Williamsburg Holiday Rentals

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Our top choices for Williamsburg holiday rentals

Historic Chesapeake City Stay

Historic Chesapeake City Stay
Chesapeake City
9.0 out of 10, Wonderful, (21 reviews)
"Cleaned, beautifully decorated, not like a rental but more like a home!"
United States
Manjetjola P.
The price is NZ$464
includes taxes & fees
14 June - 15 June
Historic Chesapeake City Stay

Stylish Private Suite in the heart of Brandywine Valley

Stylish Private Suite in the heart of Brandywine Valley
Wilmington
10.0 out of 10, Exceptional, (204 reviews)
"Great time and friendly people "
United States
Karl
The price is NZ$362
includes taxes & fees
2 June - 3 June
Stylish Private Suite in the heart of Brandywine Valley

Country Get Away Studio Apartment

Country Get Away Studio Apartment
Elkton
9.8 out of 10, Exceptional, (43 reviews)
"Wonderful place and host, very peaceful and quiet with plenty of nature !!!"
United States
Daniel V.
The price is NZ$186
includes taxes & fees
8 June - 9 June
Country Get Away Studio Apartment

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.
Wilmington
8.4 out of 10, Very good, (22 reviews)
"Great stay place was very clean very welcoming "
United States
Destiny J.
The price is NZ$312
includes taxes & fees
2 June - 3 June
Hello, welcome to our COMFY 2 BEDROOM apartment located in Wilmington Delaware.

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
9.8 out of 10, Exceptional, (10 reviews)
"Great stay. Everything you need, quiet and clean. "
United States
Melissa J.
The price is NZ$269
includes taxes & fees
2 June - 3 June
Cozy studio in charming Elkton with AC and WiFi included. 3 miles from Fair Hill

Summer Rustic Camping with AC and King Bed

Summer Rustic Camping with AC and King Bed
Elkton
9.8 out of 10, Exceptional, (6 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 NZ$272
includes taxes & fees
2 June - 3 June
Summer Rustic Camping with AC and King Bed

New Construction townhome close to everything downtown w/transparent pricing

New Construction townhome close to everything downtown w/transparent pricing
Hilltop
9.8 out of 10, Exceptional, (27 reviews)
"This condo was in a great location and was very clean and nice. Easy access to the beach and local restaurants and shops. "
United States
Peter F.
The price is NZ$405
includes taxes & fees
3 June - 4 June
New Construction townhome close to everything downtown w/transparent pricing

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE
Newark
9.6 out of 10, Exceptional, (22 reviews)
"Very nice property, just right size for our needs. Great neighborhood. Kitchen very nice, check in easy."
United States
Lori W.
The price is NZ$545
includes taxes & fees
2 June - 3 June
Serene Townhome minutes away from Christiana Mall, DE Race Park and Univ. of DE

Underground Railroad 4 Bedroom Farmhouse

Underground Railroad 4 Bedroom Farmhouse
Kennett Square
9.8 out of 10, Exceptional, (29 reviews)
"Great location and charming farm house!"
United States
Oliver G.
Underground Railroad 4 Bedroom Farmhouse

Thunder Hill Retreat - Spacious/Deck/Hot tub

Thunder Hill Retreat - Spacious/Deck/Hot tub
Lincoln University
10.0 out of 10, Exceptional, (20 reviews)
"Everything was good. Had a great time."
United States
Todd H.
The price is NZ$853
includes taxes & fees
2 June - 3 June
Thunder Hill Retreat - Spacious/Deck/Hot tub

Kennett Square, Near Longwood Gardens & Downtown

Kennett Square, Near Longwood Gardens & Downtown
Kennett Square
8.4 out of 10, Very good, (19 reviews)
"Our host was very friendly and easy to communicate with! The house was super clean and had everything that we needed. The neighborhood is very nice. We visited Longwood Garden during our stay. It was spectacular! I highly recommend this property!"
United States
Sharon F.
The price is NZ$769
includes taxes & fees
7 June - 8 June
Kennett Square, Near Longwood Gardens & Downtown

Underground Railroad Barn

Underground Railroad Barn
Kennett Square
9.8 out of 10, Exceptional, (35 reviews)
"Loved the location and place was comfortable. Our dogs loved the fenced back yard."
United States
James C.
The price is NZ$530
includes taxes & fees
2 July - 3 July
Underground Railroad Barn

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
10.0 out of 10, Exceptional, (3 reviews)
"The house was clean and a nice place. The kitchen was nice. "
United States
Anthony C.
The price is NZ$566
includes taxes & fees
7 June - 8 June
Family-Friendly 4BR Home in Elkton - AC, High-Speed WiFi & Relaxing Vibes

Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens

Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens
Kennett Square
10.0 out of 10, Exceptional, (3 reviews)
"It was everything we hoped it would be"
United States
Carla H.
The price is NZ$529
includes taxes & fees
2 June - 3 June
Blue Lotus, LUXE Cottage, in walkable Kennett Square near Longwood Gardens

Two-story condo in luxury townhouse. Free parking.

Two-story condo in luxury townhouse. Free parking.
Downtown Wilmington
9.6 out of 10, Exceptional, (18 reviews)
"Comfortable place, wonderful amenities, and a gracious host. "
United States
Donald H.
The price is NZ$594
includes taxes & fees
2 June - 3 June
Two-story condo in luxury townhouse. Free parking.

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi
Pennsville Township
The price is NZ$513
includes taxes & fees
2 June - 3 June
Charming 3-bedroom house in wonderful Pennsville Township with AC, WiFi

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 NZ$392
includes taxes & fees
2 June - 3 June
Nature's Haven Tiny Home

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants
Downtown Wilmington
The price is NZ$289
includes taxes & fees
29 June - 30 June
Modern 1BR in Downtown Wilmington Near Riverwalk & Restaurants

Long Beach Cottage, (romantic couple’s getaway)

Long Beach Cottage, (romantic couple’s getaway)
Charlestown
10.0 out of 10, Exceptional, (6 reviews)
"Nice, quaint house, right on the water. Perfect for couples looking to relax. "
United States
Mike F.
The price is NZ$1,028
includes taxes & fees
23 June - 24 June
Long Beach Cottage, (romantic couple’s getaway)

Tiny Home Tranquil Oasis

Tiny Home Tranquil Oasis
Bear
10.0 out of 10, Exceptional, (1 review)
"This unit is located behind a mansion /b&b. Had what we needed, clean, easy to access and Karin was helpful."
United States
Megan M.
The price is NZ$402
includes taxes & fees
2 June - 3 June
Tiny Home Tranquil Oasis
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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Find out more about Williamsburg

Everything you need to know about Williamsburg holiday rentals

Whether you’re excited for the perfect family holiday, a romantic getaway for two, or the ultimate city break, we’ve got the Williamsburg holiday rental for you. At Expedia, you can take your pick from private holiday 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 holiday rental for you by simply entering your desired dates. Then check your favorite filters to narrow down your search. 

Williamsburg holiday 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 holiday 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 holiday rental with multiple bedrooms and shared living spaces to kick back in.  The selection of Williamsburg holiday rentals we have selected for you start as low as NZ$186 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 holiday 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 holiday.

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 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?

Sailor's Sunrise Cottage - Chesapeake Bay: This holiday home rental outside of Williamsburg is located on a lake, and has a fireplace, a garden and a BBQ 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 that you can cook with friends or family. Make the most of Access to hot tub 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 The Patriot Ice Center, 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 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.