Williamsburg Holiday Rentals

Start date: Check-in selected.
To Date
End date: Check-out
    calendar shield illustration

    Change your mind

    Book hotels with free cancellation
    deals illustration

    Treat yourself

    Sign in to save 10% or more on thousands of hotels
    bed illustration

    Be picky

    Search almost a million properties worldwide

Check prices for these dates

This weekend
Next weekend

Holiday Rentals in Williamsburg

Boho Bungalow off Main-one block from Lovely Park

9.0 out of 10, Wonderful, (12)
"We very much enjoyed our 1 night visit at the Boho Bungalow! The house was cozy and charming. Everything was clean and the property host gave clear information for our stay. We highly recommend this location."
The price is AU$274
includes taxes & fees
8 Oct - 9 Oct
Boho Bungalow off Main-one block from Lovely Park

Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

9.0 out of 10, Wonderful, (12)
"The property is stunning and plenty of space for multiple people if needed! Hosts are extremely friendly and great at communicating as well!! Definitely a place you could come back to over and over again!!"
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

9.8 out of 10, Exceptional, (194)
"This was our 2nd Extended Family Weekend at the Winchester Property. Plenty of activities for everyone plus some positive property improvements. Would stay again and recommend. Host is very responsive and communicates well. "
Indoor Pool, Hot Tub, Fireplaces, Golf, Park-like setting. Family Reunion Place!

Quaker Hill Cottage on gated estate with fire pit & hiking trails

9.8 out of 10, Exceptional, (25)
"Very unique quaint cottage hidden from the city. Loved the forested area around it with the patio to the side. We saw"
The price is AU$341
includes taxes & fees
4 Oct - 5 Oct
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Charming Home! Prime Location! Dog-Friendly!

9.8 out of 10, Exceptional, (10)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
The price is AU$504
includes taxes & fees
8 Oct - 9 Oct
Charming Home! Prime Location! Dog-Friendly!

Cozy RV close to the Reservoir

2.0 star property
6.0 out of 10, (1)
"This was a really neat idea, and the kids were very excited to stay in an RV. I will start by saying it was very clean. It was not advertised that this was on private property right next to the house until check in time. The location was also not optimal because it was right next to the main road where you could hear every car, and the entrance was across from what looked like a lot of junk. . we had to deal with a dog barking all night, long, but we made the best of all this. The only thing...
The price is AU$246
includes taxes & fees
8 Oct - 9 Oct
Cozy RV close to the Reservoir

Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

10.0 out of 10, Exceptional, (11)
"Very clean and great amenities. Will be booking there again in the future."
The price is AU$250
includes taxes & fees
15 Oct - 16 Oct
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

New Hagerstown Apartment - Self Check-in. Sleeps 4+

9.2 out of 10, Wonderful, (20)
"Always a pleasure and the location is perfect for seeing family!"
The price is AU$212
includes taxes & fees
8 Oct - 9 Oct
New Hagerstown Apartment - Self Check-in. Sleeps 4+

Exquisite Hagerstown Home With Deck & Gazebo!

3.0 star property
Exquisite Hagerstown Home With Deck & Gazebo!

Westcott Mansion with Pickleball Court & Huge Gazebo

9.8 out of 10, Exceptional, (34)
"We had a nice time celebrating my sons graduation from Earlham college. There was plenty of room for everyone to have their own bedroom. Very unique property with very nice furnishings. A historic property. We had everything we needed for our stay. Definitely would recommend."
The price is AU$507
includes taxes & fees
3 Oct - 4 Oct
Westcott Mansion with Pickleball Court & Huge Gazebo

Recently remodeled Colonial-style home with room for the whole family!

10.0 out of 10, Exceptional, (39)
"Very nice, clean, quiet neighborhood. Excellent place to stay."
Recently remodeled Colonial-style home with room for the whole family!

The Red House

9.6 out of 10, Exceptional, (18)
"This was our 2nd stay at the red house while in town to visit family. Perfect location and space for our family of four. Friendly communication with the owner. Would happily stay again. Recommend!"
The Red House

Cozy Cabin with fireplace, hot tub & hiking trails

8.4 out of 10, Very good, (5)
"It’s secluded and peaceful. We had a very nice time. The pool and the hot tub were perfect. The cabin was fun!"
Cozy Cabin with fireplace, hot tub & hiking trails

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

10.0 out of 10, Exceptional, (9)
"Great setting for 6 old guys to sit around and reminisce. Beautiful property and the summer kitchen is great."
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

Vintage Bungalow

7.0 out of 10, Good, (2)
"Not impressed, glad by niece and her children didnt come. No diner table to have a meal at. Lack of dishes, silverware, no coffe table, no nightstands. No place to put your suitcases on, used the floor. Owners mother walked in the house, without knocking. Luckily my dog didnt get out. Shower had a hair ball in drain, feces in toilet, gunk all over tile in bathroom tiles. I had to wash the storm door, to see in or out."
The price is AU$657
includes taxes & fees
2 Oct - 3 Oct
Vintage Bungalow

Quaint Economy Retreat w/ Patio & Spacious Yard!

3.0 star property
Quaint Economy Retreat w/ Patio & Spacious Yard!

Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

10.0 out of 10, Exceptional, (2)
"The tiny house was just as described and very comfortable. My favorite part was the huge lakefront lot with beautiful views and lots of privacy."
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

THE STARR LOFT- Earlham, IUEast, Historic District

9.4 out of 10, Exceptional, (33)
"Very unique property. Comfortable and excellent location. Several places to easily walk to for coffee and meals. Parking was street parking, but never had an issue. Communication with owner was good"
THE STARR LOFT- Earlham, IUEast, Historic District

Good house

Good house

Close to Earlham / IU / Reid! <br>- Nice neighborhood -

9.0 out of 10, Wonderful, (6)
"This was a great home and the hosts are great! Enjoyed my stay as I completed a summer internship in the area."
Close to Earlham / IU / Reid! <br>- Nice neighborhood -
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.
Save an average of 15% on thousands of hotels when you're signed in

Top Williamsburg Hotel Reviews

Find out more about Williamsburg

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 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$212 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 are some of the best holiday rentals that Williamsburg has to offer?

Boho Bungalow off Main-one block from Lovely Park: This holiday home rental outside of Williamsburg has air conditioning and laundry facilities to help you feel perfectly comfortable in your new surroundings. Kitchen amenities include a dishwasher, a fridge and a stovetop.

What can I see and do in Williamsburg?

While exploring the area, visit family-friendly sights like Warm Glow Candle Company, or get outside and enjoy nature at Middlefork Reservoir Park. Wayne County Fairgrounds and Indiana University East are a couple of places you'll find in the wider area.

What are holiday rentals like in Williamsburg?

Holiday rentals are privately owned properties you can book for a few days, or a quick weekend, in Williamsburg. Holiday rentals offer extras like laundry facilities and kitchens so you'll feel just like you're staying in your own home. If you're concerned about a sanitised environment, a holiday rental can offer a sense of privacy away from shared hotel lifts and bustling concierge desks while still allowing you the enjoyment of travel. You'll also find more space in a holiday rental than in a traditional hotel, which makes a holiday rental a great option for family trips.