Williamsburg Vacation Rentals

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Our top choices for Williamsburg vacation rentals

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, (195)
"Great time and friendly people "
United States
Karl
$191 nightly
The price is $197
Dec 17 - Dec 18
Total with taxes and fees
Stylish Private Suite in the heart of Brandywine Valley

Country Get Away 1 Bedroom Apartment

Country Get Away 1 Bedroom Apartment
Elkton
9.8 out of 10, Exceptional, (40)
"Absolutely love the accommodations. First impression when entering room was so fresh and clean."
United States
Beverly M.
$105 nightly
The price is $111
Dec 29 - Dec 30
Total with taxes and fees
Country Get Away 1 Bedroom Apartment

Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens

Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (35)
"They had everything you may need there just in case and a great location. Beautiful place to stay!"
United States
William R.
$341 nightly
The price is $377
Jan 6 - Jan 7, 2026
Total with taxes and fees
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens

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
2.0 star property
Chesapeake City
9.4 out of 10, Exceptional, (3)
"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
$316 nightly
The price is $335
Dec 17 - Dec 18
Total with taxes and fees
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Amazing Modern house with a full kitchen and parking

Amazing Modern house with a full kitchen and parking
Smyrna
9.8 out of 10, Exceptional, (8)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
$348 nightly
The price is $356
Dec 17 - Dec 18
Total with taxes and fees
Amazing Modern house with a full kitchen and parking

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, (14)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
$169 nightly
The price is $173
Dec 17 - Dec 18
Total with taxes and fees
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

5-bedroom vacation home 5 minutes from historic Charlestown

5-bedroom vacation home 5 minutes from historic Charlestown
Perryville
9.8 out of 10, Exceptional, (146)
"Beautiful home right on the North East River. Comfortable and peaceful. We would definitely stay here again."
United States
Cara R.
$567 nightly
The price is $601
Dec 17 - Dec 18
Total with taxes and fees
5-bedroom vacation home 5 minutes from historic Charlestown

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (20)
"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.
$233 nightly
The price is $247
Dec 17 - Dec 18
Total with taxes and fees
Historic Chesapeake City Stay

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

The Gilpin Getaway | 2BR | Free Coffee | by RedAwning
2.0 star property
Trolley Square
8.0 out of 10, Very Good, (3)
"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.
$333 nightly
The price is $362
Dec 17 - Dec 18
Total with taxes and fees
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

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
2.0 star property
Elkton
9.8 out of 10, Exceptional, (7)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
$152 nightly
The price is $161
Dec 17 - Dec 18
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Two-story condo in luxury townhouse. Free parking.

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.
$344 nightly
The price is $354
Dec 17 - Dec 18
Total with taxes and fees
Two-story condo in luxury townhouse. Free parking.

Private townhouse near downtown and state park

Private townhouse near downtown and state park
Downtown Wilmington
9.4 out of 10, Exceptional, (12)
"Great little spot in a perfect location for us"
United States
j m.
$268 nightly
The price is $275
Dec 17 - Dec 18
Total with taxes and fees
Private townhouse near downtown and state park

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

Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck
Elkton
8.2 out of 10, Very Good, (12)
"Nice and quiet place to stay"
United States
Gary M.
$265 nightly
The price is $281
Dec 18 - Dec 19
Total with taxes and fees
Charming 3-bedroom house with WiFi, AC in peaceful Elk Neck

Homey Retreat in Historic Kennett Square!!

Homey Retreat in Historic Kennett Square!!
Kennett Square
10.0 out of 10, Exceptional, (85)
"One of the nicest properties we have stayed at. Fantastic amenities. Highly recommend!!"
United States
Stephen
$295 nightly
The price is $326
Jan 4 - Jan 5, 2026
Total with taxes and fees
Homey Retreat in Historic Kennett Square!!

The Historic Walton House by RPG

The Historic Walton House by RPG
Kennett Square
10.0 out of 10, Exceptional, (39)
"I couldn’t rate our stay any higher! The property, the location, the communication were all subperb. I would stay here again and again. "
United States
Tina S.
$632 nightly
The price is $698
Dec 17 - Dec 18
Total with taxes and fees
The Historic Walton House by RPG

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)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
$362 nightly
The price is $372
Dec 30 - Dec 31
Total with taxes and fees
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (29)
"What a charming place! Clean, convenient, and such cool decor. Loved the outdoor space!"
United States
Michelle H.
$284 nightly
The price is $322
Jan 1 - Jan 2, 2026
Total with taxes and fees
Underground Railroad Barn

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, (1)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$322 nightly
The price is $341
Dec 17 - Dec 18
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Welcome to the Mushroom Capital of the World!

Welcome to the Mushroom Capital of the World!
Kennett Square
10.0 out of 10, Exceptional, (11)
"Loved the property, had everything we needed and more.Plush towels, comfortable bed, wonderful environment filled with really cool art. "
United States
Valerie H.
$154 nightly
The price is $166
Dec 26 - Dec 27
Total with taxes and fees
Welcome to the Mushroom Capital of the World!

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (16)
"Our stay was perfect! We had a wonderful time with family celebrating our daughter's UD graduation."
United States
Heidi Z.
$397 nightly
The price is $439
Dec 17 - Dec 18
Total with taxes and fees
Thunder Hill Retreat - Spacious/Deck/Hot tub
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 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?

Stylish Private Suite in the heart of Brandywine Valley: This vacation home rental outside of Williamsburg offers a patio, a garden, and air-conditioning to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a fridge, a microwave, and kitchenware. You and your friends and family can relax into your vacation with amenities like a selection of games.

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 Dragon Run Park. Lums Pond State Park and Kirkwood Soccer Complex 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.