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Williamsburg Vacation Rentals

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Check prices for these dates

In two weeks
Sep 18 - Sep 20
In two months
Oct 30 - Nov 1
In three months
Nov 27 - Nov 29
In four months
Dec 25 - Dec 27

Our top choices for Williamsburg vacation rentals

Exterior

1. Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (48 reviews)
"Beautiful quiet country getaway. Setting, nature was great."
United States
JAMES V.
$105 nightly
The price is $111
Sep 15 - Sep 16
Total with taxes and fees
Country Get Away Studio Apartment
Marina

2. Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.2 out of 10, Wonderful, (29 reviews)
"The rental was perfect for what we needed. The bed and living room furniture were very comfortable and the kitchen well stocked. The host was quick to respond to questions I had. I will definitely see if this rental if available the next time I’m in the area."
United States
Martha J.
$263 nightly
The price is $279
Sep 7 - Sep 8
Total with taxes and fees
Historic Chesapeake City Stay
Terrace/patio

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
$225 nightly
The price is $234
Sep 7 - Sep 8
Total with taxes and fees
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.
$233 nightly
The price is $242
Sep 7 - Sep 8
Total with taxes and fees
Tiny Home Tranquil Oasis
Beach

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

Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Newark
$159 nightly
The price is $174
Oct 4 - Oct 5
Total with taxes and fees
Free Breakfast. Outdoor Pool. 10 Min from University of Delaware!
Exterior

6. 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.
$356 nightly
The price is $367
Oct 5 - Oct 6
Total with taxes and fees
Elegant Family Stay • Quiet Neighborhood • Comfort
2 bedrooms, iron/ironing board, WiFi (free), bed sheets

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

HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
Chesapeake City
10.0 out of 10, Exceptional, (2 reviews)
"A charming cottage with an amazing backyard overlooking the canal. Communication was exceptional."
United States
Deb D.
$322 nightly
The price is $342
Sep 9 - Sep 10
Total with taxes and fees
HISTORIC WATERFRONT 2 Bedrooms/4 beds in Chesapeake City with AC
Interior

8. 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
10.0 out of 10, Exceptional, (3 reviews)
"Great stay. Awesome owner. Nice restaurant right up the ramp. Would def recommend and do again if in the area!!!"
United States
Justin M.
$285 nightly
The price is $296
Sep 8 - Sep 9
Total with taxes and fees
Come stay on our 40 Viking yacht - two bedrooms with restaurant and biking trail
Coffee/tea maker, fridge, microwave, oven

9. 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)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
$347 nightly
The price is $367
Sep 29 - Sep 30
Total with taxes and fees
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes
Terrace/patio

10. 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.
$373 nightly
The price is $373
Sep 8 - Sep 9
Total with taxes and fees
Private Home + 3 Bed/1.5 Bath + 2MI - University of Delaware
Property grounds

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, (29 reviews)
"We love this townhouse, close to everything!"
United States
Judy P.
$182 nightly
The price is $187
Sep 8 - Sep 9
Total with taxes and fees
New Construction townhome close to everything downtown w/transparent pricing
Exterior

12. 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, (13 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
$152 nightly
The price is $161
Sep 7 - Sep 8
Total with taxes and fees
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill
TV, books, stereo

13. Cozy Pet Friendly House

Cozy Pet Friendly House
Wilmington
$180 nightly
The price is $186
Sep 8 - Sep 9
Total with taxes and fees
Cozy Pet Friendly House
Coffee/tea maker, fridge, microwave, oven

14. Cozy 1-bedroom apartment in Lincoln University

Cozy 1-bedroom apartment in Lincoln University
Lincoln University
10.0 out of 10, Exceptional, (1 review)
$171 nightly
The price is $189
Sep 7 - Sep 8
Total with taxes and fees
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.

15. 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, (211 reviews)
"Just perfect !"
United States
Cloudi
$193 nightly
The price is $198
Sep 7 - Sep 8
Total with taxes and fees
Private Suite w/sitting room in the heart of Brandywine Valley
Property grounds

16. 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.
$151 nightly
The price is $155
Sep 7 - Sep 8
Total with taxes and fees
Entire place with private parking
Exterior detail

17. Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Downtown Wilmington
9.0 out of 10, Wonderful, (2 reviews)
"There was leak from upstairs the day before but they had cleaned it all up except for a really sticky floor. Traffic was load but a great location. Tricky getting the garage pass with no parking in front. I recommend indications for pulling around the corner and running in for the parking pass."
United States
Jon N.
$168 nightly
The price is $173
Sep 7 - Sep 8
Total with taxes and fees
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Interior

18. Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (40 reviews)
"Very cool place! "
United States
Scott M.
$255 nightly
The price is $289
Sep 8 - Sep 9
Total with taxes and fees
Underground Railroad Barn
Microwave, oven, stovetop, dishwasher

19. Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.6 out of 10, Excellent, (22 reviews)
"Great location with character! Host was friendly and communicated well."
United States
Ross G.
$407 nightly
The price is $450
Sep 7 - Sep 8
Total with taxes and fees
Kennett Square, Near Longwood Gardens & Downtown
Beach

20. Perfect for Groups! | Pool + Gym + Free Breakfast

Perfect for Groups! | Pool + Gym + Free Breakfast
Newark
$247 nightly
The price is $271
Sep 27 - Sep 28
Total with taxes and fees
Perfect for Groups! | Pool + Gym + Free Breakfast
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

Super 8 by Wyndham Pennsville/Wilmington

Super 8 by Wyndham Pennsville/Wilmington

10/10 Excellent
"Room was very clean. Rooms have been updated. Staff were very friendly."
Catherine 1-night trip
Posted 5 hours ago
Super 8 by Wyndham Pennsville/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, 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 $198 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 Kirkwood Soccer Complex. Lums Pond State Park and Brookside Shopping Center 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.