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Williamsburg Vacation Rentals

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Check prices for these dates

In two weeks
Nov 6 - Nov 8
In two months
Dec 18 - Dec 20
In three months
Jan 15 - Jan 17
In four months
Feb 12 - Feb 14

Our top choices for Williamsburg vacation rentals

A house with a paved walkway leading to the front door, surrounded by a landscaped garden with mulch and plants.

1. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (52 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
The price is CA $98
CA $156 total
includes taxes & fees
Nov 2 - Nov 3
Country Get Away Studio Apartment
A living room with a sofa, a coffee table, and a patterned rug. There is a window with curtains, a door, and a small table with chairs.

2. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (31 reviews)
"This is a great place, to feel comfortable. Exactly as advertised Just around the corner from Schaeffers."
United States
Janice H.
The price is CA $189
CA $441 total
includes taxes & fees
Oct 26 - Oct 27
Historic Chesapeake City Stay
A covered deck area with a grill and outdoor seating.

3. Nature's Haven Tiny Home

Nature's Haven Tiny Home
Bear
10.0 out of 10, Exceptional, (4 reviews)
"Great place to relax after a while on the go. Karin was very friendly and informative about places to see in the area. Everything was great "
United States
Maxwell
The price is CA $265
CA $326 total
includes taxes & fees
Oct 30 - Oct 31
Nature's Haven Tiny Home
Terrace/patio

4. Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (2 reviews)
"This was a stop over on our way to the beach- it was a convenient comfy space for our family."
United States
Erin C.
The price is CA $265
CA $372 total
includes taxes & fees
Oct 26 - Oct 27
Tiny Home Tranquil Oasis
A courtyard with wicker furniture, a fire pit, and a pool area.

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

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
The price is CA $206
CA $257 total
includes taxes & fees
Nov 8 - Nov 9
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
A wooden deck with outdoor furniture, a small shed, and a view of a body of water.

6. Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure

Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
Chesapeake City
9.4 out of 10, Exceptional, (6 reviews)
"Everything was as advertised. Property is not new, but everything was clean and well cared for. Evenings on the water were peaceful and relaxing. We enjoyed our stay and definitely intend to return."
United States
John
The price is CA $265
CA $491 total
includes taxes & fees
Oct 26 - Oct 27
Charming Water-Front Cottage Perfectly Suited for Rest, Relaxation, and Leisure
A boat interior with a white leather sofa, a cushioned bench, a television, and a view of the outside.

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

Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Bear
9.8 out of 10, Exceptional, (7 reviews)
"The host was great and easy to communicate with. It was a first time experience staying on a boat for my family and I and we really enjoyed it. Perfect for a few nights to visit family nearby."
United States
Jessica
The price is CA $350
CA $416 total
includes taxes & fees
Oct 26 - Oct 27
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
A covered outdoor seating area with a fire pit, wicker furniture, and a Netflix sign.

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

Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Newark
9.8 out of 10, Exceptional, (7 reviews)
"Enjoyed our stay."
United States
Erik H.
The price is CA $204
CA $505 total
includes taxes & fees
Oct 26 - Oct 27
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
A two-story residential building with a stone facade, a large front lawn, and a driveway.

9. Elegant Family Stay • Quiet Neighborhood • Comfort

Elegant Family Stay • Quiet Neighborhood • Comfort
New Castle
10.0 out of 10, Exceptional, (12 reviews)
"Beautiful well kept property with lots of room to relax."
United States
Daniel J.
The price is CA $353
CA $499 total
includes taxes & fees
Oct 26 - Oct 27
Elegant Family Stay • Quiet Neighborhood • Comfort
A modern kitchen with dark cabinets, a stainless steel refrigerator, and a wooden floor.

10. 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
9.8 out of 10, Exceptional, (6 reviews)
"Nothing fancy but extremely functional! House was clean, had what we needed in kitchen, beds were comfy. Would highly recommend!"
United States
Shana G.
The price is CA $236
CA $541 total
includes taxes & fees
Oct 27 - Oct 28
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
A living room with a large horse painting, two sofas, a coffee table, and a window with blinds.

11. 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, (30 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
The price is CA $160
CA $268 total
includes taxes & fees
Oct 25 - Oct 26
New Construction townhome close to everything downtown w/transparent pricing
A home theater room with a curved seating area, a large flat-screen TV, and a carpeted floor.

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

Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
New Castle
8.2 out of 10, Very good, (21 reviews)
"I’ve stayed in much better locations."
United States
Grant H.
The price is CA $265
CA $555 total
includes taxes & fees
Oct 26 - Oct 27
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
A living room with a black sofa, a round mirror, a dining table, and a kitchen area with a refrigerator.

13. Cozy, Comfortable, Pet Friendly Home with a fenced in private yard

Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
Wilmington
10.0 out of 10, Exceptional, (1 review)
"Spotless and so cozy. It was like coming home. Our host was communicative and kind. We’d love to come back."
United States
Chris D.
The price is CA $208
CA $262 total
includes taxes & fees
Oct 28 - Oct 29
Cozy, Comfortable, Pet Friendly Home with a fenced in private yard
A living room with a white sofa, a clock, a dining area with a table and chairs, and a kitchen in the background.

14. 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
10.0 out of 10, Exceptional, (15 reviews)
"It is in a lovely neighborhood and the hosts were very welcoming of us and my 2 dogs. We were all very comfortable."
United States
Barb
The price is CA $195
CA $254 total
includes taxes & fees
Oct 26 - Oct 27
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
A compact kitchen with white cabinets, a refrigerator, a microwave, a stove, and a window with blinds.

15. Entire place with private parking

Entire place with private parking
Hilltop
8.0 out of 10, Very good, (11 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
The price is CA $140
CA $223 total
includes taxes & fees
Oct 26 - Oct 27
Entire place with private parking
A modern kitchen with white cabinetry, a stainless steel range, a microwave, and a black chandelier.

16. Charming 3-bedroom, two-living room Victorian home in Historic New Castle

Charming 3-bedroom, two-living room Victorian home in Historic New Castle
Historical Old New Castle
The price is CA $403
CA $786 total
includes taxes & fees
Oct 26 - Oct 27
Charming 3-bedroom, two-living room Victorian home in Historic New Castle
A compact kitchen with dark cabinets, a stainless steel refrigerator, a microwave, and a stove.

17. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (2 reviews)
"My girlfriend and I were in town for a wedding and the VRBO was perfect. Great privacy, lovely decor, and comfortable bed. A full use kitchen was great to have. Cheech (the pig!!) was so friendly and the host even dropped off carrots for us to feed him. The host responded to every question in a timely manner and check in and check out were painless."
United States
Zachary Z.
The price is CA $196
CA $292 total
includes taxes & fees
Nov 3 - Nov 4
Cozy 1-bedroom apartment in Lincoln University
A river with a stone embankment and trees, a stone building with windows and a chimney, and a bridge in the background.

18. Private Suite w/sitting room in the heart of Brandywine Valley

Private Suite w/sitting room in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (215 reviews)
"An outstanding rental, we stayed six nights and loved the location. Had a lovely pond next door with walking/running path."
United States
Melissa
The price is CA $210
CA $313 total
includes taxes & fees
Nov 3 - Nov 4
Private Suite w/sitting room in the heart of Brandywine Valley
A modern kitchen with a central island, bar stools, wooden cabinets, and a large window.

19. Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
10.0 out of 10, Exceptional, (35 reviews)
"Comfortable, clean, thoughtfully stocked property. We would definitely stay again!"
United States
Amy Y.
The price is CA $139
CA $406 total
includes taxes & fees
Oct 29 - Oct 30
Underground Railroad 4 Bedroom Farmhouse
A modern living room with a sofa, coffee table, and a ceiling fan. A kitchen with white cabinets and stainless steel appliances is visible in the background.

20. The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly

The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
Pennsville Township
The price is CA $385
CA $1,004 total
includes taxes & fees
Nov 19 - Nov 20
The Penthouse Flat - 3bd/1ba, Laundry, Pet-Friendly
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

DoubleTree by Hilton Hotel Wilmington

DoubleTree by Hilton Hotel Wilmington

10/10 Excellent
"Good hotel"
Kristin 1-night trip
Posted 10 hours ago
DoubleTree by Hilton Hotel Wilmington

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, 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 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 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 vacation 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 vacation rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Williamsburg vacation rentals we have selected for you start as low as CA $156 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 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 Mansion House Paintball 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.