Williamsburg Vacation Rentals from $111: Search Short-Term Rentals

Q: What's the top vacation rental that Williamsburg has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay : This vacation home rental outside of Williamsburg is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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Our top choices for Williamsburg vacation rentals

1. Nature's Haven Tiny Home

Bear

Maxwell

$225 nightly

Sep 20 - Sep 21

Total with taxes and fees

2. Historic Chesapeake City Stay

Chesapeake City

Martha J.

$253 nightly

Sep 23 - Sep 24

Total with taxes and fees

3. Tiny Home Tranquil Oasis

Bear

Erin C.

$233 nightly

Sep 20 - Sep 21

Total with taxes and fees

4. Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

New Castle

Grant H.

$456 nightly

Sep 27 - Sep 28

Total with taxes and fees

5. Country Get Away Studio Apartment

Elkton

JAMES V.

$105 nightly

Sep 28 - Sep 29

Total with taxes and fees

6. Elegant Family Stay • Quiet Neighborhood • Comfort

New Castle

Daniel J.

$349 nightly

Oct 19 - Oct 20

Total with taxes and fees

2 bedrooms, iron/ironing board, WiFi (free), bed sheets

7. HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

Chesapeake City

Deb D.

$275 nightly

Sep 30 - Oct 1

Total with taxes and fees

8. Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

Newark

$159 nightly

Oct 11 - Oct 12

Total with taxes and fees

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Top Williamsburg Hotel Reviews

DoubleTree by Hilton Downtown Wilmington - Legal District

8/10 Good

"Well, it is good place to close the downtown street just 1 block and about 4 or 5 blocks walking to Amtrak Station! It is okay with Wilmington see-sighting and an hour drive to capital (Dover) see-sighting was cooler!"

Best Western Plus Newark/Christiana Inn

8/10 Good

"Nice hotel. Beautiful pool and spa. We got in late so didn’t get to use the pool. Was awakened at 5 in the morning to equate as the hotel was flooded. A water main break! We waited outside for an hour. Everyone started to leave.’no one told us anything. We drove to our next destination in a pouring rainstorm."

DoubleTree by Hilton Hotel Wilmington

8/10 Good

"Upon check-in we were welcomed by Corey who was professional and courteous. There was an issue with the main corridor was extremely hot as if no ac was on. I came down to the front desk and a manager who I believe was Mr. Brown took care of it immediately. Upon checking out the woman at the front desk (don’t recall her name) was also very nice, professional and eager to assist. All staff was professional and courteous except the woman bartender who had more interest with her phone than she did with assisting customers. I waited and watched her and a man discuss something about her phone for over 15 mins while I waited to order a drink. When she finally did approach me, she was not friendly and showed no customer service. Room was fine, bed was comfortable, but attention to details in the bathroom are needed. Wallpaper peeling and nicks on the wall under the left side of the sink and can be seen while using the toilet. Due to hotel being so busy and noisy due to a catered event (wedding I think) and main door didn’t work. Overall hotel condition is 3, but all of the staff (except bartender) is a 5 which brought the rating up to a 4."

Find out more about Williamsburg

Everything you need to know about Williamsburg vacation rentals

Whether you’re excited for the perfect family vacation, a romantic getaway for two, or the ultimate city break, we’ve got the Williamsburg vacation rental for you. At Expedia, you can take your pick from private vacation homes, apartments, condos, resorts, cabins, villas, motels. 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 vacation rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search.

Williamsburg vacation 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 low season months. For more hustle and bustle, you may prefer to visit Williamsburg in high season.

Prices vary throughout the year. Your chosen location, property type, and amenities will impact the cost of your trip, too. The selection of properties we have chosen for you start as low as $111 per night. Rates vary depending on your travel dates, location, and amenities so make a search and you might find even better deals!

How to find incredible deals on Williamsburg rentals

At Expedia, we put the best Williamsburg vacation 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 vacation.

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 vacation rental in Williamsburg?

Yes, we have vacation rentals close to top points of interest in Williamsburg, or you can go with a secluded option if you'd like a relaxing place to stay.

What's the top vacation rental that Williamsburg has to offer?

Sailor's Sunrise Cottage - Chesapeake Bay: This vacation home rental outside of Williamsburg is located on a lake and has a fireplace, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 3 bedrooms as well as a kitchen with a fridge, a stovetop, and a microwave, so you can cook with friends or family. Kick off your shoes and enjoy yourself with a selection of games and a hot tub.

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 Dragon Run Park. Lums Pond State Park and New Castle 100 Archers are a couple of places you'll find in the larger area.

What’s a vacation rental in Williamsburg like?

Vacation rentals are private properties where you can stay for a long or short time in Williamsburg. Vacation rentals feature amenities such as patios, hot tubs, and fire pits so you'll have everything you want. If you're concerned about cleanliness, a vacation rental can provide a sense of security away from public hotel elevators and busy concierge desks while still allowing you the enjoyment of travel. You'll also have more space in a vacation rental than in a traditional hotel, which is another reason why a vacation rental is a great choice for families.

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Check prices for these dates

Our top choices for Williamsburg vacation rentals

1. Nature's Haven Tiny Home

2. Historic Chesapeake City Stay

3. Tiny Home Tranquil Oasis

4. Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

5. Country Get Away Studio Apartment

6. Elegant Family Stay • Quiet Neighborhood • Comfort

7. HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC

8. Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!

9. Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail

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

11. Cozy Comfy Pet Friendly House in a Quiet Neighborhood

12. Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware

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

14. New Construction townhome close to everything downtown w/transparent pricing

15. Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Find vacation rentals that suit your style

Top Williamsburg Hotel Reviews

DoubleTree by Hilton Downtown Wilmington - Legal District

Sonesta Select Newark Christiana Mall

Best Western Plus Newark/Christiana Inn

Embassy Suites by Hilton Newark Wilmington South

Woodspring Suites Wilmington Riverfront

DoubleTree by Hilton Hotel Wilmington

SureStay Plus Hotel by Best Western Brandywine Valley

Find out more about Williamsburg

Frequently asked questions

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