Holiday Rentals in Williamsburg

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Our top choices for Williamsburg holiday rentals

Cabin in Chesapeake City

Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (20 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is €243
includes taxes & fees
20 Mar - 21 Mar
Historic Chesapeake City Stay
8.8 out of 10, Excellent, (20 reviews)
"Host was very responsive when emailed through the app. We had a very nice stay. Would stay here again. "
United States
Vinny C.
The price is €154
includes taxes & fees
22 Mar - 23 Mar
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
10.0 out of 10, Exceptional, (40 reviews)
"Host cleaned my car off in a snow storm which was greatly appreciated. The cottage is so cute and cozy. We had a great time! "
United States
kelsi g.
The price is €380
includes taxes & fees
23 Mar - 24 Mar
Charming Carriage House in the Heart of Kennett
9.8 out of 10, Exceptional, (40 reviews)
"Perfect in every way… a great stay"
United States
Robert B.
The price is €100
includes taxes & fees
16 Apr - 17 Apr
Country Get Away Studio Apartment
10.0 out of 10, Exceptional, (196 reviews)
"Great time and friendly people "
United States
Karl
The price is €174
includes taxes & fees
20 Mar - 21 Mar
Stylish Private Suite in the heart of Brandywine Valley
10.0 out of 10, Exceptional, (39 reviews)
"This was one the most tastefully-decorated and thoughtfully-appointed VRBOs we’ve ever stayed. We loved all the extra touches and the location is perfect. We’re looking forward to staying there again! "
United States
Susan
The price is €306
includes taxes & fees
25 Mar - 26 Mar
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
9.8 out of 10, Exceptional, (8 reviews)
"Clean and comfortable. Very nice stay in the country!"
United States
Daniel B.
The price is €144
includes taxes & fees
20 Mar - 21 Mar
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Holiday Home in Kennett Square

Underground Railroad 4 Bedroom Farmhouse
9.8 out of 10, Exceptional, (26 reviews)
"Great location and charming farm house!"
United States
Oliver G.
The price is €247
includes taxes & fees
22 Mar - 23 Mar
Underground Railroad 4 Bedroom Farmhouse
9.6 out of 10, Exceptional, (21 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is €282
includes taxes & fees
25 Mar - 26 Mar
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
10.0 out of 10, Exceptional, (6 reviews)
"Loved the property and the decor. Very well done and luxurious!"
United States
Elisheva K.
Long Beach Cottage, (romantic couple’s getaway)
9.6 out of 10, Exceptional, (5 reviews)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
The price is €145
includes taxes & fees
21 Mar - 22 Mar
Summer Rustic Camping with AC and King Bed

Holiday Home in Kennett Square

Underground Railroad Barn
10.0 out of 10, Exceptional, (33 reviews)
"Great stay! The barn was adorable and perfect for our pups during our get away. "
United States
Katherine M.
The price is €252
includes taxes & fees
2 Apr - 3 Apr
Underground Railroad Barn
7.6 out of 10, Good, (10 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
The price is €138
includes taxes & fees
22 Mar - 23 Mar
Entire place with private parking
9.2 out of 10, Wonderful, (9 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is €257
includes taxes & fees
22 Mar - 23 Mar
Amazing Modern house with a full kitchen and parking

Holiday Home in Kennett Square

Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (97 reviews)
"One of the nicest properties we have stayed at. Fantastic amenities. Highly recommend!!"
United States
Stephen
The price is €315
includes taxes & fees
22 Mar - 23 Mar
Homey Retreat in Historic Kennett Square!!
The price is €178
includes taxes & fees
5 Apr - 6 Apr
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
9.6 out of 10, Exceptional, (18 reviews)
"This is a great place and super conveniently located. We loved all the amenities! Special shout out for the lovely towels! We would definitely stay here again!"
United States
Shelly S.
The price is €304
includes taxes & fees
24 Mar - 25 Mar
Two-story condo in luxury townhouse. Free parking.
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
The price is €256
includes taxes & fees
22 Mar - 23 Mar
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Apartment in Bear

Cozy loft above ink shop
9.8 out of 10, Exceptional, (8 reviews)
"Second time staying in as many weeks. Place is spot on for what we needed for our quick trips. Close to food and shopping as well as easy access to highways if needed."
United States
Jeffrey R.
The price is €111
includes taxes & fees
22 Mar - 23 Mar
Cozy loft above ink shop
Blue Lotus, Cozy LUXE Cottage, in walkable Kennett Square near Longwood Gardens
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

Find out more about Williamsburg

Everything you need to know about Williamsburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Williamsburg holiday rental for you. At Expedia, you can take your pick from private holiday homes, apartments, cottages, apart-hotels, cabins, villas... The list goes on, and on… and on!

There’s just as wide a choice of amenities, too. Maybe you’re dreaming of your own pool, long evenings in a hot tub, or watching the kids laugh through the day at a waterpark. Maybe you just want a quiet retreat in a pet-friendly apartment. Well, we can help you find it. Hunt out the perfect Williamsburg holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Williamsburg holiday rentals: An excellent choice for every season

Whenever you want to travel, a warm welcome awaits you in Williamsburg. If you’re looking for a little peace, consider booking during the quieter months, such as  . For more hustle and bustle, you may prefer to visit in . 

Prices vary throughout the year and depends on the property type. Your chosen location and amenities will impact the cost of your trip, too. A Williamsburg holiday rental often works out to be a fantastic, cost-effective option for groups and families visiting for a few nights or longer. And if a hotel room is just too small, get a holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Williamsburg holiday rentals we have selected for you start as low as €111 per night. Entering your travel dates in the search wizard you might find even better deals!

How to find incredible deals on Williamsburg rentals

At Expedia, we put the best Williamsburg holiday rentals in one place. All you need to do is take your pick. And as we offer book now, pay later options, as well as free cancellation on some properties, you can plan your trip with total peace of mind. You’ll always find a great deal with Expedia. 

To find some top Williamsburg rental deals, enter your travel dates, and sort your search results by price. You can also filter by budget, so you only see accommodation in your ballpark. Next, add any filters you want—and just like that, you’ve built your dream Williamsburg holiday.

If you’re looking for a little inspiration, browse our latest incredible offers, or use the map to view all accommodation in and around Williamsburg. And to unlock even more fantastic deals, bundle your accommodation, flights, and car rental together to save and book with Expedia in complete confidence. 

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 are some of the best holiday rentals that Williamsburg has to offer?

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington: This holiday home rental outside of Williamsburg offers a garden, a BBQ and air conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

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 New Castle 100 Archers 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.