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Check prices for these dates

In two weeks
9 Jan - 11 Jan
In two months
20 Feb - 22 Feb
In three months
20 Mar - 22 Mar
In four months
17 Apr - 19 Apr

Our top choices for Williamsburg holiday rentals

Apartment, 2 Bedrooms | Private kitchen | Fridge, oven, coffee/tea maker
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

Apartment in Trolley Square

The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
3.0 star property
The price is 3.132.814 ₫
9.686.027 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning
Apartment, 1 Bedroom | Private kitchen | Fridge, coffee/tea maker
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

Apartment in Trolley Square

Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
3.0 star property
6.0 out of 10, (1)
"Be aware that there is on street parking that requires a permit from the city of Wilmington. Red Awni ng worked with me to resolve the issue but it took some time and a few texts to make it work.The on street parking placed me a block and half from the propery. No cost but need proof of renting the space. The GPS sent you down a one way street that does not bring by the front of the property. This was a problem finding the property after dark. No climate control of the rental unit. The bed was...
United States
Clifford
The price is 2.416.630 ₫
7.529.775 ₫ total
includes taxes & fees
31 Dec - 1 Jan 2026
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
Lowest nightly price found within the past 24 hours based on a 1 night stay for 2 adults. Prices and availability subject to change. Additional terms may apply.
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Top Williamsburg Hotel Reviews

Woodspring Suites Wilmington Riverfront

Woodspring Suites Wilmington Riverfront

10/10 Excellent
"Yes"
Garnell 1-night trip
Posted 3 days ago
Woodspring Suites Wilmington Riverfront

Frequently asked questions

Can I find a holiday rental in Williamsburg?

Yes, there are holiday rentals close to the most popular sights in Williamsburg, or you can select a more secluded option if you're looking for a relaxing stay.

What’s there to see and do in Williamsburg?

While exploring the area, visit family-friendly sights like Fred Rust Ice Arena, or get outside and enjoy nature at Kirkwood Soccer Complex. Lums Pond State Park and Chespeake & Delaware Branch Canal are a couple of places you'll find in the wider area.

What’s a holiday rental in Williamsburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Williamsburg. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.