Holiday Rentals in Williamsburg

    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

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"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
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
10.0 out of 10, Exceptional, (20)
"Thoroughly enjoyed our stay! Betty is such a great host. Beautiful area...GREAT sunsets and close to the beach! Very comfortable weekend stay! Also close to some great wineries and Alpaca farms!"
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
9.8 out of 10, Exceptional, (89)
"Myself, mom, sister, and friend came down for the weekend to participate in the Mammoth March held at the Fair Hill Park. The house was nice and close, clean, and comfortable."
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Waterfront house with amazing views. Top of the Chesapeake
10.0 out of 10, Exceptional, (89)
"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."
The price is €695
includes taxes & fees
23 Jun - 24 Jun
Waterfront house with amazing views. Top of the Chesapeake
Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (45)
"My friends and I stayed here for a girl's weekend. It was really a perfect stay. The location is great for walking to shops and restaurants. The house is so cute and beautifully decorated. There were so many little details that made us feel we were somewhere special--the kitchen had coffee, tea, and snacks set out for us. The bathroom had nice toiletries and we had plenty of towels for our group of five. The backyard patio looked very cozy and is set up for relaxing in privacy. We loved it!"
The price is €322
includes taxes & fees
8 Jul - 9 Jul
Homey Retreat in Historic Kennett Square!!
Chesapeake City Overlook: Breathtaking View!
10.0 out of 10, Exceptional, (5)
"Lovely home and hostess! Very clean and responsive. Beautiful water views. Excellent vacation home"
Chesapeake City Overlook: Breathtaking View!
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (19)
"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
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
9.8 out of 10, Exceptional, (36)
"House was very clean and in an excellent location. However the grounds were in need of weeding to the point that the advertised upper bay view was blocked or partially blocked from many areas. Host was prompt in responding when I reached out."
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (126)
"This house setting was a little slice of paradise. We saw a beaver swimming, blue herons, eagles, ducks in the water and yard. Would definitely come back again."
The price is €624
includes taxes & fees
20 Jun - 21 Jun
Top of the Chesapeake - Minutes from Historic Charlestown
Super cute 3 bedroom remodeled townhouse near downtown Wilmington
9.6 out of 10, Exceptional, (8)
"Easy access to the location. Quiet property. Loved my kids had their own space. "
Super cute 3 bedroom remodeled townhouse near downtown Wilmington
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
9.8 out of 10, Exceptional, (28)
"Pretty house with plenty of room. Easy check in and out."
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, (155)
"This River property is a little bit of Paradise away from home! It is everything and more as advertised! My husband and I leased the property for 5 nights for a family reunion, ages 1 to 89 years old! My family of 5, my Mom, Dad and Grandmother, my brothers family of 4 and my nieces family of 3. The house was big enough for all of us to be together or everyone could have their own space. We enjoyed the pool, the hot tub, the playground and the sunsets across the river were amazing. My...
Riverfront Retreat: Panoramic water views with Hot Tub. Sleeps 16.
Entire place with private parking
7.8 out of 10, Good, (6)
"Overall great location, space and with secure parking."
The price is €151
includes taxes & fees
24 Jun - 25 Jun
Entire place with private parking
Historic home in the heart of Main Street- walkable to shops and restaurants
10.0 out of 10, Exceptional, (8)
"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)
"Small AC that would not cool the upstairs, where bedrooms are. Receptacles were hazardous. Check the street view on Google Maps."
Hidden Gem! - Downtown
Thunder Hill Retreat - Peaceful - sleeps 12
10.0 out of 10, Exceptional, (5)
"We had a five sibling reunion--the youngest was 78. We made extensive use of the Keurig single cup coffee maker and the four recliner chairs. The front door handle was broken, but it was promptly fixed while we went to dinner. The guest book with information regarding the area was missing so we used Google and recommendations from people we interacted with. All communication was through VRBO because we weren't given a direct phone number. The location is very beautiful and rural with Amish farms...
The price is €501
includes taxes & fees
20 Jun - 21 Jun
Thunder Hill Retreat - Peaceful - sleeps 12
Wilmington Comfort 4 Min to Riverfront fenced yard
9.4 out of 10, Exceptional, (15)
"The house is an older home but very clean and pleasant. Property manager was informative and sent messages through every step of the process which was great. I'm familiar with the location and it's great for those who don't mind a little city atmosphere. Thank you so much for a pleasant stay."
Wilmington Comfort 4 Min to Riverfront fenced yard
Private townhouse near downtown and state park
10.0 out of 10, Exceptional, (5)
"The home was very clean and smelled nice. Neighbors are very friendly as well!"
The price is €331
includes taxes & fees
26 Jun - 27 Jun
Private townhouse near downtown and state park
Two-story condo in luxury townhouse. Free parking.
9.8 out of 10, Exceptional, (8)
"The property was beautiful and the host was helpful"
The price is €361
includes taxes & fees
23 Jun - 24 Jun
Two-story condo in luxury townhouse. Free parking.
Clean and Cozy 2 BR home blocks away from downtown
10.0 out of 10, Exceptional, (14)
"We had a wonderful stay. The house is very clean. Phylis was a great host. Thank you for the wonderful gift and sharing your home with us. If I could give 6 stars I would."
Clean and Cozy 2 BR home blocks away from downtown
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

Red Roof Inn & Suites Newark - University
2.0 star property
5.8 out of 10, (1008)
"Check-in started off rocky as I had just driven 7 hours and was given a different type of room than I had booked. However, the balcony (and luckily great weather) made up for that. Yes, it is a beaten-up old motor hotel, but it was terrific overall. Dogs welcome, quiet (except for intermittent morons with loud cars on S College), felt safe, cute coffee maker, and the BED WAS FANTASTIC!"
The price is €82
includes taxes & fees
20 Jun - 21 Jun
Red Roof Inn & Suites Newark - University
Sheraton Suites Wilmington Downtown
3.5 star property
8.2 out of 10, Very good, (1000)
"Awesome stay"
The price is €147
includes taxes & fees
1 Jul - 2 Jul
Sheraton Suites Wilmington Downtown
Sonesta Select Newark Christiana Mall
3.0 star property
7.8 out of 10, Good, (1001)
"Clean, friendly service "
The price is €109
includes taxes & fees
7 Jul - 8 Jul
Sonesta Select Newark Christiana Mall
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, apart-hotels, 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 €151 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?

Waterfront house with amazing views. Top of the Chesapeake: This holiday home rental outside of Williamsburg is located on the beach, and has a fireplace, a balcony and a BBQ to put you at ease in your new surroundings. It has 3 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 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