Williamsburg Holiday Rentals

    Plan, book, stay with confidence
    bex rewards loyalty icon
    Be picky
    Search almost a million properties worldwide
    payments icon
    Treat yourself
    Sign in to save 10% or more on thousands of hotels
    today icon
    Change your mind
    Book hotels with free cancellation

Holiday Rentals in Williamsburg

Oaxaca, a private room with private entrance
9.0 out of 10, Wonderful, 8 reviews
"Ms Laura is such a great hostess. The room is so comfy and clean. We hope to stay again.. :)"
The price is AU$176
includes taxes & fees
2 June - 3 June
Oaxaca, a private room with private entrance
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, 36 reviews
"Waterview cottage is comfortable and very clean. The accommodations look new and we had good sleep. The kitchen has most of the necessary equipment for meal preparation. A baking sheet pan is needed. WiFi and Roku TV was excellent. The primary bedroom bed was so tall/high my wife could not get in or out of it. That necessitated sleeping in the 2 twins. Plus, one of the twins was missing the top mini mattress. The view is mostly of the neighborhood street, nearby homes and their roofs and a small...
Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Historic Chesapeake City Stay
8.0 out of 10, Very good, 1 review
"The place overall is very simple and nice. The bed was a little uncomfortable And decided to not stay the extra night and come home and use my own bed. Overall, very clean very nice."
The price is AU$367
includes taxes & fees
2 June - 3 June
Historic Chesapeake City Stay
Save an average of 15% on thousands of hotels when you're signed in
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, 19 reviews
"Cozy & elegant ☀️ a clean bright space."
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Entire place with private parking
7.8 out of 10, Good, 6 reviews
"Overall great location, space and with secure parking."
The price is AU$228
includes taxes & fees
4 June - 5 June
Entire place with private parking
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, 87 reviews
"Very nice"
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
10.0 out of 10, Exceptional, 7 reviews
"We couldn't have had a more positive experience! The apartment was extremely well equipped with lots of little extras and spotlessly clean. Very comfortable. The neighborhood is very enjoyable, good restaurants, galleries, shops, and an awesome little ice cream place across the street. An easy drive to Longwood Gardens, Brandywine Museum and other interesting places. Our hosts were fabulous. One evening a smoke detector battery ran low and started beeping and they were here in minutes to replace...
The price is AU$527
includes taxes & fees
2 June - 3 June
Newly renovated in the heart of Kennett Square. 3 miles from Longwood Gardens
Private townhouse near downtown and state park
10.0 out of 10, Exceptional, 4 reviews
"Property was extremely clean!"
The price is AU$526
includes taxes & fees
12 June - 13 June
Private townhouse near downtown and state park
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
8.0 out of 10, Very good, 6 reviews
"Beautiful house! Large house with plenty of room for everyone! Great deck and basement area. Property Manager was accomodating and professional. Would definitely stay again!"
Spacious Single Family Home Near Water, Recreational Areas/Parks, and Shopping..
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
10.0 out of 10, Exceptional, 66 reviews
"We had a great get-away for a few days with our friends. The cabin was in a quiet neighborhood with amazing views. We especially enjoyed using the fire pit while sitting in the comfortable Adirondack chairs overlooking the Chesapeake Bay. The owners were friendly and great to work with. Highly recommend!"
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, 19 reviews
"The location was great for us because it was relatively close to Newark, DE and Philadelphia. Water views were great from so much of the house and owners had thought of every possible touch to make people feel at home. There were plenty of outlets, chargers, TVs, tables & chairs, hooks in bathrooms, nightlights, etc. The fridge was free of all sorts of open condiments that are probably supposed to be helpful for guests but that drive my husband crazy as they've taken up half the fridge in the...
Beachfront Sunsets on the Water at Oakwood Beach
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, 27 reviews
"This location was perfect for our stay during a bass tournament on the upper bay. boa parking was great and very secure compared to hotels. SAhelly was very accomadating"
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
9.6 out of 10, Exceptional, 154 reviews
"The property was beautiful and just as described. The property managers were quick to respond and very helpful. We truly enjoyed our stay."
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Historic home in the heart of Main Street- walkable to shops and restaurants
10.0 out of 10, Exceptional, 7 reviews
"Way to make us feel welcome. From the accommodations to the amenities this property is a vrbo treasure. The owners exceeded our expectations in every way."
Historic home in the heart of Main Street- walkable to shops and restaurants
Hidden Gem! - Downtown
2.0 out of 10, 1 review
"Small AC that would not cool the upstairs, where bedrooms are. Receptacles were hazardous. Check the street view on Google Maps."
Hidden Gem! - Downtown
Two-story condo in luxury townhouse. Free parking.
9.8 out of 10, Exceptional, 8 reviews
"The property was beautiful and the host was helpful"
The price is AU$572
includes taxes & fees
5 June - 6 June
Two-story condo in luxury townhouse. Free parking.
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
9.8 out of 10, Exceptional, 11 reviews
"We had a great time here. House is beautiful and was very peaceful to be right on the lake!"
Chesapeake Point | Waterfront w/ HOT TUB + Beach!
A cottage on the shore of the Delaware River
9.8 out of 10, Exceptional, 54 reviews
"Although weather was unsettled there was still much to do. Home clean and safe."
A cottage on the shore of the Delaware River
Gilpin Grand - Renovated space in Trolley Square
8.0 out of 10, Very good, 2 reviews
"Good price and location."
The price is AU$491
includes taxes & fees
6 June - 7 June
Gilpin Grand - Renovated space in Trolley Square
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, 89 reviews
"Our Family decided to take a last minute Spring Break trip and had a fantastic time. Matt was a great host and easy to communicate with. We were pleasantly surprised by all of the local dining options. Despite terrible weather that we experienced, we made the best of our trip and had a great time."
Waterfront house with amazing views. Top of the Chesapeake
Don't see what you're looking for?
See all available properties in Williamsburg
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.

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, 1,003 reviews
"I had a little stupid something happen in regards to my room (a self caused issue), that left me locked out of my room. The staff was nothing but understanding & even offered me a side room until the problem was resolved. Thanks so much for everything!"
The price is AU$183
includes taxes & fees
1 July - 2 July
Sonesta Select Newark Christiana Mall
Red Roof Inn & Suites Newark - University
2.0 star property
5.8 out of 10, 1,007 reviews
"Nice clean comfortable hotel"
The price is AU$123
includes taxes & fees
2 June - 3 June
Red Roof Inn & Suites Newark - University
Sheraton Suites Wilmington Downtown
3.5 star property
8.2 out of 10, Very good, 1,003 reviews
"Very clean, nice hotel. Not in the best area, would not feel safe walking outside "
The price is AU$232
includes taxes & fees
23 June - 24 June
Sheraton Suites Wilmington Downtown
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.

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 favourite 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 depend 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 AU$176 per night. Entering your travel dates in the search wizard might find you 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’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 Kirkwood Soccer Complex 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.

Recent reviews of Williamsburg properties
Expedia verified reviews