Holiday Rentals in Williamsburg

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Our top choices for Williamsburg holiday rentals

Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment
Elkton
9.8 out of 10, Exceptional, (40 reviews)
"The accommodation description is good; the actual accommodations are great, better than expected, truly a quiet country getaway with many unexpected extras. Deciding to stay here was great decision. It's done right."
United States
John L.
The price is €98
includes taxes & fees
9 Feb - 10 Feb
Country Get Away 1 Bedroom Apartment

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Wilmington
8.8 out of 10, Excellent, (19 reviews)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
The price is €158
includes taxes & fees
15 Feb - 16 Feb
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (196 reviews)
"Great time and friendly people "
United States
Karl
The price is €170
includes taxes & fees
1 Feb - 2 Feb
Stylish Private Suite in the heart of Brandywine Valley

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
Trolley Square
8.0 out of 10, Very good, (3 reviews)
"This unit is very much as depicted in photos on VRBO site. The neighborhood is interesting and feels safe, and the unit itself is very authentic to residential multi units built, I'm guessing, about 100 years ago. We recommend this place. "
United States
Thomas D.
The price is €322
includes taxes & fees
3 Mar - 4 Mar
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

Entire place with private parking

Entire place with private parking
Hilltop
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 €128
includes taxes & fees
2 Feb - 3 Feb
Entire place with private parking

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20 reviews)
"This place was very cute and clean, also convenient to Shaefers Marina. It was a perfect place for us to spend a weekend on the bay. "
United States
Benay N.
The price is €237
includes taxes & fees
1 Feb - 2 Feb
Historic Chesapeake City Stay

New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.6 out of 10, Exceptional, (23 reviews)
"This home was perfect! It was beautifully maintained, large rooms and equipped with everything needed during our our stay. Lisa was responsive, attentive and available for all of our questions and requests. We would definitely return to this property if we are in the Wilmington area. "
United States
Lori A.
The price is €150
includes taxes & fees
3 Feb - 4 Feb
New Construction townhome close to everything downtown w/transparent pricing

Trolley Teacup Charming Cozy Studio by RedAwning

Trolley Teacup Charming Cozy Studio by RedAwning
Trolley Square
6.0 out of 10, (1 review)
"I'll say up front that I should have looked closer at the listing. We were trying to be close to family. So, location sold us on it. Pros: This property is in a good location/quiet street. The unit itself was clean. The double bed was comfortable The communication/check-in/etc. were all ok. Cons: On-street parking is challenging. The property is in an old building and it shows. The unit has been painted, but it still felt very run-down. Common/Entry hallway smelled of tobacco ... "
United States
James S.
The price is €248
includes taxes & fees
1 Feb - 2 Feb
Trolley Teacup Charming Cozy Studio by RedAwning

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
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 €293
includes taxes & fees
8 Feb - 9 Feb
Amazing Modern house with a full kitchen and parking

Cozy loft above ink shop

Cozy loft above ink shop
Bear
9.8 out of 10, Exceptional, (7 reviews)
"Cozy little place to stay that was fully stocked for a fair price compared to others in the area. Plenty of parking and quiet even with the tattoo shop below. The only thing that I would like to have had is a light on the front porch but I used my flashlight on my phone so it wasn’t too bad. I would definitely stay again."
United States
Krystle M.
Cozy loft above ink shop

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
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 €136
includes taxes & fees
3 Feb - 4 Feb
Summer Rustic Camping with AC and King Bed

Heated Pool • Private Backyard • Home Theater

Heated Pool • Private Backyard • Home Theater
Middletown
The price is €400
includes taxes & fees
2 Feb - 3 Feb
Heated Pool • Private Backyard • Home Theater

Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
9.8 out of 10, Exceptional, (26 reviews)
"Very nice and clean! "
United States
Virginie M.
The price is €246
includes taxes & fees
1 Feb - 2 Feb
Underground Railroad 4 Bedroom Farmhouse

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
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 €276
includes taxes & fees
11 Feb - 12 Feb
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Elkton
10.0 out of 10, Exceptional, (2 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is €293
includes taxes & fees
1 Feb - 2 Feb
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
Elkton
9.8 out of 10, Exceptional, (8 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City
Chesapeake City
9.4 out of 10, Exceptional, (3 reviews)
"House clean ac work great on hot weekends. Great bike path near by and nice restaurants by and the river was great on bike . Not to far from Dover for race I would stay again "
United States
Wayne
The price is €269
includes taxes & fees
2 Mar - 3 Mar
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.6 out of 10, Excellent, (14 reviews)
"Nice and quiet place to stay"
United States
Gary M.
The price is €243
includes taxes & fees
8 Feb - 9 Feb
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (19 reviews)
"Grat time"
United States
Wanda B.
The price is €373
includes taxes & fees
2 Feb - 3 Feb
Thunder Hill Retreat - Spacious/Deck/Hot tub

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
10.0 out of 10, Exceptional, (33 reviews)
"Clean and welcoming. We enjoyed the open design and especially the back patio."
United States
Lauren S.
The price is €272
includes taxes & fees
7 Feb - 8 Feb
Underground Railroad Barn
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 €108 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.