Williamsburg Vacation Rentals

Start date: Check-in selected.
To Date
End date: Check-out
  • Change your mind

    Book hotels with free cancellation
  • Treat yourself

    Sign in to save 10% or more on thousands of hotels
  • Be picky

    Search almost a million properties worldwide

Check prices for these dates

In two weeks
In two months
In three months
In four months

Vacation Rentals in Williamsburg

Apartment in Elkton

9.8 out of 10, Exceptional, (40)
"Perfect in every way… a great stay"
United States
Robert B.
The price is ¥10,949
¥17,409 total
includes taxes & fees
Dec 1 - Dec 2
Country Get Away 1 Bedroom Apartment

Apartment in Wilmington

2.0 star property
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.
The price is ¥16,542
¥56,595 total
includes taxes & fees
Nov 25 - Nov 26
The Gilpin Getaway | 2BR | Free Coffee | by RedAwning

Cabin in Chesapeake City

9.0 out of 10, Wonderful, (18)
"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 ¥16,892
¥43,604 total
includes taxes & fees
Nov 25 - Nov 26
Historic Chesapeake City Stay

Apartment in Chesapeake City

2.0 star property
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
The price is ¥28,154
¥52,391 total
includes taxes & fees
Nov 25 - Nov 26
Cozy 2-bedroom apartment close to Canal Bike Trail in wonderful Chesapeake City

Vacation Home in Wilmington

10.0 out of 10, Exceptional, (191)
"The property was clean and comfortable."
United States
Angela
The price is ¥20,333
¥31,258 total
includes taxes & fees
Nov 25 - Nov 26
Stylish Private Suite in the heart of Brandywine Valley

Vacation Home in Kennett Square

9.8 out of 10, Exceptional, (28)
"Great property. Good for dogs, full fenced in yard. "
United States
David R.
The price is ¥19,551
¥50,001 total
includes taxes & fees
Nov 30 - Dec 1
Underground Railroad Barn

Apartment in Bear

9.6 out of 10, Exceptional, (4)
"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 ¥12,951
¥16,663 total
includes taxes & fees
Nov 30 - Dec 1
Cozy loft above ink shop

Vacation Home in Newark

9.8 out of 10, Exceptional, (19)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Apartment in Kennett Square

10.0 out of 10, Exceptional, (11)
"The room was clean and quiet and very convenient to our destination (Longwood Gardens)."
United States
Merritt B.
The price is ¥15,641
¥26,152 total
includes taxes & fees
Dec 3 - Dec 4
Welcome to the Mushroom Capital of the World!

Apartment in Elkton

2.0 star property
9.8 out of 10, Exceptional, (6)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is ¥18,769
¥25,201 total
includes taxes & fees
Nov 25 - Nov 26
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Apartment in Wilmington

3.0 star property
6.0 out of 10, (1)
"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 ¥13,231
¥43,417 total
includes taxes & fees
Dec 1 - Dec 2
Trolley Teacup Charming Cozy Studio 1 Bedroom Apts by RedAwning

Apartment in 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.
The price is ¥26,042
¥52,072 total
includes taxes & fees
Dec 2 - Dec 3
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens

Vacation Home in Wilmington

9.8 out of 10, Exceptional, (22)
"Very nice and clean. We do work on Fire Apparatus in the area and this will be my go to spot when in the area."
United States
Peter F.
The price is ¥22,382
¥31,992 total
includes taxes & fees
Dec 7 - Dec 8
New Construction townhome close to everything downtown w/transparent pricing

Vacation Home in Elkton

2.0 star property
The price is ¥12,356
¥18,071 total
includes taxes & fees
Nov 25 - Nov 26
Room #2 in Elkton, MD – Easy Access to I-95

Vacation Home in Elkton

9.6 out of 10, Exceptional, (5)
"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 ¥12,051
¥24,751 total
includes taxes & fees
Dec 7 - Dec 8
Summer Rustic Camping with AC and King Bed

Vacation Home in Middletown

2.0 star property
The price is ¥24,244
¥78,212 total
includes taxes & fees
Dec 2 - Dec 3
Heated Pool • Private Backyard • Home Theater

Vacation Home in 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.
The price is ¥28,154
¥55,541 total
includes taxes & fees
Nov 28 - Nov 29
Amazing Modern house with a full kitchen and parking

Cottage in Kennett Square

10.0 out of 10, Exceptional, (37)
"I love the open space and excellent kitchen. The location is walking distance to all Kennett Square has to offer. The host is kind and helpful."
United States
Laura D.
The price is ¥32,095
¥69,294 total
includes taxes & fees
Dec 3 - Dec 4
Charming Carriage House in the Heart of Kennett

Apartment in Downtown Wilmington

2.0 star property
The price is ¥19,426
¥32,031 total
includes taxes & fees
Nov 25 - Nov 26
Designer remodeled Apt~Close to hospitals & dining~Suited for short or long stay

Vacation Home in Kennett Square

10.0 out of 10, Exceptional, (38)
"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.
The price is ¥34,410
¥109,161 total
includes taxes & fees
Nov 25 - Nov 26
The Historic Walton House by RPG
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Williamsburg Hotel Reviews

Find out more about Williamsburg

Search for holiday rentals in Williamsburg on Expedia! You can easily find your home rentals, villas, holiday apartments in Williamsburg using one of the methods below:

  • View our selection of featured holiday rentals in Williamsburg
  • Use the map to find apartments and other holiday homes in the Williamsburg neighbourhood you prefer
  • Enter your travel dates to view the best deals on holiday rentals in Williamsburg while they last

Look no further and take a look at our great range of rental properties in Williamsburg!

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?

Upper Chesapeake Bay 5 bedroom, 3 bath, Hot Tub, Waterfront: This vacation home rental outside of Williamsburg is located on a river and has a patio, 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. You can relax into your vacation 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.