Williamsburg Holiday Rentals

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Holiday Rentals in Williamsburg

Beachfront Sunsets on the Water at Oakwood Beach

Salem
10.0 out of 10, Exceptional, (43)
"House was well maintained and very clean. Fantastic view."
United States
Paul P.
Beachfront Sunsets on the Water at Oakwood Beach

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

Perryville
10.0 out of 10, Exceptional, (20)
"Great location on the upper Chesapeake! Saw eagles and osprey every day from the property, and heard an eagle for the first time."
United States
JAMES W.
Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront

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

Wilmington
8.6 out of 10, Excellent, (12)
"Was in Wilmington to work a trade show at the Chase Center on the Riverfront. Everything was as described and the communications with the host were great. Only about a 12 minute drive to the venue and lots of restaurants within a 10 minute drive. It’s nothing fancy but for about the same price as a budget hotel room you get a kitchen, two comfy bedrooms and a living room. "
United States
Douglas R.
The price is AU$270
includes taxes & fees
16 Nov - 17 Nov
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Wilmington
2.0 out of 10, (2)
"The neighborhood was creepy. Mail was on the doorstep unopened, the owner never communicated the code to get in. I sent a text/email and never got a response. The neighbors were doing drugs. … some sort of sniffing, smoking?!? We felt totally unsafe and went to an Embassy Suites. I would expect a full refund and have contacted my credit card company to enter a complaint. I would never recommend this place to anyone !!!"
United States
marsha k.
The price is AU$194
includes taxes & fees
16 Nov - 17 Nov
Charming 2-bedroom house with WiFi, AC in marvelous Wilmington

Stylish Private Suite in the heart of Brandywine Valley

Wilmington
10.0 out of 10, Exceptional, (190)
" Very nicely decorated, plenty of space and great location can't wait to come back."
United States
Mark S.
The price is AU$309
includes taxes & fees
16 Nov - 17 Nov
Stylish Private Suite in the heart of Brandywine Valley

5-bedroom vacation home 5 minutes from historic Charlestown

Perryville
9.8 out of 10, Exceptional, (146)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
United States
Ashlee S.
The price is AU$931
includes taxes & fees
17 Nov - 18 Nov
5-bedroom vacation home 5 minutes from historic Charlestown

Charming 2-bedroom cabin close to Fair Hill on horse farm

Elkton
9.6 out of 10, Exceptional, (12)
"Good experience"
United States
Thomas Z.
Charming 2-bedroom cabin close to Fair Hill on horse farm

Waterfront house with amazing views. Top of the Chesapeake

Perryville
10.0 out of 10, Exceptional, (102)
"Great accommodation overall - would visit again! Calm, great view, perfect spot for a private getaway."
United States
Jörg
Waterfront house with amazing views. Top of the Chesapeake

Chesapeake Bay House with Dock & Private Beach

Elkton
10.0 out of 10, Exceptional, (177)
"Absolutely love this property! This is my family’s second stay here, we will definitely be coming back. Great hosts, clean house, wonderful location!"
United States
Katie H.
Chesapeake Bay House with Dock & Private Beach

*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Perryville
9.2 out of 10, Wonderful, (181)
"Perfect spot for a relaxing weekend on the water, even if the kids are playing in a sports tournament."
United States
Donald R.
*** NEWLY RENOVATED**** Escape to a Beautiful Getaway on the Chesapeake Bay

Historic Chesapeake City Stay

Chesapeake City
9.0 out of 10, Wonderful, (18)
"Perfect little place for 2. Quiet Very close to Schaefers. "
United States
Karen H.
The price is AU$431
includes taxes & fees
18 Nov - 19 Nov
Historic Chesapeake City Stay

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Earleville
9.8 out of 10, Exceptional, (59)
"Wonderful house in a welcoming, friendly community. "
United States
Benjamin A.
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Homey Retreat in Historic Kennett Square!!

Kennett Square
10.0 out of 10, Exceptional, (84)
"What a lovely place! We loved our stay. The place is so comfy and so beautiful! "
United States
joni b.
The price is AU$558
includes taxes & fees
17 Nov - 18 Nov
Homey Retreat in Historic Kennett Square!!

Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Elkton
9.8 out of 10, Exceptional, (14)
"It was a lovely home and we very much enjoyed our stay. Clean, comfortable beds and great location. "
United States
Deborah M.
Charming 2-bedroom cottage with BOAT SLIP, WiFi, and AC

Two-story condo in luxury townhouse. Free parking.

Downtown Wilmington
9.6 out of 10, Exceptional, (16)
"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 AU$557
includes taxes & fees
16 Nov - 17 Nov
Two-story condo in luxury townhouse. Free parking.

A Cool Place to Stay in Wilmington DE

Wilmington
The price is AU$240
includes taxes & fees
16 Nov - 17 Nov
A Cool Place to Stay in Wilmington DE

Tiny Home Tranquil Oasis

Bear
The price is AU$374
includes taxes & fees
15 Nov - 16 Nov
Tiny Home Tranquil Oasis

Summer Rustic Camping with AC and King Bed

Elkton
9.6 out of 10, Exceptional, (5)
"The dome and surrounding areas looks like it does in the photos, and using the compost toilet, shower, etc were pretty easy even for a camping novice like myself. The farm is beautiful and quiet. Good opportunities for birding too. I never saw or heard the gentlemen who live in the farmhouse, I only saw their cars come and go. I came here for rest and a connection to nature, and that’s what I got. I’d love to come back in the future! I think it would be even nicer later in the spring."
United States
Lady N.
The price is AU$251
includes taxes & fees
16 Nov - 17 Nov
Summer Rustic Camping with AC and King Bed

Luxury Condo + Free Garage Parking 402

Downtown Wilmington
The price is AU$320
includes taxes & fees
1 Dec - 2 Dec
Luxury Condo + Free Garage Parking 402

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

Elkton
8.0 out of 10, Very good, (9)
"Beautiful location in the middle of Elk Neck State Park. We slept comfortably and enjoyed our stay. Heads up for travelers (esp city folk!) with small children, don’t forget the tick repellent. We found one on our son who had played in the yard for a short time. "
United States
NEB 7.
The price is AU$435
includes taxes & fees
18 Nov - 19 Nov
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
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, 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 favourite 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 depend 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 AU$194 per night. Entering your travel dates in the search wizard might find you 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?

Chesapeake Bay House with Dock & Private Beach: This holiday home rental outside of Williamsburg is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 5 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. You and your friends and family can relax into your holiday with amenities such as a selection of games.

What’s there to see and do in Williamsburg?

While exploring the area, visit family-friendly sights like Frightland, 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.