Williamsburg Holiday Rentals

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Holiday Rentals in Williamsburg

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

Richmond
9.8 out of 10, Exceptional, (25)
"Such an interesting place. It was a great stay. We would definitely stay there again!"
United States
Marisa H.
The price is NZ$392
includes taxes & fees
21 Nov - 22 Nov
Quaker Hill Cottage on gated estate with fire pit & hiking trails

Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA

Winchester
9.8 out of 10, Exceptional, (196)
"Had a great time. Location is excellent and really enjoyed everything the house had to offer. "
United States
Cade P.
Huge Indiana Family Reunion Villa with Indoor Pool, Hot Tub, Game Rm 8 BR, 7 BA

Charming Home! Prime Location! Dog-Friendly!

Richmond
10.0 out of 10, Exceptional, (12)
"Great house! Just what we needed and in an amazing Richmond neighborhood. "
United States
Jason S.
The price is NZ$583
includes taxes & fees
14 Nov - 15 Nov
Charming Home! Prime Location! Dog-Friendly!

Boho Bungalow off Main-one block from Lovely Park

Richmond
9.0 out of 10, Wonderful, (12)
"My husband, son, and I stayed here the weekend of our daughter’s graduation from Miami University. It was so cute and easy to access. The communication was awesome and check in/check out process was simple. Would definitely recommend."
United States
Kelly R.
The price is NZ$317
includes taxes & fees
14 Nov - 15 Nov
Boho Bungalow off Main-one block from Lovely Park

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

Greens Fork
9.0 out of 10, Wonderful, (13)
"The atmosphere and views are stunning. The home is spacious for families. We enjoyed our stay. "
United States
Donna H.
Stunning 3 bed, 2.5 bath home, nestled in a quiet woodsy setting.

Cozy RV close to the Reservoir

2.0 star property
Selma
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 NZ$284
includes taxes & fees
22 Nov - 23 Nov
Cozy RV close to the Reservoir

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

Hagerstown
10.0 out of 10, Exceptional, (11)
"Lovely property in Hagerstown. We stayed here with my 82 year old father while visiting family. Perfect accommodations! Very clean & comfortable. We had a little hiccup with our code to check in, but once Michelle saw our note, we got it fixed right away. Convenient to Main Street shops & food. We would definitely stay here again on our next trip!"
United States
Laura T.
The price is NZ$289
includes taxes & fees
18 Nov - 19 Nov
Charming small town experience in Hagerstown, Indiana, self check-in, sleeps 5+

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

Richmond
10.0 out of 10, Exceptional, (40)
"Very nice, clean, quiet neighborhood. Excellent place to stay."
United States
Matt H.
Recently remodeled Colonial-style home with room for the whole family!

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

New Paris
10.0 out of 10, Exceptional, (2)
"Very peaceful and safe. Comfortable and well supplied."
United States
Laura B.
Tiny Home at Camp Mahanaim - New Paris, OH - Private Lake

Westcott Mansion with Pickleball Court & Huge Gazebo

Richmond
9.8 out of 10, Exceptional, (34)
"The house was beautiful and so interesting! The owners were very responsive to our questions. We really enjoyed our stay!"
United States
Jeff N.
The price is NZ$588
includes taxes & fees
14 Dec - 15 Dec
Westcott Mansion with Pickleball Court & Huge Gazebo

18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

Wayne Township
10.0 out of 10, Exceptional, (9)
"Super week stay a very unique well equipped house - From the inside kitchen to the outdoor kitchen and grilling area plus wildlife galore, nothing is better then eating breakfast and deers show up and pose outside the windows The house is fitted in a retro style with modern amenities. Would definitely stay there again"
United States
Robin A.
18 Acre Farm - Pickleball, Pond, Outdoor Kitchen

Exquisite Hagerstown Home With Deck & Gazebo!

3.0 star property
Hagerstown
Exquisite Hagerstown Home With Deck & Gazebo!

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

Hagerstown
9.2 out of 10, Wonderful, (20)
"The apartment was excellent and everything about the process was 5-stars. We will definitely stay here again next time we are in town!"
United States
Cole T.
The price is NZ$248
includes taxes & fees
24 Nov - 25 Nov
New Hagerstown Apartment - Self Check-in. Sleeps 4+

Cozy Cabin with fireplace, hot tub & hiking trails

Richmond
8.4 out of 10, Very good, (5)
"The cabin is an absolute dream! It feels like a cozy cottage nestled in the woods, yet you’re just moments away from shops and restaurants. I can’t express enough how incredible our stay was! As a mom of two busy little boys, finding time to relax can be challenging, but this place offers such privacy and a delightful heated pool that it felt like my own personal retreat. The grounds are stunning, and you’re just a short stroll away from a breathtaking waterfall. I wholeheartedly recommend this...
United States
T B.
Cozy Cabin with fireplace, hot tub & hiking trails

The Red House

Wayne Township
9.6 out of 10, Exceptional, (18)
"This is probably one of the best properties I have stayed at. The home was clean and inviting. There was plenty of room for everyone to be comfortable. The fire pit was a bonus! The outdoor area was just as appealing as inside the house! I will definitely stay here next time I am in town!"
United States
Nevine A.
The Red House

Quaint Economy Retreat w/ Patio & Spacious Yard!

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

THE STARR LOFT- Earlham, IUEast, Historic District

Richmond
9.4 out of 10, Exceptional, (35)
"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

Good house

Richmond
Good house

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

Richmond
9.0 out of 10, Wonderful, (6)
"This was a short-term stay for my niece who is a pharmacy student doing a summer internship in the area for the summer. She loved everything about the property and especially how close it was to just about everything within 5-10 minutes."
United States
Bridget E.
Close to Earlham / IU / Reid! <br>- Nice neighborhood -

Milton Cottage

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, 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 NZ$248 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?

Charming Home! Prime Location! Dog-Friendly!: This holiday home rental outside of Williamsburg offers a fireplace, a patio and a BBQ to help you feel perfectly comfortable 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. You can relax into your holiday with a garden and a selection of games.

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.