1. USA
  2. Maryland
  3. Waldorf
  4. Bennsville
  5. Rentals by Owner

Discover Your Perfect Bennsville Rentals by Owner

Bennsville Rentals by Owner

More Top-Rated Rentals by Owner in Bennsville Area

Why Choose Rent By Owner for your Bennsville 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 Bennsville

When should you plan your Rentals by Owner stay?

To make the most of your stay, consider planning your vacation during the region's optimal seasons when the weather and local events align to enhance your experience in Bennsville.

Peak Season Highlights

summer
Late Spring to Early Summer (May - June)

During this time, you can enjoy warmer weather and longer days, making it ideal for exploring the local surroundings without the summer crowds. It’s a popular period for visitors seeking a comfortable climate before the peak heat of summer sets in.

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

This season offers mild temperatures and vibrant fall foliage, attracting those looking for pleasant weather and scenic views while staying in the region. It’s a favored time for booking vacation rentals through Rent By Owner with fewer tourists around.

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

Off-Season Highlights

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Winter (December - February)

Cold winter months bring lower tourist activity, providing a quieter experience for travelers who prefer cozy accommodations and off-season rates. This is a good time to find exclusive rental deals here on Rent By Owner.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F
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Early Spring (March - April)

Before the full bloom of spring, this period sees fewer visitors, offering more relaxed rental options and less crowded attractions. It’s an excellent opportunity for budget-conscious travelers looking to explore this destination at a slower pace.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 35°F to 45°F

Weekly Weather Forecast for Bennsville

How to Book Your Bennsville vacation rental

What's our booking process?

Our platform allows you to browse a curated selection of rentals by owner. Once you find the ideal property, you’ll be redirected to a trusted booking partner to complete your reservation securely.

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.

Explore and book the perfect rental in Bennsville

More Top-Rated Rentals by Owner in Bennsville Area

Common Rentals by Owner Amenities

What amenities can you expect?

Our Rentals by Owner are designed to offer all the comforts of home, often with added perks to make your stay unforgettable. Here’s some common amenities to look forward to:

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 a private outdoor patio or deck for relaxing and outdoor dining.
  • Take advantage of lush garden spaces or landscaped yards to enjoy the fresh air.
  • Make the most of nearby parks with picnic tables, walking trails, and open spaces.
  • Benefit from outdoor grilling areas or barbecues perfect for gatherings.
  • Access to swimming pools or community pools for leisure and refreshment.
  • Experience outdoor fire pits or fireplaces for cozy evenings under the stars.
  • Utilize spacious driveways or parking areas suitable for family trips and outdoor equipment.

Top Attractions Around Bennsville

What attractions are nearby?

In this welcoming area, you can enjoy a variety of outdoor activities and local attractions that make your stay memorable and relaxing.

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Family Activities

  • Cedarville State Park: Enjoy outdoor adventures and scenic picnics at this nearby state park, perfect for family outings in the region.
  • Waldorf Skatepark: Experience active fun as you and your family skate and learn new tricks at this popular local skatepark.
  • Smallwood State Park: Discover nature and explore the waterfront with fishing, paddle boating, or hiking opportunities just a short drive away.
  • Charles County Fairgrounds: Attend family-friendly events and seasonal festivals held at this accessible venue in the area, providing entertainment for all ages.
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Adult Activities

  • Waldorf Indoor Sports Complex: Engage in a variety of indoor sports and recreational activities perfect for staying active while visiting the area.
  • Shopping at St. Charles Town Center: Enjoy a leisurely day exploring this regional mall, offering a wide selection of retail stores and dining options just a short drive away.
  • Golfing at Swan Point Golf Course: Tee off on scenic fairways designed to provide both beginners and seasoned golfers with a memorable experience in the region.
  • Visit to Smallwood State Park: Discover peaceful nature trails, picnic spots, and opportunities for kayaking or fishing along the nearby waterway here in the region.

Bennsville Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Transportation: Arrange reliable local transportation options ahead of time to easily explore the area and make the most of your stay.
  • Discover Nearby Dining: Take advantage of the region's diverse dining scene to experience authentic local flavors during your visit.
  • Book Early for Popular Rentals: Secure your preferred rental by owner in advance, especially during peak seasons, to ensure a smooth and stress-free experience.
  • Explore Local Guidelines: Familiarize yourself with community rules and guidelines to enjoy a harmonious stay in this charming destination.

Transportation Options

  • Waldorf MARC Train Station: This central transit hub offers convenient rail service connecting you to the broader Maryland region and beyond, making it easy to explore the area from your rental stay.
  • Local Bus Services: Multiple bus routes serve the area, providing affordable and reliable transportation options for getting around nearby attractions and essential services.
  • Taxi and Rideshare Services: Popular options like Uber and Lyft operate here, offering flexible, on-demand transportation for comfortable travel within the region.
  • Car Rentals: Several rental agencies are available in the region, giving you the freedom to explore Bennsville and Waldorf at your own pace during your stay.

Local Customs Options

  • Respect for Local Heritage: You will find that honoring the area's historical traditions is appreciated here, especially during community festivals and public gatherings.
  • Community Engagement: Participating in neighborhood events and supporting local businesses reflects the welcoming spirit of this region.
  • Environmental Conservation: It’s common to observe and practice eco-friendly habits, such as recycling and conserving water, which are valued here in the region.
  • Politeness and Courtesy: Courteous interactions, whether greeting neighbors or engaging with service providers, uphold the friendly atmosphere of this destination.

Frequently Asked Questions About Bennsville Rentals by Owner

1. What are the top vacation rentals in Bennsville?

There are a lot of options in Bennsville. If you plan on staying in the Bennsville area, consider making a reservation for a few nights at one of these properties as these have been rated the Top Vacation Rentals in Bennsville:

2. How many Rentbyowner vacation rentals are available in Bennsville?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 59 in the Bennsville 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 Bennsville. 

3. What is the cancellation policy for a rental by owner in this area?

Cancellation policies vary depending on the individual listing. You should review the specific rental's terms on the listing page or contact the owner directly to understand the cancellation and refund options before booking.

4. How do I confirm the reservation for a rental by owner in this region?

Reservations are typically confirmed once you complete the booking process on the platform and receive a confirmation email from the owner. For any additional confirmation details, reach out to the property owner through the messaging system.

5. Are there any house rules or restrictions I should be aware of when staying here?

Each rental by owner sets its own house rules, which are listed on the property page. It’s important to read these carefully before booking and contact the owner if you have questions about pet policies, noise restrictions, or other guidelines.

6. What amenities can I expect at a rental home in the area?

Amenities vary by property but generally include essentials like Wi-Fi, kitchen facilities, and parking. Specific amenities are detailed on each listing, so reviewing the property description will give you a clear idea of what’s available during your stay.

7. How do I address any issues that arise during my stay in a rental by owner?

For any concerns or problems during your stay, contact the property owner directly through the hosting platform. The owner is responsible for providing support and resolving issues promptly to ensure a comfortable experience.

More Rentals You May Like Near Bennsville

More Top-Rated Rentals by Owner in Bennsville Area