your trip. Vacation rentals provide the amenities you need and want for your family, friends, or furry companion, such as a pool and a washer and dryer. You're sure to find a rental to meet everyone's needs, including options that are accessible or non-smoking.

Vacation rentals with weekly discounts - Chesapeake Ranch Estates-Drum Point

Showing deals for:Aug 7 - Aug 14

Image gallery for New Island Home on the Chesapeake Bay Sunsets

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10 out of 10, Exceptional, (8 reviews)
Exceptional
(8 reviews)

New Island Home on the Chesapeake Bay Sunsets

Church Creek

9% off
Price is $614
$4,297 for 7 nights
All fees included
New Island Home on the Chesapeake Bay Sunsets

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Find out more about Chesapeake Ranch Estates-Drum Point

Why visit Chesapeake Ranch Estates-Drum Point

  • Outdoor Adventures: Explore sandy beaches, hiking trails, and picturesque freshwater lakes, perfect for nature lovers.
  • Family-Friendly Amenities: Enjoy activities at the ranch club and unwind at Seahorse Beach, suitable for all ages.
  • Historic Landmarks: Visit nearby historic lighthouses and experience the rich history of Calvert County.
  • Charming Accommodations: Stay in cozy cottages or spacious vacation homes for a homey feel during your trip.
  • Scenic Chesapeake Bay: Relax by the bay with opportunities for fishing, boating, and enjoying stunning views.

Popular types of accommodation in Chesapeake Ranch Estates-Drum Point

Planning a getaway to Chesapeake Ranch Estates-Drum Point? You’re in for a treat. Discover a variety of popular accommodations, including charming houses, cozy cottages, and spacious apartments. Enjoy family-friendly amenities like the ranch club, relax at Seahorse Beach, or unwind in the rec room. With options that cater to families with children, you’ll find the perfect spot for a memorable vacation. Let’s explore your ideal home away from home.

  • Houses: The top choice among travelers to Chesapeake Ranch Estates-Drum Point, offering spacious and comfortable accommodations perfect for families or groups.
  • Cottages: A delightful option for those seeking charm and coziness, ideal for a peaceful getaway.
  • Apartments: A convenient option for solo travelers or couples, providing all the essentials for a comfortable stay.
  • Cabins: A favorite for nature enthusiasts, these rustic lodgings blend comfort with the great outdoors.
  • Chalets: These unique, mountain-style homes offer a cozy and inviting atmosphere for your vacation.**

Top attractions near Chesapeake Ranch Estates-Drum Point

Chesapeake Ranch Estates-Drum Point is an ideal destination for outdoor enthusiasts seeking adventure and scenic beauty. Visitors can explore urban parks, national state parks, and historic lighthouses, making it perfect for families and city explorers alike. Additionally, the nearby Chesapeake Bay offers plenty of opportunities for relaxation and fun. Whether you're looking for thrilling activities or tranquil views, this area has something for everyone to enjoy during their vacation.

  • Calvert Cliffs State Park: A stunning natural area featuring towering cliffs along the Chesapeake Bay, perfect for hiking, fossil hunting, and enjoying picturesque views of the water. The park offers a variety of trails for outdoor enthusiasts and nature lovers.
  • Cove Point Lighthouse: A charming historic lighthouse with rich maritime heritage, offering guided tours that delve into its fascinating history and breathtaking views of the surrounding area. A great spot for photography and learning about local culture.
  • Annmarie Sculpture Garden and Arts Center: A beautiful outdoor sculpture garden showcasing contemporary art installations, surrounded by lush landscapes. The center hosts various art events and exhibits, making it a vibrant cultural hub.

Things to do recommended for couples

Experience romance in Chesapeake Ranch Estates-Drum Point. Take a scenic stroll along Solomons Island Boardwalk for beautiful views, savor local wines at Perigeaux Vineyards and Winery, or enjoy a fun round of mini-golf at R&J's PlayPark, perfect for couples seeking adventure and entertainment.

Things to do recommended for families

Your family will love Elms Beach Park, a recreation area located 11 miles from Chesapeake Ranch Estates-Drum Point. Enjoy wellness and relaxation vibes while taking in the scenic views, making it a perfect spot for a memorable family outing.

Things to do recommended for groups

Groups visiting Chesapeake Ranch Estates-Drum Point can shop at Cecil's Old Mill and Wildewood Shopping Center, both offering unique local finds, or enjoy a round of golf at Chesapeake Hills Golf Course, perfect for outdoor enthusiasts looking to unwind together.

*Distances are measured in a straight line; actual driving distances may vary depending on the route.

What do I need to keep in mind when booking a vacation in Chesapeake Ranch Estates-Drum Point

When traveling with a group, family, pets, or planning for an extended stay, it’s important to use the right filters to meet your needs. Here are some helpful Vrbo booking tips for you.

  • Traveling to Chesapeake Ranch Estates-Drum Point with a group: Think about how many bedrooms you’ll require, along with features like a fully equipped kitchen or outdoor areas for group gatherings. Thankfully, you can easily filter for all these options and more on Vrbo.
  • Traveling to Chesapeake Ranch Estates-Drum Point with young kids: Traveling with young kids can be quite a challenge. It's important to prioritize their comfort and safety, along with having suitable amenities, like a private pool. Additionally, it's wise to think about how close you are to family-friendly attractions.
  • Taking your pets with you to Chesapeake Ranch Estates-Drum Point: For many families, a vacation isn’t truly fulfilling without their furry companion by their side. If this resonates with you, explore Vrbo listings that welcome pets. Many pet-friendly properties offer amenities like food bowls and beds, ensuring that everyone feels comfortable and at home.
  • Planning for a long term stay visiting Chesapeake Ranch Estates-Drum Point: If you're in search of vacation rentals that offer discounts for extended 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 rental options. Don't forget to include features like a parking spot, a well-equipped kitchen, or a private pool in your search criteria as well.

Where to stay in Chesapeake Ranch Estates-Drum Point

Chesapeake Ranch Estates-Drum Point is a hidden gem for outdoor enthusiasts and families seeking adventure. Explore sandy beaches along the western shore, unwind by picturesque freshwater lakes, and enjoy the friendly atmosphere of Calvert County. With its rich history and inviting neighborhoods, this village offers a perfect blend of relaxation and excursions. Whether you're hiking, fishing, or simply soaking up the scenery, there's something for everyone to enjoy in this charming Maryland destination.

  • Solomons: Located a mere 3 miles from Chesapeake Ranch Estates-Drum Point, Solomons offers an exhilarating blend of outdoor adventure and scenic beauty. This charming city is a haven for those seeking recreation, with ample opportunities for motor racing and educational activities. Visitors can explore local landmarks such as the stunning cliffs and beautiful beaches, making it an ideal spot for nature enthusiasts and thrill-seekers alike. The recreational areas provide a perfect backdrop for picnics or leisurely strolls, ensuring a delightful escape into the great outdoors.
  • Solomons Island: Just 3 miles from Chesapeake Ranch Estates-Drum Point, Solomons Island is a picturesque village that captivates visitors with its romantic charm and breathtaking scenery. This destination is perfect for outdoor lovers, offering a scenic boardwalk and delightful shopping mall center. The nearby attractions, including the serene beach and tranquil lake, provide ample opportunities for relaxation or adventure. Whether you're looking to enjoy a peaceful day by the water or explore the stunning cliffs, Solomons Island promises an unforgettable experience filled with natural beauty.
  • Lusby: As the city where Chesapeake Ranch Estates-Drum Point is situated, Lusby is a gateway to outdoor adventures and scenic landscapes. Travelers flock to this vibrant city for its recreational areas and educational venues. Nearby, you'll find iconic landmarks such as the cliffs, inviting beaches, and a historic lighthouse, each offering unique experiences. Lusby’s boardwalk is a lovely spot for a leisurely stroll, allowing visitors to soak in the beauty of the surroundings while enjoying the outdoors. With so much to explore, Lusby is a fantastic destination for those seeking adventure and tranquility.

Best time to go to Chesapeake Ranch Estates-Drum Point

If you're planning a trip to Chesapeake Ranch Estates-Drum Point, 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 December to February tend to have fewer bookings and better deals.

calendarCalendar MonthtemperatureTemperaturerainPrecipitationmostlyCloudinessoccupationOccupancypricePricing
January37.0°F (2.8°C)Light RainMostly SunnyLowSlightly Low
February39.6°F (4.2°C)Light RainMostly SunnyLowSlightly Low
March45.7°F (7.6°C)Light RainMostly SunnyAverageSlightly Low
April55.8°F (13.2°C)Light RainMostly SunnyAverageAverage
May64.8°F (18.2°C)Light RainMostly SunnyAverageAverage
June73.4°F (23.0°C)Light RainMostly SunnyHighSlightly High
July78.4°F (25.8°C)Light RainMostly SunnyHighSlightly High
August77.0°F (25.0°C)Light RainMostly SunnyHighSlightly High
September71.4°F (21.9°C)Light RainMostly SunnyAverageAverage
October61.3°F (16.3°C)Light RainMostly SunnyAverageAverage
November49.8°F (9.9°C)Light RainMostly SunnyAverageAverage
December42.8°F (6.0°C)Light RainMostly SunnyLowAverage

Booking with Vrbo is a breeze

Looking to save on your next trip? Consider being flexible with your travel dates, as you may find varying prices. Plus, booking an extended stay can often result in significant savings. To discover the ideal Vrbo property that fits your budget, utilize our filters to narrow your search by price, location, and type of vacation rental.

Vrbo Trips: Effortless planning

Vrbo's Trip Board feature offers you a convenient way to plan your travel. You can start new trips, pick up right where you left off, or easily view and organize your travel plans. All the properties you've saved or booked are now neatly categorized under Potential, Upcoming, or Current Trips. To explore Trip Boards, just visit: https://www.vrbo.com/trips.

**Based on Vrbo properties bookings.

Why people love visiting artsy Chesapeake Ranch Estates-Drum Point

Enjoy the art galleries and other features of Chesapeake Ranch Estates-Drum Point. There's no shortage of things to see and do in the area.If you need more space to accommodate a family vacation or friends trip, rental homes often come with separate dining areas and spacious living rooms.

Activities and attractions in Chesapeake Ranch Estates-Drum Point

Do you want to find top things to see and do in the city? Although it can be tempting to stay in your comfortable vacation rental, you'll want to experience everything that makes Chesapeake Ranch Estates-Drum Point a fun place to get away. These are some of the top attractions to see, all within 30 miles (48.2 km) of the city center:

  • Perigeaux Vineyards and Winery (7.2 mi / 11.5 km)
  • Michael P. O'Brien Athletics and Recreation Center (10.8 mi / 17.4 km)
  • Running Hare Vineyard (15.9 mi / 25.6 km)
  • Breton Bay Golf Course (14.7 mi / 23.6 km)
  • Chesapeake Hills Golf Course (2.6 mi / 4.2 km)
  • Port of Leonardtown Winery (13.4 mi / 21.5 km)

Exploring the natural features in Chesapeake Ranch Estates-Drum Point

Whether you're looking for exciting outdoor activities or just want to appreciate the scenery, Chesapeake Ranch Estates-Drum Point is a great place to get out in nature. Here are a few of the area's most stunning features, all within 30 miles (48.2 km) of the city center:

  • Flag Ponds Nature Park (7.7 mi / 12.4 km)
  • Long Beach (8.8 mi / 14.2 km)
  • Matoaka Beach (9.3 mi / 15 km)
  • St. Mary's River State Park (9.3 mi / 15 km)
  • Elms Beach Park (10.6 mi / 17.1 km)
  • Piney Point Beach (15.4 mi / 24.8 km)

Transportation options to and around Chesapeake Ranch Estates-Drum Point

Fly into Ronald Reagan Washington National Airport (DCA), the closest airport, located 48.5 mi (78.1 km) from the city center.

Frequently asked questions

What is the best area to stay in Chesapeake Ranch Estates-Drum Point, Maryland, United States of America when booking a vacation rental?
When considering a vacation rental in Chesapeake Ranch Estates-Drum Point, Maryland, a fantastic area to stay is near the water's edge, where you can enjoy the serene views and peaceful atmosphere. This neighborhood is known for its proximity to the beautiful Patuxent River, making it ideal for water enthusiasts and those looking to relax by the shore.

One of the top attractions in the area is the stunning Flag Ponds Nature Park, which offers walking trails, wildlife observation, and beach access, superb for family outings or solo adventures. Additionally, the nearby Calvert Cliffs State Park is a must-visit, featuring hiking trails and opportunities for fossil hunting along the Chesapeake Bay.

With a variety of vacation rentals available, you can find cozy homes or waterfront properties that cater to different preferences and budgets.
How much does it cost to rent a vacation home in Chesapeake Ranch Estates-Drum Point?
Prices for vacation rentals in Chesapeake Ranch Estates-Drum Point vary based on factors like travel dates, length of stay, accommodation type, and location. Simply enter your trip details to explore a wide range of options—whether you're traveling solo, as a couple, with family, or in a group. Vrbo offers something for every taste and budget, from affordable rentals in Chesapeake Ranch Estates-Drum Point to more spacious homes. To get the best value, book early and take advantage of Vrbo's free rewards program.
Are there any discounts for Chesapeake Ranch Estates-Drum Point vacation house rentals?
You can find great discounts on house rentals in Chesapeake Ranch Estates-Drum Point on Vrbo, including special rates on new listings and savings for weekly or monthly stays with top amenities such as a pool or parking. There are several discounts for Last minute bookings, and Early bird bookings too. The best part is, there's no need for a discount code—just enter your travel dates and apply the discount filters to view the top rates.
Can I find long-stay vacation rentals in Chesapeake Ranch Estates-Drum Point?
A long-stay vacation rental in Chesapeake Ranch Estates-Drum Point is the best way to experience local living. Plus, you can make the most of long-stay discounts. For month-long stays, save an average of 19%, and for week-long bookings you can save an average of 10%.* Long-stay discounts are applied automatically when you enter your vacation dates into the search tool, or you can use the "Weekly stay" and "Monthly stay" filters in your search.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
Are there any Chesapeake Ranch Estates-Drum Point vacation rentals with parking?
Vrbo offers a wide selection of vacation rentals in Chesapeake Ranch Estates-Drum Point with parking available—perfect for families or travelers who value the convenience of having a car during their stay. To easily find these properties, simply enter your travel details on Vrbo and use the "Parking available" filter under the amenities section. This makes it quick and easy to browse listings that suit your needs, whether you're planning a short city break or a longer stay.
How early should I book a Chesapeake Ranch Estates-Drum Point vacation rental?
Book your Chesapeake Ranch Estates-Drum Point vacation rental at least two months before you travel for the best selection of properties.* Plus, you'll typically find that the earlier you book your vacation rental, the better the price.

*Based on analysis of Vrbo booking and occupancy data for 2024 stays.
What are the top attractions in Chesapeake Ranch Estates-Drum Point, Maryland, United States of America?
In Chesapeake Ranch Estates-Drum Point, visitors can enjoy a laid-back atmosphere with access to beautiful waterfront views and outdoor activities. The area features several parks and recreational spots, such as the nearby Chesapeake Bay, which is ideal for boating, fishing, and beach outings. Residents and travelers alike can explore the scenic trails for hiking and biking, providing a great way to experience the natural beauty of the region.

For those interested in local history, the nearby town of California, MD, offers attractions like the Patuxent River Naval Air Museum, showcasing aviation history and artifacts. Additionally, the community has access to various dining options that highlight local seafood, creating a delightful culinary experience for visitors.
Can I change or cancel my Chesapeake Ranch Estates-Drum Point home rental booking on Vrbo?
To find Chesapeake Ranch Estates-Drum Point vacation rentals with free cancellation, just use Vrbo's handy "Free cancellation" search filter. We get that plans can change, so it's easy to filter properties that give you flexibility. If you need to make changes to an existing booking, drop your host a message. Go to "My Trips" in your account, click "Change or Cancel" and then "Message Host". Vrbo rentals give you the privacy of having the entire place to yourself, and for extra flexibility, some travelers can choose to pay over time with Affirm. Whether you're adjusting your plans or looking for flexible payment options, Vrbo makes it easy to book with confidence.
Why should I join Vrbo as a host?
Joining Vrbo as a host opens the door to a global community of travelers seeking unique stays, giving you the opportunity to earn income from your property on your terms. With user-friendly tools, dedicated support, and exposure on major travel sites, Vrbo makes it easy to list, manage, and succeed. Whether it's a cozy cabin or a beach condo, you can turn your space into a standout destination, become a host and let Vrbo handle the heavy lifting to help you thrive.

Earn a Premier Host badge by providing quick, reliable communication and consistently delivering outstanding guest experiences.
Are all fees included in the Chesapeake Ranch Estates-Drum Point vacation rental prices shown on Vrbo?
Vrbo provides upfront pricing from the moment you start your search. There are no hidden fees added during the check-out process. This allows you to compare properties with ease and plan your trip with confidence.
What is VrboCare™ and how does it work?
Vrbo's mission is to help guests relax, reconnect, and enjoy precious time together. With VrboCare™, you can have peace of mind knowing you're protected and that if something goes wrong, we will do our best to make it right as applicable.

If a significant issue arises that your host can't resolve, we'll help you address it, find a similar property, or get your reservation refunded if applicable. That's our promise. If a home is significantly different than listed, we'll get you into a new space that meets your needs and makes it right, or if a host cancels before your stay, you have a dedicated support team to get you into a similar home as applicable.
What can I expect from Vrbo customer service and VrboCare™ support?
Your peace of mind is our priority. Whether you're planning your trip or have already finished your stay, VrboCare™ is here to support you every step of the way. For urgent situations like last-minute cancellations, booking issues, or potential fraud, Vrbo customer service is available 24/7 to help resolve problems quickly and effectively.

Vrbo also offers support via live chat through our Help Center, where you can find helpful resources on bookings, payments, property management, and safety, making it easy to get instant answers to many common questions.
Can I plan a group trip on Vrbo?
Vrbo's Trip Planner makes organizing group trips easy and stress-free. Whether you're planning with friends or coordinating a large group, you can collaborate in one place, save and share properties, vote on favorites, and build the perfect itinerary together.

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