Holiday Rentals in Williamsburg

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Holiday Rentals in Williamsburg

Waterview Cottage with Amazing Sunsets overlooking The Chesapeake Bay
Beach nearby, sun-loungers
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
House on 3 acres near Fair Hill Nature Park. Close to Pa, and De.
Exterior
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.
WORLD’S BEST SUNSETS ON UPPER CHESAPEAKE BAY -CRYSTAL BEACH MANOR, EARLEVILLE,MD
Fridge, microwave, oven, stovetop
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
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Chesapeake City Overlook: Breathtaking View!
Property grounds
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!
Waterfront house with amazing views. Top of the Chesapeake
On the beach, sun-loungers, beach towels
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."
Waterfront house with amazing views. Top of the Chesapeake
Beachfront Sunsets on the Water at Oakwood Beach
Property grounds
Beachfront Sunsets on the Water at Oakwood Beach
10.0 out of 10, Exceptional, (20)
"This was the perfect house for 3 Dads and their 14-15 yr olds for a weekend lacrosse tournament. The house was clean and spacious. The owner went over and above to welcome us and make us feel at home. The boys loved the kayaks, swimming and the beach. The Dads enjoyed the outdoor area, fire pit and grilling. All the beach supplies were on hand. Easy and quick communications with the owner."
Beachfront Sunsets on the Water at Oakwood Beach
Homey Retreat in Historic Kennett Square!!
Fridge, microwave, oven, stovetop
Homey Retreat in Historic Kennett Square!!
10.0 out of 10, Exceptional, (45)
"We had a lovely stay and hope to return. The house was exactly what we want in a vacation rental. It had charm and personality, was located within walking distance of cafes and restaurants and was very comfortable for the four of us. Communication with Ivanna was seamless. Our family has a wonderful stay."
The price is €323
per night
8 Jul - 9 Jul
Homey Retreat in Historic Kennett Square!!
Clean and Cozy 2 BR home blocks away from downtown
Fridge, microwave, oven, stovetop
Clean and Cozy 2 BR home blocks away from downtown
10.0 out of 10, Exceptional, (15)
"Great house, very clean. Only a short few minute walk to restaurants and shops and parks."
Clean and Cozy 2 BR home blocks away from downtown
Amazing Waterfront Views at Sailor's Sunrise Cottage on the Upper Chesapeake Bay
Property grounds
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
View from property
Top of the Chesapeake - Minutes from Historic Charlestown
9.8 out of 10, Exceptional, (128)
"Three generations from PA, CO and VT all converged on the "Top of the Chesapeake" and had a lovely time. This is a stellar place for bird watching since it's between a creek and the upper Bay ("river".) Kayaks were a hit with 12 year olds and their parents. The owner's very reasonable rules and guidelines were so easy and he was available for help. Highly recommend this place!"
The price is €625
per night
8 Jul - 9 Jul
Top of the Chesapeake - Minutes from Historic Charlestown
Trendy Cozy Cottage Clean Bright Three bed, Two bath Patio
Fridge, microwave, oven, stovetop
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.
Outdoor pool, a heated pool
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.
*NEW* 🏡 Cozy Home + Bonus Cottage - Deck | PacMan | Fireplace | TV
Smart TV, fireplace
*NEW* 🏡 Cozy Home + Bonus Cottage - Deck | PacMan | Fireplace | TV
10.0 out of 10, Exceptional, (17)
"We LOVED our stay here! It's welcoming and charming. There is a relaxing backyard and a quaint shed to relax or pass the time. Everything you need is available. The bedrooms are close to a major street but the street noise didn't bother us. Earplugs are provided if that is a hindrance. Communication with the owner was very prompt and accomodating. 5 stars from our family! ⭐️⭐️⭐️⭐️⭐️"
*NEW* 🏡 Cozy Home + Bonus Cottage - Deck | PacMan | Fireplace | TV
Entire place with private parking
Property grounds
Entire place with private parking
7.8 out of 10, Good, (6)
"Overall great location, space and with secure parking."
The price is €160
per night
27 Jun - 28 Jun
Entire place with private parking
Hidden Gem! - Downtown
Private kitchen
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
Aerial view
Thunder Hill Retreat - Peaceful - sleeps 12
10.0 out of 10, Exceptional, (6)
"We stayed at this property for the week of University of Delaware’s graduation. It was perfect, about a 15 minute drive from Newark, in a very nice neighborhood. The house was in a lovely wooded area near a creek, where we were able to take walks in the neighborhood. The house was clean and comfortable and the host, Raymond, made it easy. I would highly recommend."
The price is €503
per night
27 Jun - 28 Jun
Thunder Hill Retreat - Peaceful - sleeps 12
A cottage on the shore of the Delaware River
On the beach
A cottage on the shore of the Delaware River
9.8 out of 10, Exceptional, (56)
"Beth was a wonderful hostess. The property was clean, Beth greeted me at check-in and was available for any questions or needs. Everything that I needed and more was available in the cottage. Most relaxing trip I have had in years! I look forward to staying again."
A cottage on the shore of the Delaware River
Private townhouse near downtown and state park
2 bedrooms, WiFi
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 €332
per night
1 Jul - 2 Jul
Private townhouse near downtown and state park
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
Property grounds
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
10.0 out of 10, Exceptional, (68)
"As soon as we arrived I wanted to message Sue and thank her for sharing such a special place with us. The views are breathtaking! We stayed for a weekend to attend a wedding nearby and the house had everything we needed. The “neighborhood” it’s in is great and all of the neighbors were wonderful. Everything was very clean and the kitchen was well stocked."
Waterfront Cabin With Spectacular Sunsets Overlooking The Chesapeake Bay
Two-story condo in luxury townhouse. Free parking.
Fridge, microwave, oven, stovetop
Two-story condo in luxury townhouse. Free parking.
9.8 out of 10, Exceptional, (9)
"This spot was awesome. Stayed here for a lacrosse tournament. It was perfect for our coaching staff. Easy check in. Clean. Everything you’d need. 100% would recommend and 100% would return."
The price is €361
per night
30 Jun - 1 Jul
Two-story condo in luxury townhouse. Free parking.
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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

Sheraton Suites Wilmington Downtown
Lobby
Sheraton Suites Wilmington Downtown
3.5 star property
8.2 out of 10, Very good, (1000)
"Location."
The price is €139
per night
7 Jul - 8 Jul
Sheraton Suites Wilmington Downtown
Red Roof Inn & Suites Newark - University
Sun deck
Red Roof Inn & Suites Newark - University
2.0 star property
5.8 out of 10, (1005)
"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 €80
per night
27 Jun - 28 Jun
Red Roof Inn & Suites Newark - University
SureStay Plus Hotel by Best Western Brandywine Valley
Lobby
SureStay Plus Hotel by Best Western Brandywine Valley
2.5 star property
6.6 out of 10, (1002)
"The woman that assisted me late at night as I was Frazzled from being locked out of my place of residence was Phenomenal!!! She offered me room upstairs with a view of the pool but switched me downstairs when she learned I was having knee pain and couldn't do the stairs. She was Patient and Courteous in my time of stress 🙏"
The price is €92
per night
2 Jul - 3 Jul
SureStay Plus Hotel by Best Western Brandywine Valley
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 €160 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

Hyatt Place Wilmington Riverfront

Hyatt Place Wilmington Riverfront

5/5 Excellent
"Quiet and safe"
A verified traveller stayed at Hyatt Place Wilmington Riverfront
Posted 23 hours ago
Hyatt Place Wilmington Riverfront