Williamsburg Holiday Rentals

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Holiday Rentals in Williamsburg

Homey Retreat in Historic Kennett Square!!

10.0 out of 10, Exceptional, (61)
"The Homey Retreat was a beautiful space with everything we needed. Great location too!"
The price is AU$501
includes taxes & fees
18 Feb - 19 Feb
Homey Retreat in Historic Kennett Square!!

Cozy Farmhouse in Greenville, DE

10.0 out of 10, Exceptional, (15)
"Our family absolutely loved this rental. We holed up here right after the New Year, and it was absolutely perfect for 6 of us! It was spacious enough for all of us to find our own space, while also being designed in a way that provided plenty of options for us to gather and be together. Everything was easy to operate (like the roaring fireplace, which we loved!), and the kitchen/all the rooms were well stocked with all the creature comforts. We'd gladly stay here again, and hope we have the...
Cozy Farmhouse in Greenville, DE

Beachfront Sunsets on the Water at Oakwood Beach

10.0 out of 10, Exceptional, (31)
"We had a nice visit to this beautiful, waterfront home, and appreciated the host very much. The views from the beach were lovely. Unfortunately, we were woken several times overnight one night by ships’ foghorns as they passed by- every few hours. Even the white noise machines (a thoughtful touch) didn’t help. Not sure how to predict when the ships come through, but we slept soundly the second of our two nights there. The area is otherwise very quiet- we barely saw anyone else around. The...
Beachfront Sunsets on the Water at Oakwood Beach

5-bedroom vacation home 5 minutes from historic Charlestown

9.8 out of 10, Exceptional, (136)
"Can’t wait to come back during warmer weather. It was a perfect over night stay. "
The price is AU$1,040
includes taxes & fees
18 Feb - 19 Feb
5-bedroom vacation home 5 minutes from historic Charlestown

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

9.8 out of 10, Exceptional, (44)
"it being off season,very quiet. the people in the surrounding neighborhood were very friendly, we had a great time, ash and christine were awsome host. we will deffinately go back again!"
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay

Stunning waterfront villa with indoor pool and kids swing set and play area.

9.8 out of 10, Exceptional, (13)
"The house was beautiful. We enjoyed the pool. The kitchen was wonderful. We did wish we could warm up the house a little more. We loved that the house had so many bathrooms. The only improvement would be to state that there are 5 bedrooms with en-suites."
Stunning waterfront villa with indoor pool and kids swing set and play area.

Charming 1-bedroom apartment ,living room, Kitchen, Dining, Bathroom, Patio etc

2.0 star property
9.0 out of 10, Wonderful, (2)
"Clean, convenient and welcoming "
The price is AU$272
includes taxes & fees
24 Feb - 25 Feb
Charming 1-bedroom apartment ,living room, Kitchen, Dining, Bathroom, Patio etc

New Construction townhome close to everything downtown w/transparent pricing

9.8 out of 10, Exceptional, (15)
"Beautiful home. Lisa was so lovely to specially set up a room for my 86 year old mother! We would not hesitate to stay again!!"
The price is AU$297
includes taxes & fees
23 Feb - 24 Feb
New Construction townhome close to everything downtown w/transparent pricing

Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

10.0 out of 10, Exceptional, (78)
"We had a wonderful stay! Really enjoyed the eagles and osprey. The hot tub was amazing and the fire pit was nice to enjoy in the cold weather. All amenities were there that we needed, the location is great and the town is really cute. We will be back! "
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay

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

10.0 out of 10, Exceptional, (16)
"So impressed by our accommodations! No detail was left without thought. It was decorated so sweetly for the holiday and we were so comfortable. We were able to walk everywhere which we loved! Our host was responsive and thoughtful."
The price is AU$569
includes taxes & fees
18 Feb - 19 Feb
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens

Spacious North East Home w/ Fenced Yard & Fire Pit

10.0 out of 10, Exceptional, (7)
"Very clean house. Great rooms, would stay again "
Spacious North East Home w/ Fenced Yard & Fire Pit

Country Get Away 1 Bedroom Apartment

9.8 out of 10, Exceptional, (29)
"We were attending my niece's wedding. Our stay was located in the beautiful countryside yet quick access to places to eat. Our apartment was decorated so cute and for the season. Very, Very clean and I would stay again!"
The price is AU$178
includes taxes & fees
24 Feb - 25 Feb
Country Get Away 1 Bedroom Apartment

Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

9.8 out of 10, Exceptional, (34)
"Our family stayed here for 5 nights. The house was updated and beautiful! It was stocked with all of our basic needs and the owners quickly responded to any questions, as well as provided suggestions for local places to check out. We especially enjoyed hiking area trails, including the lighthouse, and walking and shopping in North East. It was an enjoyable and relaxing stay. Thank you for your hospitality!"
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio

Cozy on the Hill. Close to Riverfront, Brandywine park and great food

10.0 out of 10, Exceptional, (7)
"Nice place, exactly as described and well appointed. Appreciate the little touches! I was worried about on street parking with my SUV but had no problems finding a place on the short block of the house. Thank you for sharing your home with us!"
Cozy on the Hill. Close to Riverfront, Brandywine park and great food

3 Mi to Dtwn: Home w/ Yard in Newark

10.0 out of 10, Exceptional, (5)
"My family and I came back to Delaware for my father’s funeral. The house was very nice and had enough room for everyone. The price was great and the owner stayed in contact. We had no complaints!!"
3 Mi to Dtwn: Home w/ Yard in Newark

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

8.6 out of 10, Excellent, (10)
"The house had plenty of space and location was great!"
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..

Chesapeake City Quiet Overlook

10.0 out of 10, Exceptional, (13)
"This home was amazing. Nicely decorated for the holiday. Labels on kitchen cavinets. Host was easy to communicate with. Fast responses. doors made it easy to find things (huge kitchen). "
Chesapeake City Quiet Overlook

Clean Sanitized upscale suite. One or two beds. Private Bath

9.4 out of 10, Exceptional, (10)
"Had a great stay. Host was very communicative and check in was a breeze. There’s a main bedroom with a tv and couch mini fridge coffee maker and microwave, a bathroom and then a side room with a couch (with a pull out bed) and tv. My only criticism is that the second room is attached to a shared kitchen with only a curtain for separation. If it had been a lockable door on our end it would be a perfect stay. "
The price is AU$234
includes taxes & fees
18 Feb - 19 Feb
Clean Sanitized upscale suite. One or two beds. Private Bath

Charming 3-bedroom house with AC and WiFi in lovely Wilmington

Charming 3-bedroom house with AC and WiFi in lovely Wilmington

A cottage on the shore of the Delaware River

9.8 out of 10, Exceptional, (59)
"The coziest house we have ever stayed at ! The host went above and beyond to have everything we could need! Would definitely recommend ! "
A cottage on the shore of the Delaware River
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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Other types of properties in Williamsburg you may be interested in

Sonesta Select Newark Christiana Mall

3.0 star property
7.8 out of 10, Good, (1003)
"It was amazing as always the lady at the front desk is always amazing and very helpful .... coming from a stressful day at work .... she eases everything and gets me in a calm mood... as well as the guy with the beard at night .. professional and always is ready when u need them ... 100 star service"
The price is AU$157
includes taxes & fees
20 Feb - 21 Feb
Sonesta Select Newark Christiana Mall

Quality Inn

2.5 star property
4.8 out of 10, (1004)
"Clean and was safe nice people and building needed a little work."
The price is AU$98
includes taxes & fees
23 Feb - 24 Feb
Quality Inn

DoubleTree by Hilton Downtown Wilmington - Legal District

4.0 star property
7.4 out of 10, Good, (1003)
"Great stay, very quiet and very clean "
The price is AU$183
includes taxes & fees
22 Feb - 23 Feb
DoubleTree by Hilton Downtown Wilmington - Legal District
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.

Frequently asked questions

Can I find a holiday rental in Williamsburg?

Yes, there are holiday rentals close to the most popular sights in Williamsburg, or you can select a more secluded option if you're looking for a relaxing stay.

What are some of the best holiday rentals that Williamsburg has to offer?

Beachfront Sunsets on the Water at Oakwood Beach: This holiday home rental outside of Williamsburg is located on the beach, and has a fireplace, a patio and a BBQ to put you at ease in your new surroundings. It has 4 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. Kick off your shoes and enjoy yourself with a garden and 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 Lums Pond State Park. Glasgow Park and New Castle 100 Archers are a couple of places you'll find in the wider area.

What’s a holiday rental in Williamsburg like?

Holiday rentals are private properties where you can stay for a few weeks, or just a few days, in Williamsburg. Holiday rentals feature amenities like laundry facilities and kitchens so you'll have a home away from home. If you're concerned about a clean environment, holiday rentals can offer a sense of seclusion away from public hotel lifts and busy lobbies while still allowing you to travel. You'll also have more space in a holiday rental than in a traditional hotel, which is another reason why a holiday rental is an attractive option for family gatherings.