Discover Your Perfect Urbanna Vacation Homes

Why Choose Rent By Owner for your Urbanna Vacation Rental Homes?

What makes our Vacation Rentals 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 Urbanna

When should you plan your Vacation Rentals stay?

Choosing the right time to visit here can enhance your experience, as seasonal weather and local events often influence the best periods for enjoying this charming destination within Virginia.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

During this time, the area experiences warm weather and longer daylight hours, making it ideal for outdoor activities and exploring the local scenery.

Average Temperature Daytime: 75°F to 85°F - Nighttime: 60°F to 70°F
autumn
Early Fall (September to October)

This period offers pleasant temperatures and fewer crowds, providing a peaceful setting to enjoy the region's natural beauty and coastal charm.

Average Temperature Daytime: 70°F to 80°F - Nighttime: 55°F to 65°F

Off-Season Highlights

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Winter (December to February)

The winter months bring cooler temperatures and a quieter atmosphere, perfect for relaxing indoors or taking scenic drives without the crowds.

Average Temperature Daytime: 45°F to 55°F - Nighttime: 30°F to 40°F
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Mid to Late Fall (November)

With the transition into cooler weather, this season offers a serene and less busy experience, ideal for those seeking tranquility in the region.

Average Temperature Daytime: 50°F to 60°F - Nighttime: 40°F to 45°F

Weekly Weather Forecast for Urbanna

How to Book Your Urbanna Vacation Rental Home

What's our booking process?

Our platform allows you to browse a curated selection of vacation rentals. 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 Urbanna

More Top-Rated Vacation Rentals in Urbanna Area

Common Vacation Rentals Amenities

What amenities can you expect?

Our Vacation Rentals 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

  • Access to a private or shared outdoor seating area, perfect for enjoying the scenic views of the Chesapeake Bay.
  • Beautifully landscaped gardens or yards where you can relax and unwind in the fresh air.
  • Outdoor dining spaces, such as patios or decks, ideal for savoring meals with a view.
  • Fishing docks or piers nearby for leisurely fishing excursions along the water.
  • Boat slips or boat rentals available for exploring the calm waters of the bay.
  • Spacious yards or lawns suitable for outdoor games and activities with family or friends.
  • Outdoor fire pits or fireplaces, perfect for cozy evenings under the stars.

Top Attractions Around Urbanna

What attractions are nearby?

In this charming area, you can enjoy a variety of outdoor activities such as sailing, fishing, and exploring local parks that showcase the natural beauty of the region.

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Family Activities

  • Urbanna Historic Waterfront Tour: Explore the charming waterfront area to discover local history and enjoy scenic views perfect for family photos.
  • Urbanna Maritime Museum Visit: Introduce your family to the region's naval heritage through engaging exhibits and interactive displays.
  • Hands-On Marine Activities at the Chesapeake Bay: Experience water-based fun such as kayaking or paddleboarding, making for memorable family adventures on the bay.
  • Family-Friendly Boating Excursions: Embark on guided boat trips that showcase the area's natural beauty and provide opportunities for wildlife spotting and relaxing outings.
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Adult Activities

  • Sailing and Boating: Enjoy the tranquil waters of the region by taking a sailing or boat tour, offering you a unique perspective of this charming coastal area.
  • Wine Tasting Tours: Discover local flavors through wine tasting experiences at nearby vineyards, perfect for relaxing and savoring the region's viticultural offerings.
  • Indulge in exquisite cuisine at acclaimed restaurants here, where fresh seafood and regional specialties highlight the culinary scene.
  • Immerse yourself in the area's rich history and culture with guided tours that showcase its unique maritime heritage and quaint charm.

Urbanna Travel Tips

How Can You Make the Most of Your Stay?

  • Explore local dining options: Take advantage of the region's fresh seafood and waterfront eateries to enjoy authentic flavors during your stay.
  • Visit nearby marinas and boating spots: Engage in water activities that showcase the area's beautiful waterways and offer memorable experiences on the water.
  • Plan outdoor excursions: Discover scenic parks, walking trails, and historical sites that highlight the natural beauty and rich heritage of this destination.
  • Connect with local events: Check out community festivals and markets to immerse yourself in the area's vibrant culture and support local artisans.

Transportation Options

  • Urbanna Transportation Services: You can explore the area conveniently with local shuttle and taxi services that provide easy access to key points within this charming destination.
  • Car Rentals: Renting a vehicle is a flexible option, giving you the freedom to discover hidden gems and scenic routes here at your own pace.
  • Baltimore/Washington International Thurgood Marshall Airport: This major airport, located a short drive away, offers numerous domestic flights to connect you to this region with ease.
  • Marine Transit and Ferry Services: Water-based transportation options allow you to enjoy the scenic waterways surrounding this destination while reaching nearby islands and waterfront attractions.

Local Customs Options

  • Crab Feast Celebrations: Participating in local crab feasts is a cherished tradition, where fresh Chesapeake Bay crabs are shared during gatherings that highlight the area's maritime culture.
  • Heritage Boat Building: Observing or engaging in traditional boat building practices offers insight into the area's nautical history and craftsmanship.
  • Maritime Festivals: Attending annual maritime festivals showcases the region’s deep-rooted connection to boating and seafood industries.
  • Historic Preservation Practices: Respect for historical sites and participating in preservation efforts reflect the community’s dedication to maintaining its rich colonial and maritime heritage.

Urbanna Vacation Rental Frequently Asked Questions

1. What are the top vacation rentals in Urbanna?

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

2. Which vacation homes in Urbanna are best for families?

If you are looking for a family-friendly vacation home in Urbanna, check out one of the following properties as all are highly-rated places to stay with excellent review for families or groups staying in Urbanna:

3. How many Rentbyowner vacation rentals are available in Urbanna?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 30 in the Urbanna 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 Urbanna. 

4. What is the cancellation policy for vacation rentals in Urbanna, Virginia?

Cancellation policies vary depending on the host’s specific listing. You should review the cancellation terms outlined in the property details or contact the host directly to understand the conditions and any potential fees.

5. How can I find pet-friendly vacation rentals in Urbanna, Virginia?

To locate pet-friendly options here, filter your search for accommodations that explicitly accept pets or inquire with the property owner about their pet policy before booking.

6. Are there any specific check-in and check-out times for vacation rentals in this area?

Check-in and check-out times are set by each host and can differ between properties. Be sure to review the arrival and departure details listed in the property description or contact the host for confirmation.

7. What amenities are typically included in vacation rentals in Urbanna, Virginia?

Amenities available often include essentials like Wi-Fi, parking, and full kitchens. For a comprehensive list of what’s offered at a particular property, refer to the listing details or reach out to the host directly.

8. How do I ensure my stay complies with local regulations when booking a vacation rental here?

Hosts are responsible for complying with local regulations, but it’s advisable to read the property rules and policies outlined in the listing. If you have questions, contacting the property owner can help clarify any requirements or restrictions.