Discover Your Perfect Williamsburg Vacation Homes

Williamsburg Luxury Rentals

See More Williamsburg Luxury Vacation Rentals
Find More Williamsburg Villas, Resorts, & Rentals on BedroomVillas

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

What makes our Vacation Rentals special?

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

Best Times to Visit Williamsburg

When should you plan your Vacation Rentals stay?

Choosing the right time to visit this charming destination can enhance your experience, allowing you to enjoy its unique atmosphere and natural beauty at their best during your stay in Williamsburg, Maryland.

Peak Season Highlights

summer
Late Spring to Early Summer (May to June)

This is the most popular time to visit as the weather warms up with pleasant daytime temperatures, perfect for enjoying the region's outdoor scenery.

Average Temperature Daytime: 70-80°F - Nighttime: 55-65°F
autumn
Early Fall (September to October)

During this period, you can enjoy mild temperatures and fewer crowds, making it an ideal time to explore the area's natural beauty and local events.

Average Temperature Daytime: 68-78°F - Nighttime: 50-60°F

Off-Season Highlights

image
Winter (December to February)

The winter months see fewer visitors, offering a quieter experience while still providing cozy accommodation options in this charming destination.

Average Temperature Daytime: 40-50°F - Nighttime: 30-40°F
image
Late Fall (November)

As the foliage turns and tourist numbers decline, this time of year offers a peaceful retreat with lower rates and serene surroundings.

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

Weekly Weather Forecast for Williamsburg

How to Book Your Williamsburg 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 Williamsburg

More Top-Rated Vacation Rentals in Williamsburg 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

  • Enjoy outdoor dining with a fully equipped patio or barbecue area.
  • Relax by a private pool or hot tub, perfect for unwinding after a day of exploring the region.
  • Take advantage of picturesque walking trails or scenic pathways around the property.
  • Make use of spacious yards or gardens, ideal for outdoor games and family activities.
  • Benefit from convenient parking facilities with ample space for your vehicles.
  • Utilize outdoor fire pits for cozy evenings under the stars.
  • Access well-maintained balconies or decks that provide stunning views of the surrounding area.

Top Attractions Around Williamsburg

What attractions are nearby?

Nearby, you can explore a variety of outdoor activities, cultural attractions, and local dining experiences that showcase the charm of this destination in Maryland’s scenic region.

image
image

Family Activities

  • Colonial Williamsburg: Immerse yourself in America’s history with interactive exhibits and historic reenactments right in the area, making it an educational outing for the whole family.
  • Busch Gardens Williamsburg: Experience thrilling rides and family-friendly attractions at this renowned theme park, offering entertainment for visitors of all ages.
  • Water Country USA: Cool off and enjoy a variety of water slides and lazy rivers at this popular water park, perfect for a fun-filled day during your stay here.
  • Jamestown Settlement: Discover the rich history of early American settlers through engaging living history museums and boats along the James River, ideal for a family adventure in the region.
image

Adult Activities

  • Historic District Tours: Explore the rich history of this area by taking guided or self-guided tours through the well-preserved historic sites, offering a deep dive into local heritage.
  • Indulge in exceptional local cuisine at renowned restaurants here, perfect for savoring regional flavors and enjoying upscale dining.
  • Wine Tasting Events: Visit nearby wineries and tasting rooms to enjoy select wines and learn about the region's winemaking tradition.
  • Golf Courses: Play a round on scenic golf courses that provide both relaxation and a chance to appreciate the area's natural beauty.

Williamsburg Travel Tips

How Can You Make the Most of Your Stay?

  • Plan Ahead for Local Events: Check the area's event calendar to optimize your stay around festivals, markets, or seasonal happenings that showcase Williamsburg’s community spirit.
  • Explore Nearby Outdoor Activities: Take advantage of the region’s natural scenery by booking outdoor adventures like hiking or boating, which highlight this destination's scenic beauty.
  • Choose a Strategic Location: Select your vacation rental in a central area to easily access the attractions and amenities that make this place unique.
  • Prioritize Comfort and Amenities: Look for homes with modern comforts and convenient features to enhance your relaxation during your time here in the region.

Transportation Options

  • Car Rentals: Renting a car gives you the flexibility to explore the scenic surroundings and nearby attractions at your own pace in this charming region.
  • Public Transit: Local bus services provide an affordable and convenient way to get around here, connecting you to key spots within the area without hassle.
  • Taxi and Rideshare Services: Taxis and rideshare options like Uber or Lyft are readily available, offering quick and reliable transportation throughout this destination.
  • Bicycle Rentals: Biking is an excellent way to enjoy the area's natural beauty and discover hidden gems at your leisure in this inviting locale.

Local Customs Options

  • Crab Feast Tradition: Participating in local crab feasts is a beloved custom here, showcasing the region's renowned blue crabs and community spirit.
  • Historic Celebrations: Engaging in annual heritage festivals allows you to experience the area's deep-rooted history and cultural pride firsthand.
  • Waterfront Festivals: Attending seasonal waterfront events provides an authentic glimpse into the maritime lifestyle that defines this destination.
  • Farmers' Market Visits: Visiting local farmers’ markets offers a chance to enjoy fresh produce and support regional artisans, reflecting the area's agricultural traditions.

Frequently Asked Questions About Williamsburg?

1. What are the top vacation rentals in Williamsburg?

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

2. How many vacation rentals have private pools in Williamsburg?

There are 37 vacation rentals with private pools near Williamsburg. Top-rated RBO homes that have access to a swimming pool include:

3. Which vacation homes in Williamsburg are best for families?

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

4. How many Rentbyowner vacation rentals are available in Williamsburg?

Currently, the total number of properties listed by Rent By Owner in 2025 is over 266 in the Williamsburg 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 Williamsburg. 

5. What is the cancellation policy for vacation rentals in Williamsburg, Maryland?

Cancellation policies vary by property listing, so you should review the specific terms on the rental's detail page or contact the owner directly to understand your options for refunds or changes.

6. How do I find available dates and book my stay in Williamsburg, Maryland?

You can check the availability calendar on each rental listing and proceed with booking through the platform, ensuring your desired dates are secured quickly and easily.

7. Are there any additional fees I should be aware of when booking a property here?

Additional fees such as cleaning, service charges, or taxes are typically listed during the booking process or detailed on the property page, so reviewing these before confirming your reservation is recommended.

8. Can I communicate directly with the property owner before booking?

Yes, most listings allow you to contact the owner or manager directly to ask questions, clarify details, or request special arrangements prior to completing your reservation.

9. What amenities are usually included in vacation rentals in this region?

Amenities vary between properties but often include essentials like Wi-Fi, kitchen facilities, and parking. For specific amenities, be sure to consult the individual listing details or ask the owner directly.