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Williamsburg Rentals by Owner

Apartment
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2 Bedrooms 2 Baths 6 Guests 1005 ft²
  • Hot Tub
    Hot Tub
  • Spa
    Spa
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US $161/Night 7 Nights - US $1,127
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House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 3 Baths 6 Guests 1453.13 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Parking
    Parking
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US $425/Night 7 Nights - US $2,977
Cabin
Map-icon
like-icon9.0
Exceptional
(78 Reviews)
1 Bedroom 1 Bath
  • Pool
    Pool
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $97/Night 7 Nights - US $680
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
2 Bedrooms 1 Bath 4 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
    Kitchen
More amenities
US $161/Night 7 Nights - US $1,125
New
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 4 Baths 8 Guests 226.04 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $90/Night 7 Nights - US $630
House
Map-icon
like-icon9.8
Exceptional
(100 Reviews)
2 Bedrooms 1 Bath 4 Guests 1100 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Ocean View
    Ocean View
More amenities
US $177/Night 7 Nights - US $1,237
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Resort
Map-icon
like-icon9.1
Exceptional
(304 Reviews)
10 Baths 54 Guests 864.34 ft²
  • Private Pool
    Private Pool
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $148/Night 7 Nights - US $1,038
House
Map-icon
like-icon9.8
Exceptional
(23 Reviews)
1 Bedroom 1 Bath 4 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $164/Night 7 Nights - US $1,151
star-icons-4
House
Map-icon
like-icon9.0
Exceptional
(1 Review)
3 Bedrooms 3 Baths 10 Guests 2249.66 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $586/Night 7 Nights - US $4,099
Villa
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $232/Night 7 Nights - US $1,627
star-icons-4
Resort
Map-icon
like-icon8.9
Fabulous
(140 Reviews)
5 Baths 22 Guests 660.18 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $223/Night 7 Nights - US $1,562
House
Map-icon
like-icon9.4
Exceptional
(26 Reviews)
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $122/Night 7 Nights - US $857

Discover & compare premier experiences around Williamsburg

We understand the importance of quality and reliability in your travel experiences. That's why we've curated options from the most reputable tour and activity providers globally, ensuring you have access to top-tier adventures.

Why Choose Rent By Owner for your Williamsburg 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 Williamsburg

When should you plan your Rentals by Owner stay?

Timing your visit to Williamsburg ensures you experience the area at its most vibrant and enjoyable, making it essential to choose the right season for your vacation in this inviting destination.

Peak Season Highlights

spring
Spring (March to May)

During spring, this area experiences mild weather that makes exploring its historic charm particularly enjoyable. The pleasant temperatures attract travelers looking for a comfortable visit with blooming scenery enhancing your stay.

Average Temperature Daytime: 65°F to 75°F - Nighttime: 45°F to 55°F
autumn
Fall (September to November)

Autumn offers a picturesque setting with vibrant fall foliage, making it an ideal time to enjoy outdoor activities in the region. Cooler temperatures and an inviting atmosphere draw visitors seeking a cozy getaway.

Average Temperature Daytime: 60°F to 70°F - Nighttime: 40°F to 50°F

Off-Season Highlights

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Summer (June to August)

In summer, the region sees higher temperatures and increased humidity, but it also offers longer daylight hours perfect for outdoor exploration. This is a popular time for travelers preferring lively events and festive atmospheres.

Average Temperature Daytime: 80°F to 90°F - Nighttime: 60°F to 70°F
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Winter (December to February)

The winter months bring cooler temperatures, often making it a quieter time for visitors. It's an excellent season for those seeking a peaceful retreat and fewer crowds while still enjoying the area's historic ambiance.

Average Temperature Daytime: 40°F to 50°F - Nighttime: 25°F to 35°F

Weekly Weather Forecast for Williamsburg

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 seating areas such as patios or decks to relax and take in the fresh air.
  • Take advantage of private or community swimming pools available on the property grounds.
  • Make the most of well-maintained outdoor grilling stations or barbecue areas.
  • Explore lush landscaped gardens or yard spaces perfect for outdoor activities.
  • Utilize designated parking spaces suitable for outdoor convenience during your stay.
  • Capitalize on nearby walking trails or nature paths for outdoor recreation.
  • Benefit from outdoor recreational amenities like tennis courts, volleyball courts, or playgrounds, if available.
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Family Activities

  • Busch Gardens Williamsburg: Experience a day of thrilling rides, family-friendly entertainment, and live shows at this popular amusement park in the region.
  • Colonial Williamsburg: Step back in time by exploring historic buildings and engaging reenactments that bring the area's colonial history to life for the whole family.
  • Virginia Living Museum: Discover native wildlife, interactive exhibits, and outdoor trails that make for an educational and fun adventure during your stay.
  • Water Country USA: Cool off and enjoy numerous water slides, lazy rivers, and wave pools designed to keep families entertained all summer long in this destination hotspot.
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Adult Activities

  • Williamsburg Historic Area Tours: Explore the region’s rich history with guided or self-guided tours through historic sites that reveal the area's colonial past.
  • Virginia Beer Trail: Enjoy sampling local craft beers at renowned breweries scattered across this destination, making it a perfect activity for beer enthusiasts.
  • Golfing at Local Courses: Relax and unwind by playing a round of golf at some of the region's top-rated courses known for their scenic views and challenging layouts.
  • Shopping in Williamsburg Boutiques: Discover unique shops and boutiques offering handcrafted goods and souvenirs that capture the essence of this appealing destination.

Other Places to Stay in Williamsburg, VA

Busch Tennis Courts
College of William and Mary
Muscarelle Museum of Art
Ripley's Believe It or Not!
James City County
Colonial National Historical Park

Williamsburg Travel Tips

How Can You Make the Most of Your Stay?

  • Explore Local History: Take the time to visit historical sites and museums to gain a deeper understanding of this area's rich heritage.
  • Plan Your Activities: Use your rental’s proximity to popular attractions and events to maximize your sightseeing and entertainment options during your stay.
  • Choose Prime Locations: Opt for rentals in central spots or near key landmarks to enjoy easy access to all that this region has to offer.
  • Embrace the Local Cuisine: Discover nearby dining options to taste authentic regional flavors that enhance your overall experience here.

Transportation Options

  • Rental Car Services: Renting a car offers flexibility to explore Williamsburg and its surrounding historic sites at your own pace.
  • Public Transit: The area is served by bus routes that connect key attractions and accommodations, making it a convenient transportation option.
  • Taxi and Rideshare Services: Taxis and rideshare apps provide quick, reliable transport within the region for easy access to popular destinations.
  • Bicycle Rentals: Biking is an eco-friendly way to enjoy the scenic routes and historic districts in this destination, with rental shops available nearby.

Local Customs Options

  • Greetings and Politeness: In this historic region, courteous greetings and respectful interactions are highly valued and reflect the area's rich colonial heritage.
  • Respect for Historic Sites: When exploring local landmarks or participating in reenactments, it’s customary to show reverence for the preservation efforts that maintain this destination's historical significance.
  • Dress Code for Formal Events: Traditional attire is often appreciated during special ceremonies or cultural festivals, emphasizing the area's deep-rooted American history.
  • Local Craftsmanship and Souvenirs: Supporting artisans by purchasing handcrafted items aligns with the region’s appreciation for its colonial craftsmanship and helps preserve local traditions.

Williamsburg Rentals by Owner Frequently Asked Questions

2. How many Vacation Rentals are available in Williamsburg?

Currently, the total number of properties listed by RBO in 2026 is over 665 in the Williamsburg area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Vacation Rentals in Williamsburg. 

3. What is the cancellation policy for a rental by owner in Williamsburg, Virginia?

Cancellation policies vary depending on the individual listing. It is recommended to review the specific rental's cancellation terms on the listing page or contact the owner directly to understand any fees or restrictions before booking.

4. How do I ensure the rental property is available on my preferred dates in Williamsburg?

Availability is displayed on each rental listing. You can check the calendar for your desired dates and reach out to the owner if you have any questions or need confirmation about availability.

5. Are there any additional fees when booking a rental by owner in this area?

Additional fees such as cleaning, service charges, or taxes may be applicable. These details are typically outlined in the listing description, but it’s advisable to verify with the owner before finalizing your reservation.

6. What amenities and features can I expect from rentals here?

Amenities vary between properties but often include essentials like Wi-Fi, parking, and fully equipped kitchens. Carefully review the property listing for detailed information on what is included to ensure it meets your needs.

7. How do I contact the owner if I have questions during my stay in Williamsburg?

You can contact the owner through the messaging system provided on the booking platform. This ensures a reliable way to ask questions or request assistance related to your rental during your stay.

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Exceptional
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1 Bath 4 Guests 535 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $161/Night 7 Nights - US $1,126
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like-icon10.0
Exceptional
(1 Review)
1 Bath 4 Guests 545 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $139/Night 7 Nights - US $976
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like-icon10.0
Exceptional
(1 Review)
1 Bath 4 Guests 585 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $125/Night 7 Nights - US $876
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like-icon9.8
Exceptional
(18 Reviews)
1 Bath 4 Guests 902 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $156/Night 7 Nights - US $1,091
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Map-icon
like-icon9.6
Exceptional
(103 Reviews)
2 Baths 8 Guests 1242 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $167/Night 7 Nights - US $1,167
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like-icon9.6
Exceptional
(26 Reviews)
2 Baths 8 Guests 1238 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $219/Night 7 Nights - US $1,533