Williamsburg Vacation Rentals

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Our top choices for Williamsburg vacation rentals

9.8 out of 10, Exceptional, (40 reviews)
"Perfect in every way… a great stay"
United States
Robert B.
The price is CA $96
CA $152 total
includes taxes & fees
Mar 5 - Mar 6
Country Get Away 1 Bedroom Apartment
8.8 out of 10, Excellent, (20 reviews)
"Very quiet place with comfortable bed. Great overnight stay!"
United States
Rhonda Y.
The price is CA $136
CA $238 total
includes taxes & fees
Feb 26 - Feb 27
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
9.6 out of 10, Exceptional, (5 reviews)
"The owners were very attentive to our needs, and everything was exactly as advertised. We came up for a horse show in Maryland and the convenience to the grounds was exceptional, and everything was wonderful from the privacy to the beauty of the property."
United States
Rees L.
The price is CA $80
CA $192 total
includes taxes & fees
Feb 26 - Feb 27
Summer Rustic Camping with AC and King Bed
7.6 out of 10, Good, (10 reviews)
"great place very clean. Will stay again loved private parking "
United States
kennya J.
The price is CA $121
CA $201 total
includes taxes & fees
Feb 26 - Feb 27
Entire place with private parking
3.0 star property
The price is CA $147
CA $510 total
includes taxes & fees
Mar 11 - Mar 12
The Gilpin Getaway 2br Free Coffee 2 Bedroom Apts by RedAwning

Vacation Home in Kennett Square

Underground Railroad Barn
10.0 out of 10, Exceptional, (33 reviews)
"Great stay! The barn was adorable and perfect for our pups during our get away. "
United States
Katherine M.
The price is CA $136
CA $394 total
includes taxes & fees
Mar 1 - Mar 2
Underground Railroad Barn

Apartment in Bear

Cozy loft above ink shop
9.8 out of 10, Exceptional, (7 reviews)
"Second time staying in as many weeks. Place is spot on for what we needed for our quick trips. Close to food and shopping as well as easy access to highways if needed."
United States
Jeffrey R.
The price is CA $133
CA $167 total
includes taxes & fees
Feb 28 - Mar 1
Cozy loft above ink shop
The price is CA $112
CA $670 total
includes taxes & fees
Mar 1 - Mar 2
Heated Pool • Private Backyard • Home Theater

Vacation Home in Kennett Square

Underground Railroad 4 Bedroom Farmhouse
9.8 out of 10, Exceptional, (26 reviews)
"The house has been beautifully remodeled inside, with such attention to detail. It’s modern yet very comfortable and no detail has been overlooked.There is a bedroom on the third floor that’s like a suite. Private and quiet, be sure to claim that as yours.The house was immaculate. We will definitely stay again if we’re in the area."
United States
Nancy K.
The price is CA $136
CA $395 total
includes taxes & fees
Mar 1 - Mar 2
Underground Railroad 4 Bedroom Farmhouse
9.8 out of 10, Exceptional, (8 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is CA $164
CA $221 total
includes taxes & fees
Mar 5 - Mar 6
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Cabin in Chesapeake City

Historic Chesapeake City Stay
9.0 out of 10, Wonderful, (20 reviews)
"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.
The price is CA $148
CA $385 total
includes taxes & fees
Mar 1 - Mar 2
Historic Chesapeake City Stay
The price is CA $335
CA $418 total
includes taxes & fees
Feb 26 - Feb 27
Perfect for Groups! | Pool + Gym + Free Breakfast
9.2 out of 10, Wonderful, (9 reviews)
"The house is a beautiful place to stay. The location was ideal for going to attractions and stores. "
United States
Laurie S.
The price is CA $246
CA $486 total
includes taxes & fees
Mar 1 - Mar 2
Amazing Modern house with a full kitchen and parking
9.6 out of 10, Exceptional, (23 reviews)
"Property was spacious with open kitchen/living room area and 2 bedrooms with their own baths."
United States
Mark F.
The price is CA $164
CA $240 total
includes taxes & fees
Mar 1 - Mar 2
New Construction townhome close to everything downtown w/transparent pricing
3.0 star property
6.0 out of 10, (1 review)
"Be aware that there is on street parking that requires a permit from the city of Wilmington. Red Awni ng worked with me to resolve the issue but it took some time and a few texts to make it work.The on street parking placed me a block and half from the propery. No cost but need proof of renting the space. The GPS sent you down a one way street that does not bring by the front of the property. This was a problem finding the property after dark. No climate control of the rental unit. The bed was...
United States
Clifford
The price is CA $115
CA $398 total
includes taxes & fees
Mar 11 - Mar 12
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning
10.0 out of 10, Exceptional, (196 reviews)
"Great time and friendly people "
United States
Karl
The price is CA $178
CA $271 total
includes taxes & fees
Mar 16 - Mar 17
Stylish Private Suite in the heart of Brandywine Valley
6.0 out of 10, (1 review)
"I'll say up front that I should have looked closer at the listing. We were trying to be close to family. So, location sold us on it. Pros: This property is in a good location/quiet street. The unit itself was clean. The double bed was comfortable The communication/check-in/etc. were all ok. Cons: On-street parking is challenging. The property is in an old building and it shows. The unit has been painted, but it still felt very run-down. Common/Entry hallway smelled of tobacco ... "
United States
James S.
The price is CA $109
CA $398 total
includes taxes & fees
Mar 11 - Mar 12
Trolley Teacup Charming Cozy Studio by RedAwning
The price is CA $274
CA $430 total
includes taxes & fees
Feb 27 - Feb 28
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Apartment in Downtown Wilmington

Modern Downtown Haven + Free Garage Parking
4.0 out of 10, (1 review)
"Here is the note I sent to the owner after I left. It never received a response.-My stay in the unit was not what I had expected. Upon arriving 6 hours later than expected due to a delayed flight, I walked into the apartment to find it smelled horrible. Dirty water had been left in the bottom of the dishwasher (still is) and had started to grow fungus and mold. There was no dishwasher soap in the unit so I ran it on sanitize to do what I could to make the smell go away. I'm very grateful the...
United States
Troy D.
The price is CA $155
CA $327 total
includes taxes & fees
Feb 26 - Feb 27
Modern Downtown Haven + Free Garage Parking
The price is CA $345
CA $409 total
includes taxes & fees
Feb 28 - Mar 1
Elegant Family Stay • Quiet Neighborhood • Comfort
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

You always said you would go on a dream vacation someday. Now, someday is here. But you don’t just want to dip your toe into the trip of a lifetime, you want to cannon ball into the deep end. Go ahead, unplug and unwind in style. When you book one of our vacation rentals, the ordinary is in the rearview. Instead of sharing your vacation with hundreds of hotel guests, you get to take advantage of all the space at your private apartment or room. You also get to enjoy all the amenities of a private residence for a truly unique and memorable stay. Why don’t you take off your shoes and settle in for a while? Your vacation just got upgraded.

As much as you love your short-term rental, it’s always good to get out and explore to soak up . Live like a local: Eat regional food, cheer on the home team, and visit the best cultural attractions in town. No matter the season, there is always something going on in . Seeing all the best attractions is bound to make you fall in love with Williamsburg. Who knows, you may even be tempted to extend your vacation rental stay. There’s a reason home rentals are so popular here—after a long day of exploration, going back to your very own living room to stretch out is a dream come true.

It’s your escape so why share it? You deserve your own slice of paradise. Booking your vacation rental on Expedia is simple and safe. Just pick your dates to search for the perfect property and book securely. We let you contact the property owner directly to make any special arrangements. All that’s left to do is show up with bells on and have a memorable vacation. With all the amenities available in short-term rentals, that won’t be hard to do.

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?

5-bedroom vacation home 5 minutes from historic Charlestown: This vacation home rental outside of Williamsburg is located on a river and has a balcony, a garden, and a barbecue grill to put you at ease in your new surroundings. It has 5 bedrooms as well as a kitchen with a dishwasher, a fridge, and a stovetop, so you can cook with friends or family. Make the most of the selection of games in this rental home to help you unwind.

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 Kirkwood Soccer Complex. 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.