1. USA
  2. Maryland
  3. Worcester County
  4. Rentals by Owner

Worcester County Rentals by Owner

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9.2 (111 Reviews)
Apartment
  • Air Conditioner
  • Parking
  • Pet Friendly
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10.0 (6 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Balcony/Terrace
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10.0 (5 Reviews)
Apartment
  • Air Conditioner
  • Pool
  • Wheelchair Accessible

Why Choose Rent By Owner for your Worcester 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 Worcester County

When should you plan your Rentals by Owner stay?

Choosing the ideal time to visit here can enhance your experience, as the region offers different attractions and weather patterns throughout the year, making it essential to consider the seasonal nuances when booking your rental by owner in Worcester County, Maryland.

Peak Season Highlights

summer
Summer (June to August)

During the warm summer months, this destination experiences its peak season, making it ideal for enjoying the region's outdoor activities and beachside relaxation.

Average Temperature Daytime: 85°F to 90°F - Nighttime: 65°F to 70°F
autumn
Fall (September to November)

The early fall months bring vibrant foliage and pleasant weather, attracting visitors who seek a peaceful retreat in the area’s natural beauty.

Average Temperature Daytime: 70°F to 75°F - Nighttime: 50°F to 55°F

Off-Season Highlights

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Winter (December to February)

In winter, the region sees fewer visitors, providing a quiet escape with cooler temperatures and less crowded accommodations.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 30°F to 35°F
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Early Spring (March to April)

As the region transitions from winter to spring, shoulder seasons offer fewer crowds and mild weather, perfect for peaceful getaways.

Average Temperature Daytime: 55°F to 60°F - Nighttime: 40°F to 45°F

Weekly Weather Forecast for Worcester 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 dining with a private patio or picnic area to savor meals in the fresh air.
  • Relax by a scenic outdoor fireplace or fire pit, perfect for cozy evenings under the stars.
  • Make the most of spacious yards or gardens ideal for outdoor activities and family fun.
  • Benefit from access to a well-maintained swimming pool or outdoor hot tub for relaxation.
  • Take advantage of outdoor recreational equipment such as kayaks, paddleboards, or bikes.
  • Secure parking areas or driveways designed for convenient vehicle access nearby your rental.
  • Wander through landscaped grounds or walking trails that showcase the natural beauty of the region.
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Family Activities

  • Ocean City Boardwalk: Stroll along this lively boardwalk to enjoy family-friendly attractions, shops, and delicious local eats in the heart of the area’s seaside charm.
  • Discover the Maryland Coastal Bays: Explore the protected waterways through kayaking or guided tours offering scenic views and engaging wildlife encounters for all ages.
  • Assateague Island National Seashore: Experience the natural beauty and observe wild horses while relaxing on pristine beaches or embarking on nature hikes just outside your rental.
  • Worcester County Museum: Dive into the region’s history with interactive exhibits and educational programs designed to captivate young minds and families alike.
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Adult Activities

  • Birdwatching at the Blackwater National Wildlife Refuge: You can enjoy observing a variety of bird species in their natural habitat within the refuge, making it a perfect activity for nature enthusiasts visiting the area.
  • Fishing at Ocean City or nearby waterways: Anglers can indulge in freshwater or saltwater fishing, experiencing the region’s rich aquatic life just minutes from your rental property.
  • Golfing at local courses: For a relaxing day outdoors, discover some of the region's top golf courses that cater to all skill levels, offering scenic views and quality facilities.
  • Exploring Assateague Island National Seashore: Here, you can walk along pristine beaches, spot wild horses, and enjoy serene ocean vistas, all within easy reach of your accommodation.

Other Places to Stay in Worcester County, MD

North Ocean City
Midtown Ocean City
Isle of Wight Bay
Sunset Island
West Ocean City
Heron Harbour Isle
Assateague Pointe

Worcester County Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local outdoor activities: Take advantage of the region’s natural scenery by engaging in outdoor pursuits like kayaking, biking, or hiking, which showcase the area's scenic beauty and add adventure to your stay.
  • Visit nearby attractions: Discover the unique attractions close to your rental that highlight the area's rich history and coastal charm, enriching your experience here.
  • Connect with local vendors: Support small businesses by visiting farmers’ markets and local shops, giving you a taste of the region's authentic culture during your visit.
  • Plan for seasonal events: Check out seasonal festivals and community happenings that add excitement and provide an authentic feel of the destination during your stay.

Transportation Options

  • Worcester County Transit: Offers reliable bus services throughout the region, making it easy for you to explore local attractions without hassle.
  • Shuttle Services: Convenient shuttle options connect key points within the area, providing seamless transportation to popular destinations and rental properties.
  • Rental Cars: Access a variety of rental car agencies nearby, giving you the flexibility to explore here at your own pace and comfort.
  • Taxis & Rideshare: Readily available taxis and rideshare services like Uber and Lyft ensure quick and dependable transportation around the region.

Local Customs Options

  • Crabbing Traditions: Engaging in crabbing along the region’s waterways is a cherished local custom you can partake in, reflecting the area's deep connection to its coastal heritage.
  • Seafood Festivals: Participating in seasonal seafood festivals offers an authentic taste of the area's rich maritime culture, making your stay here even more memorable.
  • Local Craftsmanship: Supporting regional artisans and craftspeople by exploring local markets gives you insight into the area's artistic traditions and community spirit.
  • Waterway Etiquette: Observing respectful behavior on the waterways is important here, ensuring that everyone enjoys the natural beauty responsibly and in harmony with the environment.

Frequently Asked Questions About Worcester County Rentals by Owner

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

Currently, the total number of properties listed by Rent By Owner in 2025 is over 4565 in the Worcester 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 Worcester County. 

3. What is the cancellation policy for rental properties in Worcester County, Maryland?

The cancellation policies vary by property owner. To understand the specific terms and any potential fees, it is best to review the listing details carefully or contact the host directly before booking.

4. How do I communicate with the property owner in Worcester County when I need assistance during my stay?

You can use the messaging system provided on the booking platform to contact the owner. For urgent matters, ensure you have their direct contact information if shared in the listing.

5. Are there any specific check-in and check-out procedures for rentals in this region?

Check-in and check-out times, along with procedures, are typically outlined in the listing. It’s advisable to review these details beforehand or reach out to the owner for clarification to ensure a smooth arrival and departure.

6. Is Wi-Fi available at rental properties in the area?

Most rentals listed here include Wi-Fi, but amenities can differ. Confirm with the owner via the listing or direct message to ensure internet access meets your needs.

7. What should I know about local rules or regulations when staying in a rental by owner in this destination?

Local regulations regarding noise, parking, or other community guidelines are often detailed in the listing description. When in doubt, contacting the property owner can help clarify any specific rules applicable during your stay.

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