1. USA
  2. Maryland
  3. Woodbine
  4. Rentals by Owner

Woodbine Rentals by Owner

2.0 (1 Review)
House
  • Air Conditioner
  • Pet Friendly
  • Security/Safety

Why Choose Rent By Owner for your Woodbine 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 Woodbine

When should you plan your Rentals by Owner stay?

Choosing the right time to vacation here can enhance your experience, so consider visiting during the area's peak seasons when the weather is most inviting and local events create a vibrant atmosphere for your stay.

Peak Season Highlights

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Spring (March to May)

During spring, you can enjoy the region’s lush landscapes and mild weather, making it an ideal time to explore this destination’s outdoor spaces.

Average Temperature Daytime: 60-75°F - Nighttime: 40-55°F
autumn
Fall (September to November)

Autumn offers stunning foliage and comfortable temperatures, perfect for experiencing the area's natural beauty while staying in a rental by owner.

Average Temperature Daytime: 65-70°F - Nighttime: 45-50°F

Off-Season Highlights

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Winter (December to February)

In winter, fewer visitors come to this area, providing a quieter experience if you prefer a peaceful retreat within your rental accommodations.

Average Temperature Daytime: 40-50°F - Nighttime: 25-35°F
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Summer (June to August)

Summer sees warmer weather and increased activity in the region, making it a lively time to visit with numerous opportunities to enjoy the outdoors from your vacation rental.

Average Temperature Daytime: 80-90°F - Nighttime: 60-70°F

Weekly Weather Forecast for Woodbine

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 dining areas perfect for meals under the open sky in this region’s scenic surroundings.
  • Relax in spacious yards that provide ample space for outdoor activities and gatherings.
  • Make use of private patios or decks to unwind while taking in the natural beauty of the area.
  • Take advantage of community or shared swimming pools available within some vacation rentals here.
  • Experience the serenity with outdoor fire pits—ideal for cozy evenings after exploring the region.
  • Benefit from well-maintained gardens or landscaping that enhance your outdoor living experience.
  • Utilize designated parking areas with easy access to outdoor amenities for added convenience during your stay.
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Family Activities

  • Patapsco Valley State Park: Explore scenic hiking trails, enjoy picnicking, and let the kids experience outdoor adventure in this expansive park nearby.
  • Smallwood State Park: Spend quality time boating, fishing, or simply relaxing along the picturesque riverfront with your family.
  • The Walters Nature Center: Discover educational exhibits, nature programs, and animal encounters that make learning fun for children in the area.
  • Historic sites and local farms: Engage your family's curiosity through visits to historical landmarks and nearby farms offering seasonal activities and tours.
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Adult Activities

  • Hiking at Patuxent River Park: Explore scenic trails and enjoy the tranquility of nature within this popular outdoor recreation area near here.
  • Visiting local wineries: Discover the region's growing wine scene by sampling regional wines at nearby vineyards, ideal for a relaxing adult outing.
  • Golfing at nearby courses: Tee off at several well-maintained golf courses in the area, offering a perfect activity for leisure and socializing.
  • Wine tasting tours: Participate in guided tours that showcase the area's distinctive wines, providing an engaging experience for visitors seeking local flavors.

Other Places to Stay in Woodbine, MD

Woodbine Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Your Visit During Off-Peak Seasons: Visiting the area during less busy times can help you enjoy quieter attractions and better rental rates through Rent By Owner.
  • Explore Local Nature Trails and Outdoor Activities: Take advantage of the region's scenic landscapes by booking a stay near outdoor trails, perfect for nature lovers seeking tranquility.
  • Utilize Personalized Rental Options: Select a private rental by owner to experience authentic local hospitality and customize your stay to suit your preferences.
  • Connect with Local Hosts for Recommendations: Reach out to your host in this destination for insider tips on hidden gems and the best ways to explore the area like a local.

Transportation Options

  • Driving Your Own Vehicle: Renting a car offers the flexibility to explore the scenic area at your own pace, making it an ideal transportation option near your rental in this region.
  • Local Bus Services: Public buses serve as a dependable way to navigate around here, connecting you to key destinations within the broader area seamlessly.
  • Taxi and Rideshare Services: Taxis and ridesharing options provide convenient and quick transportation, perfect for quick trips or when arriving at nearby points of interest.
  • Bicycle Rentals: If you prefer a leisurely and eco-friendly way to explore, bicycle rentals are available throughout the area, allowing you to enjoy the outdoors comfortably.

Local Customs Options

  • Community Events and Festivals: Participating in local festivals and community gatherings offers a glimpse into the area's rich cultural traditions and friendly atmosphere.
  • Dining Etiquette: Respect for local dining customs, such as casual yet courteous interactions at neighborhood eateries, enhances your experience here.
  • Outdoor Traditions: Engaging in outdoor activities like picnics and nature walks aligns with the region’s appreciation for its scenic landscape and close-knit community spirit.
  • Historical Preservation: Appreciating small-town history by observing local customs around historic sites fosters a deeper connection to this destination's heritage.

Frequently Asked Questions About Woodbine Rentals by Owner

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 53 in the Woodbine 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 Woodbine. 

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

Cancellation policies vary depending on the individual listing. You should review the specific cancellation terms provided on the listing page or contact the owner directly to understand the details before booking.

4. Are there any additional fees beyond the nightly rate when booking a rental by owner here?

Additional fees such as cleaning or service charges may apply and are typically listed during the booking process. It's advisable to check the full fee breakdown on the listing or reach out to the owner for clarification.

5. How can I ensure the rental property meets my needs before booking?

You can review detailed descriptions, photos, and amenities listed on the property page. If you have specific questions, contacting the owner directly can provide extra assurance about the rental's suitability.

6. What is the process for checking in and checking out of a rental by owner property in this destination?

Check-in and check-out procedures are outlined in the listing details. Many owners offer flexible options, but it's best to confirm these times with the property owner ahead of your stay.

7. Is there a secure way to communicate with the property owner during my stay?

Yes, all communication should be handled through the booking platform’s messaging system, which ensures your privacy and security while coordinating details with the owner.

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