Holiday Rentals in Williamsburg

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Holiday Rentals in Williamsburg

Holiday Home in Winchester

9.8 out of 10, Exceptional, (196)
"The hosts were very available and attentive when needed. The place was perfect for our family vacation!"
United States
Deborah C.
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA

Holiday Home in Richmond

10.0 out of 10, Exceptional, (40)
"Great place. Highly recommend!"
United States
Jon M.
Recently remodeled Colonial-style home with room for the whole family!

Holiday Home in Richmond

9.0 out of 10, Wonderful, (13)
"Lovely house, easy check-in, great location."
United States
Heather S.
The price is €158
includes taxes & fees
30 Nov - 1 Dec
Boho Bungalow off Main-one block from Lovely Park

Apartment in Richmond

9.4 out of 10, Exceptional, (36)
"Property is so unique and cozy. We really enjoyed the stay. So much better than a hotel. Location is great. Walkable to many restaurants. Would definitely recommend. "
United States
Renee M.
THE STARR LOFT- Earlham, IUEast, Historic District

Cottage in Richmond

9.6 out of 10, Exceptional, (29)
"Quaint cottage in Richmond, Indiana. Very peaceful location even though close to downtown. My sisters, our daughters, and I enjoyed spending time in such a beautiful setting."
United States
Judi C.
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Holiday Home in Richmond

9.8 out of 10, Exceptional, (13)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
United States
Jason S.
The price is €292
includes taxes & fees
29 Nov - 30 Nov
Charming Home! Prime Location! Dog-Friendly!

Apartment in Hagerstown

10.0 out of 10, Exceptional, (11)
"Very conveniently located with clear instructions about amenities. We will stay here again sometime."
United States
MaryandMichael P.
The price is €145
includes taxes & fees
2 Dec - 3 Dec
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

Mobile Home in Selma

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...
United States
Eleisha G.
The price is €143
includes taxes & fees
29 Nov - 30 Nov
Cozy RV close to the Reservoir

Holiday Home in Greens Fork

8.8 out of 10, Excellent, (15)
"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!!"
United States
Madison M.
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

Cabin in New Paris

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."
United States
Larry
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

Holiday Home in Richmond

9.8 out of 10, Exceptional, (35)
"We had the best time. House was gorgeous and unique. Perfect place for our group as everyone had their own room and their own bed! Would absolutely stay here again. "
United States
Megan H.
The price is €294
includes taxes & fees
29 Nov - 30 Nov
Westcott Mansion with Pickleball Court & Huge Gazebo

Holiday Home in Wayne Township

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."
United Kingdom
Mark R.
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

Apartment in Hagerstown

9.2 out of 10, Wonderful, (20)
"Great little apartment. Just what we needed for overnight. "
United States
Kim M.
The price is €123
includes taxes & fees
3 Dec - 4 Dec
New Hagerstown Apartment - Self Check-in. Sleeps 4+

Cabin in Richmond

8.4 out of 10, Very good, (5)
"Lovely place if you value nature, a private pool, and privacy. The pictures don't do it justice. We had a wonderful time and are planning a return trip next summer. The garden and Jack were the cherry on top!"
United States
Kylie L.
Cozy Cabin with fireplace, hot tub & hiking trails

Cottage in Hagerstown

3.0 star property
Exquisite Hagerstown Home With Deck & Gazebo!

Holiday Home in Wayne Township

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!"
United States
Anke S.
The Red House

Cottage in Economy

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

Holiday Home in Richmond

Good house

Cottage in Richmond

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."
United States
Andrew F.
Close to Earlham / IU / Reid! <br>- Nice neighborhood -

Holiday Home in Milton

Milton Cottage
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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Top Williamsburg Hotel Reviews

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, 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 €123 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?

Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA: This holiday home rental outside of Williamsburg is located in a rural location, and has an indoor pool, a fireplace and a BBQ to put you at ease in your new surroundings. It has 10 bedrooms, as well as a kitchen with a dishwasher, a fridge and a stovetop, so that you can cook with friends or family. It offers a patio, a garden and a selection of games so that you can immerse yourself in your holiday.

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 Glenn Miller 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.