Williamsburg Holiday Rentals from €355: Search Short-Term Rentals

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

Cottage on Cabin Creek : This holiday home rental outside of Williamsburg is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

Check Williamsburg holiday rental availability

Holiday Rentals in Williamsburg

"Super cute! We came in for a lax tournament. Perfect place to unwind."

"This was the most peaceful and perfect property. I felt like I was on vacation and able to relax! We would definitely return if we are in the area again."

"I highly recommend staying here for a cozy couples weekend. It was absolutely beautiful and quiet. The host was so nice and made us feel welcome. I can’t wait to stay here again."

includes taxes & fees

11 Dec - 12 Dec

"We enjoyed our time at the house very much. We went out to dinner only once and the rest of the time we ate in. We grilled two nights and made a roast one night. The views and the pool were more than you could imagine."

"The original home is unique and gorgeous and the additions, the sunroom facing sunrises and the lodge style master chef kitchen gave us plenty of room to spread out. The large lawn and driveway gave us plenty of areas to walk the dogs and the beach was a daily swim spot for the dogs. The pool was one of the nicest we have had yet. We love the places with nice pools facing the boats out on the water. We will be back again for sure"

"Stayed for three nights with a few friends with a focus on birding. The house is in a great location for "

includes taxes & fees

2 Dec - 3 Dec

"Owner canceled the day before with no notice"

"The Lighthouse cottage was super clean & comfortable, beautifully decorated and stocked with supplies, and located on a lovely block overlooking water l. As a bonus, it was walking distance from downtown’s many shops and restaurants. "

includes taxes & fees

16 Dec - 17 Dec

"We had a wonderful time overlooking the water and swimming in the refreshing pool while enjoying easy access to downtown Cambridge and Blackwater NW Refuge."

"The house was perfectly located, close to central Oxford and the riverfront, as well as close to Doc's Sunset Grill, which was nice! The bikes came in handy and were used frequently to explore the area. There were a couple of things that could help for another guest. One, more coffee cups. Also, it would be helpful to mention that the coffee maker is standard and not a Keurig type of coffee maker. We brought a lot of K-cups and couldn't use them and had to go out and buy regular coffee. Not...

"Thank you for a beautiful stay! Well appointed kitchen, comfortable beds and a pristine lot. "

"Awesome "

"We enjoyed the beautiful views, nature and clean comfortable house with all amenities. Will definitely book again on our next trip to Eastern shore."

"We stayed in this beautiful property for a weekend of bike riding in Cambridge. The place was very accurately described in the listing, very clean, nice bathrooms, and the kitchen was very well stocked. Great view of the river from the living room We even enjoyed the kayaks and a late Sept swim in the Choptank. "

"This was our third summer at Indian Fields. We love this property. The kids can safely ride their bikes and swim in the pool morning till dark. It was too windy for boat fishing, but we caught a lot of crabs right off the dock! This is an older house with lovely nooks and crannies where the kids play hide and seek. We really appreciated the charging ports on every nightstand. There’s also a new smoke detector but be warned…it is VERY sensitive. Always turn on the stove fan, even just to make a...

"Awesome place ! We had some family visit us there and everyone loved the place too. The toilet paper holder in the half bath needs to be reattached to the wall. Also … I noticed the drain pipe closest to the hot tub is separated at the top. "

"Private and quiet but very close to Easton and St Michels. Just the two of us (70 years old) and we liked it a lot. Can imagine it would be wonderful for a family of energetic kids."

"Only negative is the too small barn door for the bathroom. Studio works great for 2 people. Corporate owned. "

"The house interior was very nice. It was clean and comfortable. It was well supplied. Close to town and could walk if you wanted to. We would stay there again. Possibly on the porch the dead plants could be removed. However, the screened in porch was very nice to sit in."

"We were familiar with Woodwind from a previous stay and delighted to return to this restful spot to enjoy time with our family, friends and each other. The property is beautifully situated across the Tred Avon from Oxford and we enjoyed boating there for lunch or simply cruising around the local creeks. The house had everything we needed. I only wish we hadn't packed so much kitchenware because the kitchen was very well equipped for anything - right down to a garlic press! From sipping...

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Other types of properties in Williamsburg you may be interested in

Indoor pool, 2 outdoor pools, pool umbrellas, pool loungers

"Anniversary. Great time. Beautiful property "

includes taxes & fees

3 Dec - 4 Dec

"Food"

includes taxes & fees

10 Dec - 11 Dec

Premium bedding, desk, iron/ironing board, free cots/infant beds

"easy location"

includes taxes & fees

1 Dec - 2 Dec

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 €355 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.

Recent reviews of Williamsburg properties

5/5 Excellent

"Very comfortable rooms; staff was friendly and helpful; good breakfast."

A verified traveller stayed at Best Western Plus Easton Inn & Suites

Posted 2 days ago

5/5 Excellent

"Wonderful hotel with very friendly staff. Clean and conveniently located on Sussex highway. Easy access to local diners and shopping. My only issue is something out of the hotel's control: the lot right next to the hotel. It's mostly a pull off for temporary stops for trucks. Otherwise i love this hotel. "

A verified traveller stayed at Comfort Suites Seaford

Posted 2 days ago

5/5 Excellent

"Check in for this hotel is 4 pm. We arrived around 11:30 am to park the car, have lunch and see some of the town. Stopped at the front desk and they actually checked us in early!!! Room was small but clean. No fridge, and the heat is controlled by a central unit somewhere not by the thermostat in the room. Got a little chilly overnight and found that the temp was 66! "

A verified traveller stayed at The Tidewater Inn

Posted 9 days ago

Frequently asked questions

Can I find holiday rentals 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?

Cottage on Cabin Creek: This holiday home rental outside of Williamsburg is located on the waterfront, and has a balcony, a garden and a BBQ to put you at ease in your new surroundings. Kitchen amenities include a fridge, a stovetop and a microwave.

What can I see and do in Williamsburg?

While exploring the area, visit family-friendly sights like Ruark Boatworks, or get outside and enjoy nature at Kiwanis Park. Dorchester County Visitors Center and Choptank River Lighthouse are a couple of places you'll find in the wider area.

What are holiday rentals like in Williamsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Williamsburg. Holiday rentals offer amenities such as hot tubs, fire pits and patios so you'll have all the conveniences of home. If you're concerned about cleanliness, a holiday rental can provide a sense of privacy away from public hotel lifts and lobbies bustling with people while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is a great option for families.

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Holiday Rentals in Williamsburg

Check Williamsburg holiday rental availability

Holiday Rentals in Williamsburg

Swartzentruber Homestead. Cozy cabin on our 5th generation family farm!

Minutes from Downtown Easton and St. Michaels | Pool | 1st Floor Bedroom | Pet F

Cottage on Cabin Creek

Waterfront, Private Saltwater Pool & Dock, Near Cambridge, Sleeps 10, Kayaks

Amazing Waterfront Retreat On The Chesapeake Bay Private Pool Private Beach

Luxury on the river, steps to downtown &boat ramp!

Beautiful Peaceful Home

Cozy 2 Bedroom, 2.5 Bath across from Cambridge City Marina

Waterfront, cozy cottage with private pool on 27 acres

Downtown Oxford | Bikes | Pet Friendly

Spacious Trappe Getaway w/ Outdoor Pool & Gazebo!

Warwick Farms Waterfront Retreat! Solitude and relaxation on the Warwick River

Stylish Home on the Choptank River (with Tidal Beach)

Cambridge Beach Home on Choptank River w/ Pier!

Indian Fields - 25-Acre Nature Lovers retreat!

Modern Country Home with Pool and Game Room

Minutes from Downtown Easton and St. Michaels | Private Dock | Kayaks | Pet Frie

Modern Cambridge Cottage: Walk to Town, Waterfront

Downtown Oxford | Outdoor Dining | Character Filled

Woodwind Manor on the Tred Avon minutes to St Michaels and Easton.

Other types of properties in Williamsburg you may be interested in

Hyatt Regency Chesapeake Bay

Days Inn & Suites by Wyndham Seaford

Days Inn & Suites by Wyndham Cambridge

Find out more about Williamsburg

Recent reviews of Williamsburg properties

Best Western Plus Easton Inn & Suites

Comfort Suites Seaford

Hyatt Regency Chesapeake Bay

Hampton Inn Easton

Holiday Inn Express Cambridge, an IHG Hotel

Days Inn by Wyndham Easton

Holiday Inn Express Easton, an IHG Hotel

The Tidewater Inn

Comfort Inn & Suites Cambridge

Frequently asked questions