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  2. Maryland
  3. Calvert County
  4. Rentals by Owner

Calvert County Rentals by Owner

Why Choose Rent By Owner for your Calvert County vacation rental?

What makes our Rentals by Owner special?

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Verified Listings
Book with confidence knowing every property meets our quality and safety standards.
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Unbeatable Value
Enjoy competitive pricing with no hidden fees, providing exceptional value for every stay.
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Diverse Options
From cozy cabins to luxurious villas, find a rental that suits your style and needs.

Best Times to Visit Calvert County

When should you plan your Rentals by Owner stay?

To make the most of your stay in this charming area, consider visiting during the shoulder seasons when the weather is pleasant and rental rates are often more affordable, ensuring a comfortable and budget-friendly vacation experience.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this period, the region experiences warm weather ideal for outdoor activities and exploration. This is when you can enjoy the area's natural beauty at its best with pleasant daytime temperatures.

Average Temperature Daytime: 75°F - 85°F - Nighttime: 55°F - 65°F
autumn
Early Fall (September to October)

This time of year offers comfortable temperatures and fewer crowds, making it perfect for a relaxed getaway in the region. The weather remains inviting for outdoor adventures and sightseeing.

Average Temperature Daytime: 70°F - 80°F - Nighttime: 50°F - 60°F

Off-Season Highlights

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Winter (December to February)

Traveling during these colder months allows for a more tranquil experience, often with lower accommodation rates. The area provides a peaceful environment for those seeking solitude or quiet reflection.

Average Temperature Daytime: 40°F - 50°F - Nighttime: 30°F - 40°F
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Early Spring (March to April)

Before the peak season begins, you'll find fewer visitors and opportunities for budget-friendly rentals. This season features mild weather that gradually warms, perfect for exploring without the summer crowds.

Average Temperature Daytime: 55°F - 65°F - Nighttime: 40°F - 50°F

Weekly Weather Forecast for Calvert County

Booking Steps

01

Search Properties

Use our filters to find the right property that fits your needs.
02

Select a Rental

Click on your preferred listing to view details, amenities, and pricing.
03

Book Online

Follow the link to finalize your reservation directly on the partner’s website.

Indoor Features

  • Fully-equipped kitchens with modern appliances
  • Comfortable living areas with flat-screen TVs
  • Free Wi-Fi for staying connected
  • Air conditioning and heating for year-round comfort
  • In-unit washers and dryers for convenience
  • Luxurious bedrooms with premium bedding
  • Spa-like bathrooms with soaking tubs or walk-in showers

Outdoor Amenities

  • Enjoy outdoor spaces with private gardens or lawns perfect for relaxing or family activities.
  • Take advantage of swimming pools, whether indoor or outdoor, to cool off during warm days.
  • Make use of barbecue grills and outdoor dining areas for enjoyable cookouts with friends and family.
  • Benefit from spacious decks or patios ideal for morning coffee or evening gatherings.
  • Explore scenic walking trails or nature paths available on the property grounds.
  • Access waterfront amenities such as docks or river views, great for fishing or boating enthusiasts.
  • Utilize outdoor fire pits or campfire setups for cozy evenings under the stars.
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Family Activities

  • Calvert Marine Museum: Explore engaging exhibits and touch tanks that captivate children and adults alike, offering a fascinating glimpse into the area's maritime history.
  • Calvert Cliffs State Park: Enjoy outdoor adventures by hiking scenic trails and discovering fossils along the shoreline at this family-friendly destination in the region.
  • Running Hare Vineyard & Winery: Experience family-oriented wine tastings and outdoor picnic areas, perfect for relaxing days with loved ones in Calvert County.
  • Hallowing Point Park: Spend quality time outdoors with playgrounds, walking trails, and scenic views of the Patuxent River, ideal for family picnics and casual outings here.
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Adult Activities

  • Boating and Water Activities: You can enjoy exploring the scenic waterways with boat rentals or paddleboarding along the calm waters of the Chesapeake Bay.
  • Visit Local Wineries and Breweries: Discover regional flavors by touring the area's wineries and breweries, offering tastings in a relaxed setting.
  • Explore Historic Sites and Museums: Dive into the area's rich history by visiting historic landmarks and museums that showcase the region's cultural heritage.
  • Fishing Excursions: Engage in guided fishing trips on the bay or river, perfect for anglers seeking a memorable outdoor experience in the area.

Other Places to Stay in Calvert County, MD

Fridays Creek Winery
Chesapeake Beach
North Beach
Port Republic
Prince Frederick
Calvert Beach-Long Beach
Huntingtown
Chesapeake Ranch Estates-Drum Point
St. Leonard

Calvert County Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to align your stay with festivals or markets that enhance your experience in this inviting destination.
  • Choose a Prime Location: Select a rental close to key attractions and scenic spots to maximize your time exploring the region's natural beauty and local culture.
  • Explore Water Activities: Take advantage of the area's waterfront access by booking a property near lakes or rivers, perfect for kayaking, fishing, or relaxing by the water.
  • Connect with Local Hosts: Communicate with your rental owner to get personalized tips and insider recommendations for making the most of your visit here.

Transportation Options

  • Drive or Rent a Car: You can conveniently explore the area by car, with many rental agencies offering vehicles suitable for navigating Calvert County's scenic roads and small towns.
  • Public Transit Services: Local bus services provide affordable transportation options within the region, making it easy to access key destinations without a personal vehicle.
  • Taxi and Rideshare Options: Taxis and rideshare services like Uber and Lyft are readily available here, offering flexible and quick transport around the destination.
  • Bike Rentals: For an eco-friendly way to experience the local scenery, bike rentals are available, allowing you to enjoy the area's natural beauty at your own pace.

Local Customs Options

  • Crabbing and Seafood Festivals: Participating in the region’s beloved crab festivals provides a taste of local tradition and community spirit, offering an authentic experience during your stay.
  • Using or enjoying dishes seasoned with Old Bay is a regional custom that reflects local culinary heritage here by the water.
  • Waterfront Greetings and Manners: Greeting neighbors and visitors with friendly waves along the waterfront is a common and appreciated custom in this area, emphasizing its welcoming community.
  • Historic Preservation Respect: Showing respect for historic sites and local landmarks demonstrates appreciation for the area's rich history and cultural identity.

Frequently Asked Questions About Calvert County Rentals by Owner

2. How many Rentbyowner vacation rentals are available in Calvert County?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 201 in the Calvert County area, and still counting. By aggregating listings from multiple websites, Rent By Owner offers an immense amount of choice of the best RBO properties in Calvert County. 

3. What is the cancellation policy for a rental by owner in Calvert County, Maryland?

Cancellation policies vary by listing. To understand the specific terms, please review the rental details or contact the owner directly before booking.

4. How do I confirm my reservation at a rental property in this area?

Reservations are confirmed once you complete the booking process on the platform and receive a confirmation email from the owner. For any questions, reach out to the owner directly through the platform.

5. Are there any house rules or restrictions I should be aware of during my stay?

House rules and restrictions are listed on each rental's page. Please read these carefully before booking, or contact the owner if you need clarification regarding specific policies.

6. What amenities are typically included in rentals by owner in the region?

Most rentals offer essential amenities like Wi-Fi, parking, and basic kitchen supplies. For detailed information about specific amenities, review the listing description or contact the owner directly.

7. How do I ensure my stay complies with local regulations in Calvert County?

It’s recommended to communicate with the owner about any local rules and regulations applicable to your stay. The property’s listing details usually include relevant guidelines, but confirming directly ensures a smooth experience.

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