Williamsburg Winter Rental

House
Map-icon
like-icon9.6
Exceptional
(4 Reviews)
2 Bedrooms 2 Baths 4 Guests 1400 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $569/Night 7 Nights - US $3,981
New
star-icons-4
Apartment
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 3 Baths 9 Guests 2949.31 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $309/Night 7 Nights - US $2,160
Hotel
Map-icon
like-icon9.0
Exceptional
(1129 Reviews)
1 Bath
  • Fireplace/Heating
    Fireplace/Heating
  • Pool
    Pool
More amenities
US $117/Night 7 Nights - US $822
Apartment
Map-icon
like-icon9.8
Exceptional
(40 Reviews)
1 Bedroom 1 Bath 2 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $84/Night 7 Nights - US $586
star-icons-4
Apartment
Map-icon
like-icon9.0
Exceptional
(1 Review)
3 Bedrooms 2 Baths 6 Guests 1646.88 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • View
    View
More amenities
US $500/Night 7 Nights - US $3,498
Apartment
Map-icon
like-icon10.0
Exceptional
(6 Reviews)
3 Bedrooms 2 Baths 6 Guests 1650 ft²
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $382/Night 7 Nights - US $2,671
New
Villa
Map-icon
1 Bedroom 2 Baths 6 Guests 2895.49 ft²
  • View
    View
  • Parking
    Parking
More amenities
US $315/Night 7 Nights - US $2,205
Apartment
Map-icon
like-icon10.0
Exceptional
(5 Reviews)
5 Bedrooms 2 Baths 12 Guests 4747 ft²
  • Private Pool
    Private Pool
  • Hot Tub
    Hot Tub
More amenities
US $783/Night 7 Nights - US $5,483
star-icons-3
Hotel
Map-icon
like-icon7.4
Very Good
(78 Reviews)
7 Baths 81.5 ft²
  • Oceanfront
    Oceanfront
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $162/Night 7 Nights - US $1,135
House
Map-icon
like-icon10.0
Exceptional
(2 Reviews)
3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Air Conditioner
    Air Conditioner
More amenities
US $2,629/Night 7 Nights - US $18,404
star-icons-3
Hotel
Map-icon
like-icon7.0
Very Good
(106 Reviews)
5 Baths 269.1 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $250/Night 7 Nights - US $1,750
House
Map-icon
like-icon10.0
Exceptional
(1 Review)
4 Bedrooms 2 Baths 8 Guests
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $650/Night 7 Nights - US $4,552

Discover & compare premier experiences around Wilmington

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 Winter Rental?

What makes our Winter Rental 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.

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

Williamsburg Winter Rental Frequently Asked Questions

1. What are the top Winter 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 Winter Rentals in Williamsburg:

2. How many Winter Rentals are available in Williamsburg?

Currently, the total number of properties listed by RBO in 2026 is over 28 in the Williamsburg area, and still counting. By aggregating listings from multiple websites, RBO offers an immense amount of choice of the best Winter Rentals in Williamsburg. 

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Map-icon
like-icon10.0
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5 Bedrooms 2 Baths 11 Guests
  • Hot Tub
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like-icon9.6
Exceptional
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3 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
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  • Balcony/Terrace
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More amenities
US $248/Night 7 Nights - US $1,737
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like-icon9.6
Exceptional
(4 Reviews)
1 Bedroom 1 Bath 6 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Balcony/Terrace
    Balcony/Terrace
More amenities
US $188/Night 7 Nights - US $1,313
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like-icon8.0
Excellent
(17 Reviews)
4 Bedrooms 3 Baths 8 Guests 3200 ft²
  • Hot Tub
    Hot Tub
  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $259/Night 7 Nights - US $1,810
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4 Bedrooms 1 Bath 8 Guests
  • Fireplace/Heating
    Fireplace/Heating
  • Kitchen
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More amenities
US $197/Night 7 Nights - US $1,381
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4 Bedrooms 3 Baths 31 Guests
  • Hot Tub
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  • Fireplace/Heating
    Fireplace/Heating
More amenities
US $125/Night 7 Nights - US $878
Condo
Map-icon
2 Bedrooms 2 Baths 6 Guests
  • Fireplace/Heating
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  • Pool
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More amenities
US $109/Night 7 Nights - US $761
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Map-icon
4 Bedrooms 3 Baths 8 Guests 2100 ft²
  • Kitchen
    Kitchen
  • Air Conditioner
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More amenities
US $670/Night 7 Nights - US $4,687
House
Map-icon
1 Bedroom 1 Bath 2 Guests 269 ft²
  • Pet Friendly
    Pet Friendly
  • Kitchen
    Kitchen
More amenities
US $388/Night 7 Nights - US $2,716